MXPA99011861A - Cosmetic skin care compositions containing succinate compounds - Google Patents
Cosmetic skin care compositions containing succinate compoundsInfo
- Publication number
- MXPA99011861A MXPA99011861A MXPA/A/1999/011861A MX9911861A MXPA99011861A MX PA99011861 A MXPA99011861 A MX PA99011861A MX 9911861 A MX9911861 A MX 9911861A MX PA99011861 A MXPA99011861 A MX PA99011861A
- Authority
- MX
- Mexico
- Prior art keywords
- skin
- composition
- cosmetic
- acid
- membrane
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 61
- 239000002537 cosmetic Substances 0.000 title claims abstract description 24
- 150000003890 succinate salts Chemical class 0.000 title abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 11
- -1 succinate compound Chemical class 0.000 claims description 27
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- 102000008186 Collagen Human genes 0.000 claims description 12
- 229920002683 Glycosaminoglycan Polymers 0.000 claims description 12
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- 239000002253 acid Substances 0.000 claims description 9
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- 230000001965 increasing effect Effects 0.000 claims description 6
- 238000003786 synthesis reaction Methods 0.000 claims description 6
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 5
- CFPOJWPDQWJEMO-UHFFFAOYSA-N 2-(1,2-dicarboxyethoxy)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)OC(C(O)=O)CC(O)=O CFPOJWPDQWJEMO-UHFFFAOYSA-N 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
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- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 6
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 5
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- 229940078812 myristyl myristate Drugs 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- NKBWPOSQERPBFI-UHFFFAOYSA-N octadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCCCC NKBWPOSQERPBFI-UHFFFAOYSA-N 0.000 description 1
- HUGZTWBSBIZZOQ-UHFFFAOYSA-N octyl 2-methyl-3-phenylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=CC1=CC=CC=C1 HUGZTWBSBIZZOQ-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- BARWIPMJPCRCTP-UHFFFAOYSA-N oleic acid oleyl ester Natural products CCCCCCCCC=CCCCCCCCCOC(=O)CCCCCCCC=CCCCCCCCC BARWIPMJPCRCTP-UHFFFAOYSA-N 0.000 description 1
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- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
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- 238000004806 packaging method and process Methods 0.000 description 1
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- 230000035515 penetration Effects 0.000 description 1
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- 150000002989 phenols Chemical class 0.000 description 1
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- 239000002953 phosphate buffered saline Substances 0.000 description 1
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- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
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- 238000007665 sagging Methods 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
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- 239000000377 silicon dioxide Substances 0.000 description 1
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- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
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- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
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- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
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- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Abstract
Cosmetic skin care compositions containing succinate compounds and cosmetic method of improving the appearance of wrinkled, lined, dry, flaky, aged or photodamaged skin and improving skin thickness, elasticity, flexibility, radiance, glow and plumpness.
Description
COSMETIC COMPOSITIONS FOR SKIN CARE CONTAINING SUCCINATQ COMPOUNDS
FIELD OF THE INVENTION Cosmetic compositions containing succinate compounds and the use of the compositions to improve the appearance and the cosmetic condition of the skin.
BACKGROUND OF THE INVENTION Cosmetic products that improve the appearance of the skin are widely popular with consumers. These products focus on relieving or delaying the signs of aged or overextended skin, such as fine lines and wrinkles, dry and hanging skin. Although the market offers a variety of products, cosmetic manufacturers continue to search for alternative assets, in order to provide the consumer with a product choice. Several patents describe the cosmetic compositions incorporating succinate derivatives, but the disclosed compounds differ structurally from the succinate compounds included in the present invention. See for example Kalopissis (US Patent 3,976,781). Kopolow (US Patent 5,169,622), Shapiro et al. (U.S. Patent 5,705,147), and Weil (U.S. Patent 5,047,166). Gutiérrez et al. (U.S. Patent 5,696,288) describes oxidisuccio-nato in detergent compositions. Cosmetic compositions containing succinic acid are known. Unfortunately, succinic acid has a limited solubility in water and is therefore difficult to formulate in cosmetic compositions such as water-in-oil emulsions at sufficiently high levels. To facilitate the formulation, it is advantageous to have an active more soluble in water. The present invention is based at least in part on the discovery that specific highly water-soluble succinate compounds increase the synthesis of aminoglycan glucoses and collagen in skin cells.
BRIEF DESCRIPTION OF THE INVENTION The present invention includes a composition for skin care comprising: (a) a succinate compound selected from the group consisting of sulfuric acid or a salt of the same, acid 2, 2 '- succinic oxy or a salt thereof, disuccinic acid of glycolyl ester or a salt thereof, and mixtures thereof in an amount of about 0.05% to about 40% by weight and (b) a cosmetically acceptable vehicle. Preferably, the composition is a water-in-oil emulsion, which contains the succinate compound in an aqueous phase, in order to improve its penetration through the skin. The present invention also includes a cosmetic method of improving or preventing the condition of aged skin or dry flaky photodamage with wrinkled lines and improving the skin thickness, elasticity, flexibility, radiance, shine and fat of the skin, which method includes applying to the skin the inventive composition. The cosmetic compositions of the invention are intended for topical application to the skin of mammals which is already dry, scaly, lined, wrinkled, aged, photodamaged, or the inventive compositions can be applied prophylactically to normal healthy skin to avoid or reduce the deteriorating changes. The composition can be used in a cosmetic method to improve the production of collagen and / or aminoglycosides by fibroblasts. The following detailed description and the examples illustrate some of the effects of the inventive compositions. The invention and the claims, however, are broader than the problems solved and are not limited thereto.
DETAILED DESCRIPTION OF THE INVENTION Except in the examples of operation and comparison, or where explicitly stated otherwise, all the numbers that in this description indicate material quantities or reaction conditions, physical properties of materials and / or use shall be understood which are modified by the word "approximately". All quantities are by weight of the oil in water emulsion, unless specified otherwise. The term "skin" as used here includes the skin of the face, neck, chest, back, arms, hands, legs, feet and scalp.
To avoid doubt of the word, "comprising" is intended to mean including but not necessarily consisting of or composed of. In other words, the steps or options listed do not need to be exhaustive. The succinate compound included in the present invention is selected from the group consisting of sulfosuccinic acid, 2,2'-oxydisuccinic acid, glycol-ethylenic disuccinic acid, having the following chemical structures: Sulfosuccinic acid: COOH-CH 2 -CH-COOH
SO3H Acid oxidi s uc cí ni co: COOH-CH2-CH-0-CH-CH2-COOH
COOH COOH Ethylene glycol disuccinic acid: COOH-CH2-CH-0-CH2-CH2-0-CH-CH2-COOH
COOH COOH Depending on the pH of the composition, these compounds may be present in the form of salts, for example ammonium or sodium or potassium salts. The succinate compound is used in the inventive compositions in an amount of 0.005 to 40%, preferably 2 to 20%, more preferably 4 to 10%. These succinate compounds can be obtained from Sigma or can be synthesized as described in Gutiérrez et al (US Patent 5, 696,288). The compositions according to the invention also comprise a cosmetically acceptable vehicle to act as a diluent, dispersant or carrier for the succinate compound in the composition, to facilitate its distribution when the composition is applied to the skin. The vehicle can be aqueous, anhydrous or an emulsion. Preferably, the compositions are aqueous or an emulsion, especially a water-in-oil or oil-in-water emulsion. The water when present, will be in the amounts which can vary from 5 to 99%, preferably from 20 to 70%, optimally between 35 and 60% by weight.
Apart from water, relatively volatile solvents can also serve as carriers within the compositions of the present invention. Most preferred are C1-C3 monohydric alkanols. These include ethyl alcohol, methyl alcohol and isopropyl alcohol. The amount of monohydric alkanol can vary from 1 to 70%, preferably from 10 to 50%, optimally from 15 to 40% by weight. The emollient materials can also serve as cosmetically acceptable carriers. These can be in the form of silicone oils and synthetic esters. The amounts of the emollients can vary from 0.1 to 50%, preferably between 1 and 20% by weight. Silicone oils can be divided into the volatile and non-volatile variety. The term "volatile" as used herein refers to those materials that have a vapor pressure medibie at an ambient temperature. The volatile silicone oils are preferably chosen from linear or cyclic polyoxides containing from 3 to 9, preferably from 4 to 5, silicone atoms. Linear volatile silicone materials generally have viscosities of less than about 5 centistokes at 25 ° C while cyclic materials typically have viscosities of less than about 10 centistokes. Non-volatile silicone oils useful as an emollient material include polyalkyl siloxanes, polyalkyl siloxanes, and polyether siloxane copolymers. Essentially non-volatile polyalkyl siloxanes useful herein include, for example, pyrimidium siloxanes, with viscosities from about 5 to about 25 million centistokes at 25 ° C. Among the preferred nonvolatile emollients useful in the present compositions are the polydimethyl siloxanes having viscosities of about 10 about 400 centistokes at 25 ° C. Among the emollients of esters are: (1) alkenyl esters or alkyls of fatty acids having from 10 to 20 carbon atoms. Examples of these include n o n t a n t o n t o n t o n t o r p rity, isononyl isonanonoate, oleyl myristate, oleyl stearate, and oleyl oleate. (2) Ether esters such as esters of fatty acids of ethoxylated fatty alcohols.
(3) Polyhydric alcohol esters. Esters of mono- and di-fatty acids of gl i colé t i 1 eni co. Esters of mono- and di-fatty acids of gly-chie-ethylenic, esters of mono- and di-fatty acids of gl icolpol ie le (200-6000) esters of mono- and di-fatty acids of gl i colp opi 1 eni co, monooleato de gl i colpo 1 ipr opi 1 éni co 2000, monostearate of polypropylene glycol 2000, monostearate of gli colpropi 1 in ethoxylated, esters of mono- and di- fatty acids of glyceryl, esters of poly-fatty acids of polyglycerol, ethoxylated glyceryl monostearate, glycol monostearate 1,3-bu ti 1 ene, glycol 1,3-butylene distearate, fatty acid ester of po 1 io 1 po 1 i oxyet 1 e no, fatty acid esters of sorbitan, and fatty acid esters of s orbit anpo 1 and oxyethanol are satisfactory polyhydric alcohol esters. (4) wax esters such as beeswax, e s pe rma cé t i co, myristyl myristate, stearyl stearate, and arachidyl behenate. (5) Esters of sterols, of which fatty acid esters of cholesterol are examples thereof.
Fatty acids having from 10 to 30 carbon atoms can also be included as cosmetically acceptable carriers for the compositions of this invention. Illustrative of this category are the acids pe 1 a r góni co s, lauric, myristic, palmitic, stearic, i s oe s t e r i co, hydr oxie s t e aric, oleic, linoleic, ricinoleic, arachidic, behenic, and erucic. Moisturizers of the polyhydric alcohol type can also be employed as cosmetically acceptable carriers in the compositions of this invention. The humectants help increase the effectiveness of the emollient, reduce the scaling, stimulate the removal of accumulated scales and improve the smoothness of the skin. Typical polyhydric alcohols include glycerol, polyalkylene glycols, and more preferably alkylene polyols and their derivatives, including glycolysis, glycol-dipr opium, glycolymethylbenzopyrimic acid, and polyethylene glycol. , glycol-poly-ethylene and derivatives thereof, sorbitol, sorbitol hi dr op r opy 1 i co, g 1 i co 1 he xi 1 é ni co, 1,3-bulilénico glycol, 1, 2, 6-hexane trio 1, glycerol et oxidized, glycerol pr opo xi 1 a tado and mixtures of these. For best results the humectant is preferably propylene glycol or sodium hyaluronate. The amount of humectant can vary from 0.5 to 30%, preferably between 1 and 15% by weight of the composition. The thickeners can also be used as part of the cosmetically acceptable carrier of the compositions according to the present invention. Typical thickeners include crosslinked acrylates (for example Carbopol 982), modified hi-fied or modified acrylates (for example Carbopol 1382), cellulose derivatives and natural gums. Useful cellulose derivatives include sodium carboxymethyl cellulose, hydroxypropyl methyl cellulose, hydroxypropyl cellulose, hydroxyethyl cellulose, ethyl cellulose and hydroxymethyl cellulose. Natural gums suitable for the present invention include guar, xanthan, sclerotium, carrageenan, pectin and combinations of these gums.The amounts of thickener may vary from 0.0001 to 5%, usually from 0.001 to 1% optimally from 0.01 to 0.05% by weight. Weight Collectively, water, solvents, silicones, esters, fatty acids, humectants and / or thickeners will constitute the cosmetically acceptable carrier in amounts of 1 to 99.9%, preferably 80 to 99% by weight Optional and auxiliary skin beneficial materials Cosmetics An oil or a fatty material may be present, along with an emulsifier to provide either a water-in-oil emulsion or an oil-in-water emulsion, depending largely on the balance of water and oil. Average Coverage (HLB) of the emulsifier employed The surfactants may also be present in the cosmetic compositions of the present invention. the surfactant will vary from 0.1 to 40%, preferably from 1 to 20%, optionally from 1 to 5% by weight of the composition. The surfactant may be selected from the group consisting of anionic, nonionic, cationic and amphoteric actives. Particularly preferred nonionic surfactants are those with a C 1 or C 2 o fatty alcohol or an acid hydrophobe condensed with 2 to 100 moles of ethylene oxide or propylene oxide per mole of hydrophobe; C2-Calkyl phenols or fused with 2 to 20 moles of alkylene oxide, mono- and fatty acid esters of glycolylenic acid, monoglyceride of fatty acid, sorbitan, mono- and di-fatty acids of C s C 20, block co-lipomers (ethylene oxide / propylene oxide) and polyoxyethylene sorbitan, as well as combinations thereof, alkyl polyols and saccharide fatty amides (for example methyl gluconamides) they are also suitable nonionic surfactants Preferred anionic surfactants include soap, sulfate and alkyl ether sulfonates, alkyl sulfates and sulphonates, sulfonates of alkali metal, alkyl and dialkyl phosphonates, isethionates of Cs-C2o acyl, acyl glutamates, Cs-C2o alkyl ether phosphonates and combinations thereof Various types of additional active ingredients may be present in the cosmetic compositions of the present invention. Active ingredients are defined as beneficial agents for the skin other than emollients and other ingredients that simply improve the physical characteristics of the composition. Although not limited to this category, general examples include additional tests, ingredients, and sunscreens.
Sunscreens include those materials commonly used to block ultraviolet light. Illustrative compounds are the derivatives of PABA, cinnamate and salicylate. For example, octylmethylcinnamate or phenone (Parsol 1789®) and 2-hydroxy-4-methoxybenzofenone (also known as oxybenzone) can be used. The oclimitic and the 2-hydroxy-4-me toxibenz of enone are commercially available under the trademarks of Parsol MCX and Benz or phenone-3, respectively. The exact amount of sunscreen employed in the compositions may vary depending on the degree of protection desired against the ultraviolet radiation of the sun. Many cosmetic compositions, especially those containing water, must be protected against the growth of potentially harmful microorganisms. Therefore, conservatives are necessary. Suitable preservatives include alkyl esters of p-hydroxybenzene, hydantoin derivatives, propionate salts, and a variety of quaternary ammonium compounds. Particularly preferred preservatives of this invention are me t i lp a r r e, pr op i lpa r abeno, benzyl alcohol and phenoxy ethanol.
The preservatives will usually be employed in amounts ranging from about 0.1% to 2% by weight of the composition. Dusts can be incorporated into the cosmetic composition of the invention. These powders include calcium carbonate, talc, Fullers earth, kaolin, starch, smectite clay, chemically modified magnesium aluminum silicate, organically modified montmor i 11 oni clay, hydrated aluminum silicate, smoked silica, aluminum starch, octenílico succionato and mixtures of these. The composition according to the invention is intended primarily as a product for topical application to human skin, especially as an agent for improving the resilience and firmness of the skin, radiance, clarity and finish and to avoid or reduce the appearance of aged or aged skin dry, wrinkled, with lines. During use, an amount of the composition, for example from 1 to 10 ml, is applied to the exposed areas of the skin, from a suitable container or an applicator and, if necessary, it is spread on and / or rubbed on. the skin using your hand or fingers or a suitable device. Product Form and Packaging: The cosmetic skin composition of the invention may have any form, for example, formulated as a gel, lotion, liquid cream, or cream. The composition can be packed in a suitable container to adapt its viscosity and intended use by the consumer. For example, a lotion or liquid cream may be packaged in a bottle or container with an applicator ball or an aerosol device activated by a propellant or a container equipped with a pump suitable for finger operation. When the composition is a cream, it can simply be stored in a non-deformable bottle or a squeezable container, such as a tube or a bottle with a lid. Accordingly, the invention also provides a closed container containing a cosmetically acceptable composition as defined herein. The composition may also be included in capsules such as those described in U.S. Patent No. 5,063,057, incorporated herein by reference.
The following specific examples further illustrate the invention, but the invention is not imitated thereto. EXAMPLE 1 This example measures the production of glycosamino glycans by fibroblasts in response to treatment with various test compounds. The aminoglycosides (GAGs) are a family of polysaccharides which (with the exception of hyaluronic acid (HA)) which can be linked to a chorus of proteins, forming a toxicological reaction. The main GAGs in the dermis are HA and dermatan sulfate, with c ordr or i t in- 4 - s u 1 f a t o and condr o i t i n - 6 - sul f a t o present in small amounts. Made both of which are not toxic and dermal fibroblasts, GAGs are essential components of the extracellular matrix, although they only make up 0.2% of the dry weight of the skin. GAGs are hydrated in the skin (the HA can maintain up to lOOOx of its mass in water) and maintain the integrity of the base membrane, regulate cell interactions and nutrient transport, and are involved in the formation of collagen and fiber possibly elastic. The proportion of GAGs (especially HA) in the dermis has been shown to decrease with aging. See Perlish et al, "The Role of Glycosaminoglycans in Aging of the Skin". The retinoic acid, the reference point of the anti-aging active, has been shown to increase the GAG content of the spiny and granular layers of the epidermis and the papillary dermis of aged skin in vivo. See Kligman et al., "Effects of topical tretinoin on non-sun-exposed protected skin of the elderly". J. Am Acad Dermatol 1993: 29: 25-33.
Protocol for measuring GAGs Neonatal human dermal fibroblasts were purchased from Clonetics Corp., San Diego, CA and used in passages of 5-10. All materials for cell culture were purchased from Life Technologies, NY. Cells were seeded at a density of approximately 50,000 / wells in a 12-well plate in a DMEM (Dulbecco's Modified Eagle's Medium), high glucose supplemented with 2 mM L-glutamine, 10% fetal bovine serum, anionic solutions he imitated tic as and an t i ti ti ti s. The cells were then grown to their confluence for 2 days. At the confluence, each well was rinsed in a serum-free DMEM and the cells were dosed with test compounds (in triplicate) in a serum-free DMEM of 750 μL at a pH of 7.4 filtered with NaOH. The test compounds were used at a concentration indicated in Tables la-lc below. The controls did not contain any test compound. After 24 hours, this medium was aspirated and the treatment step was repeated. After a second period of 24 hours, this medium containing the soluble GAGs was collected and frozen until it was analyzed- a membrane. Zeta Probe positively charged was soaked in sterile water and placed in a Dot-Blot apparatus (both from Bio-Rad Labs, Hercules, CA). 100 μL of water was applied to each well and cleaned using a vacuum cleaner. After the freeze-up was applied, 100 μL of the test solution samples were applied to the membrane and allowed to filter by gravity (approximately 1.5-2 hours). The GAGs are now attached to the membrane. The membrane was blocked in 3% w / v of bovine serum albumin free of fatty acids (Sigma) in water for one hour. A dye solution of 0.5% w / v of Alcian blue dye (ICN B i or ch emi c 1 s, Cleveland, OH) was made in 3% acetic acid, with a pH of about 2.3. The membrane was washed twice in distilled water and then dyed in the dye solution in a rotary mixer for 15 minutes. The dye was cleaned and the membrane was destained two times for 15 minutes each time in 3% acetic acid. The membrane was rinsed in water and allowed to dry overnight. The Bio-Rad GS 700 Image Analysis Densitometer was used to quantify the intensity of color in each spot. A double increase on the control was calculated as a ratio of the densitometer reading for the cells treated with a test compound on the control, the p-value was calculated using the student's t-test. The dioctyl sulfosuccinate was obtained from Sigma. The results of the three separate experiments are summarized in tables la-lc.
TABLE 1a
Table 1b
TABLE 1c The results in Tables 1-lc demonstrate that sulfosuccinate, glycolytic disuccinate, and oxydexodium significantly increased GAG production by fibroblasts. The dioctyl sulfosuccinate (which is not within the scope of the present claims) had the effect of decreasing the production of GAG.
EXAMPLE 2 This example measures the production of procollagen 1 by fibroblasts in response to treatment with several test compounds. Collagen is a predominant protein in the skin. Its synthesis decreases with aging or photodamage. The degradation or destruction of collagen increases the tensile strength of the skin causing wrinkles and sagging. Many studies involving human subjects have shown that collagen type I decreases with increased severity of photodamage (see Kligman, A., JAMA,
(1969), 210, pp 2377-2380; Lavker, R., Inv Derm.,
(1979), 73, 79-66; Smith J. et al., J. Inv. Derm.,
(1962), 39, pp. 347-350; and Shuster, S. et al., Br. J. Dermatol., (1975), 93, pp 639-643); and a certain correlation has been reported in the histology of wrinkles and the reduction in collagen levels in skin exposed to the sun. See (Chen S.; Kiss, I. J. Inv. Derm, (1992), 98, pp. 248-254. Voorhees and his colleagues have supported these encounters by showing the restoration of type I collagen in human skin photodamaged by a topical treatment with tretinoin. See Christopher. E., et al., The New Eng. Jou, from Medicine (1993), 329, pp. 530-535. Procollagen I is a precursor of collagen. The increased production of procollagen I in response to the application of a test compound is a marker of an increased level of collagen.
Procollagen I Stress Protocol for Slot Blot
Neonatal human dermal fibroblasts were purchased from Clonetics Corp., San Diego, CA. All materials for cell culture were purchased from Life Technologies, NY and used in passages of 5-10. Cells were seeded at a density of approximately 10,000 / well in 48 internal wells of a 96-well plate in medium containing DMEM (Dulbecoo's Modified Eagle's Medium), high glucose supplemented with 2 mM L-glutamine, 10% Fetal bovine serum, and antibiotic and antimicrobial solutions. The cells were then grown to confluence for 2 days. Upon achieving confluence, the medium was removed and the cells were washed with serum-free DMEM, and each well was dosed with 200 μl of a solution of a test compound in a serum-free DMEM at a pH of 7.4 titrated with NaOH . Each dosage was replicated in a total of six wells. The test compounds were used in concentrations indicated in Tables 2a-2d below. The control did not contain a test compound. After 24 hours, the test compound solution or the control solution was removed and the cells were flushed with 100 μl of the same solutions. The test compounds were used at concentrations indicated in Table 1 below. After 24 hours, all solutions were removed and stored over the weekend at 4 ° C with a protease inhibitor (Aprotinin from Sígma) at a concentration of 0.5%. The solution of the test compound was then diluted in a DMEM (approximately 20 μl of sample in 200 μl of DMEM). The membrane of ni t r o c e 1 ul and s and 3 sheets of filter paper were soaked in a buffered saline TRIS (TDS, pH 7.3). The BioRad slot blot apparatus (BioRad Labs, CA) was fitted with 3 sheets of filter paper _ at the bottom, the membrane at the top, and pressed. 100 ml of TBS was added per well. The vacuum was used to suck the TBS through the membrane. The test or control compound solution was swirled, then 100 μl per well was loaded and filtered by gravity. The procollagen from the test solution was bound to the membrane at this point in the procedure. The membrane was removed from the apparatus, the excess was cut off, and a notch was made in the lower right corner for orientation. The membrane was placed in a blocking solution (5% milk powder in a Dulbecco's phosphate buffered saline) overnight at 4 ° C, with shaking. The membrane was then incubated for 1.5 hours at room temperature with 1.5 ml of anti-human rat anti-human terminal procollagen Ab (Chemicon MAB1912) in TBS with 0.1% BSA (proportion of antibody with master rti guador / B SA was 1: 100) in a sealed bag with agitation. The membrane was removed; Washed 3 times for 5 minutes in TBS / 0.1% Tween. The membrane was then incubated for 1 hour at room temperature in 2 ml of Biotinylated Anti-Rat Pe r oxidase se - With j ugated Ab (Vector Labs) in TBS with 0.1% BSA (ratio of antibody to love ti guador / BSA was 1: 1000) in a sealed bag with agitation. The membrane was washed 3 times for 5 minutes in TBS / 0.0% Tween. 3 mL of PBS were incubated with 30 μl each of the solutions A and B of Vectastain Kit for 30 minutes. The membrane was placed in the resulting solution for 30 minutes in a sealed bag with shaking. The membrane was then removed and washed twice for 5 minutes in TBS / 0.1% Tween. The membrane was then stained using the following solution: 12.5 mg of 3-amino 9-ethyl carbazole (Sigma) 3.125 (approximately) mL of DML (N, N-dimethylformamide, from Sigma) 21.5 mL 0.2 of NaOAc buffer, pH 5.2 12.5 μl H202 The membrane was stained until the color developed and the reaction was stopped with two washes for 10 minutes under running water. The spot was scanned on a Bio-HacL GS70Ü image analysis densitometer. A double increase was calculated as a ratio of the densitometer reading of the cells treated with a test compound on the control.
The results that were obtained are summarized in Tables 2a-2d. TABLE 2a
TABLE 2b
Table 2c
TABLE 2
It can be seen from the data in Tables 2a-2d that sulfosuccinate, oxydisuccinate and ethylene glycol disuccinate had significant effects on the synthesis of collagen by fibroblasts. In contrast, dioctyl s ucc ona t ion was not effective in inducing collagen synthesis and succinic acid gave va riable results. It is apparent from Examples 1 and 2 that the compounds claimed in this invention have "the potential to provide skin benefits by increasing collagen and GAGs which are known to decrease in aged skin." Examples 3-9 illustrate topical compositions according to the present invention The compositions can be processed in a conventional manner, they are suitable for cosmetic use, in particular the compositions are suitable for application on skin damaged by UV and / or aged, scaly, dry , hard, wrinkled to improve the appearance and smoothness of the same as for the application in healthy skin to prevent or slow the deterioration of it.
EXAMPLE 3 This example illustrates a high internal phase of water-in-oil emulsion incorporating the inventive composition.
Brij 92 is polyoxyethylene oleyl ester (2)
EXAMPLE 4 This example illustrates an oil-in-water cream incorporating the inventive composition
* Brij 56 is cetyl alcohol POE (10) Alfol 16RD is cetyl alcohol
EXAMPLE 5 This example illustrates an alcoholic lotion incorporating the composition in accordance with the invention.
EXAMPLE 6 This example illustrates another alcoholic lotion containing the inventive composition.
l Water EXAMPLE 7 This example illustrates a sun care cream incorporating the composition of the invention:
EXAMPLE 8 This example illustrates a composition for the care of non-aqueous skin incorporating the inventive combination.
A dimethyl silicone polymer having a molecular weight of at least 50,000 and a viscosity of at least 10,000 centistokes at 25 ° C, available from GEC. 2 A cyclic dimethyl siloxane pentamer, available from Dow Corning Corp. 3 A dimethyl siloxane tetramer, available from Dow Corning Corp.
EXAMPLE 9
EMULSION OF OIL IN WATER
Claims (4)
1. A skin care composition comprising: (a) a succinate compound selected from the group consisting of sulfosuccinic acid or a salt thereof, 2,2'-oxydisuccinic acid or a salt thereof, ethylenic glycol disuccinic acid or a salt thereof and mixtures thereof in an amount of 0.5 to 40% / p; and (b) a cosmetically acceptable vehicle.
2. Cosmetic method to improve the appearance of photodamaged or aged skin, scaly, dry with wrinkled lines and improve the thickness, elasticity, flexibility and fatness of the skin, the method comprises the application on the skin of the composition of the rei indication 1.
3. Cosmetic method to increase the synthesis of collagen by means of fibroblasts in human skin, the method comprises applying to the skin the composition of the rei indication 1.
4. Cosmetic method of increasing the synthesis of glycosaminoglycans By means of fibroblasts in human skin, the method comprises applying the composition of claim 1 to the skin.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09213496 | 1998-12-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA99011861A true MXPA99011861A (en) | 2001-06-26 |
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