WO2010122423A2 - Novel composition - Google Patents
Novel composition Download PDFInfo
- Publication number
- WO2010122423A2 WO2010122423A2 PCT/IB2010/001011 IB2010001011W WO2010122423A2 WO 2010122423 A2 WO2010122423 A2 WO 2010122423A2 IB 2010001011 W IB2010001011 W IB 2010001011W WO 2010122423 A2 WO2010122423 A2 WO 2010122423A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition according
- water
- peptide
- alkali
- lys
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0815—Tripeptides with the first amino acid being basic
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- 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
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1019—Tetrapeptides with the first amino acid being basic
-
- 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
- A61Q19/06—Preparations for care of the skin for countering cellulitis
Definitions
- the present invention relates to compositions comprising a peptide with 2-12 amino acids substituted with a lipophilic moiety and a water soluble salt of an alkali, earth alkaline metal or transition metal. Furthermore, the invention relates to a container comprising such compositions. Additionally, the invention relates to the use of a water soluble salt of an alkali, earth alkaline metal or transition metal for reducing the adhesion of a peptide with 2-12 amino acids substituted with a lipophilic moiety to a surface.
- Palmitoyl pentapeptides e.g. Matrixyl ® (INCI-name: Palmitoyl pentapeptide-4) and Palmitoyl tripeptides such as e.g. SYN ® -Coll (INCI-name: Palmitoyl tripeptide-3) or SYN ® -Tacks (INCI-name: Glycerin, Palmitoyl Dipeptide-5 Diaminobutyloyl Hydroxythreonine, Palmitoyl Dipeptide-6 Diaminohydroxybutyrate) are widely used in cosmetic applications.
- the commercially available stock solutions comprising the peptides show a significant loss of the active ingredient over time which is highly unwanted. This loss was for a long time unexplainable as no degradation products are detectable.
- the invention relates to a composition
- a composition comprising a peptide with 2-12 amino acids substituted with a lipophilic moiety and a water soluble salt of an alkali, earth alkaline metal or transition metal.
- the composition according to the invention further comprises at least one water-soluble polyol containing 2 to 10 carbon atoms and 2 to 7 hydroxyl groups and water.
- the invention relates to a composition
- a composition comprising (i) 0.001-12.5 wt.-%, particularly 0.01-2 wt.-%, most particularly 0.1-0.5 wt.-% of a peptide with 2-12 amino acids substituted with a lipophilic moiety (ii) 0.00001-2 wt.-%, particularly 0.01-0.5 wt.-%, most particularly 0.05-0.01 wt.-% of a water soluble salt of an alkali, earth alkaline metal or transition metal (iii) 10-95 wt.-%, particularly 40-80 wt.-%, most particularly 40-70 wt.-% of at least one water-soluble polyol containing 2 to 10 carbon atoms and 2 to 7 hydroxyl groups and
- the molar ratio of the peptide to the water soluble salt of an alkali, earth alkaline metal or transition metal is selected in the range of 10:1 and 1 :50, preferably in the range of 2:1 to 1 :10, most preferably in the range of 1 :1 to 1 :4.
- compositions according to the invention may further contain tensides and/ or thickeners.
- Suitable tensides appropriate for cosmetic applications are well known to a person skilled in the art and include in particular non ionic tensides such as e.g. Polysorbate-20.
- Suitable thickeners appropriate for cosmetic applications are also well known to a person skilled in the art and include e.g. polyacrylic acids (Carbomers).
- the invention relates to the use of a water soluble salt of an alkali, earth alkaline metal or transition metal to reduce the adhesion of a peptide with 2-12 amino acids substituted with a lipophilic moiety to a surface.
- peptide with 2-12 amino acids substituted with a lipophilic moiety refers to a peptide wherein a lipophilic moiety is connected thereto via an ester, amide, N-alkyl, N- alkenyl, sulfonyl, urethane (oxocarbonyl substituted amino acid), urea (aminocarbonyl substituded amino acid) linkage.
- the term peptide with 2-12 amino acids substituted with a lipophilic moiety refers to N-acyl-derivatives thereof such as most in particular to the N-palmitoyl or N-tetradecylcarbonyl derivatives.
- the lipophilic moiety is in particular an alkyl moiety wherein the term alkyl refers to saturated or unsaturated linear or branched chain hydrocarbon groups containing 5 to 35, preferably 8 to 20 carbon atoms, such as e.g. pentyl, neopentyl, hexyl, 2-ethyl-hexyl, octyl, nonyl, decyl, tetradecyl, hexadecyl or octadecyl residue.
- the lipophilic moiety is a linear tetradecyl or hexadecyl residue.
- the peptides substituted with a lipophilic moiety are di- to nonapeptides such as particularly Palm- ⁇ -Ala-His-OH, Oleyl-Gly-Gly-OH, Palm-His-D-Phe-Arg-NH 2 , Acetyl- Tyr-Arg-OCetyl, Palm-Lys-Val-Lys-OH, Elaidyl-Lys-Phe-Lys-OH, Hexanoyl-Arg-Ala-Nle- NH 2 , Palm-Lys-Val-Dab-OH, Palm-Lys-Val-Dab-Thr-OH, C 14 H 29 -NH-CO-Dab-Val-Dab- OH, Palm-Lys-Thr-Thr-Lys-Ser, Palm-Gly-His-Lys-OH, Palm-Gly-Lys-His-OH, PaIm-GIy- Gln-Pro-Arg-OH, Palm-Val
- the peptides substituted with a lipophilic moiety are acid addition salts such as chloride, acetate or trifluoroacetate salts, in particular trifluoroacetate salts or salts formed by the addition of a base such as alkali or earth alkaline salts, in particular lithium, sodium, potassium, magnesium or calcium salts.
- Suitable peptides substituted with a lipophilic moiety are known and e.g. described in WO 2004/099237 WO 2007/124770, WO 2000/15188, WO 2000/40611, WO 2000/43417, WO 01/43701 , US 2002197219, FR 2786693, WO 2005/048968, FR 2810323, WO 2005/116067, WO 99/48470, WO 2009/010356 and Int. J. Cosmetic Science 22(3), 207-218 (2000).
- dipeptides include e.g. SensicalmineTM (INCI-name: Acetyl- Dipeptide-1 Cetyl Ester) available at Sederma.
- tri- and tetrapeptides include e.g. SYN ® -Coll (INCI-name: Palmitoyl tripeptide-3) or SYN- ® Tacks (INCI-name: Glycerin, Palmitoyl Dipeptide-5 Diaminobutyloyl Hydroxythreonine, Palmitoyl Dipeptide-6 Diaminohydroxybutyrate) available at DSM Nutritional Products Branch Pentapharm; or BIOPEPTIDE CL (INCI- name: Palmitoyl Tripeptide-1 ), RIGINTM (INCI-name: Palmitoyl-Tetrapeptide-3) or EYELISS TM (INCI-name: Palmitoyl-Tetrapeptide-7) available at Sederma; or NeutrazenTM (INCI-name: Palmitoy
- pentapeptides include e.g. Matrixyl ® (INCI-name: Palmitoyl pentapeptide-4) available at Sederma.
- BIOPEPTIDE EL INPUTRAL Oligopeptide
- any water soluble salt of a alkali, earth alkaline metal or transition metal or mixtures thereof with cosmetically acceptable anions can be used in the compositions according to the invention such as the chlorides, bromides, acetates, trifluoroacetates, sulfates, lactates, succinates or phosphates.
- the alkali, earth alkaline metal or transition metal is selected from Mg, Ca, Zn, Li and/ or Na salts. Particularly MgCI 2 , CaCI 2 , ZnCI 2 , LiCI and/ or NaCI, more in particular MgCI 2 is used.
- the water-soluble polyol containing 2 to 10 carbon atoms and 2 to 7 hydroxyl groups is in particular selected from ethylene glycol, 1 ,2-propylene glycol, 1 ,4-butylene glycol, glycerine, erythrit (/T7eso-1 ,2,3,4-Butantetrol), sorbit, mannit, methylglucoside, diglycerine, triglycerine and/ or pentaerythrit.
- the polyol is glycerine, 1 ,2- propylene glycol and/ or 1 ,4-butylene glycol
- compositions according to the invention particularly can be in the form of a solution, a viscous liquid or in the form of a gel.
- the invention further relates to a container comprising the composition according to the invention.
- Suitable containers include any containers suitable for packaging and transport of the compositions according to the invention.
- Such container can be made of glass, polyethylene, polystyrene, polylactic acid, polyethyleneterephthalat or polypropylene without being limited thereto.
- Suitable containers are well known and can easily be chosen by a person skilled in the art such as polyethylene canisters with a volume of e.g. 1kg or 10kg, glass container with a volume of e.g. 50ml, 11, 2.51 or polyethylene canister with a volume of e.g. 100ml.
- compositions according to the invention can be incorporated into topical preparations useful for improving skin appearance and physiology such as e.g. reducing fine lines, wrinkles and other symptoms associated with aged or photodamaged skin, treatment of stretch marks or tightening, firming and/ or moisturizing skin.
- the invention also relates to a topical preparation comprising a composition according to the invention and a cosmetically acceptable carrier.
- topical preparation refers in particular to cosmetic compositions that can be topically applied to mammalian keratinous tissue such as e.g. human skin or hair (including eyelashes, the eyebrows) or the nails, particularly human skin.
- mammalian keratinous tissue such as e.g. human skin or hair (including eyelashes, the eyebrows) or the nails, particularly human skin.
- cosmetic composition refers to cosmetic compositions as defined under the heading "Kosmetika” in R ⁇ mpp Lexikon Chemie, 10th edition 1997, Georg Thieme Verlag Stuttgart, New York as well as to cosmetic compositions as disclosed in A. Domsch, "Cosmetic Compositions", Verlag f ⁇ r chemische Industrie (ed. H. Ziolkowsky), 4 th edition, 1992.
- cosmetically acceptable carrier refers to all carriers and/or excipients and/ or diluents conventionally used in topical compositions.
- the topical compositions are in the form of a suspension or dispersion in solvents or fatty substances, or alternatively in the form of an emulsion or micro emulsion (in particular of O/W- or W/O-type), PIT-emulsion, multiple emulsion (e. g. O/W/O- or W/O/W-type), pickering emulsion, hydrogel, alcoholic gel, lipogel, one- or multiphase solution or vesicular dispersion or other usual forms, which can also be applied by pens, as masks or as sprays.
- the topical composition is or comprises an emulsion it can also contain one or more anionic, nonionic, cationic or amphoteric surfactant(s).
- Preferred topical compositions are skin care compositions, and functional compositions.
- Topical preparations in accordance with the invention can be in the form of a liquid, lotion, a thickened lotion, a gel, a cream, a milk, an ointment, a paste, a powder, a make- up, or a solid tube stick and can be optionally be packaged as an aerosol and can be provided in the form of a mousse such as a aerosol mousse, a foam or a spray foam, a spray, a stick, a plaster, a cleanser, a soap, a wipe or a lyophilizate (such as the Pentapharm Dual Vial system).
- a mousse such as a aerosol mousse, a foam or a spray foam, a spray, a stick, a plaster, a cleanser, a soap, a wipe or a lyophilizate (such as the Pentapharm Dual Vial system).
- the topical preparations according to the invention are preferably formulated as an oil-in- water or water-in-oil emulsion, water-in-silicone or silicone-in-water emulsion or as an aqueous serum or aqueous gel in particular in as an oil-in water emulsion (O/W emulsion).
- the topical preparations according to the invention have a pH in the range of 3-10, preferably in the range of pH of 4-8, most preferred in the range of pH 4-6.
- the topical preparation may optionally comprise further ingredients such as ingredients for skin lightening; tanning prevention; treatment of hyperpigmentation; preventing or reducing acne, wrinkles, lines, atrophy and/or inflammation; as well as topical anesthetics; antimicrobial and/or antifungal agents; chelators and/or sequestrants; anti-cellulites and slimming (e.g. phytanic acid), firming, moisturizing and energizing, self tanning, soothing, as well as agents to improve elasticity and skin barrier and/or UV-filter substances.
- further ingredients such as ingredients for skin lightening; tanning prevention; treatment of hyperpigmentation; preventing or reducing acne, wrinkles, lines, atrophy and/or inflammation; as well as topical anesthetics; antimicrobial and/or antifungal agents; chelators and/or sequestrants; anti-cellulites and slimming (e.g. phytanic acid), firming, moisturizing and energizing, self tanning
- the topical cosmetic preparations can also contain usual cosmetic adjuvants and additives, such as preservatives/ antioxidants, fatty substances/ oils, water, organic solvents, silicones, thickeners, softeners, emulsifiers, antifoaming agents, moisturizers, aesthetic components such as fragrances, surfactants, fillers, sequestering agents, anionic, cationic, nonionic or amphoteric polymers or mixtures thereof, propellants, acidifying or basifying agents, dyes, colorings/colorants, abrasives, absorbents, essential oils, skin sensates, astringents, antifoaming agents, pigments or nanopigments, e.g.
- cosmetic adjuvants and additives such as preservatives/ antioxidants, fatty substances/ oils, water, organic solvents, silicones, thickeners, softeners, emulsifiers, antifoaming agents, moisturizers, aesthetic components such as fragrances, surfactants, fillers, sequestering agents
- cosmetic ingredients those suited for providing a photoprotective effect by physically blocking out ultraviolet radiation, or any other ingredients usually formulated into cosmetic compositions.
- Such cosmetic ingredients commonly used in the skin care industry, which are suitable for use in the topical preparations of the present invention are e.g. described in the CTFA Cosmetic Ingredient Handbook, Second Edition (1992) without being limited thereto.
- the usual cosmetic adjuvants and additives such as e.g. emulsifiers, thickeners, surface active ingredients and film formers can show synergistic effects which can be determined by the expert in the field with normal trials, or with the usual considerations regarding the formulation of cosmetic composition.
- the necessary amounts can, based on the desired product, easily be determined by the skilled person.
- the cosmetically active ingredients useful herein can in some instances provide more than one benefit or operate via more than one mode of action.
- the carrier, excipients, additives, diluents, adjuvant and additives etc. mentioned in the following are in particular suitable for topical preparations according to the present invention.
- Table 2 normalized peptide content in presence of various eq. salt after storage at 40 0 C
- Table 3 normalized peptide content in presence of various eq. salt after storage at 40 0 C
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Epidemiology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Dermatology (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Cosmetics (AREA)
- Peptides Or Proteins (AREA)
- Packages (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2012506595A JP5754053B2 (en) | 2009-04-22 | 2010-04-23 | Novel composition |
CN201080018214.1A CN102482322B (en) | 2009-04-22 | 2010-04-23 | Peptide combinations |
BRPI1014274-6A BRPI1014274B1 (en) | 2009-04-22 | 2010-04-23 | PEPTIDE COMPOSITIONS, CONTAINER, TOPIC PREPARATION AND USE OF A WATER SOLUBLE SALT OF AN ALKALINE, AKALINE-EARTH OR TRANSITION METAL |
US13/264,059 US8541361B2 (en) | 2009-04-22 | 2010-04-23 | Composition |
KR1020117027397A KR101746238B1 (en) | 2009-04-22 | 2010-04-23 | Peptide compositions |
ES10732418T ES2712748T3 (en) | 2009-04-22 | 2010-04-23 | Peptide compositions |
EP10732418.8A EP2421886B1 (en) | 2009-04-22 | 2010-04-23 | Peptide compositions |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US20294709P | 2009-04-22 | 2009-04-22 | |
EP09158422 | 2009-04-22 | ||
EP09158422.7 | 2009-04-22 | ||
US61/202,947 | 2009-04-22 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2010122423A2 true WO2010122423A2 (en) | 2010-10-28 |
WO2010122423A3 WO2010122423A3 (en) | 2011-01-27 |
Family
ID=42752061
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/IB2010/001011 WO2010122423A2 (en) | 2009-04-22 | 2010-04-23 | Novel composition |
Country Status (6)
Country | Link |
---|---|
US (1) | US8541361B2 (en) |
EP (1) | EP2421886B1 (en) |
JP (1) | JP5754053B2 (en) |
KR (1) | KR101746238B1 (en) |
CN (1) | CN102482322B (en) |
WO (1) | WO2010122423A2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016157177A1 (en) * | 2015-04-01 | 2016-10-06 | Neodel Tec Ltd. | Method for preparation of n-acyl peptides, polypeptides and proteins |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20110044920A1 (en) * | 2009-08-07 | 2011-02-24 | Mary Kay Inc. | Topical skin care formulations |
WO2016109488A1 (en) | 2014-12-29 | 2016-07-07 | Kimberly-Clark Worldwide, Inc. | Multifunctional base emulsion |
CN108047305B (en) * | 2017-12-08 | 2021-01-01 | 陕西慧康生物科技有限责任公司 | Synthesis method of tetradecyl aminobutyroylvalerian amidobutyric urea trifluoroacetate |
CN107987123B (en) * | 2017-12-11 | 2021-01-01 | 陕西慧康生物科技有限责任公司 | Liquid phase synthesis method of tetradecyl amino butyryl valinamide butyrate trifluoroacetate |
WO2021075219A1 (en) * | 2019-10-18 | 2021-04-22 | 株式会社アジュバンコスメジャパン | Hair growth stimulant |
TW202228757A (en) * | 2020-09-24 | 2022-08-01 | 日商日本安佳榜化妝股份有限公司 | Hair restorer |
KR20230149286A (en) * | 2020-09-24 | 2023-10-26 | 가부시키가이샤 아쥬반트 홀딩스 | hair restorer |
Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999048470A1 (en) | 1998-03-20 | 1999-09-30 | Pierre Fabre Dermo-Cosmetique | Glycylglycine oleamide in dermo-cosmetology |
FR2786693A1 (en) | 1998-12-04 | 2000-06-09 | Dior Christian Parfums | Topical slimming compositions containing a L-tyrosine-L-arginine synthetic peptide |
WO2000043417A1 (en) | 1999-01-22 | 2000-07-27 | Sederma S.A. | Use of peptides as cosmetics or pharmaceuticals for the regulation of immunological dysfunctions and in cutaneous inflammation |
WO2001005188A1 (en) | 1999-07-07 | 2001-01-18 | Matsushita Electric Industrial Co., Ltd. | Sound reproducing unit |
WO2001043701A2 (en) | 1999-12-17 | 2001-06-21 | Sederma | Cosmetic or dermopharmaceutical compositions containing the n-palmytoyl-gly-hys-lys tripeptide |
FR2810323A1 (en) | 2000-06-16 | 2001-12-21 | Shiseido Int France | Elaidyl-lysyl-phenylalanyl-lysine useful as an anti-ageing additive in cosmetic compositions |
US20020197219A1 (en) | 2001-05-21 | 2002-12-26 | Miri Seiberg | Composition containing a peptide and a pigment and the use thereof in darkening the skin |
WO2004000611A1 (en) | 2002-06-24 | 2003-12-31 | Certotect Gmbh | Protective device for pacemaker patients or stoma patients |
WO2004099237A1 (en) | 2003-05-08 | 2004-11-18 | Pentapharm Ag | Tripeptides and derivatives thereof for cosmetic application in order to improve skin structure |
WO2005048968A1 (en) | 2003-11-17 | 2005-06-02 | Sederma | Compositions containing mixtures of tetrapeptides and tripeptides |
WO2005116067A2 (en) | 2004-05-11 | 2005-12-08 | Centre National De La Recherche Scientifique (Cnrs) | Msh-agonist tripeptide conjugates |
WO2007124770A1 (en) | 2006-04-28 | 2007-11-08 | Dsm Ip Assets B.V. | Cosmetic composition for stimulating the synthesis of proteins of the basement membrane |
WO2009010356A1 (en) | 2007-07-13 | 2009-01-22 | Chanel Parfums Beaute | New peptide whitening agents and cosmetic compositions comprising the same |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5566929A (en) * | 1978-11-13 | 1980-05-20 | Kanebo Ltd | Finely-powdered fibroin and its manufacture |
JPS5926130A (en) * | 1982-08-06 | 1984-02-10 | Shiseido Co Ltd | Emulsion composition |
JPS61140515A (en) * | 1984-12-14 | 1986-06-27 | Lion Corp | Shampoo composition |
DE3619633A1 (en) * | 1986-06-11 | 1987-12-17 | Hoechst Ag | PEPTIDES WITH INFLUENCE ON DIURESE AND NATURALSE, METHOD FOR THE PRODUCTION THEREOF, THE MEANS CONTAINING THEM AND THEIR USE |
JPS63156710A (en) * | 1986-12-19 | 1988-06-29 | Lion Corp | Separation-type hair cosmetic |
JP2957253B2 (en) * | 1990-09-27 | 1999-10-04 | 株式会社成和化成 | shampoo |
JP4089841B2 (en) * | 1998-03-12 | 2008-05-28 | 株式会社Adeka | Detergent containing a surfactant comprising a readily soluble acylated polylysine |
US20060104931A1 (en) * | 2004-11-12 | 2006-05-18 | Takeshi Fukutome | Cosmetic treatment article comprising substrate and gel composition |
US20080095732A1 (en) * | 2005-04-27 | 2008-04-24 | Rosemarie Osborne | Personal care compositions |
EP1960421B1 (en) | 2005-12-15 | 2013-03-13 | Sederma | New polypeptides and their use |
DE102005063179A1 (en) * | 2005-12-30 | 2006-09-28 | Henkel Kgaa | Cosmetic or dermatological composition for topical skin treatment, used e.g. to increase epidermal thickness, contains a Vitamin B6 component and a compound that stimulates collagen synthesis |
-
2010
- 2010-04-23 US US13/264,059 patent/US8541361B2/en active Active
- 2010-04-23 CN CN201080018214.1A patent/CN102482322B/en active Active
- 2010-04-23 JP JP2012506595A patent/JP5754053B2/en active Active
- 2010-04-23 EP EP10732418.8A patent/EP2421886B1/en active Active
- 2010-04-23 KR KR1020117027397A patent/KR101746238B1/en active IP Right Grant
- 2010-04-23 WO PCT/IB2010/001011 patent/WO2010122423A2/en active Application Filing
Patent Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999048470A1 (en) | 1998-03-20 | 1999-09-30 | Pierre Fabre Dermo-Cosmetique | Glycylglycine oleamide in dermo-cosmetology |
FR2786693A1 (en) | 1998-12-04 | 2000-06-09 | Dior Christian Parfums | Topical slimming compositions containing a L-tyrosine-L-arginine synthetic peptide |
WO2000043417A1 (en) | 1999-01-22 | 2000-07-27 | Sederma S.A. | Use of peptides as cosmetics or pharmaceuticals for the regulation of immunological dysfunctions and in cutaneous inflammation |
WO2001005188A1 (en) | 1999-07-07 | 2001-01-18 | Matsushita Electric Industrial Co., Ltd. | Sound reproducing unit |
WO2001043701A2 (en) | 1999-12-17 | 2001-06-21 | Sederma | Cosmetic or dermopharmaceutical compositions containing the n-palmytoyl-gly-hys-lys tripeptide |
FR2810323A1 (en) | 2000-06-16 | 2001-12-21 | Shiseido Int France | Elaidyl-lysyl-phenylalanyl-lysine useful as an anti-ageing additive in cosmetic compositions |
US20020197219A1 (en) | 2001-05-21 | 2002-12-26 | Miri Seiberg | Composition containing a peptide and a pigment and the use thereof in darkening the skin |
WO2004000611A1 (en) | 2002-06-24 | 2003-12-31 | Certotect Gmbh | Protective device for pacemaker patients or stoma patients |
WO2004099237A1 (en) | 2003-05-08 | 2004-11-18 | Pentapharm Ag | Tripeptides and derivatives thereof for cosmetic application in order to improve skin structure |
WO2005048968A1 (en) | 2003-11-17 | 2005-06-02 | Sederma | Compositions containing mixtures of tetrapeptides and tripeptides |
WO2005116067A2 (en) | 2004-05-11 | 2005-12-08 | Centre National De La Recherche Scientifique (Cnrs) | Msh-agonist tripeptide conjugates |
WO2007124770A1 (en) | 2006-04-28 | 2007-11-08 | Dsm Ip Assets B.V. | Cosmetic composition for stimulating the synthesis of proteins of the basement membrane |
WO2009010356A1 (en) | 2007-07-13 | 2009-01-22 | Chanel Parfums Beaute | New peptide whitening agents and cosmetic compositions comprising the same |
Non-Patent Citations (1)
Title |
---|
INT. J. COSMETIC SCIENCE, vol. 22, no. 3, 2000, pages 207 - 218 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016157177A1 (en) * | 2015-04-01 | 2016-10-06 | Neodel Tec Ltd. | Method for preparation of n-acyl peptides, polypeptides and proteins |
Also Published As
Publication number | Publication date |
---|---|
CN102482322B (en) | 2016-03-30 |
KR20120037909A (en) | 2012-04-20 |
EP2421886A2 (en) | 2012-02-29 |
EP2421886B1 (en) | 2018-11-28 |
JP5754053B2 (en) | 2015-07-22 |
KR101746238B1 (en) | 2017-06-12 |
US20120129786A1 (en) | 2012-05-24 |
CN102482322A (en) | 2012-05-30 |
US8541361B2 (en) | 2013-09-24 |
WO2010122423A3 (en) | 2011-01-27 |
JP2013525261A (en) | 2013-06-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2421886B1 (en) | Peptide compositions | |
KR100667611B1 (en) | Oily material composition | |
JP2018115181A (en) | Composition for external use preparation with improved skin permeability | |
JP6125718B2 (en) | Deodorant composition and deodorant agent | |
CA2193087C (en) | Topical compositions comprising n-acetyl-l-cysteine | |
CA2706738A1 (en) | Treatment of mixed pathogen infections | |
FR3062060A1 (en) | COSMETIC AGENTS CONTAINING A COMBINATION OF AT LEAST TWO DIFFERENT ACTIVE SUBSTANCES | |
US8343519B2 (en) | Chemical enhancer and method | |
JPH0665049A (en) | External preparation for skin | |
JP5634731B2 (en) | Skin preparation | |
US20230293492A1 (en) | Methods and compositions for treating cutaneous fungal infections | |
US20080311053A1 (en) | Fluorinated phosphate ester surfactant and fluorinated alcohol compositions | |
ES2712748T3 (en) | Peptide compositions | |
JP2003306430A (en) | Composition of skin care preparation | |
KR20180091041A (en) | External solution | |
JP2003206224A (en) | External composition | |
WO2018220916A1 (en) | Topical composition | |
EP1200040B1 (en) | Two-component composition for cosmetic or pharmaceutical use | |
JPH06145037A (en) | Skin external preparation | |
JP2018203658A (en) | External composition | |
JP7467037B2 (en) | External Composition | |
WO2024115619A1 (en) | Mandelic acid salt of palmitoyl lysylvalyl-lysine | |
JP2004300088A (en) | Composition for oral cavity | |
JPH10203925A (en) | Pack cosmetic | |
JP2004250357A (en) | Skin care preparation for external use |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WWE | Wipo information: entry into national phase |
Ref document number: 201080018214.1 Country of ref document: CN |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 10732418 Country of ref document: EP Kind code of ref document: A2 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 7564/DELNP/2011 Country of ref document: IN |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2012506595 Country of ref document: JP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2010732418 Country of ref document: EP |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
ENP | Entry into the national phase |
Ref document number: 20117027397 Country of ref document: KR Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 13264059 Country of ref document: US |
|
REG | Reference to national code |
Ref country code: BR Ref legal event code: B01A Ref document number: PI1014274 Country of ref document: BR |
|
ENP | Entry into the national phase |
Ref document number: PI1014274 Country of ref document: BR Kind code of ref document: A2 Effective date: 20111024 |