EP0876137A1 - Compounds based on squalene and sphingolipids effective against bacteria, parasites, protozoa, fungi and viruses - Google Patents

Compounds based on squalene and sphingolipids effective against bacteria, parasites, protozoa, fungi and viruses

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Publication number
EP0876137A1
EP0876137A1 EP97902167A EP97902167A EP0876137A1 EP 0876137 A1 EP0876137 A1 EP 0876137A1 EP 97902167 A EP97902167 A EP 97902167A EP 97902167 A EP97902167 A EP 97902167A EP 0876137 A1 EP0876137 A1 EP 0876137A1
Authority
EP
European Patent Office
Prior art keywords
groups
acid
unbranched
branched
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP97902167A
Other languages
German (de)
French (fr)
Inventor
Carola Jüstel
Manfred Klier
Jörg SCHREIBER
Florian Wolf
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beiersdorf AG
Original Assignee
Beiersdorf AG
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Filing date
Publication date
Application filed by Beiersdorf AG filed Critical Beiersdorf AG
Publication of EP0876137A1 publication Critical patent/EP0876137A1/en
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/001—Preparations for care of the lips
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/006—Antidandruff preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q9/00—Preparations for removing hair or for aiding hair removal
    • A61Q9/02—Shaving preparations

Definitions

  • the present invention relates to the use of substances known per se as substances effective against bacteria, mycota and viruses.
  • the present invention relates to cosmetic and dermatological preparations containing such substances.
  • the healthy warm-blooded organism especially the healthy human skin, is populated with a large number of non-pathogenic microorganisms.
  • This so-called microflora of the skin is not only harmless, it is an important protection for the defense against opportunistic or pathogenic germs.
  • Bakte ⁇ en belong to the prokaryotic unicellular organisms. They can be roughly differentiated according to their shape (ball, cylinder, curved cylinder) and the structure of their tent wall (gram-positive, gram-negative). Finer subdivisions also take into account the physiology of the organisms. So there are aerobic, anaerobic and facultative anaerobic bacteria. Some individuals are of medical importance in their capacity as pathogenic germs, while others are completely harmless.
  • Antibiotics for example, which is not applicable to all antimicrobial substances, can be dated to the year 1941, although the first findings on penicillin were already found in 1929. Antibiotics in today's sense are not for all medical purposes, least of all non-cosmetic applications are suitable, since the warm-blooded organism, that is to say the sick patient, is often impaired in some way in its metabolic functions when used.
  • An object of the present invention was therefore to enrich the state of the art in this direction, in particular to provide substances which are effective against gram-positive and / or gram-negative bacteria without the use of the substances causing an unacceptable impairment of the Ge ⁇ health of the user would be connected.
  • Gram-negative germs are, for example, Escherichia coli, Pseudomonas species and Enterobacteriaceen, such as Citrobacter.
  • Gram-positive germs also play a role in cosmetics and dermatology.
  • bacterial secondary infections are of etiological importance in addition to other influences.
  • One of the main microorganisms associated with blemished skin is Propionibacterium acnes.
  • Impure skin and / or comedones affect the well-being of those affected, even in mild cases. Since practically every or every young person is affected by impure skin of any kind, there is a need for many people to remedy this condition.
  • a particular object of the present invention was therefore to find a substance or combination of substances which is effective against impure skin or Propionibacterium acnes.
  • the present invention relates to cosmetic deodorants.
  • Such formulations serve to eliminate body odor which arises when the odorless fresh sweat is decomposed by gram-positive microorganisms in particular.
  • the usual cosmetic deodorants are based on different active principles.
  • the sweat flow itself is not affected by this, ideally only the microbial decomposition of the sweat is temporarily stopped.
  • body odor can also be masked by fragrances, a method that least meets the aesthetic needs of the consumer, since the mixture of body odor and perfume smells rather unpleasant.
  • Deodorants should meet the following conditions:
  • Another object of the present invention was therefore to develop cosmetic deodorants which do not have the disadvantages of the prior art.
  • the deodorants should largely protect the microflora of the skin, but selectively reduce the number of microorganisms which are responsible for body odor.
  • a further task was to develop cosmetic deodorants which harmonize with the largest possible number of customary cosmetic auxiliaries and additives, in particular with the perfume constituents which are particularly important in formulations having a deodorant or antiperspirant effect.
  • a further object of the invention was to provide cosmetic deodorants which are effective over a longer period of time, on the order of at least half a day, without their action noticeably diminishing.
  • mycobionts include, for example, yeasts (Protoascomycetes), molds (Plectomycetes), powdery mildew (Pyrenomycetes), downy mildew (Phycomycetes) and the stand fungi (Basidiomycetes).
  • Fungi are not plant organisms, but like them, they have a cell wall, vacuoles filled with cell juice, and a microscopically visible plasma flow. They contain no photosynthetic pigments and are C-heterotrophic. They grow under aerobic conditions and gain energy through the oxidation of organic substances. However, some representatives, for example yeasts, are facultative anaerobes and are capable of generating energy through fermentation processes.
  • Dermatomycoses are diseases in which certain types of fungi, in particular dermatophytes, penetrate the skin and hair follicles.
  • the symptoms of dermatomycoses are, for example, blisters, exfoiiation, rhagades and erosion, mostly associated with itching or allergic eczema.
  • Dermatomycoses can essentially be divided into the following four groups: dermatophytias (e.g. epidermophytia, favus, microsporie, trichophytia), yeast mycoses (e.g.
  • Pathogenic and facultatively pathogenic germs include, for example, from the group of yeasts Candida species (for example Candida albicans) and those of the Pityro ⁇ sporum family.
  • a bet Pityrosporum ovale's involvement in the development of psoriasis is discussed by experts.
  • Dermatophytia almost exclusively affect skin, hair and nails. Hefemycoses can also affect mucous membranes and internal organs; system mycoses regularly extend to entire organ systems.
  • the areas of the body where clothing, jewelry or footwear can accumulate moisture and heat are particularly often affected.
  • the foot fungus is one of the best known and most widespread dermatomycoses. Fungal diseases of the finger and toenail areas (onychomycoses) are particularly unpleasant.
  • Superinfections of the type described above are, for example, secondary diseases which frequently occur in the full screen of AIDS. In itself - at least in low bacterial densities - harmless, but under certain circumstances also extremely pathogenic germs in this way monitor the healthy skin flora. With AIDS, however, other body organs are also affected by superinfections. Such superinfections are also observed in a large number of dermatological diseases, for example atopic eczema, neurodermatitis, acne, seborrheic dermatitis or psoriasis. Many medical and therapeutic measures, for example radio- or chemotherapy of tumor diseases, drug-induced immunosuppression or systemic antibiotic treatment, as well as external chemical or physical influences (e.g. environmental pollution, smog), promote the occurrence of superinfections of the external and internal organs, especially the skin and mucous membranes.
  • dermatological diseases for example atopic eczema, neurodermatitis, acne, seborrheic dermatitis or psori
  • topically administered antibiotics have the disadvantage that they not only free the skin flora from the secondary pathogen, but also severely impair the physiological skin flora and the natural healing process is slowed down again in this way.
  • the object of the present invention was to eliminate the disadvantages of the prior art and to make available substances and preparations containing such substances, the use of which can cure superinfections, the physiological skin flora not suffering any appreciable losses.
  • Protozoa are parasitic single-celled organisms with a clearly delineated cell nucleus that reproduce sexlessly (by double or quadruple division and budding), or sexually (Gameto, Gamonto and Autogamy). Food is taken in from the environment by permeation and by pinocytosis or phagocytosis. Most of the protozoa can, in addition to vegetative, usually mobile, forms of state (so-called trophozoites), under unfavorable circumstances, also form cysts as permanent forms.
  • protozoa are divided into four different groups: (a) Mastigophora (flagellates with flagella)
  • Protozoa living in parasitic areas in subtropical and tropical areas are often transmitted by stinging and sucking insects, but also by dirt and smear infections and by the food chain.
  • Trichomoniasis (caused by Trichomonas vaginalis), Lamblia dormancy (caused by Lamblia intestinalis), visceral as well as cutaneous and mucosal leishmaniasis (caused by Leishmania donovanii, L.tropica, L.brasiliensis, L- mexicana, L.diffusa or L.
  • trypanosmiasis caused by different types of Trypanosoma
  • amoebic dysentery and amebiasis caused by different types of Entamoeba, iodo-amoeba butschlii or Naegleria fowleri
  • coccidosis by Isospora belli
  • balantid dysentery caused by Balantidium coli
  • the way of life is either aprophytic or purely parasitic, possibly only as a periodic, temporary or stationary parasite.
  • the development of parasites is linked to one or more different host organisms, and humans can be intermediate hosts or end hosts.
  • helminths Medically and dermatologically significant parasites are, for example, the helminths, which in turn are subdivided into Trematodae, Cestodae and Nematodae.
  • the Helminthoses that impair human well-being include bilhistiasis (caused by Schistosoma species), tapeworm infestation from the intestine and other internal organs (caused by Taenia species and Echinococcus species, for example), Ascariasis (caused by Ascaris lumbricoides), enterobiasis ( caused by Enterobium vermicularis), paragonimiasis (caused by Paragonium species), filariasis (caused for example by Wucheria bancrofti) as well as other nematode infestations (for example caused by Trichuris trichura or Trichinella spiralis).
  • Fly and / or fly larvae infestation (caused, for example, by Glossina, Stomoxys, Tabanus, Chrysops, Lucilia, Chrysomya, Cochliamya, Wohlfartia, Cordylobia or Dermatobia species), mosquito and / or mosquito larvae infestation (caused for example by Aedes-Culex, Anopheses, Phlebotomus-Culicuides, Sumiiium or Haemagoges species), tick infestation (caused for example by Argas persicus and other Argas species, Ornithodorus erraticus and other Ornithodorus species.
  • Orobius- Rhiphocephalus- Dermacentor, Haemaphysalis, Amblyomma, Ixodes species), Porocephalose (caused by Porrocephaius species), flea infestations (caused by e.g.
  • Pulex irritans, Ctenocephaiides canis, Xenopsylla cheopsis, Nosophyllus fasciatus or Sarcopsylla pene- , Lice infestation (caused, for example, by Phthirius pubis, Pediculosus humanus or Pediculosus captits), bug infestation (caused, for example, by Cimex lectularius, Cimex hemipterus, Panstrongy lus megistus, Rhodnius prolixus, Triatoma dimidata, Triatoma infestans, Triatoma sordida or Triatoma brasiliensis) and mite infestation (caused, for example, by Demodex folliculorum and other Demodex species and by Dermamyskus species, Glyciphagus domesticus, Pyemotes species, Sar species coptes species or trombicula species).
  • the parsites living on or in the human organism can in turn be carriers of bacteria, mycota, protozoa and viruses which can have a lasting effect on the health and well-being of the host organism, for example humans.
  • a further object of the present invention was therefore to meet this need.
  • viruses are biological structures that require a host cell for biosynthesis.
  • Extracellular viruses also called “virions” consist of a single- or double-stranded nucleic acid sequence (DNA or RNA) and a protein coat (called a capsid), optionally an additional lipid-containing envelope (envelope).
  • DNA or RNA nucleic acid sequence
  • capsid protein coat
  • envelope envelope
  • the whole of nucleic acid and capsid is also The virus was classified classically according to clinical criteria, but nowadays mostly according to its structure, its morphology, but especially according to the nucleic acid sequence.
  • influenza viruses Orthomyxoviridae family
  • Lyssaviruses e.g. rabies, Rhabdovirus family
  • Enteroviruses e.g. Hepatitis-A, Picornaviridae family
  • Hepadnaviruses e.g. Hepatitis-B, Hepadnaviridae family
  • viruses-killing substances there are no virucides, that is to say viruses-killing substances in the actual sense, since viruses do not have their own metabolism. For this reason, it was also discussed whether viruses should be classified as living beings. In any case, pharmacological interventions without damage to the unaffected cells is difficult. Possible mechanisms of action in the fight against the viruses are primarily the disruption of their replication, for example by blocking the enzymes which are important for replication and which are present in the host line. The release of the viral nucleic acids into the host cell can also be prevented.
  • anti-viral or “active against viruses” 1 , “virucidal” or similar means the property of a substance, be it a single-cell or multicellular organism against harmful consequences of a virus infection, be it prophylactically or therapeutically to protect, regardless of what the actual mechanism of action of the substance in individual cases.
  • the prior art lacks substances which are active against viruses and which, moreover, do not damage the host organism, or do so to an acceptable degree.
  • (c6) unsubstituted cycloalkyl group with 3 to 7 ring atoms or one (c7) with one or more carboxyl groups and / or hydroxyl groups and / or oxo groups (keto groups) and / or branched and / or unbranched C- ⁇ 27-alkyl groups substituted cycloalkyl group with 3 to 7 ring atoms and wherein the ⁇ -hydroxycarboxylic acid or the ⁇ Hydroxycarboxylic acids, if appropriate in the form of their physiologically tolerable salts and / or ethyl esters and / or methyl esters, can remedy the disadvantages of the prior art.
  • active substance combinations as anti-bacterial, antimycotic, antiviral and / or active substances effective against protozoans and / or parasites is also according to the invention. It is particularly advantageous to use the active compound combinations according to the invention as active compounds which act against gram-positive bacteria.
  • Squalene (2,6,10, 15, 19,23-hexamethyl-2,6,10,14,18,22-tetracoshexaene, spinacene) is due to the structural formula
  • Sphingolipids and their use in pharmacy and cosmetics are also known per se.
  • the basic structure of the sphingolipids is sphingosine or phytosphingosine, which are characterized by the following structural formulas:
  • Sphingosine (phytosphingosine) Sphingolipids according to the invention are advantageously distinguished by the general basic structure
  • R- and R3 independently of one another represent saturated or unsaturated, branched or unbranched alkyl radicals of 1 to 28 carbon atoms
  • R2 is selected from the group: hydrogen atom, saturated or unsaturated, branched or unbranched alkyl radicals of 1 to 28 carbon atoms, sugar radicals, with organic radicals esterified or unesterified phosphate groups, with organic radicals esterified or unesterified sulfate groups and
  • Y represents either a hydrogen atom or a hydroxyl group or another hetero-functional radical.
  • the sphingolipids active according to the invention include the ceramides, cerebrosides, gangliosides, sphingophospholipids, of which in particular the sphingomyelins, sphingosulfatides and glycosphingosides and natural and synthetic analogs, examples of which are listed below:
  • Ri and R 3 represent alkyl radicals
  • R 2 represents a phosphate or organyl phosphate radical.
  • Sphingomyeline are organylphosphorylated sphingolipids
  • R2 is selected from the group of sugar residues, a distinction is usually made between whether monoglycosylceramides or di, tri or generally oligoglycosylceramides are present.
  • Monoglycosylceramides are commonly called cerebrosides:
  • Oligoglycosylceramides are mostly called gangliosides.
  • Preferred sphingolipids are ceramide I, II, III and IV, glucosylceramide, lactosylceramide and the gangliosides GM 1, 2 and 3.
  • ⁇ -hydroxycarboxylic acids are advantageously selected from the following classes of substances:
  • Group of C ⁇ o-18 ⁇ alkyl carboxylic acids can be selected, (c3) ⁇ -hydroxy sugar acids, aliphatic ⁇ -hydroxy fruit acids, (c4) unsubstituted aromatic ⁇ -hydroxy carboxylic acids (e.g. mandelic acid) or (c5) substituted aromatic ⁇ -hydroxy carboxylic acids.
  • ⁇ -hydroxyfatty acids falling under point (c2) are particularly advantageously selected from the group ⁇ -hydroxycarboxylic acids, according to the formula
  • n represents a number from 7 to 31.
  • ⁇ -hydroxycarboxylic acids which are C-
  • mixtures of such aliphatic ⁇ -hydroxycarboxylic acids in particular in the form of wool wax acid mixtures, in which the content of ⁇ -hydroxycarboxylic acids is 20-30% by weight, based on the total composition.
  • ⁇ -hydroxy sugar acids falling under point (c3) are selected particularly advantageously from the group of
  • Aidonic acids e.g. Gluconic acid, gaiactonic acid
  • Aldar acids e.g. Glucaric acid, galactaric acid (or fruit acid
  • Uronic acids e.g. Glucuronic acid, galacturonic acid
  • the aliphatic ⁇ -hydroxy fruit acids falling under point (c3) are particularly advantageously selected from the group of malic acid, lactic acid, citric acid, tartaric acid.
  • Malic acid (hydroxy succinic acid) is characterized by the following chemical structure: HOOC- CH 2 -CH- COOH I OH
  • Lactic acid (2-hydroxypropanoic acid) is characterized by the following chemical structure:
  • Citric acid (2-hydroxy-1, 2,3-propanetricarboxylic acid) is characterized by the following chemical structure:
  • citric acid is used for buffering cosmetic and / or dermatological preparations, but also as a synergist for antioxidants in skin and hair cosmetics.
  • Tartaric acid (dihydroxysuccinic acid) is characterized by the following chemical structure:
  • the active compound combinations according to the invention prevent the growth of gram-positive and gram-negative bacteria, mycobionts, protozoa, parasites and viruses.
  • the active compound combinations according to the invention act in a synergistic manner, that is to say superadditically with respect to the individual components.
  • the active compound combinations according to the invention are capable of preventing the growth of yeasts, in particular of the Pityrosporum species, namely Pityrosporum ovale.
  • the active compound combinations according to the invention prevent the formation of seborrheic symptoms, in particular dandruff. and to eliminate existing seborrheic phenomena, especially dandruff.
  • the active compound combinations according to the invention are also well suited for use as a deodorizing active ingredient in cosmetic deodorants and against impure skin, mild forms of acne or Propionibacterium acnes.
  • the active compound combinations according to the invention prevent the spoilage of organic substances, in particular cosmetic and dermatological preparations, from infestation with gram-positive and gram-negative bacteria, mycobionts, protozoa. Parasites and viruses can be prevented if they are added to these preparations.
  • the active compound combinations according to the invention are brought into contact with the area contaminated by mycobionts, if appropriate in a suitable cosmetic or dermatological carrier, and a process for protecting organic ones Products before infestation with mycobionts, characterized in that the active compound combinations according to the invention are added to these organic products in an effective amount.
  • a preferred embodiment of the present invention are therefore formulations to be used against dandruff, for example antidandruff shampoos.
  • the active compound combinations are preferably used in cosmetic or dermatological compositions with a content of 0.005-50.0% by weight, in particular 0.01-20.0% by weight, based on the total weight of the composition being preferred.
  • the compositions advantageously contain 0.02-10.0% by weight. particularly preferably 0.02-5.0% by weight of those according to the invention Active ingredient combinations, very particularly advantageously 0.5-3.0% by weight, based in each case on the total weight of the composition.
  • the active compound combinations according to the invention can be incorporated without difficulty into common cosmetic or dermatological formulations, advantageously in pump sprays, aerosol sprays, creams, ointments, tinctures, lotions, nail care products (e.g. nail polishes, nail polish remover, nail balsams) and the like.
  • nail care products e.g. nail polishes, nail polish remover, nail balsams
  • active substance combinations according to the invention with other active substances, for example with other antimicrobial, antimycotic or antiviral substances.
  • a pH range of 3.5 - 7.5 is advantageous. It is particularly favorable to choose the pH in a range from 4.0 to 6.5.
  • the cosmetic and / or dermatological formulations according to the invention can be composed as usual and can be used to treat the skin and / or hair in the sense of a dermatological treatment or a treatment in the sense of care cosmetics. But they can also be used in make-up products in decorative cosmetics.
  • the cosmetic and / or dermatological formulations according to the invention are applied to the skin and / or the hair in a sufficient amount in the manner customary for cosmetics and dermatics.
  • Cosmetic and dermatological preparations which are in the form of a sunscreen are advantageous. These advantageously additionally contain at least one UVA filter and / or at least one UVB filter and / or at least one inorganic pigment.
  • Cosmetic preparations according to the invention for protecting the skin from UV rays can be in various forms, such as are usually used for this type of preparation, for example.
  • they can be a solution, an emulsion of the water-in-oil (W / O) or oil-in-water (O / W) type, or a multiple Emulsions, for example of the water-in-oil-in-water (W / O ⁇ / V) type, a gel, a hydrodispersion, a solid stick or an aerosol.
  • the cosmetic preparations according to the invention can contain cosmetic auxiliaries as are usually used in such preparations, e.g. Preservatives, bactericides, antioxidants, perfumes, anti-foaming agents, dyes, pigments that have a coloring effect, thickening agents, surface-active substances, emulsifiers, softening substances, moisturizing and / or moisturizing substances.
  • Cosmetic auxiliaries e.g. Preservatives, bactericides, antioxidants, perfumes, anti-foaming agents, dyes, pigments that have a coloring effect, thickening agents, surface-active substances, emulsifiers, softening substances, moisturizing and / or moisturizing substances.
  • Fats, oils, waxes or other conventional components of a cosmetic formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicon derivatives.
  • the cosmetic or dermatological preparation is a solution or lotion
  • the following can be used as solvents: water or aqueous solutions;
  • Oils such as triglycerides of capric or caprylic acid, but preferably castor oil:
  • Fats, waxes and other natural and synthetic fat bodies preferably esters of fatty acids with alcohols of low C number, e.g. with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with low C number alkanoic acids or with fatty acids;
  • Alcohols, diols or polyols of low C number, and their ethers preferably ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethyienglykoimonomethyl or monoethyl ether and analog products.
  • Water can also be a component of alcoholic solvents.
  • antioxidants suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants.
  • the antioxidants are advantageously selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocaninic acid) and their derivatives, peptides such as DL-camosin, D-carnosine, L- Camosin and its derivatives (e.g. anserine), carotenoids, carotenes (e.g. ⁇ -carotene, ß-carotene, lycopene) and their derivatives, lipoic acid and their derivatives (e.g.
  • thiols e.g. thioredoxin, glutathione , Cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cholesteryl - and Glyceryl esters
  • salts dilauryl thiodipropionate. Distearyl thiodipropionate.
  • Thiodipropionic acid and its derivatives esters, ethers, peptides, lipids, nucleotides, nucleosides and salts
  • sulfoximine compounds e.g. buthioninsulfoximines, homocysteine sulfoximine, buthioninsulfones, penta-, hexa-, heptathioninsulfoximine
  • very low tolerable dosages e.g. pmol bis ⁇ mol / kg
  • further (metal) chelators e.g. ⁇ -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin
  • ⁇ -hydroxy acids e.g.
  • citric acid lactic acid, apple acid
  • humic acid bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives
  • unsaturated fatty acids and their derivatives e.g. ⁇ -lininoic acid, linoleic acid, oleic acid
  • folic acid and their derivatives ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g.
  • ascorbyipalmitate Mg - ascorbyl phosphate, ascorbyl acetate ), Tocopherols and derivatives (eg vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) as well as coniferyl benzoate of benzoin, rutinic acid and its derivatives, Fe rulic acid and its derivatives, butylated hydroxytoluene, butylated hydroxyanisole, norydehydroguajak resin acid, nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (e.g. ZnO, ZnS ⁇ 4) selenium and its derivatives (e.g.
  • stilbene methane eg stilbene oxide, trans-stilbene oxide
  • derivatives salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids
  • the amount of the antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05-20% by weight, in particular 1-10% by weight, based on the total weight the preparation.
  • vitamin E and / or its derivatives represent the antioxidant (s)
  • Sofem vitamin A or vitamin A derivatives. or carotenes or their derivatives are the antioxidants, it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation.
  • Emulsions according to the invention are advantageous and contain e.g. the fats, oils, waxes and other fat bodies mentioned, as well as water and an emulsifier, as is usually used for such a type of formulation.
  • Gels according to the invention usually contain low C number alcohols. e.g. Ethanol, isopropanol, 1, 2-propanediol, glycerol and water or an oil mentioned above in the presence of a thickener which, in the case of oily-alcoholic gels, preferably silicon dioxide or an aluminum silicate, in the case of aqueous-alcoholic or alcoholic gels, preferably a polyacrylate is.
  • a thickener which, in the case of oily-alcoholic gels, preferably silicon dioxide or an aluminum silicate, in the case of aqueous-alcoholic or alcoholic gels, preferably a polyacrylate is.
  • Fixed pins according to the invention contain e.g. natural or synthetic waxes, fatty alcohols or fatty acid esters. Lip care sticks and desodorizing sticks (“deodorant sticks”) are preferred.
  • Suitable blowing agents for cosmetic or dermatological preparations according to the invention which can be sprayed from aerosol containers are the customary, known volatile, liquefied blowing agents, e.g. Suitable hydrocarbons (propane, butane, isobutane), which can be used alone or in a mixture with each other. Compressed air is also advantageous to use.
  • Suitable hydrocarbons propane, butane, isobutane
  • the preparations according to the invention can preferably also contain substances which absorb UV radiation in the UVB range, the total amount of the filter substances being, for example, 0.1% by weight to 30% by weight, preferably 0.5 to 10% by weight. %, in particular 1 to 6% by weight, based on the total weight of the preparation, in order to To provide metallic preparations that protect the skin from the entire range of ultraviolet radiation. They can also serve as sunscreens.
  • the UVB filters can be oil-soluble or water-soluble.
  • oil-soluble substances e.g. to call:
  • 4-aminobenzoic acid derivatives preferably 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
  • esters of cinnamic acid preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-
  • Esters of salicylic acid preferably salicylic acid (2-ethylhexyl) ester, salicylic acid
  • Esters of benzalmalonic acid preferably 4-methoxybenzalmaionic acid di (2-ethylOhexyl) ester;
  • Sulfonic acid derivatives of benzophenones preferably 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid and their salts;
  • Sulfonic acid derivatives of 3-benzylidene camphor e.g. 4- (2-oxo-3-bornylidene-methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidene-methyl) sulfonic acid and their salts.
  • UVB filters which can be used according to the invention, is of course not intended to be limiting.
  • U VA filters in preparations according to the invention, which are usually contained in cosmetic and / or dermatological preparations.
  • Such substances are preferably derivatives of Dibenzoylmethane, in particular 1- (4 , tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl-3- (4'-isopropylphenyl) propane-1, 3-dione.
  • Preparations containing these combinations are also the subject of the invention.
  • the same amounts of UVA filter substances that were mentioned for UVB filter substances can be used.
  • Cosmetic and / or dermatological preparations according to the invention can also contain inorganic pigments which are usually used in cosmetics to protect the skin from UV rays. These are oxides of titanium. Zinc, iron, zirconium, silicon. Manganese, aluminum, cerium and mixtures thereof, as well as modifications in which the oxides are the active agents. It is particularly preferred to use pigments based on titanium dioxide. The amounts given for the above combinations can be used.
  • Cosmetic preparations for the care of the hair are, for example, shampooing agents, preparations which are used when rinsing the hair before or after the shampooing, before or after the permanent wave treatment, before or after the coloring or discoloration of the hair, in order to prepare the hair Blow-drying or inlaying the hair, preparations for coloring or decolouring, a styling and treatment lotion, a hair lacquer or permanent waving agents.
  • the cosmetic preparations contain active ingredients and auxiliaries of the kind normally used for this type of preparation for hair care and hair treatment.
  • Preservatives surface-active substances, substances for preventing foaming, emulsifiers, thickening agents, fats, oils, waxes, organic solvents, bactericides, perfumes, dyes or pigments, the task of which is to dye the hair or the preparation itself, serve as auxiliary substances , Electrolytes, preparations for greasing hair.
  • Cosmetic preparations which are a shampoo or a washing, showering or bathing preparation preferably contain at least one anionic, non-ionic or amphoteric surface-active substance or mixtures thereof, Active ingredient combinations and auxiliaries according to the invention, as are usually used therefor.
  • Examples of surface active substances which can be used advantageously according to the invention are conventional soaps, e.g. Fatty acid salts of sodium, alkyl sulfates, alkyl ether sulfates, alkane and alkyl benzene sulfonates, sulfoacetates, sulfobetaines, sarcosinates, amidosulfobetaines, sulfosuccinates, sulfosuccinic acid half-esters, alkyl ether carboxylates, protein fatty acid condensates, alkyl betaines, fatty amide glycol amines, fatty amide glycol amines, amide glycol amine alcohols, and fatty acid amide glycol amines.
  • conventional soaps e.g. Fatty acid salts of sodium, alkyl sulfates, alkyl ether sulfates, alkane and alkyl benzene sulfonates,
  • the surface-active substance can be present in a concentration between 1% by weight and 50% by weight in the shampooing agent or in the washing, showering or bathing preparation.
  • This cosmetic or dermatological preparation can also be an aerosol with the auxiliaries normally used for it.
  • a cosmetic preparation in the form of a lotion that is not rinsed out, in particular a lotion for inlaying the hair, a lotion that is used for blow-drying the hair, a hairdressing and treatment lotion is generally an aqueous, alcoholic or is an aqueous-alcoholic solution and contains at least one cationic, anionic, non-ionic or amphoteric polymer or mixtures thereof, and combinations of active substances according to the invention.
  • the amount of the active compound combinations used according to the invention is e.g. between 0.1 and 10% by weight, preferably between 0.1 and 3% by weight.
  • Cosmetic and dermatological preparations for the treatment and care of the hair containing the active compound combinations according to the invention can be used as emulsions.
  • NEN which are of the non-ionic or anionic type.
  • non-ionic emulsions contain oils or fatty alcohols, which can be polyethoxylated or polypropoxyated, for example, or also mixtures of the two organic components.
  • These emulsions optionally contain cationic surface-active substances.
  • Anionic emulsions are preferably of the soap type and contain at least one ethoxylated or propoxylated organic compound according to the invention with an anionic or non-ionic character.
  • Cosmetic and dermatological preparations for the treatment and care of the hair can be in the form of gels which, in addition to the active compound combinations according to the invention and the solvents conventionally used therefor, also include organic thickeners, e.g. Gum arabic, xanthan gum, sodium aiginate, cellulose derivatives, preferably methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic thickeners, e.g. Aluminum silicates such as bentonites, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate, contain.
  • the thickener is in the gel e.g. in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight.
  • the amount of the active compound combinations according to the invention in an agent intended for the hair is preferably 0.01% by weight to 10% by weight, in particular 0.5% by weight to 5% by weight, based on the total weight of the preparations.
  • the liquid phase obtained by mixing the respective components together is filled into aerosol containers together with a propane-butane mixture (2: 7) in a ratio of 39:61.

Abstract

Active ingredients combined from (a) squalene and (b) sphingolipids (c) and, where necessary, an effective quantity of one or more alpha -hydroxycarboxylic acids of general formula (I), and the use thereof as antibacterial, antimycotic, antiviral and/or against protozoa and/or parasites effective active ingredients.

Description

Beschreibung description
Gegen Bakterien, Parasiten. Protozoen. Mycota und Viren wirksame Zusammen¬ setzungen auf der Basis von Squalen und SphinqolipidenAgainst bacteria, parasites. Protozoa. Mycota and virus effective compositions based on squalene and sphinolipids
Die vorliegende Erfindung betrifft die Verwendung an sich bekannter Substanzen als gegen Bakterien, Mycota und Viren wirksame Substanzen. In besonderen Ausfüh¬ rungsformen betrifft die vorliegende Erfindung kosmetische und dermatologische Zu¬ bereitungen, solche Substanzen enthaltend.The present invention relates to the use of substances known per se as substances effective against bacteria, mycota and viruses. In particular embodiments, the present invention relates to cosmetic and dermatological preparations containing such substances.
Der gesunde warmblütige Organismus, insbesondere die gesunde menschliche Haut, ist mit einer Vielzahl nichtpathogener Mikroorganismen besiedelt. Diese sogenannte Mikroflora der Haut ist nicht nur unschädlich, sie stellt einen wichtigen Schutz zur Abwehr opportunistischer oder pathogener Keime dar.The healthy warm-blooded organism, especially the healthy human skin, is populated with a large number of non-pathogenic microorganisms. This so-called microflora of the skin is not only harmless, it is an important protection for the defense against opportunistic or pathogenic germs.
Bakteπen gehören zu den prokaryotischen Einzellern. Sie können grob nach ihrer Form (Kugel, Zylinder, gekrümmter Zylinder) sowie nach dem Aufbau ihrer Zeltwand (grampositiv, gramnegativ) unterschieden werden. Feinere Unterteilungen tragen auch der Physiologie der Organismen Rechnung. So existieren aerobe, anaerobe so¬ wie fakultativ anaerobe Bakterien. Manche Individuen sind in ihrer Eigenschaft als pa¬ thogene Keime von medizinischer Bedeutung, andere wiederum sind vollkommen harmlos.Bakteπen belong to the prokaryotic unicellular organisms. They can be roughly differentiated according to their shape (ball, cylinder, curved cylinder) and the structure of their tent wall (gram-positive, gram-negative). Finer subdivisions also take into account the physiology of the organisms. So there are aerobic, anaerobic and facultative anaerobic bacteria. Some individuals are of medical importance in their capacity as pathogenic germs, while others are completely harmless.
Gegen Bakterien wirksame Substanzen sind seit geraumer Zeit bekannt. Der Begriff „Antibiotika" beispielsweise, der nicht auf alle antimikrobiell wirksamen Substanzen anwendbar ist, läßt sich auf das Jahr 1941 datieren, obwohl die ersten Erkenntnisse zum Penicillin bereits im Jahre 1929 gefunden wurden. Antibiotika im heutigen Sinne sind nicht für alle medizinischen, schon gar nicht kosmetische Anwendungen geeig¬ net, da häufig auch der warmblütige Organismus, also etwa der erkrankte Patient, bei Anwendung auf irgendeine Weise in seinen Stoffwechselfunktionen beeinträchtigt wird. Eine Aufgabe der vorliegenden Erfindung war also, den Stand der Technik in dieser Richtung zu bereichem, insbesondere also, Substanzen zur Verfügung zu stellen, welche gegen grampositive und/oder gramnegative Bakterien wirksam sind, ohne daß mit der Anwendung der Substanzen eine unvertretbare Beeinträchtigung der Ge¬ sundheit des Anwenders verbunden wäre.Substances effective against bacteria have been known for some time. The term "antibiotics", for example, which is not applicable to all antimicrobial substances, can be dated to the year 1941, although the first findings on penicillin were already found in 1929. Antibiotics in today's sense are not for all medical purposes, least of all non-cosmetic applications are suitable, since the warm-blooded organism, that is to say the sick patient, is often impaired in some way in its metabolic functions when used. An object of the present invention was therefore to enrich the state of the art in this direction, in particular to provide substances which are effective against gram-positive and / or gram-negative bacteria without the use of the substances causing an unacceptable impairment of the Ge ¬ health of the user would be connected.
Gramnegative Keime sind beispielsweise Escherichia coli, Pseudomonas-Arten sowie Enterobacteriaceen, wie etwa Citrobacter.Gram-negative germs are, for example, Escherichia coli, Pseudomonas species and Enterobacteriaceen, such as Citrobacter.
Auch grampositive Keime spielen in Kosmetik und Dermatoiogie eine Rolle. Bei der unreinen Haut beispielsweise sind neben anderen Einflüssen bakterielle Sekundärin¬ fektionen von ätiologischer Bedeutung. Einer der wichtigsten Mikroorganismen, der in Zusammenhang mit unreiner Haut steht, ist Propionibacterium acnes.Gram-positive germs also play a role in cosmetics and dermatology. In the case of impure skin, for example, bacterial secondary infections are of etiological importance in addition to other influences. One of the main microorganisms associated with blemished skin is Propionibacterium acnes.
Unreine Haut und/oder Komedonen beeinträchtigen das Wohlbefinden der Betroffe¬ nen aber selbst in leichten Fällen. Da praktisch jeder oder jede Jugendliche von un¬ reiner Haut irgendeiner Ausprägung betroffen ist, besteht bei vielen Personen Bedarf, diesem Zustande abzuhelfen.Impure skin and / or comedones affect the well-being of those affected, even in mild cases. Since practically every or every young person is affected by impure skin of any kind, there is a need for many people to remedy this condition.
Eine besondere Aufgabe der vorliegenden Erfindung war es also, einen gegen unrei¬ ne Haut bzw. Propionibacterium acnes wirksamen Stoff bzw. Stoffkombination zu fin¬ den.A particular object of the present invention was therefore to find a substance or combination of substances which is effective against impure skin or Propionibacterium acnes.
Die vorliegende Erfindung betrifft in einer weiteren Ausführungsform kosmetische Des¬ odorantien. Solche Formulierungen dienen dazu, Körpergeruch zu beseitigen, der ent¬ steht, wenn der an sich geruchlose frische Schweiß durch insbesondere grampositive Mikroorganismen zersetzt wird. Den üblichen kosmetischen Desodorantien liegen unter¬ schiedliche Wirkprinzipien zugrunde.In a further embodiment, the present invention relates to cosmetic deodorants. Such formulations serve to eliminate body odor which arises when the odorless fresh sweat is decomposed by gram-positive microorganisms in particular. The usual cosmetic deodorants are based on different active principles.
Bekannt und gebräuchlich sind sowohl flüssige Desodorantien, beispielsweise Aerosol¬ sprays, Roll-ons und dergleichen als auch feste Zubereitungen, beispielsweise Deo-Stif- te ("Sticks"), Puder, Pudersprays, Intimreinigungsmittel usw. ln sogenannten Antitranspirantien kann durch Adstringentien - vorwiegend Aluminium¬ salze wie Aluminiumhydroxychlorid (Aluchlorhydrat) - die Entstehung des Schweißes un¬ terbunden werden. Abgesehen von der Denaturierung der Hautproteine greifen die da¬ für verwendeten Stoffe aber, abhängig von ihrer Dosierung, drastisch in den Wärme¬ haushalt der Achselregion ein und sollten allenfalls in Ausnahmefällen angewandt wer¬ den.Both liquid deodorants, for example aerosol sprays, roll-ons and the like, as well as solid preparations, for example deodorant sticks ("sticks"), powder, powder sprays, intimate cleansing agents, etc. are known and customary. In so-called antiperspirants, the formation of sweat can be prevented by astringents - predominantly aluminum salts such as aluminum hydroxychloride (aluminum chlorohydrate). Apart from the denaturation of the skin proteins, the substances used for this, depending on their dosage, intervene drastically in the heat balance of the armpit region and should only be used in exceptional cases.
Durch die Verwendung antimikrobieller Stoffe in kosmetischen Desodorantien kann die Bakterienflora auf der Haut reduziert werden. Dabei sollten im Idealfalle nur die Geruch verursachenden Mikroorganismen wirksam reduziert werden. In der Praxis hat sich aber herausgestellt, daß die gesamte Mikroflora der Haut beeinträchtigt werden kann.The use of antimicrobial substances in cosmetic deodorants can reduce the bacterial flora on the skin. Ideally, only the odor-causing microorganisms should be effectively reduced. In practice, however, it has been found that the entire microflora of the skin can be affected.
Der Schweißfluß selbst wird dadurch nicht beeinflußt, im Idealfalle wird nur die mikro- bielle Zersetzung des Schweißes zeitweilig gestoppt.The sweat flow itself is not affected by this, ideally only the microbial decomposition of the sweat is temporarily stopped.
Auch die Kombination von Adstringentien mit antimikrobiell wirksamen Stoffen in ein und derselben Zusammensetzung ist gebräuchlich. Die Nachteile beider Wirkstoffklassen lassen sich auf diesem Wege jedoch nicht vollständig beseitigen.The combination of astringents with antimicrobial substances in one and the same composition is also common. However, the disadvantages of both classes of active ingredient cannot be completely eliminated in this way.
Schließlich kann Körpergeruch auch durch Duftstoffe überdeckt werden, eine Methode, die am wenigsten den ästhetischen Bedürfnissen des Verbrauchers gerecht wird, da die Mischung aus Körpergeruch und Parfümduft eher unangenehm riecht.Finally, body odor can also be masked by fragrances, a method that least meets the aesthetic needs of the consumer, since the mixture of body odor and perfume smells rather unpleasant.
Allerdings werden die meisten kosmetischen Desodorantien, wie auch die meisten Kos- metika insgesamt, parfümiert, selbst wenn sie desodorierende Wirkstoffe beinhalten. Parfümierung kann auch dazu dienen, die Verbraucherakzeptanz eines kosmetischen Produktes zu erhöhen oder einem Produkt ein bestimmtes Flair zu geben.However, most cosmetic deodorants, like most cosmetics as a whole, are perfumed, even if they contain deodorant active ingredients. Perfuming can also serve to increase the consumer acceptance of a cosmetic product or to give a product a certain flair.
Die Parfümierung wirkstoffhaltiger kosmetischer Mittel, insbesondere kosmetischer Des¬ odorantien, ist allerdings nicht selten problematisch, weil Wirkstoffe und Parfümbestand¬ teile gelegentlich miteinander reagieren und einander unwirksam machen können.However, the perfuming of cosmetic compositions containing active ingredients, in particular cosmetic deodorants, is not infrequently problematic because active ingredients and perfume components can occasionally react with one another and render one another ineffective.
Desodorantien sollen folgende Bedingungen erfüllen:Deodorants should meet the following conditions:
1) Sie sollen eine zuverlässige Desodorierung bewirken. 2) Die natürlichen biologischen Vorgänge der Haut dürfen nicht durch die Desodo¬ rantien beeinträchtigt werden.1) They should cause reliable deodorization. 2) The natural biological processes of the skin must not be impaired by the deodorants.
3) Die Desodorantien müssen bei Überdosierung oder sonstiger nicht bestim¬ mungsgemäßer Anwendung unschädlich sein.3) The deodorants must be harmless in the event of an overdose or other improper use.
4) Sie sollen sich nach wiederholter Anwendung nicht auf der Haut anreichern.4) They should not accumulate on the skin after repeated use.
5) Sie sollen sich gut in übliche kosmetische Formulierungen einarbeiten lassen.5) They should be easy to incorporate into common cosmetic formulations.
Eine weitere Aufgabe der vorliegenden Erfindung war es also, kosmetische Desodoran¬ tien zu entwickeln, die die Nachteile des Standes der Technik nicht aufweisen. Insbe¬ sondere sollten die Desodorantien die Mikroflora der Haut weitgehend schonen, die Zahl der Mikroorganismen aber, die für den Körpergeruch verantwortlich sind, selektiv re¬ duzieren.Another object of the present invention was therefore to develop cosmetic deodorants which do not have the disadvantages of the prior art. In particular, the deodorants should largely protect the microflora of the skin, but selectively reduce the number of microorganisms which are responsible for body odor.
Weiterhin war es eine Aufgabe der Erfindung, kosmetische Desodorantien zu entwik- kein. die sich durch gute Hautverträglichkeit auszeichnen. Auf keinen Fall sollten die desodorierenden Wirkprinzipien sich auf der Haut anreichem.Furthermore, it was an object of the invention to develop cosmetic deodorants. which are characterized by good skin tolerance. Under no circumstances should the deodorizing principles accumulate on the skin.
Eine weitere Aufgabe war, kosmetische Desodorantien zu entwickeln, welche mit einer möglichst großen Vielzahl an üblichen kosmetischen Hilfs- und Zusatzstoffen harmonie¬ ren, insbesondere mit den gerade in desodorierend oder antitranspirierend wirkenden Formulierungen bedeutenden Parfümbestandteilen.A further task was to develop cosmetic deodorants which harmonize with the largest possible number of customary cosmetic auxiliaries and additives, in particular with the perfume constituents which are particularly important in formulations having a deodorant or antiperspirant effect.
Noch eine weitere Aufgabe der Erfindung war, kosmetische Desodorantien zur Verfü¬ gung zu stellen, welche über einen längeren Zeitraum, und zwar in der Größenordnung von mindestens einem halben Tag, wirksam sind, ohne daß ihre Wirkung spürbar nach¬ läßt.A further object of the invention was to provide cosmetic deodorants which are effective over a longer period of time, on the order of at least half a day, without their action noticeably diminishing.
Schließlich war eine Aufgabe der vorliegenden Erfindung, desodorierende kosmetische Prinzipien zu entwickeln, die möglichst universell in die verschiedensten Darreichungs¬ formen kosmetischer Desodorantien eingearbeitet werden können, ohne auf eine oder wenige spezielle Darreichungsformen festgelegt zu sein.Finally, it was an object of the present invention to develop deodorizing cosmetic principles which can be incorporated as universally as possible into the most varied forms of administration of cosmetic deodorants without being limited to one or a few special administration forms.
Pilze, auch Fungi [fungus = lat. Pilz], Mycota [μυicης = grch. Pilz] oder Mycobionten ge¬ nannt, zählen im Gegensätze zu den Bakterien zu den Eucaryonten. Eucaryonten sind Lebewesen, deren Zellen (Eucyten) im Gegensatz zu denen der sogenannten Proca- ryonten (Procyten) über einen durch Kernhülle und Kernmembran vom restlichen Cyto- plasma abgegrenzten Zellkern verfügen. Der Zellkern enthält die Erbinformation in Chro¬ mosomen gespeichert.Fungi, also called fungi [fungus = lat. Mushroom], mycota [μυicης = grch. Fungus] or mycobionts, are, in contrast to the bacteria, eucaryotes. Eucaryotes are living beings whose cells (eucytes), in contrast to those of the so-called proca- ryonten (procytes) have a cell nucleus that is separated from the rest of the cytoplasm by a nuclear envelope and core membrane. The cell nucleus contains the genetic information stored in chromosomes.
Zu Vertretern der Mycobionten zählen beispielsweise Hefen (Protoascomycetes), Schimmelpilze (Plectomycetes), Mehltau (Pyrenomycetes), der falsche Mehltau (Phyco- mycetes) und die Ständerpilze (Basidiomycetes).Representatives of the mycobionts include, for example, yeasts (Protoascomycetes), molds (Plectomycetes), powdery mildew (Pyrenomycetes), downy mildew (Phycomycetes) and the stand fungi (Basidiomycetes).
Pilze, auch nicht die Basidiomyceten, sind keine pflanzlichen Organismen, haben aber wie diese eine Zellwand, zellsaftgefullte Vakuolen und eine mikroskopisch gut sichtbare Plasmaströmung. Sie enthalten keine photosynthetischen Pigmente und sind C-hetero- troph. Sie wachsen unter aeroben Bedingungen und gewinnen Energie durch Oxidation organischer Substanzen. Einige Vertreter, beispielsweise Hefen, sind allerdings fakulta¬ tive Anaerobier und zur Energiegewinnung durch Gärungsprozesse befähigt.Fungi, not even the Basidiomycetes, are not plant organisms, but like them, they have a cell wall, vacuoles filled with cell juice, and a microscopically visible plasma flow. They contain no photosynthetic pigments and are C-heterotrophic. They grow under aerobic conditions and gain energy through the oxidation of organic substances. However, some representatives, for example yeasts, are facultative anaerobes and are capable of generating energy through fermentation processes.
Dermatomycosen sind Krankheiten, bei der gewisse Pilzarten, insbesondere Dermato¬ phyten, in die Haut und Haarfollikel eindringen. Die Symptome von Dermatomycosen sind beispielsweise Bläschen, Exfoiiation, Rhagaden und Erosion, meist verbunden mit Juckreiz oder allergischem Ekzem.Dermatomycoses are diseases in which certain types of fungi, in particular dermatophytes, penetrate the skin and hair follicles. The symptoms of dermatomycoses are, for example, blisters, exfoiiation, rhagades and erosion, mostly associated with itching or allergic eczema.
Dermatomycosen können im wesentlichen in folgende vier Gruppen unterteilt werden: Dermatophytien (z.B. Epidermophytie, Favus, Mikrosporie, Trichophytie), Hefemycosen (z.B. Pityriasis und andere Pityrosporum-bedingte Mycosen, Candida-Infektionen. Bla- stomycose, Busse-Buschke-Krankhert, Torulose, Piedra alba, Torulopsidose, Trichospo- rose), Schimmelmycosen (z.B. Aspergillose, Kephalosporidose, Phycomycose und Sko- pulariopsidose), Systemmycosen (z.B. Chromomycose, Coccidiomycose, Histoplasmo- se).Dermatomycoses can essentially be divided into the following four groups: dermatophytias (e.g. epidermophytia, favus, microsporie, trichophytia), yeast mycoses (e.g. pityriasis and other pityrosporum-related mycoses, Candida infections, blastomycosis, Busse-Buschke disease, torosis Piedra alba, torulopsidosis, trichosporosis), mold mycoses (eg aspergillosis, cephalosporidosis, phycomycosis and scopulariopsidosis), system mycoses (eg chromomycosis, coccidiomycosis, histoplasmosis).
Zu den pathogenen und fakultativ pathogenen Keimen gehören beispielsweise aus der Gruppe der Hefen Candida-Arten (z.B. Candida albicans) und solche der Familie Pityro¬ sporum. Pityrosporum-Arten, insbesondere Pityrosporum ovale, sind für Hauterkrankun- gen wie Pityriasis versicolor, Seborrhoe in den Formen Seborrhoea oleosa und Sebor¬ rhoea skxa, welche sich vor allem als Seborrhoea capitis (= Kopfschuppen) äußern, se- borrhoisches Ekzem und Pityrosporum-Follikulitis verantwortlich zu machen. Eine Betei- ligung von Pityrosporum ovale an der Entstehung von Psoriasis wird von der Fachwelt diskutiert.Pathogenic and facultatively pathogenic germs include, for example, from the group of yeasts Candida species (for example Candida albicans) and those of the Pityro¬ sporum family. Pityrosporum species, in particular Pityrosporum ovale, are seborrheic eczema and folloiculitis for skin diseases such as pityriasis versicolor, seborrhea in the forms Seborrhoea oleosa and Sebor¬ rhoea skxa, which manifest themselves primarily as seborrhea capitis (= dandruff) to blame. A bet Pityrosporum ovale's involvement in the development of psoriasis is discussed by experts.
Alle Bereiche der menschlichen Haut können von Dermatomycosen befallen werden. Dermatophytien befallen fast ausschließlich Haut, Haare und Nägel. Hefemycosen kön¬ nen auch Schleimhäute und innere Organe befallen, Systemmycosen erstrecken sich regelmäßig auf ganze Organsysteme.All areas of human skin can be affected by dermatomycoses. Dermatophytia almost exclusively affect skin, hair and nails. Hefemycoses can also affect mucous membranes and internal organs; system mycoses regularly extend to entire organ systems.
Besonders häufig sind die Körperbereiche betroffen, auf welchen sich durch Kleidung, Schmuck oder Schuhwerk Feuchtigkeit und Wärme stauen können. So gehört der Fu߬ pilz zu den bekanntesten und am weitesten verbreiteten Dermatomycosen. Besonders unangenehm sind weiterhin Pilzerkrankungen der Finger- und Fußnägelbereiche (Ony- chomykosen).The areas of the body where clothing, jewelry or footwear can accumulate moisture and heat are particularly often affected. The foot fungus is one of the best known and most widespread dermatomycoses. Fungal diseases of the finger and toenail areas (onychomycoses) are particularly unpleasant.
Ferner sind Superinfektionen der Haut durch Pilze und Bakterien nicht selten.Furthermore, super infections of the skin by fungi and bacteria are not uncommon.
Bei bestehendem Primärinfekt, d.h., der normalen Keimbesiedelung der Haut, eintre¬ tende Neuinfektion mit hohen Keimzahlen eines oder mehrerer oft physiologischer Erreger, beispielsweise Staphylokokken, oft aber auch unphysiologischer Erreger, beispielsweise Candida albicans, kann bei Zusammentreffen ungünstiger Einflüssen eine "Superinfektion" der befallenen Haut auftreten. Die normale Mikroflora der Haut (oder eines anderen Körperorgans) wird dabei von dem Sekundärerreger regelrecht überwuchert.In the case of an existing primary infection, ie the normal germ colonization of the skin, a new infection with high bacterial counts of one or more often physiological pathogens, for example staphylococci, but often also unphysiological pathogens, for example Candida albicans, can result in a "superinfection" of the infected person if adverse influences coincide Skin appear. The normal microflora of the skin (or another body organ) is literally overgrown by the secondary pathogen.
Solche Superinfektionen können sich, in Abhängigkeit vom betreffenden Keim, in günstig verlaufenden Fällen in unangenehmen Hauterscheinungen (Juckreiz, un¬ schönes äußeres Erscheinungsbild) äußern. In ungünstig verlaufenden Fällen kön¬ nen sie aber zu großflächiger Zerstörung der Haut führen, im schlimmsten Falle so¬ gar im Tode des Patienten gipfeln.Depending on the germ in question, superinfections of this type can manifest themselves in unpleasant skin symptoms (itching, unsightly external appearance) in favorable cases. In unfavorable cases, however, they can lead to extensive destruction of the skin, in the worst case even culminating in the death of the patient.
Superinfektionen der vorab geschilderten Art sind z.B. beim Vollbild von AIDS häufig auftretende Sekundärerkrankungen. An sich - jedenfalls in geringen Keimdichten -un¬ schädliche, aber unter Umständen auch ausgesprochen pathogene Keime überwu¬ chern auf diese Weise die gesunde Hautflora. Bei AIDS allerdings sind auch andere Körperorgane von Superinfektionen betroffen. Ebenso werden derartige Superinfektionen bei einer Vielzahl dermatologischer Er¬ krankungen, z.B. atopischem Ekzem, Neurodermitis, Akne, seborrhoischer Dermatitis oder Psoriasis beobachtet. Auch viele medizinische und therapeutische Maßnahmen, z.B die Radio- oder Chemotherapie von Tumorerkrankungen, als Nebenwirkung her¬ vorgerufene, medikamentös induzierte Immunsuppression oder aber systemische Antibiotikabehandlung, ebenso wie externe chemische oder physikalische Einflüsse (z.B. Umweltverschmutzung, Smog), fördern das Auftreten von Superinfektionen der äußeren und inneren Organe, insbesondere der Haut und der Schleimhäute.Superinfections of the type described above are, for example, secondary diseases which frequently occur in the full screen of AIDS. In itself - at least in low bacterial densities - harmless, but under certain circumstances also extremely pathogenic germs in this way monitor the healthy skin flora. With AIDS, however, other body organs are also affected by superinfections. Such superinfections are also observed in a large number of dermatological diseases, for example atopic eczema, neurodermatitis, acne, seborrheic dermatitis or psoriasis. Many medical and therapeutic measures, for example radio- or chemotherapy of tumor diseases, drug-induced immunosuppression or systemic antibiotic treatment, as well as external chemical or physical influences (e.g. environmental pollution, smog), promote the occurrence of superinfections of the external and internal organs, especially the skin and mucous membranes.
Zwar ist es im Einzelfalle ohne weiteres möglich, Superinfektionen mit Antibiotika zu bekämpfen, meistens haben solche Substanzen aber den Nachteil unangenehmer Nebenwirkungen. Oft sind Patienten beispielsweise gegen Penicilline allergisch, wes¬ wegen eine entsprechende Behandlung sich in einem solchen Falle verbieten würde.In individual cases it is easily possible to fight superinfections with antibiotics, but mostly such substances have the disadvantage of unpleasant side effects. Patients are often allergic to penicillins, for example, which is why appropriate treatment would be prohibited in such a case.
Ferner haben topisch verabreichte Antibiotika den Nachteil, daß sie die Hautflora nicht nur vom Sekundärerreger befreien, sondern auch die an sich physiologische Hautflora stark beeinträchtigen und der natürliche Heilungsprozeß auf diese Weise wieder gebremst wird.Furthermore, topically administered antibiotics have the disadvantage that they not only free the skin flora from the secondary pathogen, but also severely impair the physiological skin flora and the natural healing process is slowed down again in this way.
Aufgabe der vorliegenden Erfindung war, die Nachteile des Standes der Technik zu beseitigen und Substanzen und Zubereitungen, solche Substanzen enthaltend, zur Verfügung zu stellen, durch deren Verwendung Superinfektionen geheilt werden kön¬ nen, wobei die physiologische Hautflora keine nenneswerte Einbußen erleidet.The object of the present invention was to eliminate the disadvantages of the prior art and to make available substances and preparations containing such substances, the use of which can cure superinfections, the physiological skin flora not suffering any appreciable losses.
Protozoen sind parasitisch lebende Einzeller mit klar abgegreztem Zeilkern, die sich un¬ geschlechtlich fortpflanzen (durch Zwei- oder Vierfachteilung sowie Knospung), oder aber geschlechtlich (Gameto-, Gamonto- und Autogamie). Die Nahrungsaufnahme aus der Umgebung erfolgt durch Permeation sowie durch Pino- oder Phagozytose. Die mei¬ sten Protozoen können neben vegetativen, meist beweglichen Zustandsformen (sogenannten Trophozoiten) unter ungünstigen Umständen auch Zysten als Dauerfor¬ men ausbilden.Protozoa are parasitic single-celled organisms with a clearly delineated cell nucleus that reproduce sexlessly (by double or quadruple division and budding), or sexually (Gameto, Gamonto and Autogamy). Food is taken in from the environment by permeation and by pinocytosis or phagocytosis. Most of the protozoa can, in addition to vegetative, usually mobile, forms of state (so-called trophozoites), under unfavorable circumstances, also form cysts as permanent forms.
Je nach Fortbewegungsart und -apparat werden Protozoen in vier verschiedene Grup¬ pen unterteilt: (a) Mastigophora (Flagellaten mit Geißeln)Depending on the type and apparatus of locomotion, protozoa are divided into four different groups: (a) Mastigophora (flagellates with flagella)
(b) Sarcodina/Rhizopoda (amöboides Bewegungsmuster durch Plasmaausstülpun¬ gen)(b) Sarcodina / Rhizopoda (amoeboid movement pattern due to plasma protrusions)
(c) Sporozoa (schlängelndes oder gleitendes Bewegungsmuster)(c) Sporozoa (meandering or sliding movement pattern)
(d) Ciliata/Ciliophora (Bewimperung oder Begeißeiung)(d) Ciliata / Ciliophora (cilia or flagellation)
Parasitisch lebende Protozoen werden in subtropischen und tropischen Gebieten häufig durch stechende und saugende Insekten, aber auch Schmutz- und Schmierinfektion sowie durch die Nahrungskette übertragen.Protozoa living in parasitic areas in subtropical and tropical areas are often transmitted by stinging and sucking insects, but also by dirt and smear infections and by the food chain.
Einige medizinisch und dermatologisch relevante Protozoonosen sind: Trichomoniasis (verursacht von Trichomonas vaginalis), Lamblienruhr (verursacht durch Lamblia intesti- nalis), viszerale sowie kutane und Schleimhaut-Leishmaniose (verursacht beispielsweie durch Leishmania donovanii, L.tropica, L.brasiliensis, L-mexicana, L.diffusa oder L. pifa- noi), Trypanosmiasis (verursacht durch verschiedene Trypanosoma-Arten), Amöbenruhr und Amöbiasis (verursacht beisielsweise durch verschiedene Entamoeba-Arten, Jod- amoeba butschlii oder Naegleria fowleri), Kokzidose (durch Isospora belli) und Balanti- denruhr (verursacht durch Balantidium coli).Some medically and dermatologically relevant protozoonoses are: Trichomoniasis (caused by Trichomonas vaginalis), Lamblia dormancy (caused by Lamblia intestinalis), visceral as well as cutaneous and mucosal leishmaniasis (caused by Leishmania donovanii, L.tropica, L.brasiliensis, L- mexicana, L.diffusa or L. pifanoi), trypanosmiasis (caused by different types of Trypanosoma), amoebic dysentery and amebiasis (caused by different types of Entamoeba, iodo-amoeba butschlii or Naegleria fowleri), coccidosis (by Isospora belli) and balantid dysentery (caused by Balantidium coli).
Durch Protozoonosen hervorgerufene medizinische und dermatologische Phänomene beeinträchtigen, zum Teil erhablich, das menschliche Wohlbefinden. Es besteht daher bei den betroffenen Personen ein erheblicher bedarf, diesem Zustande abzuhelfen. Eine Aufgabe der vorliegenden Erfindung war es also, gegen Protozoen wirksame Wirkprinzipien zu finden.Medical and dermatological phenomena caused by protozoonoses adversely affect human well-being. There is therefore a considerable need for the people concerned to remedy this situation. It was therefore an object of the present invention to find active principles which are active against protozoa.
Parasiten sind ein- oder mehrzellige Pflanzen oder Tiere, die sich auf (= Ektoparasiten) oder in (= Endoparasiten) anderen Lebewesen auf deren kosten ernähren, und zwar mit (= Pathogene Parasiten) oder ohne (Apathogene Parasiten) Verursachung von Krank¬ heitserscheinungen. Die Lebensweise ist entweder auch aprophytisch oder aber rein parasitär, eventuell nur als periodischer, temporärer oder stationärer Parasit. Die Ent¬ wicklung von Parasiten ist an einen oder mehrere verschiedene Wirtsorgansimen ge¬ bunden, wobei der Mensch Zwischenwirt oder Endwirt sein kann.Parasites are single or multicellular plants or animals that feed on (= ectoparasites) or in (= endoparasites) other organisms at their expense, with (= pathogenic parasites) or without (apathogenic parasites) causing the symptoms. The way of life is either aprophytic or purely parasitic, possibly only as a periodic, temporary or stationary parasite. The development of parasites is linked to one or more different host organisms, and humans can be intermediate hosts or end hosts.
Medizinisch und dermatologisch bedeutsame Parasiten sind beispielsweise die Helmin¬ then, die sich wiederum in Trematodae, Cestodae und Nematodae untergliedern. Das menschliche Wohlbefinden beeinträchtigende Helminthosen sind beispielsweise Bilhar- ziose, (verursacht durch Schistosoma-Arten), Bandwurmbefall vom Darm und anderen inneren Organen (verursacht durch beispielsweise Taenia-Arten und Echinococcus-Ar- ten), Ascariasis (verursacht durch Ascaris lumbricoides), Enterobiasis (verursacht durch Enterobium vermicularis), Paragonimiasis (verursacht durch Paragonium-Arten), Fila- riose (verursacht beispielsweise durch Wucheria bancrofti) sowie anderer Nematoden- befall (beispielsweise verursacht durch Trichuris trichura oder Trichinella spiralis).Medically and dermatologically significant parasites are, for example, the helminths, which in turn are subdivided into Trematodae, Cestodae and Nematodae. The Helminthoses that impair human well-being include bilhistiasis (caused by Schistosoma species), tapeworm infestation from the intestine and other internal organs (caused by Taenia species and Echinococcus species, for example), Ascariasis (caused by Ascaris lumbricoides), enterobiasis ( caused by Enterobium vermicularis), paragonimiasis (caused by Paragonium species), filariasis (caused for example by Wucheria bancrofti) as well as other nematode infestations (for example caused by Trichuris trichura or Trichinella spiralis).
Darüberhinaus bestehen eine Vielzahl auf bzw. in Mensch und Tier parasitisch lebender Insektenarten bzw. Spinnentieren, die medizinische und dermatologische Veränderun¬ gen der Wirtsorganismen hervorrufen. In dieser Hinsicht für die Beeinträchtigung des menschlichen Wohlbefindens verantwortliche Parasitosen sind beispielsweise Accro- dermatitis (verursacht durch Getreidemilben, beispielsweise Pediculoides ventricosus), Skabies (verursacht durch Sarcoptes scabii). Fliegen- und/oder Fliegenlarvenbefall (verursacht beispielsweise durch Glossina-, Stomoxys-, Tabanus-, Chrysops-, Lucilia-, Chrysomya-, Cochliamya-, Wohlfartia-, Cordylobia- oder Dermatobia-Arten), Mücken- und/oder Mückenlarvenbefall (verursacht beispielsweise durch Aedes- Culex-, Anophe- les-, Phlebotomus- Culicuides-, Sumiiium- oder Haemagoges-Arten), Zeckenbefall (verursacht beispielsweise durch Argas persicus und andere Argas-Arten, Ornithodorus erraticus und andere Ornithodorus-Arten. Orobius- Rhiphocephalus-, Dermacentor-, Haemaphysalis-, Amblyomma-, Ixodes-Arten), Porocephalose (verursacht durch Po- rocephaius-Arten), Flohbefall (verursacht durch beispielsweise Pulex irritans, Ctenoce- phaiides canis, Xenopsylla cheopsis, Nosophyllus fasciatus oder Sarcopsylla pene- trans), Läusebefail (verursacht beispielsweise durch Phthirius pubis, Pediculosus huma¬ nus oder Pediculosus captits), Wanzenbefall (verursacht beispielsweise durch Cimex lectularius, Cimex hemipterus, Panstrongylus megistus, Rhodnius prolixus, Triatoma dimidata, Triatoma infestans, Triatoma sordida oder Triatoma brasiliensis) sowie Milben¬ befall (verursacht beispielsweise durch Demodex folliculorum und andere Demodex-Ar- ten sowie durch Dermamyskus-Arten, Glyciphagus domesticus, Pyemotes-Arten, Sar- coptes-Arten oder Trombicula-ARten).In addition, there are a large number of insect species or arachnids which live parasitically on or in humans and animals and which cause medical and dermatological changes in the host organisms. Parasitoses responsible for the impairment of human well-being in this regard are, for example, accedermatitis (caused by cereal mites, for example Pediculoides ventricosus), scabies (caused by Sarcoptes scabii). Fly and / or fly larvae infestation (caused, for example, by Glossina, Stomoxys, Tabanus, Chrysops, Lucilia, Chrysomya, Cochliamya, Wohlfartia, Cordylobia or Dermatobia species), mosquito and / or mosquito larvae infestation (caused for example by Aedes-Culex, Anopheses, Phlebotomus-Culicuides, Sumiiium or Haemagoges species), tick infestation (caused for example by Argas persicus and other Argas species, Ornithodorus erraticus and other Ornithodorus species. Orobius- Rhiphocephalus- , Dermacentor, Haemaphysalis, Amblyomma, Ixodes species), Porocephalose (caused by Porrocephaius species), flea infestations (caused by e.g. Pulex irritans, Ctenocephaiides canis, Xenopsylla cheopsis, Nosophyllus fasciatus or Sarcopsylla pene- , Lice infestation (caused, for example, by Phthirius pubis, Pediculosus humanus or Pediculosus captits), bug infestation (caused, for example, by Cimex lectularius, Cimex hemipterus, Panstrongy lus megistus, Rhodnius prolixus, Triatoma dimidata, Triatoma infestans, Triatoma sordida or Triatoma brasiliensis) and mite infestation (caused, for example, by Demodex folliculorum and other Demodex species and by Dermamyskus species, Glyciphagus domesticus, Pyemotes species, Sar species coptes species or trombicula species).
Dabei ist von zusätzlicher Bedeutung, daß die auf oder im menschlichen Organismus lebenden Parsiten ihrerseits wieder Überträger von Bakterien, Mycota, Protozoen und Viren sein können, die Gesundheit und Wohlbefinden des Wirtsorganismus, beispiels¬ weise des Menschen, nachhaltig beeinträchtigen können. Es bestand daher der Bedarf, gegen Parasitosen wirksame Wirkprinzipien zu finden, welche das medizinische oder dermatologische Erscheinungsbild zu verbessern imstande sind. Diesen Bedarf zu stil¬ len, war daher eine weitere Aufgabe der vorliegenden Erfindung.It is of additional importance that the parsites living on or in the human organism can in turn be carriers of bacteria, mycota, protozoa and viruses which can have a lasting effect on the health and well-being of the host organism, for example humans. There was therefore a need to find active principles effective against parasitosis, which are able to improve the medical or dermatological appearance. A further object of the present invention was therefore to meet this need.
Im Gegensatze zu den prokaryotischen und eukaryotischen zellulären Organismen sind Viren [virus = lat. Gift] biologische Strukturen, welche zur Biosynthese eine Wirtszelle benötigen. Extrazelluläre Viren (auch „Virionen" genannt) bestehen aus ei¬ ner ein- oder doppelsträngigen Nukleinsauresequenz (DNS oder RNS) und einem Proteinmantel (Capsid genannt), gegebenenfalls einer zusätzlichen lipidhaltigen Hülle (Envelope) umgeben. Die Gesamtheit aus Nukleinsäure und Capsid wird auch Nu- cleocapsid genannt. Die Klassifikation der Viren erfolgte klassisch nach klinischen Kriterien, heutzutage allerdings zumeist nach ihrer Struktur, ihrer Morphologie, insbe¬ sondere aber nach der Nukleinsauresequenz.In contrast to the prokaryotic and eukaryotic cellular organisms, viruses are biological structures that require a host cell for biosynthesis. Extracellular viruses (also called "virions") consist of a single- or double-stranded nucleic acid sequence (DNA or RNA) and a protein coat (called a capsid), optionally an additional lipid-containing envelope (envelope). The whole of nucleic acid and capsid is also The virus was classified classically according to clinical criteria, but nowadays mostly according to its structure, its morphology, but especially according to the nucleic acid sequence.
Medizinisch wichtige Virengattungen sind beispielsweise Influenzaviren (Familie der Orthomyxoviridae), Lyssaviren (z.B. Tollwut, Familie der Rhabdoviren) Enteroviren (z.B. Hepatitis-A, Familie der Picornaviridae), Hepadnaviren (z.B. Hepatitis-B, Familie der Hepadnaviridae).Medically important virus types are, for example, influenza viruses (Orthomyxoviridae family), Lyssaviruses (e.g. rabies, Rhabdovirus family) Enteroviruses (e.g. Hepatitis-A, Picornaviridae family), Hepadnaviruses (e.g. Hepatitis-B, Hepadnaviridae family).
Viruzide, also Viren abtötende Substanzen im eigentlichen Sinne gibt es nicht, da Vi¬ ren nicht über eigenen Stoffwechsel verfügen. Es wurde aus diesem Grunde auch diskutiert, ob Viren als Lebewesen eingeordnet werden sollten. Pharmakologische Eingriffe ohne Schädigung der nicht befallenen Zellen ist jedenfalls schwierig. Mögli¬ che Wirkmechanismen im Kampfe gegen die Viren sind in erster Linie die Störung deren Replikation, z.B. durch Blockieren der für die Replikation wichtigen Enzyme, die in der Wirtszeile vorliegen. Femer kann das Freisetzen der viralen Nukleinsäuren in die Wirtszelle verhindert werden. Im Rahmen der hiermit vorgelegten Offenbarung wird unter Begriffen wie „antrviral" oder „gegen Viren wirksam'1, „viruzid" oder ähnli¬ chen die Eigenschaft einer Substanz verstanden, einen ein- oder mehrzelligen Orga¬ nismus vor schädlichen Folgen einer Virusinfektion, sei es prophylaktisch oder thera¬ peutisch, zu schützen, ungeachtet dessen, was der tatsächliche Wirkmechanismus der Substanz im Einzelfalle sei. Dem Stande der Technik mangelt es jedoch an gegen Viren wirksamen Substanzen, welche zudem den Wirtsorgan ismus nicht oder nicht in vertretbarem Maße schädi¬ gen.There are no virucides, that is to say viruses-killing substances in the actual sense, since viruses do not have their own metabolism. For this reason, it was also discussed whether viruses should be classified as living beings. In any case, pharmacological interventions without damage to the unaffected cells is difficult. Possible mechanisms of action in the fight against the viruses are primarily the disruption of their replication, for example by blocking the enzymes which are important for replication and which are present in the host line. The release of the viral nucleic acids into the host cell can also be prevented. In the context of the disclosure presented herewith, terms such as “anti-viral” or “active against viruses” 1 , “virucidal” or similar means the property of a substance, be it a single-cell or multicellular organism against harmful consequences of a virus infection, be it prophylactically or therapeutically to protect, regardless of what the actual mechanism of action of the substance in individual cases. However, the prior art lacks substances which are active against viruses and which, moreover, do not damage the host organism, or do so to an acceptable degree.
Eine Aufgabe der vorliegenden Erfindung war also, diesem Übelstande abzuhelfen, also Substanzen zu finden, welche wirksam einen ein- oder mehrzelligen Organismus vor schädlichen Folgen einer Virusinfektion, sei es prophylaktisch oder therapeutisch, zu schützen.It was therefore an object of the present invention to remedy this problem, that is to find substances which effectively protect a single-cell or multicellular organism from harmful consequences of a virus infection, be it prophylactically or therapeutically.
Es wurde überraschend gefunden, und darin liegt die Lösung dieser Aufgaben, daß Wirkstoffkombinationen ausIt has surprisingly been found, and this is the solution to these problems that active ingredient combinations
(a) Squalen und(a) Squalene and
(b) Sphingolipiden(b) Sphingolipids
(c) sowie gegebenenfalls einer wirksamen Menge an einer oder mehreren α-Hy- droxycarbonsäuren der allgemeinen Formel(c) and optionally an effective amount of one or more α-hydroxycarboxylic acids of the general formula
R"R "
I R'— C— COOHI R'— C— COOH
I OH wobei jeweils R' und R" unabhängig voneinander gewählt werden aus der GruppeI OH where each R 'and R "are independently selected from the group
(c1) H- .(c1) H-.
(c2) verzweigtes oder unverzweigtes C-|_27-Alkyl-,(c2) branched or unbranched C- | _27-alkyl,
(c3) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder Aldehydgruppen und/oder Oxogruppen (Ketogruppen) substituiertes verzweig¬ tes oder unverzweigtes C-|_27-Alkyl-(c3) with one or more carboxyl groups and / or hydroxy groups and / or aldehyde groups and / or oxo groups (keto groups) branched or unbranched C- | _27-alkyl
(c4) Phenyl-,(c4) phenyl,
(c5) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder verzweigten und/oder unverzweigten C-|_27-Alkylgruppen substituiertes Phe¬ nyl-, oder wobei das α-Kohlenstoffatom der α-Hydroxycarbonsäure mit R' und R" zu¬ sammen eine(c5) Phenyl- substituted with one or more carboxyl groups and / or hydroxyl groups and / or branched and / or unbranched C- | _27-alkyl groups, or wherein the α-carbon atom of the α-hydroxycarboxylic acid with R 'and R "zu¬ collect one
(c6) unsubstituierte Cycloalkylgruppe mit 3 bis 7 Ringatomen oder eine (c7) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder Oxogruppen (Ketogruppen) und/oder verzweigten und/oder unverzweigten C-μ 27-Alkylgruppen substituierte Cycloalkylgruppe mit 3 bis 7 Ringatomen ausbildet und wobei die α-Hydroxycarbonsäure oder die α-Hydroxycarbonsäuren gegebenen¬ falls in Form ihrer physiologisch verträglichen Salze und/oder Ethylester und/oder Methylester vorliegen können, den Nachteilen des Standes der Technik abhelfen.(c6) unsubstituted cycloalkyl group with 3 to 7 ring atoms or one (c7) with one or more carboxyl groups and / or hydroxyl groups and / or oxo groups (keto groups) and / or branched and / or unbranched C-μ 27-alkyl groups substituted cycloalkyl group with 3 to 7 ring atoms and wherein the α-hydroxycarboxylic acid or the α Hydroxycarboxylic acids, if appropriate in the form of their physiologically tolerable salts and / or ethyl esters and / or methyl esters, can remedy the disadvantages of the prior art.
Erfindungsgemäß ist auch die Verwendung solcher Wirkstoffkombinationen als anti¬ bakterielle, antimycotische, antivirale und/oder gegen Protozooen und/oder Parasiten wirksame Wirkstoffe. Ganz besonders vorteilhaft ist die Verwendung der erfindungs¬ gemäßen Wirkstoffkombinationen als gegen grampositive Bakterien wirksame Wirk¬ stoffe.The use of such active substance combinations as anti-bacterial, antimycotic, antiviral and / or active substances effective against protozoans and / or parasites is also according to the invention. It is particularly advantageous to use the active compound combinations according to the invention as active compounds which act against gram-positive bacteria.
Squalen (2,6,10, 15, 19,23-Hexamethyl-2,6,10,14,18,22-tetracoshexaen, Spinacen) ist durch die StrukturformelSqualene (2,6,10, 15, 19,23-hexamethyl-2,6,10,14,18,22-tetracoshexaene, spinacene) is due to the structural formula
gekennzeichnet. Seine Verwendung als Antimykotikum gegen Hauterkrankungen ist be¬ kannt. characterized. Its use as an antifungal agent against skin diseases is known.
Sphingolipide und ihre Verwendung in Pharmazie und Kosmetik sind an sich eben¬ falls bekannt. Den Sphingolipiden liegt als Grundstruktur das Sphingosin oder auch das Phytosphingosin zugrunde, welche sich durch folgende Strukturformeln aus¬ zeichnen:Sphingolipids and their use in pharmacy and cosmetics are also known per se. The basic structure of the sphingolipids is sphingosine or phytosphingosine, which are characterized by the following structural formulas:
^ ^
(Sphingosin) (Phytosphingosin) Erfindungsgemäße Sphingolipide zeichnen sich vorteilhaft aus durch die allgemeine Grundstruktur(Sphingosine) (phytosphingosine) Sphingolipids according to the invention are advantageously distinguished by the general basic structure
bei welcher R-, und R3 unabhängig voneinander gesättigte oder ungesättigte, verzweigte oder unverzweigte Alkylreste von 1 bis 28 Kohienstoffatomen darstellen, R2 gewählt wird aus der Gruppe: Wasserstoffatom, gesättigte oder ungesättigte, verzweigte oder unverzweigte Alkylreste von 1 bis 28 Kohlenstoffatomen, Zuckerreste, mit organischen Resten veresterte oder unveresterte Phosphatgruppen, mit organischen Resten ver- esterte oder unveresterte Sulfatgruppen und Y entweder ein Wasserstoffatom oder eine Hydroxygruppe oder einen anderen hetero-funktionellen Rest darstellt. in which R- and R3 independently of one another represent saturated or unsaturated, branched or unbranched alkyl radicals of 1 to 28 carbon atoms, R2 is selected from the group: hydrogen atom, saturated or unsaturated, branched or unbranched alkyl radicals of 1 to 28 carbon atoms, sugar radicals, with organic radicals esterified or unesterified phosphate groups, with organic radicals esterified or unesterified sulfate groups and Y represents either a hydrogen atom or a hydroxyl group or another hetero-functional radical.
Zu den erfindungsgemäß wirksamen Sphingolipiden gehören die Ceramide, Cerebrosi- de, Ganglioside, Sphingophospholipide, von diesen insbesondere die Sphingomyeline, Sphingosulfatide und Glycosphingoside sowie natürliche und synthetische Analoga, von weichen nachfolgend Beispiele aufgeführt werden:The sphingolipids active according to the invention include the ceramides, cerebrosides, gangliosides, sphingophospholipids, of which in particular the sphingomyelins, sphingosulfatides and glycosphingosides and natural and synthetic analogs, examples of which are listed below:
Ceramide:Ceramides:
Ri und R3 stellen Alkylreste dar, R2 = H. Sphingophospholipide:Ri and R 3 represent alkyl radicals, R 2 = H. Sphingophospholipids:
Ri und R3 stellen Alkylreste dar, R2 stellt einen Phosphat- oder Organylphosphatrest dar.Ri and R 3 represent alkyl radicals, R 2 represents a phosphate or organyl phosphate radical.
Sphingomyeline sind organylphosphorylierte SphingolipideSphingomyeline are organylphosphorylated sphingolipids
Wird R2 gewählt aus der Gruppe der Zuckerreste, wird üblicherweise unterschieden, ob Monoglycosylceramide oder Di,- Tri bzw. allgemein Oligoglycosylceramide voriiegen. Monoglycosylceramide werden gewöhnlich Cerebroside genannt:If R2 is selected from the group of sugar residues, a distinction is usually made between whether monoglycosylceramides or di, tri or generally oligoglycosylceramides are present. Monoglycosylceramides are commonly called cerebrosides:
Oligoglycosylceramide werden meistens Ganglioside genannt. Oligoglycosylceramides are mostly called gangliosides.
RiRi
Bevorzugte Sphingolipide sind Ceramid I, II, III und IV, Glucosylceramid, Lacto- sylceramid sowie die Ganglioside GM 1 , 2 und 3.Preferred sphingolipids are ceramide I, II, III and IV, glucosylceramide, lactosylceramide and the gangliosides GM 1, 2 and 3.
Die erfindungsgemäßen α-Hydroxycarbonsäuren werden vorteilhaft gewählt aus fol¬ genden Substanzklassen:The α-hydroxycarboxylic acids according to the invention are advantageously selected from the following classes of substances:
(c2) α-Hydroxyfettsäuren, wobei diese wiederum besonders vorteilhaft aus der(c2) α-hydroxy fatty acids, which in turn is particularly advantageous from the
Gruppe der Cιo-18~Alkylcarbonsäuren gewählt werden, (c3) α-Hydroxyzuckersäuren, aliphatische α-Hydroxyfruchtsäuren, (c4) unsubstituierte aromatische α-Hydroxycarbonsäuren (z.B. Mandelsäure) bzw. (c5) substituierte aromatische α-Hydroxycarbonsäuren.Group of Cιo-18 ~ alkyl carboxylic acids can be selected, (c3) α-hydroxy sugar acids, aliphatic α-hydroxy fruit acids, (c4) unsubstituted aromatic α-hydroxy carboxylic acids (e.g. mandelic acid) or (c5) substituted aromatic α-hydroxy carboxylic acids.
Die unter Punkt (c2) fallenden α-Hydroxyfettsäuren werden besonders vorteilhaft ge¬ währt aus der Gruppe α-Hydroxycarbonsäuren, gemäß der FormelThe α-hydroxyfatty acids falling under point (c2) are particularly advantageously selected from the group α-hydroxycarboxylic acids, according to the formula
α-Hydroxy-isocarbonsäuren, gemäß der Formel α-Hydroxy-anteisocarbonsäuren, gemäß der Formel α-Hydroxy-isocarboxylic acids, according to the formula α-Hydroxy-anteisocarboxylic acids, according to the formula
wobei n jeweils eine Zahl von 7 bis 31 darstellt. where n represents a number from 7 to 31.
Besonders vorteilhaft im Sinne der vorliegenden Erfindung ist, α-Hydroxycarbonsäu¬ ren zu verwenden, welche C-|6-Körper darstellen, die also am α-Kohlenstoffatom ei¬ ne verzweigte oder unverzweigte C^^g-Kette tragen.For the purposes of the present invention it is particularly advantageous to use α-hydroxycarboxylic acids which are C- | Represent 6-body, which thus carry a branched or unbranched C ^^ g chain on the α-carbon atom.
Vorteilhaft ist weiter, Gemische solcher aliphatischen α-Hydroxycarbonsäuren, insbe¬ sondere in Form von Wollwachssäuregemischen zu verwenden, in welchen der Ge¬ halt an α-Hydroxycarbonsäuren 20 - 30 Gew.-%, bezogen auf die Gesamtzusammen¬ setzung beträgt.It is also advantageous to use mixtures of such aliphatic α-hydroxycarboxylic acids, in particular in the form of wool wax acid mixtures, in which the content of α-hydroxycarboxylic acids is 20-30% by weight, based on the total composition.
Die unter Punkt (c3) fallenden α-Hydroxyzuckersäuren werden besonders vorteilhaft gewählt aus der Gruppe derThe α-hydroxy sugar acids falling under point (c3) are selected particularly advantageously from the group of
Aidonsäuren, z.B. Gluconsäure, GaiactonsäureAidonic acids, e.g. Gluconic acid, gaiactonic acid
Aldarsäuren, z.B. Glucarsäure, Galactarsäure (oder auch die FruchtsäureAldar acids, e.g. Glucaric acid, galactaric acid (or fruit acid
Weinsäure, die ebenfalls unter die Definition der Aldarsäure fällt)Tartaric acid, which also falls under the definition of aldaric acid)
Uronsäuren, z.B. Glucuronsäure, GalacturonsäureUronic acids, e.g. Glucuronic acid, galacturonic acid
GlycerinsäureGlyceric acid
Die unter Punkt (c3) fallenden aliphatischen α-Hydroxyfruchtsäuren werden beson¬ ders vorteilhaft gewählt aus der Gruppe Äpfelsäure, Milchsäure, Citronensäure, Weinsäure.The aliphatic α-hydroxy fruit acids falling under point (c3) are particularly advantageously selected from the group of malic acid, lactic acid, citric acid, tartaric acid.
Äpfelsäure (Hydroxybernsteinsäure) ist durch folgende chemische Struktur gekenn¬ zeichnet: HOOC— CH2-CH— COOH I OHMalic acid (hydroxy succinic acid) is characterized by the following chemical structure: HOOC- CH 2 -CH- COOH I OH
Milchsäure (2-Hydroxypropansäure) ist durch folgende chemische Struktur gekenn¬ zeichnet:Lactic acid (2-hydroxypropanoic acid) is characterized by the following chemical structure:
CH3-CH— COOHCH 3 -CH- COOH
I OHI OH
Citronensäure (2-Hydroxy-1 ,2,3-propantricarbonsäure) ist durch folgende chemische Struktur gekennzeichnet:Citric acid (2-hydroxy-1, 2,3-propanetricarboxylic acid) is characterized by the following chemical structure:
CH2-COOHCH 2 -COOH
HO—C—COOH i CH2-COOHHO-C-COOH and CH 2 -COOH
Bekanntermaßen wird Citronensäure zur Pufferung kosmetischer und/oder dermato¬ logischer Zubereitungen, aber auch als Synergist für Antioxidantien in der Haut- und Haarkosmetik verwendet.As is known, citric acid is used for buffering cosmetic and / or dermatological preparations, but also as a synergist for antioxidants in skin and hair cosmetics.
Weinsäure (Dihydroxybernsteinsäure) ist durch folgende chemische Struktur gekenn¬ zeichnet:Tartaric acid (dihydroxysuccinic acid) is characterized by the following chemical structure:
HOOC— CH— CH— COOH I I OH OHHOOC - CH - CH - COOH I I OH OH
Es hat sich in erstaunlicher Weise herausgestellt, daß die erfindungsgemäßen Wirk¬ stoffkombinationen das Wachstum von grampositiven und gramnegativen Bakterien, Mycobionten, Protozoen, Parasiten sowie Viren verhindern. Dabei wirken die erfin¬ dungsgemäßen Wirkstoffkombinationen in synergistischer Weise, also überadditiv in bezug auf die Einzelkomponenten.It has surprisingly been found that the active compound combinations according to the invention prevent the growth of gram-positive and gram-negative bacteria, mycobionts, protozoa, parasites and viruses. The active compound combinations according to the invention act in a synergistic manner, that is to say superadditically with respect to the individual components.
Insbesondere sind die erfindungsgemaßen Wirkstoffkombinationen befähigt, das Wachstum von Hefen, insbesondere der Pityrosporum-Arten, namentlich Pityrosporum ovale, zu verhindern.In particular, the active compound combinations according to the invention are capable of preventing the growth of yeasts, in particular of the Pityrosporum species, namely Pityrosporum ovale.
Es hat sich ferner herausgestellt, daß die erfindungsgemäßen Wirkstoffkombinationen die Bildung von seborrhoischen Erscheinungen, insbesondere Kopfschuppen, verhin- dern sowie bereits vorhandene seborrhoische Erscheinungen, insbesondere Kopf¬ schuppen, zu beseitigen.It has also been found that the active compound combinations according to the invention prevent the formation of seborrheic symptoms, in particular dandruff. and to eliminate existing seborrheic phenomena, especially dandruff.
Die erfindungsgemäßen Wirkstoffkombinationen eignen sich darüberhinaus gut für die Verwendung als desodorierender Wirkstoff in kosmetischen Desodorantien sowie gegen unreine Haut, leichte Formen der Akne bzw. Propionibakterium acnes.The active compound combinations according to the invention are also well suited for use as a deodorizing active ingredient in cosmetic deodorants and against impure skin, mild forms of acne or Propionibacterium acnes.
Schließlich hat sich herausgestellt, daß die erfindungsgemaßen Wirkstoffkombinationen den Verderb organischer Substanz, insbesondere kosmetischer und dermatologischer Zubereitungen, durch den Befall mit grampositiven und gramnegativen Bakterien, My¬ cobionten, Protozoen. Parasiten und Viren verhindern können, wenn sie diesen Zuberei¬ tungen zugesetzt werden.Finally, it has been found that the active compound combinations according to the invention prevent the spoilage of organic substances, in particular cosmetic and dermatological preparations, from infestation with gram-positive and gram-negative bacteria, mycobionts, protozoa. Parasites and viruses can be prevented if they are added to these preparations.
Erfindungsgemäß sind somit auch ein Verfahren zur Bekämpfung von Mycobionten, da¬ durch gekennzeichnet, daß die erfindungsgemäßen Wirkstoffkombinationen gegebe¬ nenfalls in einem geeigneten kosmetischen oder dermatologischen Träger, mit dem durch Mycobionten kontaminierten Bereich in Kontakt gebracht werden, sowie ein Ver¬ fahren zum Schütze organischer Produkte vor dem Befall mit Mycobionten, dadurch ge¬ kennzeichnet, daß diesen organischen Produkten die erfindungsgemaßen Wirkstoff¬ kombinationen in wirksamer Menge zugegeben werden.According to the invention there is thus also a process for combating mycobionts, characterized in that the active compound combinations according to the invention are brought into contact with the area contaminated by mycobionts, if appropriate in a suitable cosmetic or dermatological carrier, and a process for protecting organic ones Products before infestation with mycobionts, characterized in that the active compound combinations according to the invention are added to these organic products in an effective amount.
Der Stand der Technik lieferte folglich nicht den geringsten Hinweis auf die erfindungs¬ gemäße Verwendung als antimycotisches Wirkprinzip.The prior art consequently did not provide the slightest indication of the use according to the invention as an antimycotic active principle.
Ferner war erstaunlich, daß die die erfindungsgemaßen Wirkstoffkombinationen beson¬ ders gut wirksam sind gegen den für das Entstehen von Kopfschuppen verantwortlichen Keim Pityrosporum ovale und verwandte Keime. Eine bevorzugte Ausführungsform der vorliegenden Erfindung sind mithin gegen Kopfschuppen anzuwendende Formulierun¬ gen, beispielsweise Antischuppenshampoos.It was also astonishing that the active compound combinations according to the invention are particularly effective against the germ Pityrosporum oval and related germs responsible for the development of dandruff. A preferred embodiment of the present invention are therefore formulations to be used against dandruff, for example antidandruff shampoos.
Erfindungsgemäß werden die Wirkstoffkombinationen bevorzugt in kosmetischen oder dermatologischen Zusammensetzungen eingesetzt einem Gehalt von 0,005 - 50,0 Gew.-%, insbesondere 0,01 - 20,0 Gew.-%, bezogen auf das Gesamtgewicht der Zu¬ sammensetzung bevorzugt sind. Vorteilhaft enthalten die Zusammensetzungen 0,02 - 10,0 Gew.-%. besonders bevorzugt 0,02 - 5.0 Gew.-% an den erfindungsgemäßen Wirkstoffkombinationen, ganz besonders vorteilhaft 0,5 - 3,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Zusammensetzung.According to the invention, the active compound combinations are preferably used in cosmetic or dermatological compositions with a content of 0.005-50.0% by weight, in particular 0.01-20.0% by weight, based on the total weight of the composition being preferred. The compositions advantageously contain 0.02-10.0% by weight. particularly preferably 0.02-5.0% by weight of those according to the invention Active ingredient combinations, very particularly advantageously 0.5-3.0% by weight, based in each case on the total weight of the composition.
Die erfindungsgemäßen Wirkstoffkombinationen lassen sich ohne Schwierigkeiten in gängige kosmetische oder dermatologische Formulierungen einarbeiten, vorteilhaft in Pumpsprays, Aerosolsprays, Cremes, Salben, Tinkturen, Lotionen, Nagelpflegeprodukte (z.B. Nagellacke, Nagellackentferner, Nagelbaisame) und dergleichen.The active compound combinations according to the invention can be incorporated without difficulty into common cosmetic or dermatological formulations, advantageously in pump sprays, aerosol sprays, creams, ointments, tinctures, lotions, nail care products (e.g. nail polishes, nail polish remover, nail balsams) and the like.
Es ist auch möglich und gegebenenfalls vorteilhaft, die erfindungsgemäßen Wirkstoff¬ kombinationen mit anderen Wirkstoffen zu kombinieren, beispielsweise mit anderen an¬ timikrobiell, antimycotisch bzw. antiviral wirksamen Stoffen.It is also possible and possibly advantageous to combine the active substance combinations according to the invention with other active substances, for example with other antimicrobial, antimycotic or antiviral substances.
Es ist vorteilhaft, die erfindungsgemäßen Zusammensetzungen abzupuffern. Vorteilhaft ist ein pH-Bereich von 3,5 - 7,5. Besonders günstig ist es, den pH-Wert in einem Bereich von 4,0 - 6,5 zu wählen.It is advantageous to buffer the compositions according to the invention. A pH range of 3.5 - 7.5 is advantageous. It is particularly favorable to choose the pH in a range from 4.0 to 6.5.
Die erfindungsgemäßen kosmetischen und/oder dermatologischen Formulierungen kön¬ nen wie üblich zusammengesetzt sein und zur Behandlung der Haut und/oder der Haare im Sinne einer dermatologischen Behandlung oder einer Behandlung im Sinne der pfle¬ genden Kosmetik dienen. Sie können aber auch in Schminkprodukten in der dekorativen Kosmetik eingesetzt werden.The cosmetic and / or dermatological formulations according to the invention can be composed as usual and can be used to treat the skin and / or hair in the sense of a dermatological treatment or a treatment in the sense of care cosmetics. But they can also be used in make-up products in decorative cosmetics.
Zur Anwendung werden die erfindungsgemäßen kosmetischen und/oder dermatologi- schen Formulierungen in der für Kosmetika und Dermatika üblichen Weise auf die Haut und/oder die Haare in ausreichender Menge aufgebracht.For use, the cosmetic and / or dermatological formulations according to the invention are applied to the skin and / or the hair in a sufficient amount in the manner customary for cosmetics and dermatics.
Vorteilhaft sind solche kosmetische und dermatologische Zubereitungen, die in der Form eines Sonnenschutzmittels vorliegen. Vorteilhaft enthalten diese zusätzlich mindestens einen UVA-Filter und/oder mindestens einen UVB-Filter und/oder mindestens ein anor¬ ganisches Pigment.Cosmetic and dermatological preparations which are in the form of a sunscreen are advantageous. These advantageously additionally contain at least one UVA filter and / or at least one UVB filter and / or at least one inorganic pigment.
Kosmetische Zubereitungen gemäß der Erfindung zum Schütze der Haut vor UV-Strah¬ len können in verschiedenen Formen vorliegen, wie sie z.B. üblicherweise für diesen Typ von Zubereitungen eingesetzt werden. So können sie z.B. eine Lösung, eine Emul¬ sion vom Typ Wasser-in-ÖI (W/O) oder vom Typ Öl-in-Wasser (O/W), oder eine multiple Emulsionen, beispielsweise vom Typ Wasser-in-ÖI-in-Wasser (W/OΛ/V), ein Gel, eine Hydrodispersion, einen festen Stift oder auch ein Aerosol darstellen.Cosmetic preparations according to the invention for protecting the skin from UV rays can be in various forms, such as are usually used for this type of preparation, for example. For example, they can be a solution, an emulsion of the water-in-oil (W / O) or oil-in-water (O / W) type, or a multiple Emulsions, for example of the water-in-oil-in-water (W / OΛ / V) type, a gel, a hydrodispersion, a solid stick or an aerosol.
Die erfindungsgemäßen kosmetischen Zubereitungen können kosmetische Hilfsstoffe enthalten, wie sie üblicherweise in solchen Zubereitungen verwendet werden, z.B. Kon¬ servierungsmittel, Bakterizide, Antioxidantien, Parfüme, Mittel zum Verhindern des Schäumens, Farbstoffe, Pigmente, die eine färbende Wirkung haben, Verdikkungsmit- tel, oberflächenaktive Substanzen, Emulgatoren, weichmachende Substanzen, anfeuch¬ tende und/oder feuchhaltende Substanzen. Fette, Öle, Wachse oder andere übliche Be¬ standteile einer kosmetischen Formulierung wie Alkohole, Polyole, Polymere, Schaum¬ stabilisatoren, Elektrolyte, organische Lösungsmittel oder Siiikonderivate.The cosmetic preparations according to the invention can contain cosmetic auxiliaries as are usually used in such preparations, e.g. Preservatives, bactericides, antioxidants, perfumes, anti-foaming agents, dyes, pigments that have a coloring effect, thickening agents, surface-active substances, emulsifiers, softening substances, moisturizing and / or moisturizing substances. Fats, oils, waxes or other conventional components of a cosmetic formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicon derivatives.
Sofern die kosmetische oder dermatologische Zubereitung eine Lösung oder Lotion dar¬ stellt, können als Lösungsmittel verwendet werden: Wasser oder wäßrige Lösungen;If the cosmetic or dermatological preparation is a solution or lotion, the following can be used as solvents: water or aqueous solutions;
Öle, wie Triglyceride der Caprin- oder der Caprylsäure, vorzugsweise aber Rizinus¬ öl:Oils, such as triglycerides of capric or caprylic acid, but preferably castor oil:
Fette, Wachse und andere natürliche und synthetische Fettkörper, vorzugsweise Ester von Fettsäuren mit Alkoholen niedriger C-Zahl, z.B. mit Isopropanol, Propy¬ lenglykol oder Glycerin, oder Ester von Fettalkoholen mit Alkansäuren niedriger C- Zahl oder mit Fettsäuren;Fats, waxes and other natural and synthetic fat bodies, preferably esters of fatty acids with alcohols of low C number, e.g. with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with low C number alkanoic acids or with fatty acids;
Alkohole, Diole oder Polyole niedriger C-Zahl, sowie deren Ether, vorzugsweise Ethanol, Isopropanol, Propylenglykol, Glycerin, Ethylenglykol, Ethylenglykolmono- ethyl- oder -monobutylether, Propylenglykolmonomethyl, -monoethyl- oder -mono- butylether, Diethyienglykoimonomethyl- oder -monoethylether und analoge Pro¬ dukte.Alcohols, diols or polyols of low C number, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethyienglykoimonomethyl or monoethyl ether and analog products.
Insbesondere werden Gemische der vorstehend genannten Lösungsmittel verwendet. Bei alkoholischen Lösungsmitteln kann Wasser ein weiterer Bestandteil sein.Mixtures of the abovementioned solvents are used in particular. Water can also be a component of alcoholic solvents.
Erfindungsgemäß können als günstige Antioxidantien alle für kosmetische und/oder der¬ matologische Anwendungen geeigneten oder gebräuchlichen Antioxidantien verwendet werden. Vorteilhaft werden die Antioxidantien gewählt aus der Gruppe bestehend aus Aminosäu¬ ren (z.B. Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z.B. Uro- caninsäure) und deren Derivate, Peptide wie D.L-Camosin, D-Carnosin, L-Camosin und deren Derivate (z.B. Anserin), Carotinoide, Carotine (z.B. α-Carotin, ß-Carotin, Lycopin) und deren Derivate, Liponsaure und deren Derivate (z.B. Dihydroliponsäure), Aurothio- glucose, Propylthiouracil und andere Thiole (z.B. Thioredoxin, Glutathion, Cystein, Cy- stin, Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ-Linoleyl-, Cholesteryl - und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat. Distearylthiodipropionat. Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sul- foximinverbindungen (z.B. Buthioninsulfoximine, Homocysteinsulfoximin, Buthioninsul- fone, Penta-, Hexa-, Heptathioninsulfoximin) in sehr geringen verträglichen Dosierungen (z.B. pmol bis μmol/kg), femer (Metall)-Chelatoren (z.B. α-Hydroxyfettsäuren, Palmitin- säure, Phytinsäure, Lactoferrin), α-Hydroxysäuren (z.B. Zitronensäure, Milchsäure, Ap¬ felsäure), Huminsäure, Gallensäure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Derivate, ungesättigte Fettsäuren und deren Derivate (z.B. γ-Linoiensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, Ubichinon und Ubichinol und deren Derivate, Vitamin C und Derivate (z.B. Ascorbyipalmitat, Mg - Ascorbylphosphat, Ascor- bylacetat), Tocopherole und Derivate (z.B. Vitamin E - acetat), Vitamin A und Derivate (Vitamin A - palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, Ferulasäure und deren Derivate, Butylhydroxytoluol, Butylhydroxyanisol, Nor- dihydroguajakharzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophenon, Harnsäure und deren Derivate, Mannose und deren Derivate, Zink und dessen Derivate (z.B. ZnO, ZnSθ4) Selen und dessen Derivate (z.B. Selenmethionin), Stilbene und deren Derivate (z.B. Stilbenoxid, Trans-Stilbenoxid) und die erfindungsgemäß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lipide) dieser genann¬ ten Wirkstoffe.According to the invention, all the antioxidants suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants. The antioxidants are advantageously selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocaninic acid) and their derivatives, peptides such as DL-camosin, D-carnosine, L- Camosin and its derivatives (e.g. anserine), carotenoids, carotenes (e.g. α-carotene, ß-carotene, lycopene) and their derivatives, lipoic acid and their derivatives (e.g. dihydroliponic acid), aurothioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione , Cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, γ-linoleyl, cholesteryl - and Glyceryl esters) and their salts, dilauryl thiodipropionate. Distearyl thiodipropionate. Thiodipropionic acid and its derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g. buthioninsulfoximines, homocysteine sulfoximine, buthioninsulfones, penta-, hexa-, heptathioninsulfoximine) in very low tolerable dosages (e.g. pmol bis μmol / kg), further (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, apple acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-lininoic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. ascorbyipalmitate, Mg - ascorbyl phosphate, ascorbyl acetate ), Tocopherols and derivatives (eg vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) as well as coniferyl benzoate of benzoin, rutinic acid and its derivatives, Fe rulic acid and its derivatives, butylated hydroxytoluene, butylated hydroxyanisole, norydehydroguajak resin acid, nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (e.g. ZnO, ZnSθ4) selenium and its derivatives (e.g. stilbene methane) (eg stilbene oxide, trans-stilbene oxide) and the derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances which are suitable according to the invention.
Die Menge der Antioxidantien (eine oder mehrere Verbindungen) in den Zubereitungen beträgt vorzugsweise 0,001 bis 30 Gew.-%, besonders bevorzugt 0,05 - 20 Gew.-%, ins¬ besondere 1 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung.The amount of the antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05-20% by weight, in particular 1-10% by weight, based on the total weight the preparation.
Sofern Vitamin E und/oder dessen Derivate das oder die Antioxidantien darstellen, ist vorteilhaft, deren jeweilige Konzentrationen aus dem Bereich von 0,001 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Formulierung, zu wählen. Sofem Vitamin A, bzw. Vitamin-A-Derivate. bzw. Carotine bzw. deren Derivate das oder die Antioxidantien darstellen, ist vorteilhaft, deren jeweilige Konzentrationen aus dem Bereich von 0,001 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Formulierung, zu wählen.If vitamin E and / or its derivatives represent the antioxidant (s), it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation. Sofem vitamin A or vitamin A derivatives. or carotenes or their derivatives are the antioxidants, it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation.
Erfindungsgemäße Emulsionen sind vorteilhaft und enthalten z.B. die genannten Fette, Öle, Wachse und anderen Fettkörper, sowie Wasser und einen Emulgator, wie er übli¬ cherweise für einen solchen Typ der Formulierung verwendet wird.Emulsions according to the invention are advantageous and contain e.g. the fats, oils, waxes and other fat bodies mentioned, as well as water and an emulsifier, as is usually used for such a type of formulation.
Gele gemäß der Erfindung enthalten üblicherweise Alkohole niedriger C-Zahl. z.B. Ethanol, Isopropanol, 1 ,2-Propandiol, Glycerin und Wasser bzw. ein vorstehend ge¬ nanntes Öl in Gegenwart eines Verdickungsmittels, das bei ölig-alkoholischen Gelen vorzugsweise Siliciumdioxid oder ein Aluminiumsilikat, bei wäßrig-alkoholischen oder al¬ koholischen Gelen vorzugweise ein Polyacrylat ist.Gels according to the invention usually contain low C number alcohols. e.g. Ethanol, isopropanol, 1, 2-propanediol, glycerol and water or an oil mentioned above in the presence of a thickener which, in the case of oily-alcoholic gels, preferably silicon dioxide or an aluminum silicate, in the case of aqueous-alcoholic or alcoholic gels, preferably a polyacrylate is.
Feste Stifte gemäß der Erfindung enthalten z.B. natürliche oder synthetische Wachse, Fettalkohole oder Fettsäureester. Bevorzugt werden Lippenpflegestifte sowie desodorie¬ rende Stifte ("Deo-Sticks").Fixed pins according to the invention contain e.g. natural or synthetic waxes, fatty alcohols or fatty acid esters. Lip care sticks and desodorizing sticks ("deodorant sticks") are preferred.
Als Treibmittel für erfindungsgemäße, aus Aerosolbehältem versprühbare kosmetische oder dermatologische Zubereitungen sind die üblichen bekannten leichtflüchtigen, ver¬ flüssigten Treibmittel, z.B. Kohlenwasserstoffe (Propan, Butan, Isobutan) geeignet, die allein oder in Mischung miteinander eingesetzt werden können. Auch Druckluft ist vor¬ teilhaft zu verwenden.Suitable blowing agents for cosmetic or dermatological preparations according to the invention which can be sprayed from aerosol containers are the customary, known volatile, liquefied blowing agents, e.g. Suitable hydrocarbons (propane, butane, isobutane), which can be used alone or in a mixture with each other. Compressed air is also advantageous to use.
Natürlich weiß der Fachmann, daß es an sich nichttoxische Treibgase gibt, die grund¬ sätzlich für die vorliegende Erfindung geeignet wären, auf die aber dennoch wegen be¬ denklicher Wirkung auf die Umwelt oder sonstiger Begleitumstände verzichtet werden sollte, insbesondere Fluorkohlenwasserstoffe und Fluorchiorkohlenwassertoffe (FCKW).Of course, the person skilled in the art knows that there are non-toxic propellant gases per se which would in principle be suitable for the present invention, but which should nevertheless be dispensed with because of their deliberate effect on the environment or other associated circumstances, in particular fluorocarbons and fluorochlorohydrocarbons (CFCs). .
Bevorzugt können die erfindungsgemäßen Zubereitungen zudem Substanzen enthalten, die UV-Strahlung im UVB-Bereich absorbieren, wobei die Gesamtmenge der Filtersub- stanzeπ z.B. 0,1 Gew.-% bis 30 Gew.-%, vorzugsweise 0,5 bis 10 Gew.-%, insbeson¬ dere 1 bis 6 Gew.-% beträgt, bezogen auf das Gesamtgewicht der Zubereitung, um kos- metische Zubereitungen zur Verfügung zu stellen, die die Haut vor dem gesamten Be¬ reich der ultravioletten Strahlung schützen. Sie können auch als Sonnenschutzmittel dienen.The preparations according to the invention can preferably also contain substances which absorb UV radiation in the UVB range, the total amount of the filter substances being, for example, 0.1% by weight to 30% by weight, preferably 0.5 to 10% by weight. %, in particular 1 to 6% by weight, based on the total weight of the preparation, in order to To provide metallic preparations that protect the skin from the entire range of ultraviolet radiation. They can also serve as sunscreens.
Die UVB-Filter können öllöslich oder wasserlöslich sein. Als öllösliche Substanzen sind z.B. zu nennen:The UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:
3-Benzylidencampher und dessen Derivate, z.B. 3-(4-Methylbenzyliden)campher,3-benzylidene camphor and its derivatives, e.g. 3- (4-methylbenzylidene) camphor,
4-Aminobenzoesäure-Derivate, vorzugsweise 4-(Dimethylamino)-benzoesäure(2- ethylhexyl)ester, 4-(Dimethylamino)benzoesäureamylester;4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure(2-ethylhexyl)ester, 4-Esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-
Methoxyzimtsäureisopentylester;Isopentyl methoxy cinnamate;
Ester der Salicylsäure, vorzugsweise Salicylsäure(2-ethylhexyl)ester, Salicylsäure-Esters of salicylic acid, preferably salicylic acid (2-ethylhexyl) ester, salicylic acid
(4-isopropylbenzyl)ester, Salicylsäurehomomenthylester;(4-isopropylbenzyl) ester, salicylic acid homomethyl ester;
Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-
Hydroxy-4-methoxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophe- non;Hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzalmaionsäuredi(2- ethylOhexyl)ester;Esters of benzalmalonic acid, preferably 4-methoxybenzalmaionic acid di (2-ethylOhexyl) ester;
2,4,6-Trianilino-(p-carbo-2'-ethyl-1 '-hexyloxy)-1 ,3,5-triazin2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine
Als wasserlösliche Substanzen sind vorteilhaft:The following are advantageous as water-soluble substances:
2-Phenyibenzimidazol-5-sulfonsäure und deren Salze, z.B. Natrium-, Kalium- oder2-phenyibenzimidazole-5-sulfonic acid and its salts, e.g. Sodium, potassium or
Triethanotammonium-Salze,Triethanotammonium salts,
Sulfonsäure-Derivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxy- benzophenon-5-sulfonsäure und ihre Salze;Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid and their salts;
Sulfonsäure-Derivate des 3-Benzylidencamphers, wie z.B. 4-(2-Oxo-3-bornyliden- methyl)benzolsulfonsäure, 2-Methyl-5-(2-oxo-3-bomylidenmethyl)sulfonsäure und ihre Salze.Sulfonic acid derivatives of 3-benzylidene camphor, e.g. 4- (2-oxo-3-bornylidene-methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidene-methyl) sulfonic acid and their salts.
Die Liste der genannten UVB-Filter, die erfindungsgemäß Verwendung finden können, soll selbstverständlich nicht limitierend sein.The list of UVB filters mentioned, which can be used according to the invention, is of course not intended to be limiting.
Es kann auch von Vorteil sein, in erfindungsgemaßen Zubereitungen U VA-Filter einzu¬ setzen, die üblicherweise in kosmetischen und/oder dermatologischen Zubereitungen enthalten sind. Bei solchen Substanzen handelt es sich vorzugsweise um Derivate des Dibeπzoylmethans, insbesondere um 1-(4,-tert.Butylphenyl)-3-(4'-methoxyphenyl)pro- pan-1,3-dion und um 1-Phenyl-3-(4'-isopropylphenyl)propan-1 ,3-dion. Auch Zubereitun¬ gen, die diese Kombinationen enthalten, sind Gegenstand der Erfindung. Es können die gleichen Mengen an UVA-Filtersubstanzen verwendet werden, welche für UVB-Filter- substanzen genannt wurden.It can also be advantageous to use U VA filters in preparations according to the invention, which are usually contained in cosmetic and / or dermatological preparations. Such substances are preferably derivatives of Dibenzoylmethane, in particular 1- (4 , tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl-3- (4'-isopropylphenyl) propane-1, 3-dione. Preparations containing these combinations are also the subject of the invention. The same amounts of UVA filter substances that were mentioned for UVB filter substances can be used.
Erfindungsgemaße kosmetische und/oder dermatologische Zubereitungen können auch anorganische Pigmente enthalten, die üblicherweise in der Kosmetik zum Schütze der Haut vor UV-Strahlen verwendet werden. Dabei handelt es sich um Oxide des Titans. Zinks, Eisens, Zirkoniums, Siiiciums. Mangans, Aluminiums, Cers und Mischungen da¬ von, sowie Abwandlungen, bei denen die Oxide die aktiven Agentien sind. Besonders bevorzugt handelt es sich um Pigmente auf der Basis von Titandioxid. Es können die für die vorstehenden Kombinationen genannten Mengen verwendet werden.Cosmetic and / or dermatological preparations according to the invention can also contain inorganic pigments which are usually used in cosmetics to protect the skin from UV rays. These are oxides of titanium. Zinc, iron, zirconium, silicon. Manganese, aluminum, cerium and mixtures thereof, as well as modifications in which the oxides are the active agents. It is particularly preferred to use pigments based on titanium dioxide. The amounts given for the above combinations can be used.
Bei kosmetischen Zubereitungen zur Pflege der Haare handelt es sich beispielsweise um Shampoonierungsmittel, Zubereitungen, die beim Spülen der Haare vor oder nach der Shampoonierung, vor oder nach der Dauerwellbehandlung, vor oder nach der Fär¬ bung oder Entfärbung der Haare angewendet werden, um Zubereitungen zum Fönen oder Einlegen der Haare, Zubereitungen zum Färben oder Entfärben, um eine Frisier- und Behandlungslotion, einen Haarlack oder um Dauerwellmittel.Cosmetic preparations for the care of the hair are, for example, shampooing agents, preparations which are used when rinsing the hair before or after the shampooing, before or after the permanent wave treatment, before or after the coloring or discoloration of the hair, in order to prepare the hair Blow-drying or inlaying the hair, preparations for coloring or decolouring, a styling and treatment lotion, a hair lacquer or permanent waving agents.
Die kosmetischen Zubereitungen enthalten Wirkstoffe und Hilfsstoffe, wie sie üblicher¬ weise für diesen Typ von Zubereitungen zur Haarpflege und Haarbehandlung verwen¬ det werden.The cosmetic preparations contain active ingredients and auxiliaries of the kind normally used for this type of preparation for hair care and hair treatment.
Als Hilfsstoffe dienen Konservierungsmittel, oberflächenaktive Substanzen, Substanzen zum Verhindern des Schäumens, Emulgatoren, Verdickungsmrttel, Fette, Öle, Wachse, organische Lösungsmittel, Bakterizide, Parfüme, Farbstoffe oder Pigmente, deren Auf¬ gabe es ist, die Haare oder die Zubereitung selbst zu färben, Elektrolyte, Zubereitungen gegen das Fetten der Haare.Preservatives, surface-active substances, substances for preventing foaming, emulsifiers, thickening agents, fats, oils, waxes, organic solvents, bactericides, perfumes, dyes or pigments, the task of which is to dye the hair or the preparation itself, serve as auxiliary substances , Electrolytes, preparations for greasing hair.
Kosmetische Zubereitungen, die ein Shampoonierungsmittel oder eine Wasch-, Dusch¬ oder Badezubereitung darstellen, enthalten vorzugsweise mindestens eine anionische, nicht-ionische oder amphotere oberflächenaktive Substanz oder Gemische daraus, er- findungsgemäße Wirkstoffkombinationen und Hilfsmittel, wie sie üblicherweise dafür verwendet werden.Cosmetic preparations which are a shampoo or a washing, showering or bathing preparation preferably contain at least one anionic, non-ionic or amphoteric surface-active substance or mixtures thereof, Active ingredient combinations and auxiliaries according to the invention, as are usually used therefor.
Beispiele für Oberflächen aktive Substanzen, die erfindungsgemäß vorteilhaft verwendet werden können, sind herkömmliche Seifen, z.B. Fettsäuresalze des Natriums, Alkylsul¬ fate, Alkylethersulfate, Alkan- und Alkylbenzolsulfonate, Sulfoacetate , Sulfobetaine, Sarcosinate, Amidosulfobetaine, Sulfosuccinate, Sulfobernsteinsäurehalbester, Alkyl- ethercarboxylate, Eiweiß-Fettsäure-Kondensate, Alkylbetaine und Amidobetaine, Fett¬ säurealkanolamide, Polyglycolether-Derivate.Examples of surface active substances which can be used advantageously according to the invention are conventional soaps, e.g. Fatty acid salts of sodium, alkyl sulfates, alkyl ether sulfates, alkane and alkyl benzene sulfonates, sulfoacetates, sulfobetaines, sarcosinates, amidosulfobetaines, sulfosuccinates, sulfosuccinic acid half-esters, alkyl ether carboxylates, protein fatty acid condensates, alkyl betaines, fatty amide glycol amines, fatty amide glycol amines, amide glycol amine alcohols, and fatty acid amide glycol amines.
Die oberflächenaktive Substanz kann in einer Konzentration zwischen 1 Gew.-% und 50 Gew.-% in dem Shampoonierungsmittel, bzw. der Wasch-, Dusch- oder Badezuberei¬ tung, vorliegen.The surface-active substance can be present in a concentration between 1% by weight and 50% by weight in the shampooing agent or in the washing, showering or bathing preparation.
Liegt die kosmetische oder dermatologische Zubereitung in Form einer Lotion vor, die ausgespült und z.B. vor oder nach der Entfärbung, vor oder nach der Shampoonierung, zwischen zwei Shampoonierungsschritten, vor oder nach der Dauerwellbehandlung an¬ gewendet wird, so handelt es sich dabei z.B. um wäßrige oder wäßrig-alkoholische Lö¬ sungen, die gegebenenfalls oberflächenaktive Substanzen enthalten, bevorzugt nicht¬ ionische oder kationische oberflächenaktive Substanzen, deren Konzentration zwischen 0,1 und 10 Gew.-%, vorzugsweise zwischen 0,2 und 5 Gew.-%, liegen kann. Diese kosmetische oder dermatologische Zubereitung kann auch ein Aerosol mit den übli¬ cherweise dafür verwendeten Hilfsmitteln darstellen.Is the cosmetic or dermatological preparation in the form of a lotion that is rinsed and e.g. Before or after decolorization, before or after shampooing, between two shampooing steps, before or after permanent waving, these are e.g. aqueous or aqueous-alcoholic solutions which may contain surface-active substances, preferably non-ionic or cationic surface-active substances, the concentration of which is between 0.1 and 10% by weight, preferably between 0.2 and 5% by weight, can lie. This cosmetic or dermatological preparation can also be an aerosol with the auxiliaries normally used for it.
Eine kosmetische Zubereitung in Form einer Lotion, die nicht ausgespült wird, insbeson¬ dere eine Lotion zum Einlegen der Haare, eine Lotion, die beim Fönen der Haare ver¬ wendet wird, eine Frisier- und Behandlungslotion, stellt im allgemeinen eine wäßrige, alkoholische oder wäßrig-alkoholische Lösung dar und enthält mindestens ein kationi¬ sches, anionisches, nicht-ionisches oder amphoteres Polymer oder auch Gemische da¬ von, sowie erfindungsgemäße Wirkstoffkombinationen. Die Menge der verwendeten er¬ findungsgemäßen Wirkstoffkombinationen liegt z.B. zwischen 0,1 und 10 Gew.-%, be¬ vorzugt zwischen 0,1 und 3 Gew.-%.A cosmetic preparation in the form of a lotion that is not rinsed out, in particular a lotion for inlaying the hair, a lotion that is used for blow-drying the hair, a hairdressing and treatment lotion, is generally an aqueous, alcoholic or is an aqueous-alcoholic solution and contains at least one cationic, anionic, non-ionic or amphoteric polymer or mixtures thereof, and combinations of active substances according to the invention. The amount of the active compound combinations used according to the invention is e.g. between 0.1 and 10% by weight, preferably between 0.1 and 3% by weight.
Kosmetische und dermatologische Zubereitungen zur Behandlung und Pflege der Haa¬ re, die die erfindungsgemäßen Wirkstoffkombinationen enthatten, können als Emulsio- nen vorliegen, die vom nicht-ionischen oder anionischen Typ sind. Nicht-ionische Emul¬ sionen enthalten neben Wasser Öle oder Fettalkohole, die beispielsweise polyethoxy- liert oder polypropoxyiiert sein können, oder auch Gemische aus den beiden organi¬ schen Komponenten. Diese Emulsionen enthalten gegebenenfalls kationische oberflä¬ chenaktive Substanzen. Anionische Emulsionen sind vorzugsweise vom Typ einer Seife und enthalten mindestens eine erfindungsgemaße ethoxylierte oder propoxylierte orga¬ nische Verbindung mit anionischem oder nicht-ionischem Charakter.Cosmetic and dermatological preparations for the treatment and care of the hair containing the active compound combinations according to the invention can be used as emulsions. NEN which are of the non-ionic or anionic type. In addition to water, non-ionic emulsions contain oils or fatty alcohols, which can be polyethoxylated or polypropoxyated, for example, or also mixtures of the two organic components. These emulsions optionally contain cationic surface-active substances. Anionic emulsions are preferably of the soap type and contain at least one ethoxylated or propoxylated organic compound according to the invention with an anionic or non-ionic character.
Kosmetische und dermatologische Zubereitungen zur Behandlung und Pflege der Haare können als Gele vorliegen, die neben erfindungsgemaßen Wirkstoffkombinationen und dafür üblicherweise verwendeten Lösungsmitteln noch organische Verdickungsmittel, z.B. Gummiarabikum, Xanthangummi, Natriumaiginat, Cellulose-Derivate, vorzugsweise Methylcellulose, Hydroxymethylcellulose, Hydroxyethylcelluiose, Hydroxypropylcellulose, Hydroxypropylmethylcellulose oder anorganische Verdickungsmittel, z.B. Aluminium¬ silikate wie beispielsweise Bentonite, oder ein Gemisch aus Polyethylengiykol und Po- iyethylengiykolstearat oder -distearat, enthalten. Das Verdickungsmittel ist im Gel z.B. in einer Menge zwischen 0,1 und 30 Gew.-%, bevorzugt zwischen 0,5 und 15 Gew.-%, enthalten.Cosmetic and dermatological preparations for the treatment and care of the hair can be in the form of gels which, in addition to the active compound combinations according to the invention and the solvents conventionally used therefor, also include organic thickeners, e.g. Gum arabic, xanthan gum, sodium aiginate, cellulose derivatives, preferably methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic thickeners, e.g. Aluminum silicates such as bentonites, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate, contain. The thickener is in the gel e.g. in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight.
Vorzugsweise beträgt die Menge der erfindungsgemaßen Wirkstoffkombinationen in einem für die Haare bestimmten Mittel 0,01 Gew.-% bis 10 Gew.%, insbesondere 0,5 Gew.-% bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen.The amount of the active compound combinations according to the invention in an agent intended for the hair is preferably 0.01% by weight to 10% by weight, in particular 0.5% by weight to 5% by weight, based on the total weight of the preparations.
Die folgenden Beispiele sollen die Verkörperungen der vorliegenden Erfindungen ver¬ deutlichen. Die Angaben beziehen sich stets auf Gewichts-%, sofern nicht andere An¬ gaben gemacht werden. The following examples are intended to illustrate the embodiments of the present invention. The information always relates to% by weight, unless other information is given.
Beispiel 1example 1
W/O-CremeW / O cream
1 II1 II
Paraffinöl 10,00 10,00Paraffin oil 10.00 10.00
Ozokerit 4,00 4,00Ozokerite 4.00 4.00
Vaseline 4,00 4,00 pflanzliches Öl 10,00 10,00Vaseline 4.00 4.00 vegetable oil 10.00 10.00
Wollwachsalkohol 2,00 2,00Wool wax alcohol 2.00 2.00
Aluminiumstearat 0,40 0,40Aluminum stearate 0.40 0.40
Squalen 0,20 0,20Squalene 0.20 0.20
Ceramid IV 0,05 -Ceramide IV 0.05 -
Ceramid II - 0,05-Ceramide II - 0.05-
Parfüm. Konservierungsstoffe q s.Perfume. Preservatives q p.
Wasser VES ,. ad 100,00 ... pH: .. ad 5,5 - 6,0 .Water VES,. ad 100.00 ... pH: .. ad 5.5 - 6.0.
Beispiel 2Example 2
O/W-LotionO / W lotion
Paraffinöl 5,00 5,00Paraffin oil 5.00 5.00
IsopropylpalmKat 5,00 5,00Isopropyl Palm Cat 5.00 5.00
Cetylalkohol 2,00 2,00Cetyl alcohol 2.00 2.00
Bienenwachs 2,00 2,00Beeswax 2.00 2.00
Ceteareth-20 2,00 2,00Ceteareth-20 2.00 2.00
PEG-20-Glycerytstearat 1,50 1 ,50PEG-20 glyceryl stearate 1.50 1.50
Glycerin 3,00 3,00Glycerin 3.00 3.00
Squalen 0,30 0.30Squalene 0.30 0.30
Ceramid III 0,10 -Ceramide III 0.10 -
Glucosylceramid - 0,10Glucosylceramide - 0.10
Parfüm, Konservierungsstoffe q sPerfume, preservatives q p
Wasser, VES .. ad 100,00 pH: ad 5,5 - 6,0 Beispiel 3Water, VES .. ad 100.00 pH: ad 5.5 - 6.0 Example 3
HautölSkin oil
I III II
Cetylpalmrtat 3.00 3,00Cetyl palm 3.00 3.00
C12.15- Alkylbenzoat 2,00 2.00C 12 alkyl benzoate .15- 2.00 2:00
Polyisobuten 10,00 10,00Polyisobutene 10.00 10.00
Squalan 2,00 2.00Squalane 2.00 2.00
Squalen 1 ,00 1.00Squalene 1.00 1.00
Glucosylceramid 0,05 -Glucosylceramide 0.05 -
Lactosylceramid - 0,05Lactosylceramide - 0.05
Parfüm, Konservierungsstoffe q sPerfume, preservatives q p
Paraffinöl .. ad 100,00 ..Paraffin oil .. ad 100.00 ..
Beispiel 4Example 4
Lippenstiftlipstick
1 1 II1 1 II
Ceresin 8.00 8,00Ceresin 8.00 8.00
Bienenwachs 4,00 4.00Beeswax 4.00 4.00
Camaubawachs 2,00 2,00Camauba wax 2.00 2.00
Vaseline 40,00 40,00Vaseline 40.00 40.00
Hydriertes Rizinusöl 4,00 4,00Hydrogenated castor oil 4.00 4.00
Caprylic/Capric Triglyceride 6.00 6,00Caprylic / Capric Triglyceride 6.00 6.00
Squalen 0,50 0,50Squalene 0.50 0.50
Lactosylceramid 0,10 -Lactosylceramide 0.10 -
Gangliosid GM 1 - 0.10Ganglioside GM 1 - 0.10
Galacturonsäure 0,30 0,30Galacturonic acid 0.30 0.30
Parfüm, Konservierungsstoffe q.sPerfume, preservatives q.s
Paraffinöl .. ad 100,00 .. Beispiel 5Paraffin oil .. ad 100.00 .. Example 5
PflegemaskeCare mask
1 II1 II
PEG-50 Lanolin 0,50 0,50PEG-50 lanolin 0.50 0.50
Glycerylstearat 2.00 2,00Glyceryl stearate 2.00 2.00
Sonnenblumenkemöl 3,00 3,00Sunflower seed oil 3.00 3.00
Bentonit 8,00 8,00Bentonite 8.00 8.00
Kaolin 35,00 35,00Kaolin 35.00 35.00
Zinkoxid 5,00 5,00Zinc oxide 5.00 5.00
Squalen 1 ,50 1 ,50Squalene 1, 50 1, 50
Ceramid II 0,10 -Ceramide II 0.10 -
Ceramid IV - 0,10Ceramide IV - 0.10
Weinsäure 2,00 2.00Tartaric acid 2.00 2.00
Parfüm, Konservierungsstoffe q.s.Perfume, preservatives q.s.
Wasser, VES ... ad 100 00 .. pH: ad 5,5 - 6,0 .Water, VES ... ad 100 00 .. pH: ad 5.5 - 6.0.
Beispiel 6Example 6
SyndetseifeSyndet soap
I III II
Natriumlaurylsulfat 30,00 30,00Sodium lauryl sulfate 30.00 30.00
Natriumsulfosuccinat 10,00 10,00Sodium sulfosuccinate 10.00 10.00
Kaliumcocoyl hydroiysiertes Kollagen 2.00 2.00Potassium cocoyl hydrolyzed collagen 2.00 2.00
Dimethicon Copolyol 2,00 2,00Dimethicone Copolyol 2.00 2.00
Paraffin 2.00 2.00Paraffin 2.00 2.00
Maisstärke 10,00 10,00Corn starch 10.00 10.00
Talcum 10,00 10,00Talcum 10.00 10.00
Glycerin 3.00 3.00Glycerin 3.00 3.00
Squalen 1.50 1,50Squalene 1.50 1.50
Glucosylceramid 0,10Glucosylceramide 0.10
Lactosylceramid 0,10Lactosylceramide 0.10
Parfüm, Konservierungsstoffe q.s.Perfume, preservatives q.s.
Wasser, VES . ad 100,00 . pH: ad 5.5 - 6,0 Beispiel 7Water, VES. ad 100.00. pH: ad 5.5 - 6.0 Example 7
AntischuppenshampooAnti dandruff shampoo
1 II1 II
Natriumlaurylsulfat 34,00 34,00Sodium lauryl sulfate 34.00 34.00
Dinatriumlaurylsulfosuccinat 6,00 6,00Disodium lauryl sulfosuccinate 6.00 6.00
Cocoamidopropylbetain 10.00 10,00Cocoamidopropyl betaine 10.00 10.00
Glycoldistearat 5,00 5.00Glycol distearate 5.00 5.00
Squalen 1 ,00 1,00Squalene 1.00, 1.00
Phytoceramid 0,10 -Phytoceramide 0.10 -
Lactosylceramid - 0,10Lactosylceramide - 0.10
Wollwachssäuregemisch 0,30 0,30Wool wax acid mixture 0.30 0.30
Parfüm, Konservierungsstoffe q s.Perfume, preservatives q p.
Wasser, VES ... ad 100,00 .. pH: . ad 5,5 - 6.0Water, VES ... ad 100.00 .. pH:. ad 5.5 - 6.0
Beispiel 8Example 8
Rasierschaumshaving cream
1 II1 II
Stearinsäure 7,00 7,00Stearic acid 7.00 7.00
Natriumlaurylsulfat 3,00 3,00Sodium lauryl sulfate 3.00 3.00
Stearylalkohol 1,00 3.00Stearyl alcohol 1.00 3.00
Glycerin 5,00 5,00Glycerin 5.00 5.00
Triethanolamin 3,60 3,60Triethanolamine 3.60 3.60
Squalen 0,50 0,50Squalene 0.50 0.50
Ceramid IV 0,05 -Ceramide IV 0.05 -
Glucosylceramid - 0,05Glucosylceramide - 0.05
Parfüm, Koπservierungsstoffe q s.Perfume, preservatives q s.
Wasser, VES .. ad 100.00 ... pH: ad 5,5 - 6,0 . Beispiel 9Water, VES .. ad 100.00 ... pH: ad 5.5 - 6.0. Example 9
AerosolsprayAerosol spray
| ||| ||
Octyldodecanol 0,50 0,50Octyldodecanol 0.50 0.50
Squalen 1,50 1,50Squalene 1.50 1.50
Ceramid III 0,05 -Ceramide III 0.05 -
Ceramid IV - 0,05Ceramide IV - 0.05
Parfüm, Konservierungsstoffe q.sPerfume, preservatives q.s
Ethanol ... ad 100.00 ..Ethanol ... ad 100.00 ..
Die durch Zusammennmischung der jeweiligen Bestandteile erhaltene flüssige Phase wird zusammen mit einem Propan-Butan-Gemisch (2:7) im Verhältnis 39:61 in Aerosol¬ behälter abgefüllt.The liquid phase obtained by mixing the respective components together is filled into aerosol containers together with a propane-butane mixture (2: 7) in a ratio of 39:61.
Beispiel 10Example 10
Roll-on-GelRoll-on gel
11
1 II1 II
1 ,3-Butylenglycol 2,00 2,001,3-butylene glycol 2.00 2.00
PEG-40-Hydriertes Rizinusöl 2,00 2,00PEG-40 hydrogenated castor oil 2.00 2.00
Hydroxyethylcellulose 0,50 0,50Hydroxyethyl cellulose 0.50 0.50
Squalen 0,80 0,80Squalene 0.80 0.80
Phytoceramid 0,10 -Phytoceramide 0.10 -
Lactosylceramid - 0,10Lactosylceramide - 0.10
Milchsäure 0,10 0,10Lactic acid 0.10 0.10
Parfüm, Konservierungsstoffe q s.Perfume, preservatives q p.
Wasser, VES ... ad 100 00 ... pH: .. ad 5,5 - 6,0 . Water, VES ... ad 100 00 ... pH: .. ad 5.5 - 6.0.

Claims

Patentansprüche: Claims:
1. Wirkstoffkombinationen aus1. Active ingredient combinations
(a) Squalen und(a) Squalene and
(b) Sphingolipiden(b) Sphingolipids
(c) sowie gegebenenfalls einer wirksamen Menge an einer oder mehreren α-Hy¬ droxycarbonsäuren der allgemeinen Formel(c) and optionally an effective amount of one or more α-hydroxycarboxylic acids of the general formula
R"R "
I R" — C— COOHI R "- C - COOH
I OH wobei jeweils R' und R" unabhängig voneinander gewählt werden aus der GruppeI OH where each R 'and R "are independently selected from the group
(d) H- ,(d) H-,
(c2) verzweigtes oder unverzweigtes C-j_27-Alkyl-,(c2) branched or unbranched C j _27-alkyl,
(c3) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder Aldehydgruppen und/oder Oxogruppen (Ketogruppen) substituiertes verzweig¬ tes oder unverzweigtes Cι_27-Alkyl- (c4) Phenyl-,(c3) with one or more carboxyl groups and / or hydroxyl groups and / or aldehyde groups and / or oxo groups (keto groups) substituted branched or unbranched Cι_27-alkyl- (c4) phenyl,
(c5) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder verzweigten und/oder unverzweigten C-|_27-Alkylgruppen substituiertes Phe¬ nyl-. oder wobei das α-Kohlenstoffatom der α-Hydroxycarbonsäure mit R' und R" zu¬ sammen eine (c6) unsubstituierte Cycloalkylgruppe mit 3 bis 7 Ringatomen oder eine (c7) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder Oxogruppen (Ketogruppen) und/oder verzweigten und/oder unverzweigten C-μ 27-Alkylgruppen substituierte Cycloalkylgruppe mit 3 bis 7 Ringatomen ausbildet und wobei die α-Hydroxycarbonsäure oder die α-Hydroxycarbonsäuren gegebenenfalls in Form ihrer physiologisch verträglichen Salze und/oder Ethylester und/oder Methyl¬ ester vorliegen können.(C5) phenyl substituted with one or more carboxyl groups and / or hydroxyl groups and / or branched and / or unbranched C- | _27 alkyl groups. or wherein the α-carbon atom of the α-hydroxycarboxylic acid with R 'and R "together is a (c6) unsubstituted cycloalkyl group with 3 to 7 ring atoms or a (c7) with one or more carboxyl groups and / or hydroxyl groups and / or oxo groups (keto groups ) and / or branched and / or unbranched C-μ 27 alkyl groups substituted cycloalkyl group having 3 to 7 ring atoms and where the α-hydroxycarboxylic acid or the α-hydroxycarboxylic acids optionally in the form of their physiologically tolerable salts and / or ethyl esters and / or methyl¬ esters may be present.
2. Verwendung von Wirkstoffkombinationen aus (a) Squalen und (b) Sphingolipiden2. Use of active ingredient combinations from (a) squalene and (b) Sphingolipids
(c) sowie gegebenenfalls einer wirksamen Menge an einer oder mehreren α-Hy- droxycarbonsäuren der allgemeinen Formel(c) and optionally an effective amount of one or more α-hydroxycarboxylic acids of the general formula
R" I R'— C— COOHR "I R'- C- COOH
I OH wobei jeweils R' und R" unabhängig voneinander gewählt werden aus der GruppeI OH where each R 'and R "are independently selected from the group
(d) H- ,(d) H-,
(c2) verzweigtes oder unverzweigtes C-|_27-Alkyl-,(c2) branched or unbranched C- | _27-alkyl,
(c3) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder Aldehydgruppen und/oder Oxogruppen (Ketogruppen) substituiertes verzweig¬ tes oder unverzweigtes C-|_27-Alkyl-(c3) with one or more carboxyl groups and / or hydroxy groups and / or aldehyde groups and / or oxo groups (keto groups) branched or unbranched C- | _27-alkyl
(c4) Phenyl-,(c4) phenyl,
(c5) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder verzweigten und/oder unverzweigten C-ι_27-Alkylgruppen substituiertes Phenyl-(c5) phenyl- substituted with one or more carboxyl groups and / or hydroxyl groups and / or branched and / or unbranched C 1-27 alkyl groups
oder wobei das α-Kohlenstoffatom der α-Hydroxycarbonsäure mit R' und R" zu¬ sammen eine (c6) unsubstituierte Cycloalkylgruppe mit 3 bis 7 Ringatomen oder eine (c7) mit einer oder mehreren Carboxylgruppen und/oder Hydroxygruppen und/oder Oxogruppen (Ketogruppen) und/oder verzweigten und/oder unverzweigten C-j. 27-Alkyigruppen substituierte Cycloalkylgruppe mit 3 bis 7 Ringatomen ausbildet und wobei die α-Hydroxycarbonsäure oder die α-Hydroxycarbonsäuren gegebenenfalls in Form ihrer physiologisch verträglichen Satze und/oder Ethylester und/oder Methyl- ester vorliegen können, als antibakterielle, antimycotische, antivirale und/oder gegen Protozoen und/oder Pa¬ rasiten wirksame Wirkstoffe. or the α-carbon atom of the α-hydroxycarboxylic acid with R 'and R "together being a (c6) unsubstituted cycloalkyl group having 3 to 7 ring atoms or a (c7) having one or more carboxyl groups and / or hydroxyl groups and / or oxo groups (keto groups ) and / or branched and and / or unbranched C j. 27-Alkyigruppen substituted cycloalkyl group having 3 to 7 ring atoms forming, and wherein the α-hydroxycarboxylic acid or the α-hydroxycarboxylic acids, optionally in the form of their physiologically acceptable sentence and / or ethyl and / or methyl - Esters can be present as antibacterial, antimycotic, antiviral and / or active ingredients which are active against protozoa and / or parasites.
EP97902167A 1996-01-22 1997-01-10 Compounds based on squalene and sphingolipids effective against bacteria, parasites, protozoa, fungi and viruses Withdrawn EP0876137A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19602110A DE19602110A1 (en) 1996-01-22 1996-01-22 Compositions based on squalene and sphingolipids which are effective against bacteria, parasites, protozoa, mycota and viruses
DE19602110 1996-01-22
PCT/EP1997/000079 WO1997026858A1 (en) 1996-01-22 1997-01-10 Compounds based on squalene and sphingolipids effective against bacteria, parasites, protozoa, fungi and viruses

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Publication Number Publication Date
EP0876137A1 true EP0876137A1 (en) 1998-11-11

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JP3056730B1 (en) * 1999-03-31 2000-06-26 株式会社バイオ技研 Active agent for controlling the transformation of Candida species, a dimorphic fungus
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DE10330609A1 (en) 2003-07-07 2005-01-27 Beiersdorf Ag Hairstyle fixing multiple design allowing cosmetic preparation
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