WO2023036813A1 - Mélange de tocotriénols, d'huiles naturelles et d'esters en tant qu'additif pour application topique - Google Patents

Mélange de tocotriénols, d'huiles naturelles et d'esters en tant qu'additif pour application topique Download PDF

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Publication number
WO2023036813A1
WO2023036813A1 PCT/EP2022/074843 EP2022074843W WO2023036813A1 WO 2023036813 A1 WO2023036813 A1 WO 2023036813A1 EP 2022074843 W EP2022074843 W EP 2022074843W WO 2023036813 A1 WO2023036813 A1 WO 2023036813A1
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WIPO (PCT)
Prior art keywords
skin
composition
product
reduce
ester
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PCT/EP2022/074843
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English (en)
Inventor
Omar VILLA
Ori CALLOT
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Sabo S.P.A.
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Publication of WO2023036813A1 publication Critical patent/WO2023036813A1/fr

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    • 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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • A61K31/23—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
    • 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
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • 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
    • A61K8/67—Vitamins
    • A61K8/678—Tocopherol, i.e. vitamin E
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0014—Skin, i.e. galenical aspects of topical compositions
    • 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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • 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
    • A61Q19/007—Preparations for dry 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
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening 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
    • A61Q19/08—Anti-ageing 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
    • A61Q5/002—Preparations for repairing the hair, e.g. hair cure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q7/00—Preparations for affecting hair growth
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/88—Liliopsida (monocotyledons)
    • A61K36/899—Poaceae or Gramineae (Grass family), e.g. bamboo, corn or sugar cane

Definitions

  • the present invention relates to a composition comprising at least a tocotrienol, an ester and a natural oil, a method of manufacture of this composition, a product comprising the composition as well as non-therapeutic and therapeutic methods and use of the composition or products comprising the composition.
  • Wrinkles are a natural part of aging. As a person ages, skin gets thinner, drier and less elastic. And it becomes less able to protect itself from damages. As a result, wrinkles and lines are formed in the skin. Some wrinkles can become noticeable around the eyes, mouth and neck. There are many other signs of skin aging including age spots (hyperpigmentation), uneven skin tone and sun-damaged skin resulting reduction of elasticity and skin firmness.
  • Another object of the invention is to provide a composition apt to reduce skin pores in size.
  • Another object of the invention is to provide a composition apt to reduce irritation of skin.
  • Another object of the invention is to provide a composition apt to reduce inflammation of skin.
  • Another object of the invention is to provide a composition apt to reduce pigmentation of skin.
  • Another object of the invention is to provide a composition apt to inhibit hyperpigmentation of skin.
  • Another object of the invention is to provide a composition apt to reduce or prevent redness of skin.
  • Another object of the invention is to provide a composition apt to reduce or prevent age spots of skin.
  • Another object of the invention is to provide a composition apt to reduce dryness of skin.
  • Another object of the invention is to provide a composition apt to prevent skin from drying.
  • Another object of the invention is to further and/or achieve a soothing of skin.
  • Another object of the invention is to improve moisturization of skin.
  • Another object of the invention is to further and/or accelerate wound healing of skin.
  • Another object of the invention is to improve scar repair.
  • Another object of the invention is to stimulate hair growth.
  • Another object of the invention is to accelerate hair growth.
  • Another object of the invention is to provide a composition which is 100% of natural origin.
  • the natural origin can be checked against the criteria set out in ISO 16128. It is also an object of the invention to provide a product comprising a composition apt to reduce damages of skin.
  • Another object of the invention is to provide a product comprising a composition apt to reduce wrinkles.
  • Another object of the invention is to provide a product comprising a composition apt to reduce skin pores in size.
  • Another object of the invention is to provide a product comprising a composition apt to reduce irritation of skin.
  • Another object of the invention is to provide a product comprising a composition apt to reduce inflammation of skin.
  • Another object of the invention is to provide a product comprising a composition apt to reduce pigmentation of skin.
  • Another object of the invention is to provide a product comprising a composition apt to reduce hyperpigmentation of skin.
  • Another object of the invention is to provide a product comprising a composition apt to reduce or prevent redness of skin.
  • Another object of the invention is to provide a product comprising a composition apt to reduce or prevent age spots of skin.
  • Another object of the invention is to provide a product comprising a composition apt to reduce dryness of skin.
  • Another object of the invention is to provide a product comprising a composition apt to prevent skin from drying.
  • Another object of the invention is to further and/or achieve a soothing of skin.
  • Another object of the invention is to improve moisturization of skin. Another object of the invention is to further and/or accelerate wound healing of skin.
  • Another object of the invention is to improve scar repair.
  • Another object of the invention is to stimulate hair growth.
  • Another object of the invention is to accelerate hair growth.
  • Another object of the invention is to improve skin elasticity.
  • Another object of the invention is to provide a product which is 100% of natural origin.
  • the natural origin can be checked against the criteria set out in ISO 16128.
  • a therapeutic or non-therapeutic e.g. cosmetic, method of using a composition or product for treating damages of skin.
  • composition comprising a combination of at least these constituents: i) At least one tocotrienol, ii) An ester according to the general formula (1),
  • R C ⁇ OjO-R 2 (1) wherein R 1 is selected from the group consisting of a C3 - C22 alkyl radical, wherein R 2 is selected from the group consisting of glyceryl, propylene glycolic, butylene glycolic and a Ce - C22 alkyl radical, and iii) At least one natural oil.
  • wherein constituent ii) the ester is a Ce - C10 triglyceride, preferable a mixture of Ce - C10 triglycerides and/or a mixed ester having at least two different groups R 1 selected from n-hexyl, n-octyl and n-decyl, or a mixture of two or more mixed esters; iii) the natural oil comprises rice bran oil, preferably the natural oil is rice bran oil.
  • The composition of any of the preceding embodiments, wherein the composition comprises: i. 3 - 15 wt.% of the tocotrienol; ii. at least 20 wt.% of the reaction product in step ii); and iii. at least 15 wt.% of the natural oil; the wt.% always based on total weight of the composition.
  • composition of any of the preceding embodiments further comprising at least one of these constituents: iv) A Tocopherol or a derivative thereof; v) Squalene; vi) Squalane; vii) C12 - Cis alkyl benzoate; viii) Dicaprylyl Ether; ix) Dicaprylyl Carbonate; x) diethylhexyl carbonate. or a combination of two or more thereof.
  • composition of any one of the preceding embodiments, wherein the composition is a cosmetic or a medicinal composition.
  • compositions operable to at least one selected from the group consisting of: to reduce the oxidation of skin, to reduce melanin synthesis, to improve skin moisturization, to improve skin tone, to promote elastin and collagen production, to reduce wrinkles, to reduce pore sizes, to stimulate hair growth, to improve skin soothing, to reduce irritation and/or inflammation of skin, to accelerate wound healing.
  • 1111 A non-therapeutic method of treating, preventing, minimizing and/or diminishing damages of a skin and/or hyperpigmentation of a skin by administering an amount of the product according to any one of embodiments
  • a non-therapeutic method of improving the skin tone comprising administering an amount of the product according to any one of embodiments
  • a non-therapeutic method of strengthening keratin fibres comprising administering an amount of the product according to any one of embodiments
  • Ranges mentioned in this description also include the values specified as limits.
  • a range of the type "in the range from X to Y" in relation to a size A therefore means that A can assume the values X, Y and values between X and Y.
  • Single sided limited ranges of the type "up to Y" for a size A are correspondingly interpreted as values Y and smaller than Y.
  • a first aspect of the invention is composition comprising a combination of at least these constituents: i) At least one tocotrienol, ii) An ester according to the general formula (1),
  • RCC ⁇ O O-R 2 (1) wherein R 1 is selected from the group consisting of a C3 - C22 alkyl radical, wherein R 2 is selected from the group consisting of glyceryl, propylene glycyl, butylene glycolic and a Ce - C22 alkyl radical, and iii) At least one natural oil.
  • the first constituent is at least tocotrienol, which can be any tocotrienol known in the art and considered suited to the purpose of the composition by a skilled person.
  • tocotrienol can be any tocotrienol known in the art and considered suited to the purpose of the composition by a skilled person.
  • Alpha (a)- tocotrienol, Beta(P)-tocotrienol, Delta (S)-tocotrienol and Gamma(y) -tocotrienol) or a combination of two or more thereof can be used in the composition.
  • the second constituent is an ester.
  • Radical R 1 originates from an carboxylic acid compound, Radical R 2 from an alcohol compound.
  • the carboxylic acid compound can be of any kind, such as
  • a compound from which any of the above carboxylic acid compounds can be obtained by a reaction is also referred to as a precursor.
  • the carboxylic acid compound can be of any kind, such as a carboxylic ester.
  • the term carboxylic ester compound is used regardless of its state. Accordingly, mentioning a carboxylic ester in general or a specific carboxylic ester in particular includes all of the above kinds, as far as the compound is stable. A skilled person knows about this.
  • “Stable” in the present context are compounds which can be stored on shelve at ambient temperature for more than 30 days without degradation, such as decomposition and the like, “without” degradation refers to a degradation of less than 3 wt.-%, based on the total initial weight of the compound, i.e. prior to shelving.
  • the carboxylic acid compound is preferably selected from mono- and poly acids.
  • the carboxylic ester compound is preferably selected from mono acids having a carbon chain from C3 to C22, for example Ce to C10, such as lactic acid, caproic acid, caprylic acid, capric acid, stearic acid, oleic acid, palmitic acid, isononanoic acid, ethylhexanoic acid.
  • poly acids examples include diacids, triacids and tetraacids, e.g., adipic acid, maleic acid.
  • the carboxylic acid compound may comprise a mixture of two or more of the above identified carboxylic acid compounds, either within one of the kinds, or from more than one of a single kind.
  • the alcohol compound can be of any kind, such as
  • a compound from which any of the above alcohol compounds can be obtained by a reaction is also referred to as a precursor.
  • alcohol compound is used regardless of its state. Accordingly, mentioning an alcohol in general or a specific alcohol in particular includes all of the above kinds, as far as its stable.
  • the criteria for “stable” are mentioned above. A skilled person knows about this.
  • the alcohol compound is preferably selected from mono- and polyols.
  • R 2 relates to a polyol, R 2 (-OH) n , e.g. a diol, triol or tetraol
  • o and m are both integer, and o > m.
  • Examples of suited polyols are alkane monools, alkanediols and alkanetriols.
  • Examples of suited alkane monools are fatty alcohols with a carbon chain R 2 from Ce to C22.
  • these alcohols can be linear or branched, saturated or unsaturated, substituted or unsubstituted.
  • caprylyl alcohol, lauryl alcohol, cetearyl alcohol, oleyl alcohol, isononyl alcohol, octyldodecanol , C12 - C15 fatty alcohol (mixture) can be employed.
  • the alcohol compound may comprise two or more of the above identified alcohol compounds.
  • suited R 2 groups are those derived from the list of suited polyols but without one or more OH-groups than the respective suited polyol.
  • alkanediols known to a skilled person and useful to prepare an ester, such as those selected from the group consisting of alkanediols having from 2 to 20 carbon atoms, for example from 4 to 16 carbon atoms, or from 8 to 14 carbon atoms. a,co-alkanediols are preferred.
  • alkanediols examples include ethane- 1,2-diol, propane- 1,2-diol, propane- 1,3-diol, butane- 1,2-diol, butane- 1,3 -diol, butane- 1,4-diol, pentane-l,5-diol, pentane- 1,6-diol, hexane- 1,6-diol, heptane- 1,7-diol, octane- 1,8-diol, nonane- 1,9-diol, decane- 1,10-diol, decane-
  • Preferred examples of suited polyols are alkanetriols are known to a skilled person and useful to prepare an ester, such as those selected from the group consisting of glycerol and trimethylol pentane (TMP).
  • an ester such as those selected from the group consisting of glycerol and trimethylol pentane (TMP).
  • the alcohol compound may comprise a mixture of two or more of the above identified alcohol compounds, either within one of the kinds, or from more than one of a single kind.
  • a preferred ester is a mixed ester, wherein mixed indicates that at least two of the carboxylic acid radicals R 1 linked via ester groups to the same radical R 2 are different.
  • a preferred mixed ester is a triglyceride or a TMP ester, which has a radical R 2 based on glycerol or TMP, wherein each R 1 is linked via an ester group to the same radical R 2 , and wherein each R 1 is selected individually and independently from the group selected of: caproic, caprylic and capric.
  • a commercial example of such preferred mixed ester is identified as [73398-61-5], in CAS registry.
  • the third constituent is a natural oil, or a combination of two or more thereof.
  • the natural oil can be of any kind, as long as it is known in the art and appears suited to a skilled person.
  • a natural oil is an oil, which is not obtained from crude oil, natural gas, tar and the like.
  • a natural oil is based on renewable feedstock, say, plants.
  • the natural oil can be a vegetable oil. Vegetable oils are obtained by pressing or other means of extraction from the plant, the plant’s seed, or both.
  • Examples of suited natural oils are: Amaranth oil, Virgin olive oil, Argan oil, Evening primrose oil, Grape seed oil, Safflower oil, Sunflower oil, Sesame oil, Pumpkin seed oil, Sweet almond oil, Hemp seed oil, Walnut oil, Borage seed oil, Black currant seed oil, Cranberry seed oil, Hazelnut oil, Manketti nut oil, Raspberry seed oil, Rosehip seed oil, Rice bran seed Oil, Palm oil.
  • a preferred example thereof is Rice Bran Oil, CAS registry no. 68553-81-1.
  • the ester constituent is a Ce - Cio triglyceride, preferable a mixture of Ce - Cio triglycerides and/or a mixed ester having at least two different groups R 1 selected from n-hexyl, n-octyl and n-decyl, or a mixture of two or more mixed esters
  • the natural oil constituent comprises rice bran oil, preferably the natural oil is rice bran oil.
  • the composition comprises: i. 3 - 15 wt.% of tocotrienol; ii. at least 20 wt.% of ester; and iii. at least 15 wt.% of the natural oil; the wt.% always based on total weight of the composition.
  • the sum of all wt.-% to the composition is always 100 wt.-%.
  • the amount of tocotrienol is 5 - 13 wt.%, or 5 - 10 wt.%.
  • the amount of ester is at least 20 wt.-%, or at least 30 wt.-%, or at least 40 wt.-%, or at least 50 wt.-%, or at least 60 wt.- %, or at least 70 wt.-%, or at least 80 wt.%, for example 40 - 90 wt.%, or 50 - 80 wt.-%, or 60 - 70 wt.%, or 65 - 70 wt.-%.
  • the amount of natural oil can be at least 15 wt.%, at least 20 wt.%, at least 25 wt.%, at least 30 wt.%, at least 35 wt.%, at least 40 wt.%, for example 15 - 50 wt.- %, or 20 - 40 wt.-%, or 25 - 30 wt.-%, or 25 - 30 wt.-%. In any way, the combined amount of both, ester and natural oil, never exceeds 95 wt.%.
  • the combined amount could be, e.g., in the range from 75 - 95 wt.%, or from 80 - 95 wt.%, or from 85 - 95 wt.%, or from 90 - 95 wt.-%.
  • Exemplary amounts of the composition with respect to constituents i. - iii. are:
  • the ratio of constituents ii) : iii) in the composition is in the range from 1: 10 to 10: 1, for example 1:7 to 7: 1, or 1:5 to 5: 1, or 1:3 to 3: 1, or about 1: 1, e.g. 0,8: 1 to 1,2: 1.
  • the composition comprises further at least one of these constituents: i) A Tocopherol or a derivative thereof; ii) Squalene; iii) Squalane; iv) C12 - Cis Alkyl benzoate; v) Dicaprylyl Ether; vi) Dicaprylyl Carbonate; vii) diethylhexyl carbonate. or a combination of two or more thereof.
  • the total wt.-% of all constituents i) - vii) is not more than 62 wt.-%, based on the total weight of the composition.
  • the total wt.% of all constituents i) - vii) is in the range from 10 to 25wt.%, or 25 to 45 wt.%, or 45 to 62 wt.%, or 10 - 62 wt.%, or 25 to 62 wt.-%, or 10 to 45 wt.%, all wt.-% based on the total weight of the composition.
  • the composition is a cosmetic or a medicinal composition. Further preferred, at least 80 % of the composition are obtained from vegetable sources. The composition may be obtained completely from vegetable sources. In a further embodiment, the composition may contain less than 20 wt.% of constituents obtained from animal, coal or crude oil. The composition does not contain any constituents obtained from animal, coal or crude oil, i.e. 0 wt.%.
  • the composition may be administered topically, i.e. to the skin.
  • the skin usually pertains to a human or animal.
  • the composition is operable to at least one selected from the group consisting of: to reduce the oxidation of skin, to reduce melanin synthesis, to improve skin moisturization, to improve skin tone, to promote elastin and collagen production, to reduce wrinkles, to reduce pore sizes, to stimulate hair growth, to improve skin soothing, to reduce irritation and/or inflammation of skin, to accelerate wound healing.
  • composition can be manufactured by any protocol which is known in the art and considered apt by a skilled person.
  • composition can be manufactured according to a protocol comprising at least these steps:
  • a second aspect of the invention is a product comprising the composition according to any one of embodiments described regarding the first aspect of the invention or a product comprising the composition obtained by performing the manufacturing protocol described before.
  • the product contains an amount of the composition of up to 5 wt.-%, based on the total weight of the product.
  • the product may contain from 0.5 to 5 wt.-%, or from 1 to 4 wt.%, or from 2 - 3 wt.-%, or from 1 to 3 wt.%, or from 2 to 4 wt.-% of the composition, based on the total weight of the product.
  • the amount of tocotrienol is in a range from 0.05 to 0.5 wt.-%, based on the total weight of the product.
  • a third aspect is a therapeutic or non-therapeutic, e.g. cosmetic method of treating, preventing, minimizing and/or diminishing damages of a skin, hyperpigmentation of a skin, or both, by topical administering an amount of the product according to the second aspect or the composition according to the first aspect to the skin.
  • a therapeutic or non-therapeutic e.g. cosmetic method of treating, preventing, minimizing and/or diminishing damages of a skin, hyperpigmentation of a skin, or both, by topical administering an amount of the product according to the second aspect or the composition according to the first aspect to the skin.
  • Another aspect is a use of the product of the second aspect and/or the composition of the first aspect for treating, preventing, minimizing and/or diminishing damages of a skin, hyperpigmentation of a skin, or both, by topical administering an amount of the product or the composition to the skin.
  • Examples for a non-therapeutic treatment may include to damages of skin selected from the group consisting of aging, wrinkle, fine line, skin irritation, erythema, redness, age spots and dryness.
  • the product of the second aspect and/or the composition of the first aspect may be used to treat damages of skin selected from the group consisting of aging, wrinkle, fine line, skin irritation, erythema, redness, age spots and dryness.
  • Another aspect of the invention is a non-therapeutic method of improving the skin tone comprising topically administering an amount of the product according to the second aspect, or the composition according to the first aspect to the skin.
  • Improving the skin tone is achieved in the context of the present invention, when at least one of the following changes is found for a portion of skin which was treated, upon comparison of prior and after a treatment: i) damage to skin is reduced; ii) size, i.e.
  • depth, width and/or length of at least one wrinkle, preferable of all wrinkles are reduced; iii) size of skin pores is reduced; iv) irritation of skin is reduced; v) inflammation of skin is reduced; vi) pigmentation of skin is reduced; vii) hyperpigmentation of skin is reduced; viii) dryness of skin is reduced; ix) moisturization of skin is improved; x) skin is smoothened; xi) wound healing is accelerated; xii) hair growth is stimulated or accelerated.
  • Another aspect is a use of the product of the second aspect and/or the composition of the first aspect for improving the skin tone comprising topically administering an amount of the product or the composition to the skin.
  • Another aspect is a non-therapeutic method of strengthening keratin fibres and/or faster growth of keratin fibres comprising administering an amount of the product according to the second aspect or the composition according to the first aspect to the keratin fibres, preferably to human hair or animal hair.
  • Another aspect is a use of the product of the second aspect and/or the composition of the first aspect for strengthening keratin fibres and/or faster growth of keratin fibres comprising administering an amount of the product according to the second aspect or the composition according to the first aspect to the keratin fibres, preferably to human hair or animal hair.
  • Another aspect is a therapeutic or non-therapeutic use of the composition of the first aspect, or of the product of the second aspect to treat, prevent, minimize and/or diminish dryness of skin.
  • Another aspect is a use of the product of the second aspect and/or the composition of the first aspect to treat, prevent, minimize and/or diminish dryness of skin.
  • the product of the second aspect or the composition of the first aspect is used as a medicament.
  • Another aspect is a use of the product of the second aspect and/or the composition of the first aspect as a medicament.
  • Another aspect is a medicament comprising product of the second aspect or the composition of the first aspect.
  • the medicament can be used to treatment of damages of skin, hyperpigmentation, or both. It is for use in a method of the treatment of wounds and in accelerating wound healing, for use in a method of treatment of scars and scar repair, for use in a method of treatment of an inflammation or an irritation of a skin, and for use in a method of reducing an inflammation or irritation of skin.
  • Another aspect is a use of the product of the second aspect and/or the composition of the first aspect for the treatment of damages of skin, hyperpigmentation, or both, for example, in a method of the treatment of wounds and in accelerating wound healing, for use in a method of treatment of scars and scar repair, for use in a method of treatment of an inflammation or an irritation of a skin, and for use in a method of reducing an inflammation or irritation of skin.
  • Another aspect is a use of the product of the second aspect and/or the composition of the first aspect for the manufacture of a medicament for the treatment of damages of skin, hyperpigmentation, or both, for example, in a method of the treatment of wounds and in accelerating wound healing, for use in a method of treatment of scars and scar repair, for use in a method of treatment of an inflammation or an irritation of a skin, and for use in a method of reducing an inflammation or irritation of skin.
  • Skin firmness and elasticity of probands skin was determined using the so-called Cut- ometer method.
  • a negative pressure 450 mbar
  • the optical measuring system consists of a light source and a light receptor, as well as two prisms facing each other, which project the light from transmitter to receptor.
  • the light intensity varies due to the penetration depth of the skin.
  • the resistance of the skin to the negative pressure and its ability to return into its original position are displayed as curves (penetration depth in mm/time) in real time during the measurement.
  • the used device is the Cutometer® MPA 580 (Courage+Khazaka, electronic GmbH, Cologne, Germany). In this study, RO (skin firmness) and R2 (overall skin elasticity) parameters are measured.
  • Skin radiance is the ability of the skin to reflect the light and it is measured using the gloss parameter (taken using the spectrophotometer/colorimeter CM- 700D (Konica-Minolta).
  • the instrument emits diffuse light that reaches the skin through an opening located at the extreme of the lighting sphere.
  • a sensor located at 8 ° compared to the vertical axis of the opening detects then the reflected light and calculates a parameter known as "gloss".
  • the gloss value is used in the management of the brilliance of the color.
  • the intensity of melanin stain inside the brown spot is measured by means of a spectrophotometer/colorimeter CM-700D (Konica Minolta, Milan, Italy). L* and b* values, which characterize the melanin stain, are taken. These data are then interpolated using a mathematical formula that allows to calculate the ITA°. A low ITA° value indicates a brown pigmentation, while a high ITA° value indicates a very light pigmentation.
  • Skin moisturizing is evaluated by means of Comeometer® measurement. This measurement is based on the completely different dielectric constant of water (81) and other substances (mostly ⁇ 7).
  • the measuring capacitor shows changes of capacitance according to the moisture content of the skin.
  • a metallic lamina separates the metallic tracks (gold) in the probe head from the skin in order to prevent current conduction in the measured area.
  • An electric field between the tracks with alternating attraction develops.
  • One track builds up a surplus of electrons (minus charge) the other a lack of electrons (plus charge).
  • the scatterfield penetrates the very first layer of the skin (10-20 pm) during the measurement and the capacitance is determined.
  • Primos 3D Skin surface is quantitatively assessed by Primos 3D (Canfield Scientific, Parsippany, New Jersey, USA).
  • Primos 3D is a non-contact in vivo skin measurement device based on structured light projection.
  • the sensor allows to evaluate skin surface properties (i.e. wrinkle depth, volume, skin roughness, etc.). In this study wrinkle depth was calculated in the periocular area.
  • Primos 3D is a 3D scanner that creates a point cloud (set of vertices in a three-dimensional coordinate system) of geometric samples on the surface of the subject. These points are then used to extrapolate the shape of the subject (a process called reconstruction).
  • a 3D-scanner has a cone-like field of view, and like other cameras, can only collect information about surfaces that are not obscured. While a camera collects color information about surfaces within its field of view, 3D scanner collects distance information about surfaces within its field of view.
  • the “picture” produced by a 3D scanner describes the distance to a surface at each point in the picture (see the image in the insert).
  • the wrinkle depth is calculated. This calculation is done on the sectional picture (wrinkle depth vs. section).
  • Skin wrinkles were evaluated during the evaluation period according to the test method “skin profdometry” described in the test section.
  • Cream A effected to a much stronger decrease of wrinkle depth than comparative cream B.
  • the test results are shown in Figure 1.
  • Skin moisturization was evaluated during the evaluation period according to the test method “skin moisturizing”. A strong increase of skin moisturization at each experimental time was found with those probands using cream A. Cream A was much more effective than cream B. The test results are shown in Figure 2.
  • Skin firmness was evaluated during the evaluation period according to the test method “skin firmness & elasticity”.
  • Cream A exhibited a statistically significant decrease of R0 parameter at each experimental time.
  • a decrease of R0 parameter indicates an improvement of skin firmness.
  • a statistically significant decrease of R0 parameter is recorded with the use of CREAM B at T56. The test results are shown in Figure 3.
  • Skin elasticity was evaluated during the evaluation period according to the test method “skin firmness & elasticity”.
  • Cream A exhibits an increase of the R2 parameter at each experimental time and with regard to cream B.
  • An increase of R2 parameter indicates an improvement of skin elasticity.
  • the test results are shown in Figure 4.
  • Skin radiance was evaluated during the evaluation period according to the test method “skin radiance”.
  • Cream A exhibits an increase of gloss parameter at each experimental time and compared with cream B.
  • An increase of gloss parameter indicates an improvement of skin brightness.
  • the test results are shown in Figure 5.
  • Cream A determines an increase of ITA° parameter at each experimental time.
  • An increase of ITA° parameter indicates a decrease of brown spot intensity.
  • the test results are shown in Figure 6.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Birds (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne une composition comprenant au moins un tocotriénol, un ester et une huile naturelle, un procédé de fabrication de cette composition, un produit comprenant la composition ainsi que des méthodes non thérapeutiques et thérapeutiques et l'utilisation de la composition ou des produits comprenant la composition.
PCT/EP2022/074843 2021-09-10 2022-09-07 Mélange de tocotriénols, d'huiles naturelles et d'esters en tant qu'additif pour application topique WO2023036813A1 (fr)

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EP21196061 2021-09-10

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WO2023036813A1 true WO2023036813A1 (fr) 2023-03-16

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Citations (4)

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US20090142420A1 (en) * 2006-06-12 2009-06-04 Lvmh Recherche Cosmetic Composition with Anti-Free Radical Activity
CN109260149A (zh) * 2018-04-19 2019-01-25 周晋 一种含有γ-生育三烯酚的纳米乳液及其制备方法和用途
CN111840097A (zh) * 2019-04-24 2020-10-30 太阳星光齿磨公司 米糠油的用途与内包有米糠油的脂质体的用途
CN110192990B (zh) * 2019-06-13 2021-08-03 广州艾蓓生物科技有限公司 一种具有美白、祛痘功效的遮瑕棒及其制备方法

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Publication number Priority date Publication date Assignee Title
US20090142420A1 (en) * 2006-06-12 2009-06-04 Lvmh Recherche Cosmetic Composition with Anti-Free Radical Activity
CN109260149A (zh) * 2018-04-19 2019-01-25 周晋 一种含有γ-生育三烯酚的纳米乳液及其制备方法和用途
CN111840097A (zh) * 2019-04-24 2020-10-30 太阳星光齿磨公司 米糠油的用途与内包有米糠油的脂质体的用途
CN110192990B (zh) * 2019-06-13 2021-08-03 广州艾蓓生物科技有限公司 一种具有美白、祛痘功效的遮瑕棒及其制备方法

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Title
ANONYMOUS: "Kosmetikrohstoffe Lieferübersicht", 1 September 2021 (2021-09-01), pages 1 - 22, XP093009819, Retrieved from the Internet <URL:https://www.safic-alcan.com/sites/default/files/2021-09/Lieferübersicht%20Safic-Alcan%20Deutschland%20Kosmetik%209-2021.pdf> [retrieved on 20221220] *
ANONYMOUS: "SABOSOFT NSIL MB", 18 December 2020 (2020-12-18), pages 1 - 1, XP093009729, Retrieved from the Internet <URL:https://www.ulprospector.com/documents/1628983.pdf?bs=31175&b=5565867&st=20&r=eu&ind=personalcare> [retrieved on 20221221] *
ANONYMOUS: "Sabosoft Sil", 23 April 2018 (2018-04-23), pages 1 - 5, XP093009707, Retrieved from the Internet <URL:https://biotechnologia.pl/uploads/product/leaflet/735462/SELL_SHEET_SABOSOFT_SIL_REV_00.pdf> [retrieved on 20221220] *
CAS, no. 68553-81-1
DATABASE GNPD [online] MINTEL; 31 January 2019 (2019-01-31), ANONYMOUS: "PM Rolling White Toning", XP093009000, retrieved from https://www.gnpd.com/sinatra/recordpage/6296043/ Database accession no. 6296043 *
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