WO2011063865A2 - Préparations cosmétiques ou dermatologiques contenant des combinaisons de zingerone et d'esters d'acide citrique tensioactifs - Google Patents
Préparations cosmétiques ou dermatologiques contenant des combinaisons de zingerone et d'esters d'acide citrique tensioactifs Download PDFInfo
- Publication number
- WO2011063865A2 WO2011063865A2 PCT/EP2010/004558 EP2010004558W WO2011063865A2 WO 2011063865 A2 WO2011063865 A2 WO 2011063865A2 EP 2010004558 W EP2010004558 W EP 2010004558W WO 2011063865 A2 WO2011063865 A2 WO 2011063865A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- preparations
- cosmetic
- zingerone
- citric acid
- acid esters
- Prior art date
Links
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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
Definitions
- Cosmetic or dermatological preparations containing combinations of zingerone and borderline or surface active citric acid esters containing combinations of zingerone and borderline or surface active citric acid esters
- the present invention relates to cosmetic or dermatological preparations containing active ingredients for the care and protection of the skin, in particular the sensitive skin as well as especially in the foreground standing of intrinsic and / or extrinsic factors aged or aging skin and the use of such agents and combinations such active ingredients in the field of cosmetic and dermatological skin care.
- Exogenous factors such as UV light and chemical noxae can be cumulatively effective and e.g. accelerate or supplement endogenous aging processes.
- exogenous factors occur, e.g. on the following structural damage and dysfunction in the skin that go beyond the extent and quality of the damage caused by chronological aging: d) visible vascular dilations (telangiectasias, cuperosis);
- CONFIRMATION COPY e slackness and formation of wrinkles
- subcutaneous adipose tissue decreases in age, especially in the periphery (e.g., in the face), so that typical aging skin manifestations may occur.
- the present invention relates in particular to products for the care of naturally aged skin, as well as for the treatment of the consequential damages of photoageing, in particular of the phenomena listed under a) to g).
- Products for the care of aged skin are known per se. They contain e.g. Retinoids (vitamin A acid and / or derivatives thereof) or vitamin A and / or its derivatives. Their effect on the structural damage, however, is limited in scope. In addition, there are significant difficulties in product development in stabilizing the active ingredients sufficiently against oxidative degradation. In addition, the use of vitamin A acid-containing products often causes severe erythematous skin irritation. Retinoids can therefore only be used in low concentrations.
- the present invention relates to cosmetic preparations capable of stimulating the subcutaneous adipose tissue of aging skin for increased fat synthesis.
- the object of the present invention was therefore to find ways that avoid the disadvantages of the prior art.
- the effect of repairing the damage associated with endogenous, chronological and exogenous skin aging and the prophylaxis should be permanent, sustainable and without the risk of side effects.
- zingiberone stimulates the differentiation of pre-adipocytes into adipocytes and the accumulation of triglycerides in adipocytes.
- Zingiberone (also zingerone, vanillylacetone, 4- (4-hydroxy-3-methoxyphenyl) butan-2-one) is characterized by the following structure:
- Zingeron is a substance that is falsely claimed to be found in ginger.
- zingerone is a substance which is first produced by the degradation of substances found in ginger such as e.g. Gingerols is produced and their occurrence in extracts is a measure of their poor and barely usable quality (Hänsel, Stichler, Pharmacognosia Phytopharmacy, 7th edition, Springer-Verlag, p 617). In fact, economically and biologically meaningful amounts can only be obtained by chemical synthesis.
- zingerone is completely protonated at a pH of about 5. This is about the pH of healthy skin, and cosmetic and dermatological preparations are also often buffered in the slightly acidic pH range. As a phenol derivative, zingerone is more volatile in this protonated form and therefore smells more easily than at higher pHs.
- a further object of the present invention was therefore to provide preparations in which potentially unpleasant odor could emanate from zingerone, could be reduced or even prevented, without it becoming necessary to base the pH.
- the solution to these objects is present in cosmetic or dermatological preparations containing combinations of zingerone and one or more surface- or interface-active citric acid esters.
- the invention furthermore relates to the use of combinations of zingerone and surface-active or surface-active citric esters for the preparation of cosmetic or dermatological preparations for the treatment and prophylaxis of the symptoms of intrinsic and / or extrinsic skin aging.
- the invention furthermore relates to the use of one or more surface-active or surface-active citric acid esters for reducing or preventing unpleasant odors caused by zingerone, in particular in cosmetic or dermatological preparations, preferably those which are buffered to a slightly acidic pH.
- the preparations according to the invention are particularly advantageously in the form of emulsions.
- a particularly advantageous surface or surface active citric acid ester is glyceryl stearate citrate and glyceryl stearate tartrate.
- Cosmetic or dermatological preparations according to the invention preferably contain from 0.001 to 10% by weight, particularly preferably from 0.01 to 1% by weight, of zingiberone, based on the total composition of the preparations.
- Cosmetic or dermatological preparations according to the invention preferably contain 0.001-10% by weight of one or more surface-active or surface-active citric acid esters, based on the total weight of the preparations.
- Emulsions are advantageous dosage forms in the sense of the present invention, e.g. in the form of a cream, a lotion, a cosmetic milk are advantageous and contain e.g. Fats, oils, waxes and / or other fatty substances, as well as water and one or more emulsifiers, as they are commonly used for such a type of formulation.
- Medicinal topical compositions according to the present invention usually contain one or more drugs in effective concentration.
- the simplicity For a clear distinction between cosmetic and medical use and corresponding products, reference is made to the statutory provisions of the Federal Republic of Germany (eg Cosmetics Ordinance, Food and Medicinal Products Act).
- the cosmetic or dermatological preparation in the sense of the present invention is a solution or emulsion or dispersion, it is possible to use as solvent:
- oils such as triglycerides of capric or caprylic acid, but preferably castor oil; Fats, waxes and other natural and synthetic fats, preferably esters of fatty acids with lower C-number alcohols, e.g. with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with alkanoic acids of low C number or with fatty acids;
- Alcohols, diols or polyols of low C number, and their ethers preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products ,
- mixtures of the abovementioned solvents are used.
- alcoholic solvents water can be another ingredient.
- the oil phase of the emulsions, oleogels or hydrodispersions or lipodispersions in the context of the present invention is advantageously selected from the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated and / or or unsaturated, branched and / or unbranched alcohols having a chain length of from 3 to 30 carbon atoms, from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms.
- ester oils can then advantageously be selected from the group isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2 Octyldodecyl palmitate, oleyl oleate, oleyl erucate, erucyl oleate, erucyl erucate and also synthetic, semisynthetic and natural mixtures of such esters, eg jojoba oil.
- the oil phase can be advantageously selected from the group of branched and unbranched hydrocarbons and waxes, the silicone oils, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and the fatty acid triglycerides, namely the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12 to 18 carbon atoms.
- the fatty acid triglycerides may be advantageously selected from the group of synthetic, semisynthetic and natural oils, e.g. Olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil, and the like.
- the aqueous phase of the preparations according to the invention advantageously contains alcohols, diols or polyols of low C number, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether , Diethylenglykolmonomethyl- or -monoethylether and analogous products, furthermore low C-number alcohols, eg Ethanol, isopropanol, 1, 2-propanediol, glycerol and in particular one or more thickening agents, which or which can be advantageously selected from the group of silica, aluminum silicates, polysaccharides or their derivatives, e.g.
- Hyaluronic acid, xanthan gum, hydroxypropylmethylcellulose particularly advantageously from the group of polyacrylates, preferably a polyacrylate from the group of the so-called carbopols, for example carbopols of types 980, 981, 1382, 2984, 5984, in each case individually or in combination.
- carbopols for example carbopols of types 980, 981, 1382, 2984, 5984, in each case individually or in combination.
- Gels used according to the invention usually contain alcohols of low C number, for example ethanol, isopropanol, 1,2-propanediol, glycerol and water or one mentioned above Oil in the presence of a thickener, which is preferably silica or an aluminum silicate in oily-alcoholic gels, preferably a polyacrylate in aqueous-alcoholic or alcoholic gels.
- a thickener which is preferably silica or an aluminum silicate in oily-alcoholic gels, preferably a polyacrylate in aqueous-alcoholic or alcoholic gels.
- Fixed pins contain e.g. natural or synthetic waxes, fatty alcohols or fatty acid esters.
- liquid oils for example paraffin oils, castor oil, isopropyl myristate
- semi-solid constituents eg petrolatum, lanolin
- solid constituents eg beeswax, ceresin and microcrystalline Waxes or ozokerite
- high-melting waxes eg carnauba wax, candelilla wax
- Suitable propellants for sprayable from aerosol containers cosmetic and / or dermatological preparations in the context of the present invention the usual known volatile, liquefied propellants, such as hydrocarbons (propane, butane, isobutane) are suitable, which can be used alone or in mixture with each other. Also, compressed air is advantageous to use.
- hydrocarbons propane, butane, isobutane
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Préparations cosmétiques ou dermatologiques contenant des combinaisons de zingerone et d'esters d'acide citrique tensioactifs.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE200910055918 DE102009055918A1 (de) | 2009-11-27 | 2009-11-27 | Kosmetische oder dermatologische Zubereitungen enthaltend Kombinationen aus Zingeron und grenz- oder oberflächenaktiven Citronensäureestern |
DE102009055918.3 | 2009-11-27 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2011063865A2 true WO2011063865A2 (fr) | 2011-06-03 |
WO2011063865A3 WO2011063865A3 (fr) | 2012-10-11 |
Family
ID=43902794
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2010/004558 WO2011063865A2 (fr) | 2009-11-27 | 2010-07-26 | Préparations cosmétiques ou dermatologiques contenant des combinaisons de zingerone et d'esters d'acide citrique tensioactifs |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE102009055918A1 (fr) |
WO (1) | WO2011063865A2 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2012055678A1 (fr) * | 2010-10-25 | 2012-05-03 | Unilever Nv | Composition photoprotectrice stable |
WO2012131072A1 (fr) * | 2011-04-01 | 2012-10-04 | L'oreal | Utilisation de gingerone ou de dérivés de celui-ci pour réduire ou retarder les signes du vieillissement cutané |
EP2861304B1 (fr) | 2012-06-15 | 2018-08-08 | Symrise AG | Compositions comprenant des agents de promotion de la biosynthèse du hyaluronane |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60181007A (ja) * | 1984-02-28 | 1985-09-14 | Miyoko Terakado | シヨウガの成分を使用するムダ毛の再成長を止める方法 |
DE19802206A1 (de) * | 1998-01-22 | 1999-07-29 | Beiersdorf Ag | Lipidreduzierte, fließfähige Zubereitungen |
DE19845305A1 (de) * | 1998-10-01 | 2000-04-06 | Beiersdorf Ag | Verwendung von oberflächenaktiven Citronensäureestern zur Stabilisierung von Flavonen, Flavanonen bzw. Flavonoiden, synergistische Gemische aus Flavonen, Flavanonen bzw. Flavonoiden und oberflächenaktiven Substanzen sowie kosmetische und dermatologische Zubereitungen mit einem Gehalt an solchen Gemischen |
JP4136143B2 (ja) * | 1998-12-11 | 2008-08-20 | 花王株式会社 | 脂肪分解促進剤及び痩身用皮膚化粧料 |
ATE536916T1 (de) * | 2005-10-14 | 2011-12-15 | Symrise Ag | Synergistische mischungen aus bisabolol und ingwerextrakt |
DE102006050984A1 (de) * | 2006-10-26 | 2008-04-30 | Henkel Kgaa | Leistungsgesteigerte kosmetische Mittel mit Purin und/oder Purinderivaten |
DE102006060439A1 (de) * | 2006-12-19 | 2008-06-26 | Henkel Kgaa | Verbesserung der Hautverträglichkeit von hyperämisierenden Wirkstoffen |
DE102006062568A1 (de) * | 2006-12-29 | 2008-07-03 | Henkel Kgaa | Verbesserte Farbstabilisierung wasserhaltiger kosmetischer und pharmazeutischer Mittel |
DE102008009798B4 (de) * | 2008-02-18 | 2018-06-21 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen in Form von O/W oder W/O-Emulsionen mit einem Gehalt an 3-(4-Hydroxy-3-methoxyphenyl)-1-(4-hydroxphenyl)-propan-1-on |
-
2009
- 2009-11-27 DE DE200910055918 patent/DE102009055918A1/de not_active Withdrawn
-
2010
- 2010-07-26 WO PCT/EP2010/004558 patent/WO2011063865A2/fr active Application Filing
Non-Patent Citations (1)
Title |
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None |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2012055678A1 (fr) * | 2010-10-25 | 2012-05-03 | Unilever Nv | Composition photoprotectrice stable |
JP2013544801A (ja) * | 2010-10-25 | 2013-12-19 | ユニリーバー・ナームローゼ・ベンノートシヤープ | 安定なサンスクリーン組成物 |
EA024835B1 (ru) * | 2010-10-25 | 2016-10-31 | Юнилевер Нв | Стабильная солнцезащитная композиция |
WO2012131072A1 (fr) * | 2011-04-01 | 2012-10-04 | L'oreal | Utilisation de gingerone ou de dérivés de celui-ci pour réduire ou retarder les signes du vieillissement cutané |
FR2973230A1 (fr) * | 2011-04-01 | 2012-10-05 | Oreal | Utilisation de gingerone ou de ses derives pour diminuer ou retarder les signes du vieillissement de la peau |
JP2014509631A (ja) * | 2011-04-01 | 2014-04-21 | ロレアル | 皮膚老化の徴候を低減または遅延させるための、ジンゲロンまたはその誘導体の使用 |
US11602496B2 (en) | 2011-04-01 | 2023-03-14 | L'oreal | Use of gingerone or derivatives thereof for reducing or delaying the signs of skin ageing |
EP2861304B1 (fr) | 2012-06-15 | 2018-08-08 | Symrise AG | Compositions comprenant des agents de promotion de la biosynthèse du hyaluronane |
Also Published As
Publication number | Publication date |
---|---|
WO2011063865A3 (fr) | 2012-10-11 |
DE102009055918A1 (de) | 2011-06-01 |
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