WO2014183974A1 - Stabilized preparations containing ascorbic acid and mixtures of sodium stearoyl glutamate and/or cetyl stearyl sulfate in combination with glyceryl stearate - Google Patents
Stabilized preparations containing ascorbic acid and mixtures of sodium stearoyl glutamate and/or cetyl stearyl sulfate in combination with glyceryl stearate Download PDFInfo
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- WO2014183974A1 WO2014183974A1 PCT/EP2014/058496 EP2014058496W WO2014183974A1 WO 2014183974 A1 WO2014183974 A1 WO 2014183974A1 EP 2014058496 W EP2014058496 W EP 2014058496W WO 2014183974 A1 WO2014183974 A1 WO 2014183974A1
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- WIPO (PCT)
- Prior art keywords
- weight
- preparations
- cosmetic
- glyceryl stearate
- dermatological
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims abstract description 85
- 239000000203 mixture Substances 0.000 title claims abstract description 22
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 229940075529 glyceryl stearate Drugs 0.000 title claims abstract description 15
- 229940045898 sodium stearoyl glutamate Drugs 0.000 title claims abstract description 15
- KDHFCTLPQJQDQI-BDQAORGHSA-M sodium;(4s)-4-amino-5-octadecanoyloxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC([O-])=O KDHFCTLPQJQDQI-BDQAORGHSA-M 0.000 title claims abstract description 15
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 title claims description 44
- 229960005070 ascorbic acid Drugs 0.000 title claims description 17
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- 239000011668 ascorbic acid Substances 0.000 title claims description 16
- VGWSECAZSRHNCT-UHFFFAOYSA-N hexadecyl octadecyl sulfate Chemical compound CCCCCCCCCCCCCCCCCCOS(=O)(=O)OCCCCCCCCCCCCCCCC VGWSECAZSRHNCT-UHFFFAOYSA-N 0.000 title abstract description 4
- 239000002537 cosmetic Substances 0.000 claims abstract description 47
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- -1 ascorbyl compound Chemical class 0.000 claims description 21
- 125000003289 ascorbyl group Chemical group [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 claims description 17
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- 238000000338 in vitro Methods 0.000 claims description 4
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- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 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
- 229940120511 oleyl erucate Drugs 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- LXTZRIBXKVRLOA-UHFFFAOYSA-N padimate a Chemical compound CCCCCOC(=O)C1=CC=C(N(C)C)C=C1 LXTZRIBXKVRLOA-UHFFFAOYSA-N 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229940098695 palmitic acid Drugs 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 231100000760 phototoxic Toxicity 0.000 description 1
- 239000000467 phytic acid Substances 0.000 description 1
- 235000002949 phytic acid Nutrition 0.000 description 1
- 229940068041 phytic acid Drugs 0.000 description 1
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- PZQSQRCNMZGWFT-QXMHVHEDSA-N propan-2-yl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(C)C PZQSQRCNMZGWFT-QXMHVHEDSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960002662 propylthiouracil Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- OVSQVDMCBVZWGM-QSOFNFLRSA-N quercetin 3-O-beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OVSQVDMCBVZWGM-QSOFNFLRSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000011506 response to oxidative stress Effects 0.000 description 1
- 229940108325 retinyl palmitate Drugs 0.000 description 1
- 235000019172 retinyl palmitate Nutrition 0.000 description 1
- 239000011769 retinyl palmitate Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- ARCJQKUWGAZPFX-UHFFFAOYSA-N stilbene oxide Chemical compound O1C(C=2C=CC=CC=2)C1C1=CC=CC=C1 ARCJQKUWGAZPFX-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 150000001629 stilbenes Chemical class 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 125000005555 sulfoximide group Chemical group 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 230000036561 sun exposure Effects 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229940094937 thioredoxin Drugs 0.000 description 1
- 108060008226 thioredoxin Proteins 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 125000002640 tocopherol group Chemical class 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical class OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000002676 xenobiotic agent Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- 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
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- 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
- the present invention relates to the use of mixtures of
- the present invention relates to cosmetic preparations with effective protection against harmful oxidation processes in the skin, but also for the protection of cosmetic preparations themselves or for the protection of the components of cosmetic preparations from harmful oxidation processes.
- the present invention further relates to antioxidant active substance combinations, preferably those which are used in skin-care cosmetic or dermatological preparations.
- the invention also relates to cosmetic and dermatological preparations containing such antioxidants.
- the present invention relates to cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological lesions, e.g. Skin aging, especially skin aging caused by oxidative processes.
- cosmetic or dermatological lesions e.g. Skin aging, especially skin aging caused by oxidative processes.
- the present invention particularly preferably relates to active substances and preparations containing such active substances for the recycling of oxidized vitamin E, protection against UV-related skin damage (erythema), stimulation of collagen synthesis, strengthening of the dermo-epidermal junction zone (skin tightening), visible improvement of the skin structure.
- active substances and preparations containing such active substances for the recycling of oxidized vitamin E, protection against UV-related skin damage (erythema), stimulation of collagen synthesis, strengthening of the dermo-epidermal junction zone (skin tightening), visible improvement of the skin structure.
- erythema protection against UV-related skin damage
- stimulation of collagen synthesis strengthening of the dermo-epidermal junction zone (skin tightening)
- visible improvement of the skin structure condition of premature aging of the skin (improvement of the complexion, anti-wrinkle effect), and stimulation of ceramide synthesis.
- UVC range rays with a wavelength less than 290 nm
- UVB range rays in the range between 290 nm and 320 nm, the so-called UVB range, cause erythema simple sunburn or even more or less severe burns.
- UVA range it is important to have available filter substances, since its rays can cause reactions in photosensitive skin. It has been proven that UVA radiation leads to damage to the elastic and collagenous fibers of the connective tissue, causing the skin to age prematurely, and that it is the cause of numerous phototoxic and photoallergic reactions. The damaging influence of UVB radiation can be amplified by UVA radiation.
- photochemical reaction products are free-radical compounds, for example hydroxy radicals.
- Undefined radical photoproducts which are formed in the skin itself, can also be damaged due to their high level Reactivity uncontrolled subsequent reactions to the day.
- singlet oxygen a non-radical excited state of the oxygen molecule, can also occur on UV irradiation, as can short-lived epoxides and many others. Singlet oxygen, for example, is distinguished from the normally present one
- UV radiation counts as ionizing radiation.
- ionic species may also be formed upon UV exposure, which in turn may oxidatively interfere with the biochemical processes.
- oxidative stress which is understood as stressing the living cell by accumulating cell-damaging oxidized compounds such as, for example, lipid hydroperoxides, hydrogen peroxide or reactive oxygen compounds such as singlet oxygen, hydroxyl, and peroxide anions.
- oxidative stress can z. B. by radiation exposure, xenobiotics, heavy metal ions or other causes. He plays a role in the development of some diseases.
- antioxidants and / or radical scavengers can be incorporated in the cosmetic or dermatological formulations.
- antioxidants and radical scavengers are known.
- vitamin E a substance with known antioxidant activity, in cosmetic formulations, but here too the effect achieved lags far behind the hoped-for effect.
- excellent antioxidants are selected from the group of ascorbic acid and the ascorbyl compounds.
- Ascorbic acid is an endiol and has a strong reducing effect as a reductone. Ascorbic acid is sensitive to heat and is decomposed in particular in the presence of heavy metal traces and in an alkaline medium by light and atmospheric oxygen, in pure, dry state, however, it is relatively resistant to light, air and heat.
- Ascorbyl compounds preferably ascorbyl esters of fatty acids, more preferably ascorbyl palmitate, are often used in cosmetic and dermatological preparations, since the sensitivity of these compounds to oxidative influence on ascorbic acid is greatly reduced and these compounds are usually better oil-soluble, which can offer galenic advantages.
- Ascorbyl compounds in the narrower sense are in particular the ascorbyl esters of the general structure
- R may represent a branched or unbranched alkyl radical having up to 25 carbon atoms.
- An object of the present invention was to eliminate the disadvantages of the prior art.
- active substances or preparations should contain such active substances.
- stimulation of collagen synthesis, strengthening of the dermo-epidermal junction zone (skin tightening) and a visible improvement in the condition of the skin are achieved.
- the total content of ascorbic acid and ascorbyl compounds in the preparations at least 1, preferably at least 2 wt. -%, based on the total weight of the preparations.
- glyceryl stearate 0.05 to 10% by weight of glyceryl stearate contain.
- the active ingredient combinations used in cosmetic or dermatological preparations according to the invention have higher stability than the active ingredients used individually, which relates in particular to the ascorbyl compounds and more particularly the vitamin C.
- active compound combinations according to the invention as an antioxidant and its use for the control and / or prophylaxis of the skin aging caused by oxidative stress and inflammatory reactions onen.
- the cosmetic or dermatological preparations according to the invention may be composed as usual and used for the treatment, care and cleansing of the skin and / or the hair and as a make-up product in decorative cosmetics. They preferably contain 0.001% by weight to 10% by weight, preferably 0.05% by weight to 5% by weight, in particular 0.1% to 2.0% by weight, based on the total weight of the preparations, on active compound combinations used according to the invention.
- Complexing agents are known auxiliaries of cosmetology or medical galenics. By complexing of interfering metals such as Mn, Fe, Cu and others, for example, unwanted chemical reactions in cosmetic or dermatological preparations can be prevented.
- Complexing agents in particular chelators, form complexes with metal atoms, which in the presence of one or more polybasic complexing agents, ie chelators, represent metallacycles.
- Chelates represent compounds in which a single ligand occupies more than one coordination site on a central atom. In this case, normally stretched compounds are closed by complex formation via a metal atom or ion into rings. The number of bound ligands depends on the coordination number of the central metal. The prerequisite for chelation is that the metal-reactive compound contain two or more atomic groups acting as electron donors.
- the complexing agent (s) can advantageously be selected from the group of the customary compounds, preference being given to at least one substance selected from the group consisting of tartaric acid and its anions, citric acid and its anions, aminopolycarboxylic acids and their anions (such as, for example, ethylenediaminetetraacetic acid (EDTA) and theirs Anions, nitrilotriacetic acid (NTA) and their anions, hydroxyethylenediaminotriacetic acid (HOEDTA) and their anions,
- EDTA ethylenediaminetetraacetic acid
- NTA nitrilotriacetic acid
- HOEDTA hydroxyethylenediaminotriacetic acid
- the complexing agent (s) according to the invention are advantageously present in cosmetic or dermatological preparations, preferably at from 0.01% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, particularly preferably 0.1 - 2.0 wt .-%, based on the total weight of the preparations.
- Cosmetic and dermatological preparations are applied according to the invention in the usual manner for cosmetics on the skin and / or hair in sufficient quantity.
- Cosmetic and dermatological preparations according to the invention can be present in various forms. So they can e.g. a solution, an anhydrous preparation, an emulsion or microemulsion of the water-in-oil (W / O) type or of the oil-in-water type (O / W), a multiple emulsion, for example of the water-in-oil-in-water type. Water (W / O / W), a gel, a solid stick, an ointment or even an aerosol. It is also advantageous to present isoquercitrin in encapsulated form, e.g. in
- Collagen matrices and other common encapsulating materials e.g. as cellulase encapsulations, in gelatin, wax matrices or liposomally encapsulated.
- wax matrices as described in DE-OS 43 08 282 have been found to be favorable.
- the cosmetic and dermatological preparations according to the invention may comprise cosmetic adjuvants conventionally used in such preparations, for example preservatives, bactericides, perfumes, foaming inhibitors, colorants, pigments having a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moistening and / or moisturizing substances, fats, oils, waxes or other customary constituents of a cosmetic or dermatological formulation, such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
- compounds according to the invention may also contain further antioxidants and / or radical scavengers.
- antioxidants are advantageously selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocaninic acid) and derivatives thereof, peptides such as D, L-carnosine, D-carnosine, L-carnosine.
- amino acids eg glycine, histidine, tyrosine, tryptophan
- imidazoles eg urocaninic acid
- peptides such as D, L-carnosine, D-carnosine, L-carnosine.
- Carnosine and its derivatives eg anserine
- carotenoids eg ⁇ -carotene, ⁇ -carotene, lycopene
- chlorogenic acid and its derivatives eg dihydrolipoic acid
- lipoic acid and its derivatives eg dihydrolipoic acid
- aurothioglucose propylthiouracil and other thiols (eg Thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl,
- Cholesteryl and glyceryl esters and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and derivatives thereof (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and sulfoximine compounds (eg buthionine sulfoximines, homocysteinesulfoximine, buthionine sulfones, penta, hexa, Heptathioninsulfoximin) in very low tolerated dosages (eg pmol to ⁇ / kg), (metal) chelators (eg ⁇ -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), ⁇ -hydroxy acids (eg citric acid, lactic acid, malic acid), humic acid, bile acid , Bile extracts, bilirubin, biliver
- the amount of the aforementioned antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30 wt .-%, particularly preferably 0.01 to 20 wt .-%, in particular 0.1 to 10 wt .-%, based on the Total weight of the preparation.
- vitamin E and / or its derivatives represent the additional antioxidant (s)
- vitamin A or vitamin A derivatives, or carotenes or derivatives thereof, constitute the additional antioxidant (s) it is advantageous if their respective concentrations are in the range from 0.001 to 10% by weight, based on the total weight of the formulation , to choose.
- Emulsions according to the invention are advantageous and contain, for example, the said fats, oils, waxes and other fatty substances, as well as water and an emulsifier, as is customarily used for such a type of formulation.
- Oils such as triglycerides of capric or caprylic acid, ester oils, such as
- Dicaprylyl ethers also natural oils, e.g. 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 lower esters of fatty alcohols with alkanoic acids
- Silicone oils such as dimethicones, dimethylpolysiloxanes, diethylpolysiloxanes, diphenylpolysiloxanes and mixed forms thereof.
- 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 unsaturated, branched and / or unbranched alcohols having a chain length of 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 C-atoms.
- ester oils can then advantageously be selected from the group consisting of isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isobutyl stearate and isopropyl stearate.
- nonyl isononanoate 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2-octyl dodecyl palmitate, oleyl oleate, oleyl erucate, erucyl oleate, erucyl erucate and also synthetic, semisynthetic and natural mixtures of such esters, for example 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 can be selected, for example, advantageously from the group of synthetic, semi-synthetic and natural oils, such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like. Any mixtures of such oil and wax components are also advantageous to use in the context of the present invention. It may also be advantageous, if appropriate, to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
- synthetic, semi-synthetic and natural oils such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like. Any mixtures of such oil and wax components are also advantageous to use in the context of the present invention. It may also be advantageous, if appropriate, to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
- the oil phase is advantageously selected from the group 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, Ci2-i5-alkyl benzoate, caprylic-capric acid triglyceride, dicaprylyl ether.
- Ci2-i5-alkyl benzoate and 2-ethylhexyl isostearate mixtures of Ci2-i5-alkyl benzoate and isotridecyl isononanoate and mixtures of C 12- i5-alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
- hydrocarbons paraffinol, squalane and squalene are to be used advantageously in the context of the present invention.
- the oil phase may further comprise a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components in addition to the silicone oil or silicone oils.
- Dimethicone is advantageously used as the silicone oil to be used according to the invention.
- other silicone oils are also advantageous for the purposes of the present invention, for example hexamethylcyclotrisiloxane, polydimethylsiloxane,
- the phosphate or phosphates are advantageously present in cosmetic or dermatological preparations, preferably at 0.001% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight. %, particularly preferably from 0.1 to 2.0% by weight, based on the total weight of the preparations. Hydrogen phosphates and dihydrogen phosphates also apply as "phosphate" for the purposes of the present invention.
- the ascorbyl compound or the ascorbyl compounds, in particular vitamin C is or are advantageously present in cosmetic or dermatological preparations, preferably at from 2% by weight to 20% by weight, preferably from 3% by weight to 5% by weight. , based on the total weight of the preparations.
- 4-tert-butyl-4'-methoxydibenzoylmethane is advantageously present in cosmetic or dermatological preparations at from 0.001% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, particularly preferably from 0.1 to 2.0% by weight, based on the total weight of the preparations.
- Preparations which are O / W emulsions and are distinguished by the following features are very particularly preferred according to the invention: a) 2 to 20, in particular 3 to 5 wt .-% of ascorbic acid and / or ascorbyl compounds, based on the total weight of the preparations,
- 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 , Diethylene glycol monomethyl or monoethyl ether 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 advantageous from the group of polyacrylates, preferably a polyacrylate from the group of so-called Carbopols, for example Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.
- Carbopols for example Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.
- Emulsions of the invention are advantageous and contain e.g. the said fats, oils, waxes and other fatty substances, as well as water and an emulsifier, as commonly used for such a type of formulation.
- Gels according to the invention usually contain alcohols of low carbon number, for example ethanol, isopropanol, 1,2-propanediol, glycerol and water or an abovementioned 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.
- Suitable propellants for preparations which can be sprayed from aerosol containers according to the invention are the customary known highly volatile, liquefied propellants, for example hydrocarbons (propane, butane, isobutane), which can be used alone or mixed with one another. Also, compressed air is advantageous to use.
- preparations according to the invention may also contain other substances which absorb UV radiation in the UVA and / or UVB range, the total amount of filter substances being, for example, from 0.1% by weight to 30% by weight, preferably from 0.5 to 10 Wt .-%, in particular 1, 0 to 6.0 wt .-%, based on the total weight of the preparations, in order to provide cosmetic preparations that protect the hair or the skin from the entire range of ultraviolet radiation. They can also serve as a sunscreen for hair or skin.
- UVB filter substances may be oil-soluble or water-soluble.
- oil-soluble UVB filters according to the invention are, for example:
- 3-benzylidene camphor derivatives preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor;
- 4-aminobenzoic acid derivatives preferably (2- ethylhexyl) 4- (dimethylamino) benzoate, 4- (dimethylamino) benzoic acid amyl ester;
- Esters of cinnamic acid preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-methoxycinnamic acid isopentyl ester;
- esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate,
- benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
- esters of benzalmalonic acid preferably di (2-ethylhexyl) 4-methoxybenzalmalonate, - 2,4,6-trianilino (p-carbo-2'-ethyl-1 '-hexyloxy) -1, 3,5-triazine.
- Advantageous water-soluble UVB filters are, for example: Salts of 2-phenylbenzimidazole-5-sulfonic acid, such as its sodium, potassium or triethanolammonium salt, and the sulfonic acid itself;
- Sulfonic acid derivatives of benzophenones preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
- Sulfonic acid derivatives of the 3-benzylidene camphor e.g. 4- (2-oxo-3-bomylidene-methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidenemethyl) sulfonic acid and its salts, and the 1,4-di (2-oxo-10-sulfonic acid) 3-bornylidenemethyl) benzene and its salts (the debasing 10-sulfato compounds, for example the corresponding sodium, potassium or triethanolammonium salt), also as benzene-1, 4-di (2-oxo-3- termylidenemethyl-10-sulfonic acid
- UVB filters which can be used in combination with the active compound combinations according to the invention should of course not be limiting.
- the invention also provides the use of a combination of the active substance combinations used according to the invention with at least one UVB filter as antioxidant or the use of a combination of the active compound combinations used according to the invention with at least one UVB filter as antioxidant in a cosmetic or dermatological preparation.
- UVA filters which have hitherto usually been present in cosmetic preparations.
- Cosmetic and dermatological preparations with an effective content of active ingredient combinations used according to the invention may also contain inorganic pigments which are commonly used in cosmetics for protecting the skin from UV rays. These are oxides of titanium, zinc, zirconium, silicon, manganese, cerium and mixtures thereof, as well as modifications in which the oxides are the active agents. Particular preference is given to pigments based on titanium dioxide.
- the EU Commission published a recommendation aimed at increasing the safety and transparency of sunscreen products. The EU recommendation provides for UVA protection of 1: 3 in relation to UVB protection. So far, only the protection of sunburn-causing UVB rays was regulated in the Cosmetics Regulation. With the new EU recommendation, each sunscreen should simultaneously protect against UVA radiation.
- a method for measuring the UVA protection performance is currently also being worked on in the COLI PA because the industry demands a uniform method.
- the COLIPA is the umbrella organization of the European cosmetics industry. a. Recommendations regarding the execution of the measuring method.
- the UVA / UVB balance is the basis of the method discussed there. It is modified to include a pre-irradiation with UV light to include some special UV filter systems. So far, the products have been tested without pre-irradiation.
- UVA filters are used in relation of 1: 3 to UVB filters, and thus the UVA protection is increased with increasing light protection.
- the cosmetic and dermatological ingredients include active ingredients and adjuvants commonly used for this type of hair care and hair treatment preparations.
- auxiliaries are preservatives, surface-active substances, substances for preventing the foaming, thickeners, emulsifiers, fats, oils, waxes, organic solvents, bactericides, perfumes, dyes or pigments whose task is the hair or the cosmetic or dermatological preparation itself dye, Elektroyte, substances against the greasing of the hair.
Abstract
Disclosed are preparations, in particular cosmetic or dermatological preparations, containing as emulsifier system mixtures of i) sodium stearoyl glutamate and/or ii) cetyl stearyl sulfate in combination with iii) glyceryl stearate.
Description
Beiersdorf Aktiengesellschaft Beiersdorf Aktiengesellschaft
Hamburg Hamburg
Beschreibung description
Stabilisierte Zubereitungen mit einem Gehalt an Ascorbinsaure und Gemischen aus Natriumstearoylglutamat und/oder Cetylstearylsulfat in Kombination mit Stabilized preparations containing ascorbic acid and mixtures of sodium stearoylglutamate and / or cetylstearylsulfate in combination with
Glycerylstearat glyceryl stearate
Die vorliegende Erfindung betrifft die Verwendung von Gemischen aus The present invention relates to the use of mixtures of
Natriumstearoylglutamat und/oder Cetylstearylsulfat in Kombination mit Glycerylstearat zum Schutze von Ascorbinsaure und/oder generell Ascorbylverbindungen gegen Oxidati- on, insbesondere in kosmetischen und dermatologischen Zubereitungen. Bevorzugt betrifft die vorliegende Erfindung kosmetische Zubereitungen mit einem wirksamen Schutz vor schädlichen Oxidationsprozessen in der Haut, aber auch zum Schutze kosmetischer Zubereitungen selbst bzw. zum Schutze der Bestandteile kosmetischer Zubereitungen vor schädlichen Oxidationsprozessen. Sodium stearoylglutamate and / or cetylstearylsulfate in combination with glyceryl stearate for the protection of ascorbic acid and / or generally ascorbyl compounds against oxidation, in particular in cosmetic and dermatological preparations. Preferably, the present invention relates to cosmetic preparations with effective protection against harmful oxidation processes in the skin, but also for the protection of cosmetic preparations themselves or for the protection of the components of cosmetic preparations from harmful oxidation processes.
Die vorliegende Erfindung betrifft ferner antioxidativ wirksame Wirkstoffkombinationen, bevorzugt solche, welche in hautpflegenden kosmetischen oder dermatologischen Zubereitungen eingesetzt werden. Insbesondere betrifft die Erfindung auch kosmetische und dermatologische Zubereitungen, solche Antioxidantien enthaltend. The present invention further relates to antioxidant active substance combinations, preferably those which are used in skin-care cosmetic or dermatological preparations. In particular, the invention also relates to cosmetic and dermatological preparations containing such antioxidants.
In einer bevorzugten Ausführungsform betrifft die vorliegende Erfindung kosmetische und dermatologische Zubereitungen zur Prophylaxe und Behandlung kosmetischer oder dermatologischer Hautveränderungen wie z.B. der Hautalterung, insbesondere der durch oxidative Prozesse hervorgerufenen Hautalterung. In a preferred embodiment, the present invention relates to cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological lesions, e.g. Skin aging, especially skin aging caused by oxidative processes.
Besonders bevorzugt betrifft die vorliegende Erfindung Wirkstoffe und Zubereitungen, solche Wirkstoffe enthaltend, zum Recycling von oxidiertem Vitamin E, Schutz vor UV- bedingter Hautschädigung (Erythem), Stimulation der Kollagensynthese, Stärkung der dermo-epidermalen Junktionszone (Hautstraffung), sichtbaren Verbesserung des Haut-
zustandes bei vorzeitiger Hautalterung (Teintverbesserung, Anti-Faltenwirkung), und Stimulation der Ceramidsynthese. The present invention particularly preferably relates to active substances and preparations containing such active substances for the recycling of oxidized vitamin E, protection against UV-related skin damage (erythema), stimulation of collagen synthesis, strengthening of the dermo-epidermal junction zone (skin tightening), visible improvement of the skin structure. Condition of premature aging of the skin (improvement of the complexion, anti-wrinkle effect), and stimulation of ceramide synthesis.
Die schädigende Wirkung des ultravioletten Teils der Sonnenstrahlung auf die Haut ist allgemein bekannt. Während Strahlen mit einer Wellenlänge, die kleiner als 290 nm ist (der sogenannte UVC-Bereich), von der Ozonschicht in der Erdatmosphäre absorbiert werden, verursachen Strahlen im Bereich zwischen 290 nm und 320 nm, dem sogenannten UVB-Bereich, ein Erythem, einen einfachen Sonnenbrand oder sogar mehr oder weniger starke Verbrennungen. The damaging effect of the ultraviolet part of solar radiation on the skin is well known. While rays with a wavelength less than 290 nm (the so-called UVC range) are absorbed by the ozone layer in the earth's atmosphere, rays in the range between 290 nm and 320 nm, the so-called UVB range, cause erythema simple sunburn or even more or less severe burns.
Als ein Maximum der Erythemwirksamkeit des Sonnenlichtes wird der engere Bereich um 308 nm angegeben. As a maximum of the erythema efficiency of sunlight, the narrower range around 308 nm is given.
Zum Schutz gegen UVB-Strahlung sind zahlreiche Verbindungen bekannt, bei denen es sich um Derivate des 3-Benzylidencamphers, der 4-Aminobenzoesäure, der Zimtsäure, der Salicylsäure, des Benzophenons sowie auch des 2-Phenylbenzimidazols handelt. For protection against UVB radiation, numerous compounds are known, which are derivatives of 3-Benzylidencamphers, 4-aminobenzoic acid, cinnamic acid, salicylic acid, benzophenone and also of 2-phenylbenzimidazole.
Auch für den Bereich zwischen etwa 320 nm und etwa 400 nm, des sogenannten UVA- Bereich, ist es wichtig, Filtersubstanzen zur Verfügung zu haben, da dessen Strahlen Reaktionen bei lichtempfindlicher Haut hervorrufen können. Es ist erwiesen, dass UVA- Strahlung zu einer Schädigung der elastischen und kollagenen Fasern des Bindegewebes führt, was die Haut vorzeitig altern läßt, und dass sie als Ursache zahlreicher phototoxischer und photoallergischer Reaktionen zu sehen ist. Der schädigende Einfluß der UVB-Strahlung kann durch UVA-Strahlung verstärkt werden. Also for the range between about 320 nm and about 400 nm, the so-called UVA range, it is important to have available filter substances, since its rays can cause reactions in photosensitive skin. It has been proven that UVA radiation leads to damage to the elastic and collagenous fibers of the connective tissue, causing the skin to age prematurely, and that it is the cause of numerous phototoxic and photoallergic reactions. The damaging influence of UVB radiation can be amplified by UVA radiation.
Zum Schutz gegen die Strahlen des UVA-Bereichs werden daher gewisse Derivate des Dibenzoylmethans verwendet, deren Photostabilität (Int. J. Cosm. Science 10, 53 (1988)), nicht in ausreichendem Maße gegeben ist. Die UV-Strahlung kann aber auch zu photochemischen Reaktionen führen, wobei dann die photochemischen Reaktionsprodukte in den Hautmetabolismus eingreifen. For protection against the rays of the UVA range, therefore, certain derivatives of dibenzoylmethane are used whose photostability (Int J. Cosm. Science 10, 53 (1988)) is not sufficiently given. However, the UV radiation can also lead to photochemical reactions, in which case the photochemical reaction products intervene in the skin metabolism.
Vorwiegend handelt es sich bei solchen photochemischen Reaktionsprodukten um radikalische Verbindungen, beispielsweise Hydroxyradikale. Auch Undefinierte radikalische Photoprodukte, welche in der Haut selbst entstehen, können aufgrund ihrer hohen
Reaktivität unkontrollierte Folgereaktionen an den Tag legen. Aber auch Singulettsauer- stoff, ein nichtradikalischer angeregter Zustand des Sauerstoffmoleküls kann bei UV- Bestrahlung auftreten, ebenso kurzlebige Epoxide und viele andere. Singulettsauerstoff beispielsweise zeichnet sich gegenüber dem normalerweise vorliegenden Predominantly, such photochemical reaction products are free-radical compounds, for example hydroxy radicals. Undefined radical photoproducts, which are formed in the skin itself, can also be damaged due to their high level Reactivity uncontrolled subsequent reactions to the day. However, singlet oxygen, a non-radical excited state of the oxygen molecule, can also occur on UV irradiation, as can short-lived epoxides and many others. Singlet oxygen, for example, is distinguished from the normally present one
Triplettsauerstoff (radikalischer Grundzustand) durch gesteigerte Reaktivität aus. Allerdings existieren auch angeregte, reaktive (radikalische) Triplettzustände des Sauerstoffmoleküls. Triplet oxygen (radical ground state) due to increased reactivity. However, there are also excited, reactive (radical) triplet states of the oxygen molecule.
Ferner zählt UV-Strahlung zur ionisierenden Strahlung. Es besteht also das Risiko, dass auch ionische Spezies bei UV-Exposition entstehen, welche dann ihrerseits oxidativ in die biochemischen Prozesse einzugreifen vermögen. Furthermore, UV radiation counts as ionizing radiation. Thus, there is a risk that ionic species may also be formed upon UV exposure, which in turn may oxidatively interfere with the biochemical processes.
Durch all diese Einflüsse ist die Zelle dem sogenannten oxidativen Stress ausgesetzt, unter welchem verstanden wird die Belastung der lebenden Zelle durch Anreicherung zell- schädigender oxidierter Verbindungen wie beispielsweise Lipid-Hydroperoxide, Wasserstoffperoxid oder reaktive Sauerstoffverbindungen wie Singulett-Sauerstoff, Hydroxyl, Hyperoxid-Anionen. Der oxidative Stress kann z. B. durch Strahlungs-Einwirkung, Xenobiotika, Schwermetall-Ionen oder andere Ursachen induziert werden. Er spielt eine Rolle bei der Entstehung einiger Erkrankungen. As a result of all these influences, the cell is exposed to so-called oxidative stress, which is understood as stressing the living cell by accumulating cell-damaging oxidized compounds such as, for example, lipid hydroperoxides, hydrogen peroxide or reactive oxygen compounds such as singlet oxygen, hydroxyl, and peroxide anions. The oxidative stress can z. B. by radiation exposure, xenobiotics, heavy metal ions or other causes. He plays a role in the development of some diseases.
Zwar besitzt der Körper in begrenztem Maße Abwehrmechanismen gegen den oxidativen Stress. So können mit Hilfe verschiedener Enzym-Aktivitäten [z. B. Superoxid-Dismutase, Peroxidasen wie Glutathionperoxidase (s. Glutathion), Katalase, Caeruloplasmin] das Auftreten reaktiver Radikale verhindert werden. Dies reicht aber oftmals nicht aus und muss, sei es auf kosmetischem oder medizinischem Niveau, Unterstützung erfahren. Although the body has limited defense mechanisms against oxidative stress. Thus, with the help of various enzyme activities [eg. As superoxide dismutase, peroxidases such as glutathione peroxidase (see glutathione), catalase, ceruloplasmin] the occurrence of reactive radicals can be prevented. However, this is often insufficient and must be supported, be it on a cosmetic or medical level.
Um oxidativem Stress vorzubeugen, können den kosmetischen bzw. dermatologischen Formulierungen zusätzliche Antioxidantien und/oder Radikalfänger einverleibt werden. Zwar sind einige Antioxidantien und Radikalfänger bekannt. So ist bereits in den US-Patentschriften 4, 144,325 und 4,248,861 sowie aus zahlreichen anderen Dokumenten vorgeschlagen worden, Vitamin E, eine Substanz mit bekannter antioxidativer Wirkung in kosmetischen Formulierungen einzusetzen, dennoch bleibt auch hier die erzielte Wirkung weit hinter der erhofften zurück.
An sich vorzügliche Antioxidantien werden gewählt aus der Gruppe der Ascorbinsaure und der Ascorbylverbindungen. In order to prevent oxidative stress, additional antioxidants and / or radical scavengers can be incorporated in the cosmetic or dermatological formulations. Although some antioxidants and radical scavengers are known. For example, it has already been proposed in US Pat. Nos. 4,144,325 and 4,248,861, as well as numerous other documents, to use vitamin E, a substance with known antioxidant activity, in cosmetic formulations, but here too the effect achieved lags far behind the hoped-for effect. In itself excellent antioxidants are selected from the group of ascorbic acid and the ascorbyl compounds.
L-Ascorbinsäure {(R)-5-[(S)-1 ,2-Dihydroxyethyl]-3,4-dihydroxy-5-H-furan-2-on, Vita- min C} zeichnet sich durch die Strukturformel L-ascorbic acid {(R) -5 - [(S) -1,2-dihydroxyethyl] -3,4-dihydroxy-5-H-furan-2-one, vitamin C} is characterized by the structural formula
aus. Sie ist leicht löslich in Wasser, gut löslich in Alkohol, unlöslich in Ether, Petrolether, Chloroform, Benzol sowie in Fetten u. fetten Ölen. Ascorbinsaure ist ein Endiol und wirkt als Redukton stark reduzierend. Ascorbinsaure ist wärmeempfindlich und wird insbesondere in Gegenwart von Schwermetallspuren sowie in alkalischem Milieu durch Licht und Luftsauerstoff zersetzt, in reinem, trockenem Zustand ist sie dagegen relativ beständig gegen Licht, Luft und Wärme. out. It is readily soluble in water, readily soluble in alcohol, insoluble in ether, petroleum ether, chloroform, benzene and in fats u. fat oils. Ascorbic acid is an endiol and has a strong reducing effect as a reductone. Ascorbic acid is sensitive to heat and is decomposed in particular in the presence of heavy metal traces and in an alkaline medium by light and atmospheric oxygen, in pure, dry state, however, it is relatively resistant to light, air and heat.
In kosmetischen und dermatologischen Zubereitungen werden anstatt der Ascorbinsäure oftmals Ascorbylverbindungen, bevorzugt Ascorbylester von Fettsäuren, besonders bevorzugt Ascorbylpalmitat eingesetzt, da die Empfindlichkeit dieser Verbindungen auf oxidativen Einfluß gegenüber der Ascorbinsäure stark herabgesetzt ist und diese Verbindungen zumeist besser öllöslich sind, was galenische Vorteile bieten kann. Ascorbylverbindungen im engeren Sinne sind insbesondere die Ascorbylester der allgemeinen Struktur Ascorbyl compounds, preferably ascorbyl esters of fatty acids, more preferably ascorbyl palmitate, are often used in cosmetic and dermatological preparations, since the sensitivity of these compounds to oxidative influence on ascorbic acid is greatly reduced and these compounds are usually better oil-soluble, which can offer galenic advantages. Ascorbyl compounds in the narrower sense are in particular the ascorbyl esters of the general structure
wobei R einen verzweigten oder unverzweigten Alkylrest mit bis zu 25 Kohlenstoffatomen darstellen kann. wherein R may represent a branched or unbranched alkyl radical having up to 25 carbon atoms.
Eine Aufgabe der vorliegenden Erfindung war, die Nachteile des Standes der Technik zu beseitigen. Insbesondere sollten Wirkstoffe bzw. Zubereitungen, solche Wirkstoffe ent-
haltend, zur Verfügung gestellt werden, bei deren Verwendung eine Stimulation der Kollagensynthese, eine Stärkung der dermo-epidermalen Junktionszone (Hautstraffung) und eine sichtbare Verbesserung des Hautzustandes erzielt werden. Es galt dabei galenische Probleme, wie bräunliche Verfärbungen der Formulierung, ein Abbau der enthaltenen lichtempfindlichen Antioxidantien, sowie Hautunverträglichkeiten z.B. durch oxidative Abbauprodukte zu lösen. An object of the present invention was to eliminate the disadvantages of the prior art. In particular, active substances or preparations should contain such active substances. When used, stimulation of collagen synthesis, strengthening of the dermo-epidermal junction zone (skin tightening) and a visible improvement in the condition of the skin are achieved. It was galenic problems, such as brownish discoloration of the formulation to solve a degradation of the light-sensitive antioxidants contained, as well as skin intolerance, for example, by oxidative degradation products.
Es war indes überraschend und für den Fachmann nicht vorherzusehen, dass Zuberei- tungen, insbesondere kosmetische oder dermatologische Zubereitungen enthaltend als Emulgatorsystem Gemische aus However, it was surprising and unforeseeable for the person skilled in the art that preparations, in particular cosmetic or dermatological preparations containing mixtures as emulsifier system
i) Natriumstearoylglutamat und/oder i) sodium stearoyl glutamate and / or
ii) Cetylstearylsulfat in Kombination mit ii) cetylstearylsulfate in combination with
iii) Glycerylstearat iii) glyceryl stearate
sowie mindestens 1 , bevorzugt mindestens 2 Gew.-% an Ascorbinsäure und/oder Ascorbylverbindungen, bezogen auf das Gesamtgewicht der Zubereitungen and at least 1, preferably at least 2% by weight of ascorbic acid and / or ascorbyl compounds, based on the total weight of the preparations
den Nachteilen des Standes der Technik abhelfen. to remedy the disadvantages of the prior art.
Als Verwirklichung der vorliegenden Erfindung wird ebenfalls angesehen die Verwendung eines Emulgatorsystems aus As realization of the present invention, the use of an emulsifier system is also considered
Emulgatorsystem emulsifier
i) Natriumstearoylglutamat und/oder i) sodium stearoyl glutamate and / or
ii) Cetylstearylsulfat in Kombination mit ii) cetylstearylsulfate in combination with
iii) Glycerylstearat iii) glyceryl stearate
zum Schutze mindestens eines Wirkstoffes, gewählt aus der Gruppe der Ascorbinsäure und der Ascorbylverbindungen, gegen Oxidation, und zwar insbesondere zum Schutze gegen Oxidation in kosmetischen oder dermatologischen Zubereitungen, wobei der Gesamtgehalt an Ascorbinsäure und Ascorbylverbindungen in den Zubereitungen mindestens 1 , bevorzugt mindestens 2 Gew.-% beträgt, bezogen auf das Gesamtgewicht der Zubereitungen. for the protection of at least one active ingredient selected from the group of ascorbic acid and the ascorbyl compounds, against oxidation, in particular for protection against oxidation in cosmetic or dermatological preparations, wherein the total content of ascorbic acid and ascorbyl compounds in the preparations at least 1, preferably at least 2 wt. -%, based on the total weight of the preparations.
Erfindungsgemäß besonders vorteilhaft ist es, wenn die Zubereitungen According to the invention, it is particularly advantageous if the preparations
i) 0 bis 10 Gew.-% Natriumstearoylglutamat i) 0 to 10 wt .-% sodium stearoylglutamate
ii) 0 bis 10 Gew.-% Cetylstearylsulfat ii) 0 to 10 wt .-% Cetylstearylsulfat
iii) 0,05 bis 10 Gew.-% Glycerylstearat
enthalten. iii) 0.05 to 10% by weight of glyceryl stearate contain.
Erfindungsgemäß besonders vorteilhaft ist es, wenn die Zubereitungen According to the invention, it is particularly advantageous if the preparations
i) 0,25 bis 5 Gew.-% Natriumstearoylglutamat i) 0.25 to 5% by weight sodium stearoylglutamate
ii) 0,25 bis 5 Gew.-% Cetylstearylsulfat ii) 0.25 to 5 wt .-% Cetylstearylsulfat
iii) 0,25 bis 5 Gew.-% Glycerylstearat iii) 0.25 to 5% by weight of glyceryl stearate
enthalten. contain.
Es war für den Fachmann nicht vorauszusehen gewesen, dass die erfindungsgemäß verwendeten Wirkstoffkombinationen bzw. kosmetische oder dermatologische Zubereitungen, solche enthaltend It was unforeseeable for the skilled person that the active substance combinations or cosmetic or dermatological preparations used according to the invention, containing such
besser als Antioxidans wirken act better as an antioxidant
besser als Radikalfänger wirken better than radical scavengers
besser die Bindung von schädlichen Photoprodukten an Lipide, DNS und Proteine verhindern better prevent the binding of harmful photoproducts to lipids, DNA and proteins
besser oxidiertes Vitamin E recyceln recycle oxidized vitamin E better
besser vor UV-bedingter Hautschädigung schützen better protect against UV-related skin damage
besser die Kollagensynthese stimulieren better to stimulate collagen synthesis
besser die dermo-epidermalen Junktionszone (Papillen) straffen better tighten the dermo-epidermal junction (papillae)
als die Wirkstoffe, Wirkstoffkombinationen und Zubereitungen des Standes der Technik. as the active ingredients, drug combinations and preparations of the prior art.
Ferner war nicht vorauszusehen gewesen, dass die erfindungsgemäß verwendeten Wirkstoffkombinationen in kosmetischen oder dermatologischen Zubereitungen höhere Stabilität aufweist als die jeweils einzeln verwendeten Wirkstoffe, was insbesondere die Ascorbylverbindungen und ganz besonders das Vitamin C betrifft. Furthermore, it had not been foreseen that the active ingredient combinations used in cosmetic or dermatological preparations according to the invention have higher stability than the active ingredients used individually, which relates in particular to the ascorbyl compounds and more particularly the vitamin C.
Erfindungsgemäß ist daher die Verwendung erfindungsgemäßer Wirkstoffkombinationen als Antioxidans sowie seine Verwendung zur Bekämpfung und/oder Prophylaxe der durch oxidative Beanspruchung hervorgerufenen Hautalterung und entzündlicher Reakti- onen. According to the invention, therefore, the use of active compound combinations according to the invention as an antioxidant and its use for the control and / or prophylaxis of the skin aging caused by oxidative stress and inflammatory reactions onen.
Als besonders vorteilhafte Ausführungsform der vorliegenden Erfindung wird ferner angesehen die Verwendung erfindungsgemäßer Wirkstoffkombinationen zur Bekämpfung und/oder Prophylaxe des oxidativen Stresses.
Die erfindungsgemäßen kosmetischen oder dermatologischen Zubereitungen können wie üblich zusammengesetzt sein und zur Behandlung, der Pflege und der Reinigung der Haut und/oder der Haare und als Schminkprodukt in der dekorativen Kosmetik dienen. Sie enthalten bevorzugt 0,001 Gew.-% bis 10 Gew.-%, bevorzugt 0,05 Gew.-% bis 5 Gew.-%, insbesondere 0,1 - 2,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, an erfindungsgemäß verwendeten Wirkstoffkombinationen. As a particularly advantageous embodiment of the present invention is further considered the use of active compound combinations according to the invention for the control and / or prophylaxis of oxidative stress. The cosmetic or dermatological preparations according to the invention may be composed as usual and used for the treatment, care and cleansing of the skin and / or the hair and as a make-up product in decorative cosmetics. They preferably contain 0.001% by weight to 10% by weight, preferably 0.05% by weight to 5% by weight, in particular 0.1% to 2.0% by weight, based on the total weight of the preparations, on active compound combinations used according to the invention.
Es ist erfindungsgemäß bevorzugt, den erfindungsgemäß verwendeten Wirkstoffkombinationen bzw. kosmetischen oder dermatologischen Zubereitungen, solche Wirk- Stoffkombinationen enthaltend Komplexbildner zuzufügen. It is preferred according to the invention to add to the active ingredient combinations or cosmetic or dermatological preparations used according to the invention, such active substance combinations containing complexing agents.
Komplexbildner sind an sich bekannte Hilfsstoffe der Kosmetologie bzw. der medizinischen Galenik. Durch die Komplexierung von störenden Metallen wie Mn, Fe, Cu und anderer können beispielsweise unerwünschte chemische Reaktionen in kosmetischen oder dermatologischen Zubereitungen verhindert werden. Complexing agents are known auxiliaries of cosmetology or medical galenics. By complexing of interfering metals such as Mn, Fe, Cu and others, for example, unwanted chemical reactions in cosmetic or dermatological preparations can be prevented.
Komplexbildner, insbesondere Chelatoren, bilden mit Metallatomen Komplexe, welche bei Vorliegen eines oder mehrerer mehrbasiger Komplexbildner, also Chelatoren, Metallacyclen darstellen. Chelate stellen Verbindungen dar, in denen ein einzelner Li- gand mehr als eine Koordinationsstelle an einem Zentralatom besetzt. In diesem Falle werden also normalerweise gestreckte Verbindungen durch Komplexbildung über ein Metall-Atom od. -Ion zu Ringen geschlossen. Die Zahl der gebundenen Liganden hängt von der Koordinationszahl des zentralen Metalls ab. Voraussetzung für die Chelatbildung ist, dass die mit dem Metall reagierende Verbindung zwei oder mehr Atomgruppierungen enthält, die als Elektronendonatoren wirken. Complexing agents, in particular chelators, form complexes with metal atoms, which in the presence of one or more polybasic complexing agents, ie chelators, represent metallacycles. Chelates represent compounds in which a single ligand occupies more than one coordination site on a central atom. In this case, normally stretched compounds are closed by complex formation via a metal atom or ion into rings. The number of bound ligands depends on the coordination number of the central metal. The prerequisite for chelation is that the metal-reactive compound contain two or more atomic groups acting as electron donors.
Der oder die Komplexbildner können vorteilhaft aus der Gruppe der üblichen Verbindungen gewählt werden, wobei bevorzugt mindestens eine Substanz aus der Gruppe bestehend aus Weinsäure und deren Anionen, Citronensäure und deren Anionen, Aminopolycarbonsäuren und deren Anionen (wie beispielsweise Ethylen- diamintetraessigsäure (EDTA) und deren Anionen, Nitrilotriessigsäure (NTA) und deren Anionen, Hydroxyethylendiaminotriessigsäure (HOEDTA) und deren Anionen, The complexing agent (s) can advantageously be selected from the group of the customary compounds, preference being given to at least one substance selected from the group consisting of tartaric acid and its anions, citric acid and its anions, aminopolycarboxylic acids and their anions (such as, for example, ethylenediaminetetraacetic acid (EDTA) and theirs Anions, nitrilotriacetic acid (NTA) and their anions, hydroxyethylenediaminotriacetic acid (HOEDTA) and their anions,
Diethylenaminopentaessigsäure (DPTA) und deren Anionen, trans-1 ,2-Diaminocyclo- hexantetraessigsäure (CDTA) und deren Anionen).
Der oder die Komplexbildner sind erfindungsgemäß vorteilhaft in kosmetischen oder dermatologischen Zubereitungen bevorzugt zu 0,01 Gew.-% bis 10 Gew.-%, bevorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten. Diethylenetaminopentaacetic acid (DPTA) and its anions, trans-1,2-diaminocyclohexanetetraacetic acid (CDTA) and their anions). The complexing agent (s) according to the invention are advantageously present in cosmetic or dermatological preparations, preferably at from 0.01% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, particularly preferably 0.1 - 2.0 wt .-%, based on the total weight of the preparations.
Zur Anwendung werden die kosmetischen und dermatologischen Zubereitungen erfindungsgemäß in der für Kosmetika üblichen Weise auf die Haut und/oder die Haare in ausreichender Menge aufgebracht. Erfindungsgemäße kosmetische und dermatologische Zubereitungen können in verschiedenen Formen vorliegen. So können sie z.B. eine Lösung, eine wasserfreie Zubereitung, eine Emulsion oder Mikroemulsion vom Typ Wasser-in-ÖI (W/O) oder vom Typ Öl-inWasser (O/W), eine multiple Emulsionen, beispielsweise vom Typ Wasser-in-ÖI-in- Wasser (W/O/W), ein Gel, einen festen Stift, eine Salbe oder auch ein Aerosol darstellen. Es ist auch vorteilhaft, Isoquercitrin in verkapselter Form darzureichen, z.B. in For use, the cosmetic and dermatological preparations are applied according to the invention in the usual manner for cosmetics on the skin and / or hair in sufficient quantity. Cosmetic and dermatological preparations according to the invention can be present in various forms. So they can e.g. a solution, an anhydrous preparation, an emulsion or microemulsion of the water-in-oil (W / O) type or of the oil-in-water type (O / W), a multiple emulsion, for example of the water-in-oil-in-water type. Water (W / O / W), a gel, a solid stick, an ointment or even an aerosol. It is also advantageous to present isoquercitrin in encapsulated form, e.g. in
Kollagenmatrices und anderen üblichen Verkapselungsmaterialien, z.B. als Cellulo- severkapselungen, in Gelatine, Wachsmatrices oder liposomal verkapselt. Insbesondere Wachsmatrices wie sie in der DE-OS 43 08 282 beschrieben werden, haben sich als günstig herausgestellt. Collagen matrices and other common encapsulating materials, e.g. as cellulase encapsulations, in gelatin, wax matrices or liposomally encapsulated. In particular wax matrices as described in DE-OS 43 08 282, have been found to be favorable.
Es ist auch möglich und vorteilhaft im Sinne der vorliegenden Erfindung, erfindungsgemäß verwendete Wirkstoffkombinationen in wäßrige Systeme bzw. Tensidzubereitungen zur Reinigung der Haut und der Haare einzufügen. Die erfindungsgemäßen kosmetischen und dermatologischen Zubereitungen können kosmetische Hilfsstoffe enthalten, wie sie üblicherweise in solchen Zubereitungen verwendet werden, z.B. Konservierungsmittel, Bakterizide, Parfüme, Substanzen zum Verhindern des Schäumens, Farbstoffe, Pigmente, die eine färbende Wirkung haben, Verdickungsmittel, oberflächenaktive Substanzen, Emulgatoren, weichmachende, anfeuch- tende und/oder feuchhaltende Substanzen, Fette, Öle, Wachse oder andere übliche Bestandteile einer kosmetischen oder dermatologischen Formulierung wie Alkohole, Polyole, Polymere, Schaumstabilisatoren, Elektrolyte, organische Lösemittel oder Silikonderivate.
Insbesondere können erfindungsgemäße Zuberetungen auch weitere Antioxidantien und/oder Radikalfängern enthalten. It is also possible and advantageous for the purposes of the present invention to introduce active compound combinations used according to the invention into aqueous systems or surfactant preparations for cleaning the skin and hair. The cosmetic and dermatological preparations according to the invention may comprise cosmetic adjuvants conventionally used in such preparations, for example preservatives, bactericides, perfumes, foaming inhibitors, colorants, pigments having a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moistening and / or moisturizing substances, fats, oils, waxes or other customary constituents of a cosmetic or dermatological formulation, such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives. In particular, compounds according to the invention may also contain further antioxidants and / or radical scavengers.
Vorteilhaft werden solche Antioxidantien gewählt aus der Gruppe bestehend aus Amino- säuren (z.B. Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z.B. Urocaninsäure) und deren Derivate, Peptide wie D,L-Carnosin, D-Carnosin, L-Carnosin und deren Derivate (z.B. Anserin), Carotinoide, Carotine (z.B. α-Carotin, ß-Carotin, Lycopin) und deren Derivate, Chlorogensäure und deren Derivate, Liponsäure und deren Derivate (z.B. Dihydroliponsäure), Aurothioglucose, Propylthiouracil und andere Thiole (z.B. Thioredoxin, Glutathion, Cystein, Cystin, Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ-Linoleyl-, Such antioxidants are advantageously selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocaninic acid) and derivatives thereof, peptides such as D, L-carnosine, D-carnosine, L-carnosine. Carnosine and its derivatives (eg anserine), carotenoids, carotenes (eg α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (eg dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (eg Thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, γ-linoleyl,
Cholesteryl- und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat, Distearylthio- dipropionat, Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sulfoximinverbindungen (z.B. Buthioninsulfoximine, Homocysteinsulfoximin, Buthioninsulfone, Penta-, Hexa-, Heptathioninsulfoximin) in sehr geringen verträglichen Dosierungen (z.B. pmol bis μηΊθΙ/kg), ferner (Metall)-Chelatoren (z.B. α-Hydroxyfettsäuren, Palmitinsäure, Phytinsäure, Lactoferrin), a-Hydroxysäuren (z.B. Citronensäure, Milchsäure, Apfelsäure), Huminsäure, Gallensäure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Derivate, ungesättigte Fettsäuren und deren Derivate (z.B. γ-Linolensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, Ubi- chinon und Ubichinol und deren Derivate, Tocopherole und Derivate (z.B. Vitamin-E-ace- tat), Vitamin A und Derivate (Vitamin-A-palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, Butylhydroxytoluol, Butylhydroxyanisol, Cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and derivatives thereof (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and sulfoximine compounds (eg buthionine sulfoximines, homocysteinesulfoximine, buthionine sulfones, penta, hexa, Heptathioninsulfoximin) in very low tolerated dosages (eg pmol to μηΊθΙ / kg), (metal) chelators (eg α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (eg citric acid, lactic acid, malic acid), humic acid, bile acid , Bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (eg γ-linolenic acid, linoleic acid, oleic acid), folic acid and its derivatives, ubiquinone and ubiquinol and their derivatives, tocopherols and derivatives (eg E-acetate), vitamin A and derivatives (vitamin A palmitate), as well as benzylic benzylic resin, rutinsea and their derivatives, butylhydroxytoluene, butylhydroxyanisole,
Nordihydroguajakharzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophenon, Harn- säure und deren Derivate, Mannose und deren Derivate, Sesamol, Sesamolin, Zink und dessen Derivate (z.B. ZnO, ZnS04) Selen und dessen Derivate (z.B. Selenmethionin), Stilbene und deren Derivate (z.B. Stilbenoxid, Trans-Stilbenoxid) und die erfindungsgemäß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lipide) dieser genannten Wirkstoffe. Nordihydroguajakharzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophenon, uric acid and its derivatives, mannose and its derivatives, sesamol, sesamolin, zinc and its derivatives (eg ZnO, ZnS0 4 ) selenium and its derivatives (eg selenium methionine), stilbenes and their derivatives (eg stilbene oxide, Trans-stilbene oxide) and the inventively suitable derivatives (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these drugs.
Die Menge der vorgenannten Antioxidantien (eine oder mehrere Verbindungen) in den Zubereitungen beträgt vorzugsweise 0,001 bis 30 Gew.-%, besonders bevorzugt 0,01 - 20 Gew.-%, insbesondere 0,1 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung.
Sofern Vitamin E und/oder dessen Derivate das oder die zusätzlichen Antioxidantien darstellen, ist vorteilhaft, deren jeweilige Konzentrationen aus dem Bereich von 0,001 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Formulierung, zu wählen. Sofern Vitamin A, bzw. Vitamin-A-Derivate, bzw. Carotine bzw. deren Derivate das oder die zusätzlichen Antioxidantien darstellen, ist vorteilhaft, deren jeweilige Konzentrationen aus dem Bereich von 0,001 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Formulierung, zu wählen. Erfindungsgemäße Emulsionen sind vorteilhaft und enthalten z.B. die genannten Fette, Öle, Wachse und anderen Fettkörper, sowie Wasser und einen Emulgator, wie er üblicherweise für einen solchen Typ der Formulierung verwendet wird. The amount of the aforementioned antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30 wt .-%, particularly preferably 0.01 to 20 wt .-%, in particular 0.1 to 10 wt .-%, based on the Total weight of the preparation. If vitamin E and / or its derivatives represent the additional antioxidant (s), it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation. If vitamin A or vitamin A derivatives, or carotenes or derivatives thereof, constitute the additional antioxidant (s), it is advantageous if their respective concentrations are in the range from 0.001 to 10% by weight, based on the total weight of the formulation , to choose. Emulsions according to the invention are advantageous and contain, for example, the said fats, oils, waxes and other fatty substances, as well as water and an emulsifier, as is customarily used for such a type of formulation.
Die Lipidphase kann vorteilhaft gewählt werden aus folgender Substanzgruppe: The lipid phase can advantageously be selected from the following substance group:
- Mineralöle, Mineralwachse - mineral oils, mineral waxes
Öle, wie Triglyceride der Caprin- oder der Caprylsäure, Esteröle, wie Oils, such as triglycerides of capric or caprylic acid, ester oils, such as
Dicaprylylether, ferner natürliche Öle wie z.B. Rizinusöl; Dicaprylyl ethers, also natural oils, e.g. Castor oil;
Fette, Wachse und andere natürliche und synthetische Fettkörper, vorzugsweise Fats, waxes and other natural and synthetic fats, preferably
Ester von Fettsäuren mit Alkoholen niedriger C-Zahl, z.B. mit Isopropanol, Propy- lenglykol oder Glycerin, oder Ester von Fettalkoholen mit Alkansäuren niedrigerEsters of fatty acids with lower C-number alcohols, e.g. with isopropanol, propylene glycol or glycerol, or lower esters of fatty alcohols with alkanoic acids
C-Zahl oder mit Fettsäuren oder natürliche Wachse, wie Shea Butter; C number or with fatty acids or natural waxes, such as shea butter;
Alkylbenzoate; benzoates;
Silikonöle wie Dimethicone, Dimethylpolysiloxane, Diethylpolysiloxane, Diphenyl- polysiloxane sowie Mischformen daraus. Silicone oils such as dimethicones, dimethylpolysiloxanes, diethylpolysiloxanes, diphenylpolysiloxanes and mixed forms thereof.
Die Ölphase der Emulsionen, Oleogele bzw. Hydrodispersionen oder Lipodispersionen im Sinne der vorliegenden Erfindung wird vorteilhaft gewählt aus der Gruppe der Ester aus gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkancar- bonsäuren einer Kettenlänge von 3 bis 30 C-Atomen und gesättigten und/oder ungesät- tigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlänge von 3 bis 30 C- Atomen, aus der Gruppe der Ester aus aromatischen Carbonsäuren und gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlänge von 3 bis 30 C-Atomen. Solche Esteröle können dann vorteilhaft gewählt werden aus der Gruppe Isopropylmyristat, Isopropylpalmitat, Isopropylstearat, Isopropyloleat, n-Butylstearat, n-Hexyllaurat, n-Decyloleat, Isooctylstearat, Isononylstearat, Iso-
nonylisononanoat, 2-Ethylhexylpalmitat, 2-Ethylhexyllaurat, 2-Hexyldecylstearat, 2-Oc- tyldodecylpalmitat, Oleyloleat, Oleylerucat, Erucyloleat, Erucylerucat sowie synthetische, halbsynthetische und natürliche Gemische solcher Ester, z.B. Jojobaöl. Ferner kann die Ölphase vorteilhaft gewählt werden aus der Gruppe der verzweigten und unverzweigten Kohlenwasserstoffe und -wachse, der Silkonöle, der Dialkylether, der Gruppe der gesättigten oder ungesättigten, verzweigten oder unverzweigten Alkohole, sowie der Fettsäuretriglyceride, namentlich der Triglycerinester gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkancarbonsäuren einer Kettenlänge von 8 bis 24, insbesondere 12 - 18 C-Atomen. Die Fettsäuretriglyceride können beispielsweise vorteilhaft gewählt werden aus der Gruppe der synthetischen, halbsynthetischen und natürlichen Öle, z.B. Olivenöl, Sonnenblumenöl, Sojaöl, Erdnußöl, Rapsöl, Mandelöl, Palmöl, Kokosöl, Palmkernöl und dergleichen mehr. Auch beliebige Abmischungen solcher Öl- und Wachskomponenten sind vorteilhaft im Sinne der vorliegenden Erfindung einzusetzen. Es kann auch gegebenenfalls vorteilhaft sein, Wachse, beispielsweise Cetylpalmitat, als alleinige Lipidkomponente der Ölphase einzusetzen. Vorteilhaft wird die Ölphase gewählt aus der Gruppe 2-Ethylhexylisostearat, Octyldode- canol, Isotridecylisononanoat, Isoeicosan, 2-Ethylhexylcocoat, Ci2-i5-Alkylbenzoat, Capryl-Caprinsäure-triglycerid, Dicaprylylether. 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 unsaturated, branched and / or unbranched alcohols having a chain length of 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 C-atoms. Such ester oils can then advantageously be selected from the group consisting of isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isobutyl stearate and isopropyl stearate. nonyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2-octyl dodecyl palmitate, oleyl oleate, oleyl erucate, erucyl oleate, erucyl erucate and also synthetic, semisynthetic and natural mixtures of such esters, for example jojoba oil. Furthermore, 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 can be selected, for example, advantageously from the group of synthetic, semi-synthetic and natural oils, such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like. Any mixtures of such oil and wax components are also advantageous to use in the context of the present invention. It may also be advantageous, if appropriate, to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase. The oil phase is advantageously selected from the group 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, Ci2-i5-alkyl benzoate, caprylic-capric acid triglyceride, dicaprylyl ether.
Besonders vorteilhaft sind Mischungen aus Ci2-i5-Alkylbenzoat und 2-Ethylhexylisostea- rat, Mischungen aus Ci2-i5-Alkylbenzoat und Isotridecylisononanoat sowie Mischungen aus C12-i5-Alkylbenzoat, 2-Ethylhexylisostearat und Isotridecylisononanoat. Particularly advantageous are mixtures of Ci2-i5-alkyl benzoate and 2-ethylhexyl isostearate, mixtures of Ci2-i5-alkyl benzoate and isotridecyl isononanoate and mixtures of C 12- i5-alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
Von den Kohlenwasserstoffen sind Paraffinol, Squalan und Squalen vorteilhaft im Sinne der vorliegenden Erfindung zu verwenden. Of the hydrocarbons, paraffinol, squalane and squalene are to be used advantageously in the context of the present invention.
Vorteilhaft kann die Ölphase ferner einen Gehalt an cyclischen oder linearen Silikonölen aufweisen oder vollständig aus solchen Ölen bestehen, wobei allerdings bevorzugt wird, außer dem Silikonöl oder den Silikonölen einen zusätzlichen Gehalt an anderen Ölpha- senkomponenten zu verwenden.
Vorteilhaft wird Dimethicon als erfindungsgemäß zu verwendendes Silikonöl eingesetzt. Aber auch andere Silikonöle sind vorteilhaft im Sinne der vorliegenden Erfindung zu verwenden, beispielsweise Hexamethylcyclotrisiloxan, Polydimethylsiloxan, Advantageously, the oil phase may further comprise a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components in addition to the silicone oil or silicone oils. Dimethicone is advantageously used as the silicone oil to be used according to the invention. However, other silicone oils are also advantageous for the purposes of the present invention, for example hexamethylcyclotrisiloxane, polydimethylsiloxane,
Poly(methylphenylsiloxan). Poly (methylphenylsiloxane).
Es hat sich erfindungsgemäß besonders günstig herausgestellt, wenn die erfindungsgemäßen Zubereitungen neben It has been found to be particularly advantageous according to the invention, when the preparations according to the invention in addition
a) mindestens 2 Gew.-% an Ascorbinsäure und/oder Ascorbylverbindungen, bezogen auf das Gesamtgewicht der Zubereitungen a) at least 2 wt .-% of ascorbic acid and / or ascorbyl compounds, based on the total weight of the preparations
ind dem erfindungsgemäßen Emulgatorsystem in the emulsifier system according to the invention
ferner noch further still
b) ein oder mehrere wasserlösliche Phosphate, insbesondere Orthophosphate c) 4-tert-butyl-4'-Methoxydibenzoylmethan b) one or more water-soluble phosphates, in particular orthophosphates c) 4-tert-butyl-4'-methoxydibenzoylmethane
enthalten. contain.
Das oder die Phosphate, insbesondere Alkalimetallphosphate, davon besonders bevorzugt das Kaliumphosphat, sind erfindungsgemäß vorteilhaft in kosmetischen oder dermatologischen Zubereitungen bevorzugt zu 0,001 Gew.-% bis 10 Gew.-%, bevorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten. Als„Phosphat" im Sinne der vorliegenden Erfindung gelten auch Hydrogenphosphate und Dihydrogenphosphate. The phosphate or phosphates, in particular alkali metal phosphates, particularly preferably the potassium phosphate, are advantageously present in cosmetic or dermatological preparations, preferably at 0.001% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight. %, particularly preferably from 0.1 to 2.0% by weight, based on the total weight of the preparations. Hydrogen phosphates and dihydrogen phosphates also apply as "phosphate" for the purposes of the present invention.
Die Ascorbylverbindung oder die Ascorbylverbindungen, insbesondere Vitamin C, ist bzw. sind erfindungsgemäß vorteilhaft in kosmetischen oder dermatologischen Zuberei- tungen bevorzugt zu 2 Gew.-% bis 20 Gew.-%, bevorzugt zu 3 Gew.-% bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten. The ascorbyl compound or the ascorbyl compounds, in particular vitamin C, is or are advantageously present in cosmetic or dermatological preparations, preferably at from 2% by weight to 20% by weight, preferably from 3% by weight to 5% by weight. , based on the total weight of the preparations.
4-tert-butyl-4'-Methoxydibenzoylmethan ist erfindungsgemäß vorteilhaft in kosmetischen oder dermatologischen Zubereitungen bevorzugt zu 0,001 Gew.-% bis 10 Gew.-%, be- vorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten. According to the invention, 4-tert-butyl-4'-methoxydibenzoylmethane is advantageously present in cosmetic or dermatological preparations at from 0.001% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, particularly preferably from 0.1 to 2.0% by weight, based on the total weight of the preparations.
Zubereitungen, welche O/W-Emulsionen darstellen und sich durch folgende Merkmale auszeichnen, sind erfindungsgemäß ganz besonders bevorzugt:
a) 2 bis 20, insbesondere 3 bis 5 Gew.-% an Ascorbinsäure und/oder Ascorbyl Verbindungen, bezogen auf das Gesamtgewicht der Zubereitungen, Preparations which are O / W emulsions and are distinguished by the following features are very particularly preferred according to the invention: a) 2 to 20, in particular 3 to 5 wt .-% of ascorbic acid and / or ascorbyl compounds, based on the total weight of the preparations,
b) 0,001 Gew.-% bis 10 Gew.-%, bevorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-% eines oder mehrerer wasserlöslicher Phosphate, insbesondere Orthophosphate, b) from 0.001% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, particularly preferably from 0.1% to 2.0% by weight, of one or more water-soluble phosphates, especially orthophosphates,
c) 0 Gew.-% bis 10 Gew.-%, bevorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-%, an 4-tert-butyl-4'-Methoxydibenzoylmethan, i) 0 bis 10 Gew.-% bevorzugt 0,25 bis 5 Gew.-% Natriumstearoylglutamat ii) 0 bis 10 Gew.-% bevorzugt 0,25 bis 5 Gew.-% Cetylstearylsulfat c) from 0% by weight to 10% by weight, preferably from 0.05% by weight to 5% by weight, particularly preferably from 0.1 to 2.0% by weight, of 4-tert-butyl butyl-4'-methoxydibenzoylmethane, i) 0 to 10% by weight, preferably 0.25 to 5% by weight, of sodium stearoylglutamate ii) 0 to 10% by weight, preferably 0.25 to 5% by weight, of cetyl stearylsulfate
iii) 0,05 bis 10 Gew.-% bevorzugt 0,25 bis 5 Gew.-% Glycerylstearat, iii) 0.05 to 10% by weight, preferably 0.25 to 5% by weight, of glyceryl stearate,
jeweils bezogen auf das Gesamtgewicht der Zubereitungen. in each case based on the total weight of the preparations.
Die wäßrige Phase der erfindungsgemäßen Zubereitungen enthält gegebenenfalls vor- teilhaft Alkohole, Diole oder Polyole niedriger C-Zahl, sowie deren Ether, vorzugsweise Ethanol, Isopropanol, Propylenglykol, Glycerin, Ethylenglykol, Ethylenglykolmonoethyl- oder -monobutylether, Propylenglykolmonomethyl, -monoethyl- oder -monobutylether, Di- ethylenglykolmonomethyl- oder -monoethylether und analoge Produkte, ferner Alkohole niedriger C-Zahl, z.B. Ethanol, Isopropanol, 1 ,2-Propandiol, Glycerin sowie insbesondere ein oder mehrere Verdickungsmittel, welches oder welche vorteilhaft gewählt werden können aus der Gruppe Siliciumdioxid, Aluminiumsilikate, Polysaccharide bzw. deren Derivate, z.B. Hyaluronsäure, Xanthangummi, Hydroxypropylmethylcellulose, besonders vorteilhaft aus der Gruppe der Polyacrylate, bevorzugt ein Polyacrylat aus der Gruppe der sogenannten Carbopole, beispielsweise Carbopole der Typen 980, 981 , 1382, 2984, 5984, jeweils einzeln oder in Kombination. If appropriate, 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 , Diethylene glycol monomethyl or monoethyl ether 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 advantageous from the group of polyacrylates, preferably a polyacrylate from the group of so-called Carbopols, for example Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.
Insbesondere werden Gemische der vorstehend genannten Lösemittel verwendet. Bei alkoholischen Lösemitteln kann Wasser ein weiterer Bestandteil sein. Erfindungsgemäße Emulsionen sind vorteilhaft und enthalten z.B. die genannten Fette, Öle, Wachse und anderen Fettkörper, sowie Wasser und einen Emulgator, wie er üblicherweise für einen solchen Typ der Formulierung verwendet wird. In particular, mixtures of the abovementioned solvents are used. For alcoholic solvents, water can be another ingredient. Emulsions of the invention are advantageous and contain e.g. the said fats, oils, waxes and other fatty substances, as well as water and an emulsifier, as commonly used for such a type of formulation.
Gele gemäß der Erfindung enthalten üblicherweise Alkohole niedriger C-Zahl, z.B. Etha- nol, Isopropanol, 1 ,2-Propandiol, Glycerin und Wasser bzw. ein vorstehend genanntes Öl
in Gegenwart eines Verdickungsmittels, das bei ölig-alkoholischen Gelen vorzugsweise Siliciumdioxid oder ein Aluminiumsilikat, bei wäßrig-alkoholischen oder alkoholischen Gelen vorzugweise ein Polyacrylat ist. Als Treibmittel für erfindungsgemäße, aus Aerosolbehältern versprühbare Zubereitungen sind die üblichen bekannten leichtflüchtigen, verflüssigten Treibmittel, beispielsweise Kohlenwasserstoffe (Propan, Butan, Isobutan) geeignet, die allein oder in Mischung miteinander eingesetzt werden können. Auch Druckluft ist vorteilhaft zu verwenden. Vorteilhaft können erfindungsgemäße Zubereitungen außerdem weitere Substanzen enthalten, die UV-Strahlung im UVA- und/oder UVB-Bereich absorbieren, wobei die Gesamtmenge der Filtersubstanzen z.B. 0,1 Gew.-% bis 30 Gew.-%, vorzugsweise 0,5 bis 10 Gew.-%, insbesondere 1 ,0 bis 6,0 Gew.-% beträgt, bezogen auf das Gesamtgewicht der Zubereitungen, um kosmetische Zubereitungen zur Verfügung zu stellen, die das Haar bzw. die Haut vor dem gesamten Bereich der ultravioletten Strahlung schützen. Sie können auch als Sonnenschutzmittel fürs Haar oder die Haut dienen. Gels according to the invention usually contain alcohols of low carbon number, for example ethanol, isopropanol, 1,2-propanediol, glycerol and water or an abovementioned 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. Suitable propellants for preparations which can be sprayed from aerosol containers according to the invention are the customary known highly volatile, liquefied propellants, for example hydrocarbons (propane, butane, isobutane), which can be used alone or mixed with one another. Also, compressed air is advantageous to use. Advantageously, preparations according to the invention may also contain other substances which absorb UV radiation in the UVA and / or UVB range, the total amount of filter substances being, for example, from 0.1% by weight to 30% by weight, preferably from 0.5 to 10 Wt .-%, in particular 1, 0 to 6.0 wt .-%, based on the total weight of the preparations, in order to provide cosmetic preparations that protect the hair or the skin from the entire range of ultraviolet radiation. They can also serve as a sunscreen for hair or skin.
Enthalten die erfindungsgemäßen Zubereitungen UVB-Filtersubstanzen, können diese öllöslich oder wasserlöslich sein. Erfindungsgemäß vorteilhafte öllösliche UVB-Filter sind z.B.: If the preparations according to the invention contain UVB filter substances, they may be oil-soluble or water-soluble. Advantageously oil-soluble UVB filters according to the invention are, for example:
3- Benzylidencampher-Derivate, vorzugsweise 3-(4-Methylbenzyliden)campher, 3- Benzylidencampher; 3-benzylidene camphor derivatives, preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor;
4- Aminobenzoesäure-Derivate, vorzugsweise 4-(Dimethylamino)-benzoesäure(2- ethylhexyl)ester, 4-(Dimethylamino)benzoesäureamylester; 4-aminobenzoic acid derivatives, preferably (2- ethylhexyl) 4- (dimethylamino) benzoate, 4- (dimethylamino) benzoic acid amyl ester;
- Ester der Zimtsäure, vorzugsweise 4-Methoxyzimtsäure(2-ethylhexyl)ester, 4-Me- thoxyzimtsäureisopentylester; Esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-methoxycinnamic acid isopentyl ester;
Ester der Salicylsäure, vorzugsweise Salicylsäure(2-ethylhexyl)ester, Salicylsäu- re(4-isopropylbenzyl)ester, Salicylsäurehomomenthylester, Esters of salicylic acid, preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate,
Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2- Hydroxy-4-methoxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophe- non; Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
Ester der Benzalmalonsäure, vorzugsweise 4-Methoxybenzalmalonsäuredi(2-ethyl- hexyl)ester, - 2,4,6-Trianilino-(p-carbo-2'-ethyl-1 '-hexyloxy) -1 ,3,5-triazin. Vorteilhafte wasserlösliche UVB-Filter sind z.B.:
Salze der 2-Phenylbenzimidazol-5-sulfonsäure wie ihr Natrium-, Kalium- oder ihr Triethanolammonium-Salz, sowie die Sulfonsäure selbst; Esters of benzalmalonic acid, preferably di (2-ethylhexyl) 4-methoxybenzalmalonate, - 2,4,6-trianilino (p-carbo-2'-ethyl-1 '-hexyloxy) -1, 3,5-triazine. Advantageous water-soluble UVB filters are, for example: Salts of 2-phenylbenzimidazole-5-sulfonic acid, such as its sodium, potassium or triethanolammonium salt, and the sulfonic acid itself;
Sulfonsäure-Derivate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxy- benzophenon-5-sulfonsäure und ihre Salze; Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
Sulfonsäure-Derivate des 3-Benzylidencamphers, wie z.B. 4-(2-Oxo-3-bornyliden- methyl)benzolsulfonsäure, 2-Methyl-5-(2-oxo-3-bornylidenmethyl)sulfonsäure und ihre Salze sowie das 1 ,4-di(2-oxo-10-Sulfo-3-bornylidenmethyl)-Benzol und dessen Salze (die entprehenden 10-Sulfato-verbindungen, beispielsweise das entspre- chende Natrium-, Kalium- oder Triethanolammonium-Salz), auch als Benzol-1 ,4- di(2-oxo-3-bornylidenmethyl-10-Sulfonsäure bezeichnet Sulfonic acid derivatives of the 3-benzylidene camphor, e.g. 4- (2-oxo-3-bomylidene-methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidenemethyl) sulfonic acid and its salts, and the 1,4-di (2-oxo-10-sulfonic acid) 3-bornylidenemethyl) benzene and its salts (the debasing 10-sulfato compounds, for example the corresponding sodium, potassium or triethanolammonium salt), also as benzene-1, 4-di (2-oxo-3- termylidenemethyl-10-sulfonic acid
Die Liste der genannten UVB-Filter, die in Kombination mit den erfindungsgemäßen Wirkstoffkombinationen verwendet werden können, soll selbstverständlich nicht limitie- rend sein. The list of said UVB filters which can be used in combination with the active compound combinations according to the invention should of course not be limiting.
Gegenstand der Erfindung ist auch die Verwendung einer Kombination der erfindungsgemäß verwendeten Wirkstoffkombinationen mit mindestens einem UVB-Filter als Anti- oxidans bzw. die Verwendung einer Kombination der erfindungsgemäß verwendeten Wirkstoffkombinationen mit mindestens einem UVB-Filter als Antioxidans in einer kosmetischen oder dermatologischen Zubereitung. The invention also provides the use of a combination of the active substance combinations used according to the invention with at least one UVB filter as antioxidant or the use of a combination of the active compound combinations used according to the invention with at least one UVB filter as antioxidant in a cosmetic or dermatological preparation.
Es kann auch von Vorteil sein, die erfindungsgemäß verwendeten Wirkstoffkombinationen mit UVA-Filtern zu kombinieren, die bisher üblicherweise in kosmetischen Zu- bereitungen enthalten sind. It may also be advantageous to combine the active ingredient combinations used according to the invention with UVA filters which have hitherto usually been present in cosmetic preparations.
Kosmetische und dermatologische Zubereitungen mit einem wirksamen Gehalt an erfindungsgemäß verwendeten Wirkstoffkombinationen können auch anorganische Pigmente enthalten, die üblicherweise in der Kosmetik zum Schutze der Haut vor UV-Strahlen ver- wendet werden. Dabei handelt es sich um Oxide des Titans, Zinks, Zirkoniums, Siliciums, Mangans, Cers und Mischungen davon, sowie Abwandlungen, bei denen die Oxide die aktiven Agentien sind. Besonders bevorzugt handelt es sich um Pigmente auf der Basis von Titandioxid.
Die EU-Kommission am 22. September 2006 eine Empfehlung veröffentlicht, die für mehr Sicherheit und Transparenz bei Sonnenschutzmitteln sorgen soll. Die EU- Empfehlung sieht einen UVA-Schutz von 1 : 3 im Verhältnis zum UVB-Schutz vor. Bislang war lediglich der Schutz von sonnenbrandverursachenden UVB-Strahlen in der Kosmetikverordnung geregelt. Mit der neuen EU-Empfehlung soll jedes Sonnenschutzmittel gleichzeitig auch vor UVA-Strahlung schützen. Der Verbraucher soll davon ausgehen, dass ein UVA-Schutz gewährleistet ist, der mit steigendem SPF-Wert ansteigt. Aus ethischen Gründen wird dazu eine in-vitro-Methode vorgeschlagen. Bei der Beiersdorf AG wurde eine in-vitro Methode zur UVA-Bestimmung in Abhängigkeit an den Lichtschutzfaktor entwickelt: die UVA/UVB-Balance. Cosmetic and dermatological preparations with an effective content of active ingredient combinations used according to the invention may also contain inorganic pigments which are commonly used in cosmetics for protecting the skin from UV rays. These are oxides of titanium, zinc, zirconium, silicon, manganese, cerium and mixtures thereof, as well as modifications in which the oxides are the active agents. Particular preference is given to pigments based on titanium dioxide. On 22 September 2006, the EU Commission published a recommendation aimed at increasing the safety and transparency of sunscreen products. The EU recommendation provides for UVA protection of 1: 3 in relation to UVB protection. So far, only the protection of sunburn-causing UVB rays was regulated in the Cosmetics Regulation. With the new EU recommendation, each sunscreen should simultaneously protect against UVA radiation. The consumer should assume that UVA protection is guaranteed, which increases with increasing SPF value. For ethical reasons, an in vitro method is proposed. Beiersdorf AG developed an in-vitro method for UVA determination as a function of the sun protection factor: the UVA / UVB balance.
Im Februar 2005 wurde die UVA/UVB-Balance als DIN 67502 veröffentlicht und ist damit die erste offizielle Methode zur Bestimmung des UVA-Schutzes im europäischen Raum. In February 2005, the UVA / UVB balance was published as DIN 67502, making it the first official method for determining UVA protection in Europe.
Eine Methode zur Messung der UVA-Schutzleistung wird derzeit auch bei der COLI PA bearbeitet, weil die Industrie nach einer einheitlichen Methode verlangt. Die COLIPA ist der Dachverband der europäischen Kosmetikindustrie, sie gibt u. a. Empfehlungen hin- sichtlich der Ausführung der Messmethode heraus. A method for measuring the UVA protection performance is currently also being worked on in the COLI PA because the industry demands a uniform method. The COLIPA is the umbrella organization of the European cosmetics industry. a. Recommendations regarding the execution of the measuring method.
Die UVA/UVB-Balance stellt die Basis der dort diskutierten Methode dar. Sie wird dahingehend modifiziert, dass sie um eine Vorbestrahlung mit UV-Licht erweitert wird, um auch einige spezielle UV-Filtersysteme mit einbeziehen zu können. Bisher wurden die Produk- te ohne Vorbestrahlung getestet. The UVA / UVB balance is the basis of the method discussed there. It is modified to include a pre-irradiation with UV light to include some special UV filter systems. So far, the products have been tested without pre-irradiation.
Dadurch konnte kein Aufschluss darüber gegeben werden, ob die Schutzwirkung des Produktes auch unter realen Bedingungen durch Sonneneinwirkung gegeben ist. Diese erweiterte Messmethode trägt den Namen„COLIPA Ratio". As a result, no information could be provided as to whether the protective effect of the product under real conditions is given by sun exposure. This advanced measurement method is called "COLIPA Ratio".
Das bedeutet, dass UVA-Filter in Relation von 1 :3 zu UVB-Filtern eingesetzt werden, und damit der UVA-Schutz mit steigendem Lichtschutz angehoben wird. This means that UVA filters are used in relation of 1: 3 to UVB filters, and thus the UVA protection is increased with increasing light protection.
Erfindungsgemäß ist schließlich ganz besonders bevorzugt, wenn in den Zubereitungen das Verhältnis von UV-A zu UV-B-Schutz, bestimmt nach den Colipa Guidlines Edition
2007a („Method for the in vitro determination of UVA protection provided by sunscreen products"), mindestens 1 : 3 beträgt, noch vorteilhafter mindestens 2 : 3 beträgt. Finally, according to the invention, very particular preference is given in the preparations to the ratio of UV-A to UV-B protection, determined according to the Colipa Guidlines Edition 2007a ("Method for the in vitro determination of UVA protection provided by sunscreen products"), at least 1: 3, more preferably at least 2: 3.
Die kosmetischen und dermatologischen enthalten Wirkstoffe und Hilfsstoffe, wie sie üblicherweise für diesen Typ von Zubereitungen zur Haarpflege und Haarbehandlung verwendet werden. Als Hilfsstoffe dienen Konservierungsmittel, oberflächenaktive Substanzen, Substanzen zum Verhindern des Schäumens, Verdickungsmittel, Emulgatoren, Fette, Öle, Wachse, organische Lösungsmittel, Bakterizide, Parfüme, Farbstoffe oder Pigmente, deren Aufgabe es ist, die Haare oder die kosmetische oder dermatologische Zubereitung selbst zu färben, Elektroyte, Substanzen gegen das Fetten der Haare. The cosmetic and dermatological ingredients include active ingredients and adjuvants commonly used for this type of hair care and hair treatment preparations. As auxiliaries are preservatives, surface-active substances, substances for preventing the foaming, thickeners, emulsifiers, fats, oils, waxes, organic solvents, bactericides, perfumes, dyes or pigments whose task is the hair or the cosmetic or dermatological preparation itself dye, Elektroyte, substances against the greasing of the hair.
Die nachfolgenden Beispiele sollen die vorliegende Erfindung verdeutlichen, ohne sie einzuschränken. Alle Mengenangaben, Anteile und Prozentanteile sind, soweit nicht anders angegeben, auf das Gewicht und die Gesamtmenge bzw. auf das Gesamtgewicht der Zubereitungen bezogen.
The following examples are intended to illustrate the present invention without limiting it. Unless indicated otherwise, all amounts, proportions and percentages are based on the weight and the total amount or on the total weight of the preparations.
Beispiel 4: Lotion mit Vitamin C Gew.-%Example 4: Lotion with Vitamin C% by weight
Paraffinum Liquidum 10Paraffin Liquidum 10
Natriumstearoylglutamat 0,3Sodium stearoylglutamate 0.3
Glycerylstearat 1 ,5Glyceryl stearate 1, 5
Glycerin 10Glycerol 10
Kaliumhydrogenphosphat 0,5Potassium hydrogen phosphate 0.5
Carbomer 0,2Carbomer 0.2
Xanthan Gummi 1Xanthan gum 1
Ascorbinsäure 3,2Ascorbic acid 3.2
Alcohol Denat. 3Alcohol Denat. 3
Q 10 0,04Q 10 0.04
Dimethicon 2Dimethicone 2
Cyclomethicon 3Cyclomethicone 3
Kreatin 0,25Creatine 0.25
Parfüm 0,2Perfume 0.2
Konservierung q.s.Preservation q.s.
Wasser ad 100
Water ad 100
Claims
1. Zubereitungen, insbesondere kosmetische oder dermatologische Zubereitungen enthaltend 1. Preparations, in particular containing cosmetic or dermatological preparations
als Emulgatorsystem Gemische aus mixtures as an emulsifier system
i) Natriumstearoylglutamat und/oder i) sodium stearoyl glutamate and/or
ii) Cetylstearylsulfat in Kombination mit ii) Cetylstearyl sulfate in combination with
iii) Glycerylstearat iii) Glyceryl stearate
2. Verwendung eines Emulgatorgemisches aus 2. Use of an emulsifier mixture
i) Natriumstearoylglutamat und/oder i) sodium stearoyl glutamate and/or
ii) Cetylstearylsulfat in Kombination mit ii) Cetylstearyl sulfate in combination with
iii) Glycerylstearat iii) Glyceryl stearate
zum Schutze mindestens eines Wirkstoffes, gewählt aus der Gruppe der Ascorbinsaure und der Ascorbylverbindungen, gegen Oxidation, und zwar insbesondere zum Schutze gegen Oxidation in kosmetischen oder dermatologischen Zubereitungen, wobei der Gesamtgehalt an Ascorbinsaure und Ascorbylverbindungen in den Zubereitungen mindestens 1 , bevorzugt mindestens 2 Gew.-% beträgt, bezogen auf das Gesamtgewicht der Zubereitungen. to protect at least one active ingredient, selected from the group of ascorbic acid and ascorbyl compounds, against oxidation, in particular to protect against oxidation in cosmetic or dermatological preparations, the total content of ascorbic acid and ascorbyl compounds in the preparations being at least 1, preferably at least 2, by weight. -%, based on the total weight of the preparations.
3. Zubereitungen oder Verwendung nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass in den kosmetischen oder dermatologischen Zubereitungen i) 0 bis 10 Gew.-% Natriumstearoylglutamat 3. Preparations or use according to one of the preceding claims, characterized in that in the cosmetic or dermatological preparations i) 0 to 10% by weight of sodium stearoyl glutamate
ii) 0 bis 10 Gew.-% Cetylstearylsulfat ii) 0 to 10% by weight of cetostearyl sulfate
iii) 0,05 bis 10 Gew.-% Glycerylstearat iii) 0.05 to 10% by weight glyceryl stearate
enthalten sind. are included.
4. Zubereitungen oder Verwendung nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass in den kosmetischen oder dermatologischen Zubereitungen i) 0,25 bis 5 Gew.-% Natriumstearoylglutamat 4. Preparations or use according to one of the preceding claims, characterized in that in the cosmetic or dermatological preparations i) 0.25 to 5% by weight of sodium stearoyl glutamate
ii) 0,25 bis 5 Gew.-% Cetylstearylsulfat ii) 0.25 to 5% by weight of cetylstearyl sulfate
iii) 0,25 bis 5 Gew.-% Glycerylstearat iii) 0.25 to 5% by weight glyceryl stearate
enthalten sind.
are included.
5. Zubereitungen oder Verwendung nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass das oder die Phosphate, insbesondere Alkalimetallphosphate, davon besonders bevorzugt das Kaliumphosphat, in den kosmetischen oder dermatologischen Zubereitungen zu 0,001 Gew.-% bis 10 Gew.-%, bevorzugt zu 0,05 Gew.- % bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten sind. 5. Preparations or use according to one of the preceding claims, characterized in that the phosphate or phosphates, in particular alkali metal phosphates, of which potassium phosphate is particularly preferred, in the cosmetic or dermatological preparations to 0.001% by weight to 10% by weight, preferably to 0.05% by weight to 5% by weight, particularly preferably 0.1-2.0% by weight, based on the total weight of the preparations.
6. Zubereitungen oder Verwendung nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass die Ascorbylverbindung oder die Ascorbylverbindungen, insbeson- dere Vitamin C, in den kosmetischen oder dermatologischen Zubereitungen zu 2 Gew.-% bis 20 Gew.-%, bevorzugt zu 3 Gew.-% bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten sind 6. Preparations or use according to one of the preceding claims, characterized in that the ascorbyl compound or the ascorbyl compounds, in particular vitamin C, in the cosmetic or dermatological preparations are 2% by weight to 20% by weight, preferably 3% by weight .-% to 5% by weight, based on the total weight of the preparations, are included
7. Zubereitungen oder Verwendung nach einem der vorstehenden Ansprüche, dadurch gekennzeichnet, dass das 4-tert-butyl-4'-Methoxydibenzoylmethan in den kosmetischen oder dermatologischen Zubereitungen bevorzugt zu bis 10 Gew.-%, bevorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten ist. 7. Preparations or use according to one of the preceding claims, characterized in that the 4-tert-butyl-4'-methoxydibenzoylmethane in the cosmetic or dermatological preparations is preferably up to 10% by weight, preferably 0.05% by weight. up to 5% by weight, particularly preferably 0.1-2.0% by weight, based on the total weight of the preparations.
8. Zubereitungen nach einem der vorstehenden Ansprüche, welche O/W-Emulsionen darstellen und sich durch folgende Merkmale auszeichnen: 8. Preparations according to one of the preceding claims, which represent O/W emulsions and are characterized by the following features:
a) 2 bis 20, insbesondere 3 bis 5 Gew.-% an Ascorbinsäure und/oder Ascorbylverbindungen, bezogen auf das Gesamtgewicht der Zubereitungen, a) 2 to 20, in particular 3 to 5% by weight of ascorbic acid and/or ascorbyl compounds, based on the total weight of the preparations,
b) 0,001 Gew.-% bis 10 Gew.-%, bevorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbe- sondere bevorzugt zu 0,1 - 2,0 Gew.-% eines oder mehrerer wasserlöslicherb) 0.001% by weight to 10% by weight, preferably 0.05% by weight to 5% by weight, particularly preferably 0.1-2.0% by weight, of one or more water-soluble
Phosphate, insbesondere Orthophosphate, Phosphates, especially orthophosphates,
c) bis 10 Gew.-%, bevorzugt zu 0,05 Gew.-% bis 5 Gew.-%, insbesondere bevorzugt zu 0,1 - 2,0 Gew.-%, an 4-tert-butyl-4'-Methoxydibenzoylmethan, c) up to 10% by weight, preferably 0.05% by weight to 5% by weight, particularly preferably 0.1-2.0% by weight, of 4-tert-butyl-4'- methoxydibenzoylmethane,
i) 0 bis 10 Gew.-% bevorzugt 0,25 bis 5 Gew.-% Natriumstearoylglutamat ii) 0 bis 10 Gew.-% bevorzugt 0,25 bis 5 Gew.-% Cetylstearylsulfat i) 0 to 10% by weight, preferably 0.25 to 5% by weight, of sodium stearoyl glutamate ii) 0 to 10% by weight, preferably 0.25 to 5% by weight of cetylstearyl sulfate
iii) 0,05 bis 10 Gew.-% bevorzugt 0,25 bis 5 Gew.-% Glycerylstearat, iii) 0.05 to 10% by weight, preferably 0.25 to 5% by weight, of glyceryl stearate,
jeweils bezogen auf das Gesamtgewicht der Zubereitungen. each based on the total weight of the preparations.
9. Zubereitungen nach einem der vorstehenden Ansprüche, bei welchen das Verhältnis von UV-A zu UV-B-Schutz, bestimmt nach den Colipa Guidlines Edition 2007a („Method
for the in vitro determination of UVA protection provided by sunscreen products"), mindestens 1 : 3 beträgt, noch vorteilhafter mindestens 2 : 3 beträgt.
9. Preparations according to one of the preceding claims, in which the ratio of UV-A to UV-B protection, determined according to the Colipa Guidelines Edition 2007a (“Method for the in vitro determination of UVA protection provided by sunscreen products"), is at least 1:3, more advantageously at least 2:3.
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DE102013208880.9 | 2013-05-14 | ||
DE102013208880.9A DE102013208880A1 (en) | 2013-05-14 | 2013-05-14 | Stabilized preparations containing ascorbic acid and mixtures of sodium stearoylglutamate and / or cetylstearylsulfate in combination with glyceryl stearate |
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PCT/EP2014/058496 WO2014183974A1 (en) | 2013-05-14 | 2014-04-25 | Stabilized preparations containing ascorbic acid and mixtures of sodium stearoyl glutamate and/or cetyl stearyl sulfate in combination with glyceryl stearate |
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WO (1) | WO2014183974A1 (en) |
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WO2016078854A1 (en) * | 2014-11-19 | 2016-05-26 | Beiersdorf Ag | Preparations containing ascorbic acid, ubidecarenone and phosphate ions, for improved skin contouring or against cellulite |
WO2016078853A1 (en) * | 2014-11-19 | 2016-05-26 | Beiersdorf Ag | Preparations containing ascorbic acid, ubidecarenone and an emulsifier mixture |
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