CA2159201C - Produit cosmetique - Google Patents

Produit cosmetique Download PDF

Info

Publication number: CA2159201C
Authority: CA; Canada
Prior art keywords: skin; composition; ceramide; precursors; pathway
Prior art date: 1993-04-20
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

CA002159201A

Other languages

English (en)

Other versions

CA2159201A1 (fr

Inventor

Simon Mark Jackson

Anthony Vincent Rawlings

Ian Richard Scott

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Unilever PLC

Original Assignee

Unilever PLC

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1993-04-20

Filing date

1994-04-07

Publication date

2007-06-26

1993-04-20 Priority claimed from GB939308103A external-priority patent/GB9308103D0/en

1994-04-07 Application filed by Unilever PLC filed Critical Unilever PLC

1994-10-27 Publication of CA2159201A1 publication Critical patent/CA2159201A1/fr

2007-06-26 Application granted granted Critical

2007-06-26 Publication of CA2159201C publication Critical patent/CA2159201C/fr

2014-04-07 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 110
239000002537 cosmetic Substances 0.000 title description 6
229940106189 ceramide Drugs 0.000 claims abstract description 99
CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 claims abstract description 85
YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 claims abstract description 84
ZVEQCJWYRWKARO-UHFFFAOYSA-N ceramide Natural products CCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C=CCCC=C(C)CCCCCCCCC ZVEQCJWYRWKARO-UHFFFAOYSA-N 0.000 claims abstract description 84
VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 claims abstract description 84
230000037361 pathway Effects 0.000 claims abstract description 57
239000000543 intermediate Substances 0.000 claims abstract description 45
239000002243 precursor Substances 0.000 claims abstract description 31
230000000699 topical effect Effects 0.000 claims abstract description 14
-1 hydroxy fatty acids Chemical class 0.000 claims description 46
WWUZIQQURGPMPG-UHFFFAOYSA-N (-)-D-erythro-Sphingosine Natural products CCCCCCCCCCCCCC=CC(O)C(N)CO WWUZIQQURGPMPG-UHFFFAOYSA-N 0.000 claims description 29
WWUZIQQURGPMPG-KRWOKUGFSA-N sphingosine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO WWUZIQQURGPMPG-KRWOKUGFSA-N 0.000 claims description 29
SGTYQWGEVAMVKB-NXCFDTQHSA-N [(2s,3s,4r)-2-acetamido-3,4-diacetyloxyoctadecyl] acetate Chemical compound CCCCCCCCCCCCCC[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](NC(C)=O)COC(C)=O SGTYQWGEVAMVKB-NXCFDTQHSA-N 0.000 claims description 24
AERBNCYCJBRYDG-UHFFFAOYSA-N D-ribo-phytosphingosine Natural products CCCCCCCCCCCCCCC(O)C(O)C(N)CO AERBNCYCJBRYDG-UHFFFAOYSA-N 0.000 claims description 23
229940033329 phytosphingosine Drugs 0.000 claims description 23
AERBNCYCJBRYDG-KSZLIROESA-N phytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO AERBNCYCJBRYDG-KSZLIROESA-N 0.000 claims description 22
150000001783 ceramides Chemical class 0.000 claims description 17
OTKJDMGTUTTYMP-ZWKOTPCHSA-N sphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO OTKJDMGTUTTYMP-ZWKOTPCHSA-N 0.000 claims description 15
HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 14
235000014113 dietary fatty acids Nutrition 0.000 claims description 12
239000000194 fatty acid Substances 0.000 claims description 12
229930195729 fatty acid Natural products 0.000 claims description 12
OTKJDMGTUTTYMP-UHFFFAOYSA-N dihydrosphingosine Natural products CCCCCCCCCCCCCCCC(O)C(N)CO OTKJDMGTUTTYMP-UHFFFAOYSA-N 0.000 claims description 11
238000000034 method Methods 0.000 claims description 11
150000002148 esters Chemical class 0.000 claims description 9
150000004665 fatty acids Chemical class 0.000 claims description 8
235000012000 cholesterol Nutrition 0.000 claims description 7
230000008591 skin barrier function Effects 0.000 claims description 6
206010013786 Dry skin Diseases 0.000 claims description 5
230000032683 aging Effects 0.000 claims description 5
230000037336 dry skin Effects 0.000 claims description 5
230000002708 enhancing effect Effects 0.000 claims description 5
206010040954 Skin wrinkling Diseases 0.000 claims description 4
229920006395 saturated elastomer Polymers 0.000 claims description 4
230000037303 wrinkles Effects 0.000 claims description 3
208000001126 Keratosis Diseases 0.000 claims description 2
206010051246 Photodermatosis Diseases 0.000 claims description 2
238000011161 development Methods 0.000 claims description 2
230000018109 developmental process Effects 0.000 claims description 2
206010020649 Hyperkeratosis Diseases 0.000 claims 1
150000002632 lipids Chemical class 0.000 description 54
210000003491 skin Anatomy 0.000 description 40
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 34
229920003171 Poly (ethylene oxide) Polymers 0.000 description 29
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 28
230000015572 biosynthetic process Effects 0.000 description 25
239000003981 vehicle Substances 0.000 description 24
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
230000000694 effects Effects 0.000 description 17
239000003995 emulsifying agent Substances 0.000 description 17
238000003786 synthesis reaction Methods 0.000 description 16
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 15
238000009472 formulation Methods 0.000 description 13
239000006210 lotion Substances 0.000 description 13
239000003921 oil Substances 0.000 description 12
239000002304 perfume Substances 0.000 description 12
235000019441 ethanol Nutrition 0.000 description 11
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
235000019198 oils Nutrition 0.000 description 11
210000000434 stratum corneum Anatomy 0.000 description 11
210000002615 epidermis Anatomy 0.000 description 10
239000000463 material Substances 0.000 description 10
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
239000003755 preservative agent Substances 0.000 description 9
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
239000000243 solution Substances 0.000 description 8
150000003410 sphingosines Chemical class 0.000 description 8
239000007762 w/o emulsion Substances 0.000 description 8
RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 7
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 7
GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 7
150000002305 glucosylceramides Chemical class 0.000 description 7
210000002510 keratinocyte Anatomy 0.000 description 7
239000012071 phase Substances 0.000 description 7
229920001296 polysiloxane Polymers 0.000 description 7
230000002335 preservative effect Effects 0.000 description 7
238000009790 rate-determining step (RDS) Methods 0.000 description 7
239000000126 substance Substances 0.000 description 7
KBUNOSOGGAARKZ-KRWDZBQOSA-N 3-dehydrosphinganine Chemical compound CCCCCCCCCCCCCCCC(=O)[C@@H](N)CO KBUNOSOGGAARKZ-KRWDZBQOSA-N 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
239000004322 Butylated hydroxytoluene Substances 0.000 description 6
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
230000008901 benefit Effects 0.000 description 6
235000010354 butylated hydroxytoluene Nutrition 0.000 description 6
229940095259 butylated hydroxytoluene Drugs 0.000 description 6
235000013870 dimethyl polysiloxane Nutrition 0.000 description 6
229910052757 nitrogen Inorganic materials 0.000 description 6
239000012074 organic phase Substances 0.000 description 6
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 6
229920000136 polysorbate Polymers 0.000 description 6
PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 6
239000004094 surface-active agent Substances 0.000 description 6
229960001295 tocopherol Drugs 0.000 description 6
239000011732 tocopherol Substances 0.000 description 6
MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 5
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 5
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 5
FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 5
229960000541 cetyl alcohol Drugs 0.000 description 5
239000004205 dimethyl polysiloxane Substances 0.000 description 5
239000000839 emulsion Substances 0.000 description 5
230000001965 increasing effect Effects 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
239000007764 o/w emulsion Substances 0.000 description 5
MNBKLUUYKPBKDU-BBECNAHFSA-N palmitoyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCC)O[C@H]1N1C2=NC=NC(N)=C2N=C1 MNBKLUUYKPBKDU-BBECNAHFSA-N 0.000 description 5
239000000600 sorbitol Substances 0.000 description 5
HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 description 4
MGYUQZIGNZFZJS-KTKRTIGZSA-N 2-[2-[(z)-octadec-9-enoxy]ethoxy]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCOCCO MGYUQZIGNZFZJS-KTKRTIGZSA-N 0.000 description 4
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
102000015785 Serine C-Palmitoyltransferase Human genes 0.000 description 4
108010024814 Serine C-palmitoyltransferase Proteins 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 4
230000001476 alcoholic effect Effects 0.000 description 4
239000003963 antioxidant agent Substances 0.000 description 4
235000006708 antioxidants Nutrition 0.000 description 4
230000004888 barrier function Effects 0.000 description 4
210000004027 cell Anatomy 0.000 description 4
239000003240 coconut oil Substances 0.000 description 4
235000019864 coconut oil Nutrition 0.000 description 4
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229960001760 dimethyl sulfoxide Drugs 0.000 description 4
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239000008309 hydrophilic cream Substances 0.000 description 4
238000010348 incorporation Methods 0.000 description 4
238000011534 incubation Methods 0.000 description 4
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 4
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
239000002480 mineral oil Substances 0.000 description 4
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239000003961 penetration enhancing agent Substances 0.000 description 4
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238000004809 thin layer chromatography Methods 0.000 description 4
GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 4
KJTLQQUUPVSXIM-ZCFIWIBFSA-N (R)-mevalonic acid Chemical compound OCC[C@](O)(C)CC(O)=O KJTLQQUUPVSXIM-ZCFIWIBFSA-N 0.000 description 3
CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 3
FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 3
UGAGPNKCDRTDHP-UHFFFAOYSA-N 16-hydroxyhexadecanoic acid Chemical compound OCCCCCCCCCCCCCCCC(O)=O UGAGPNKCDRTDHP-UHFFFAOYSA-N 0.000 description 3
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102000004190 Enzymes Human genes 0.000 description 3
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241000233866 Fungi Species 0.000 description 3
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238000006243 chemical reaction Methods 0.000 description 3
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 3
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ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 2
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239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
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239000004166 Lanolin Substances 0.000 description 2
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229910002027 silica gel Inorganic materials 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
239000004299 sodium benzoate Substances 0.000 description 1
235000010234 sodium benzoate Nutrition 0.000 description 1
229960003885 sodium benzoate Drugs 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 description 1
239000004324 sodium propionate Substances 0.000 description 1
235000010334 sodium propionate Nutrition 0.000 description 1
229960003212 sodium propionate Drugs 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
238000000527 sonication Methods 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
239000001570 sorbitan monopalmitate Substances 0.000 description 1
235000011071 sorbitan monopalmitate Nutrition 0.000 description 1
229940031953 sorbitan monopalmitate Drugs 0.000 description 1
235000019337 sorbitan trioleate Nutrition 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
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
229960004274 stearic acid Drugs 0.000 description 1
235000003702 sterols Nutrition 0.000 description 1
150000003432 sterols Chemical class 0.000 description 1
210000004003 subcutaneous fat Anatomy 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
235000020238 sunflower seed Nutrition 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
VUYXVWGKCKTUMF-UHFFFAOYSA-N tetratriacontaethylene glycol monomethyl ether Chemical compound COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO VUYXVWGKCKTUMF-UHFFFAOYSA-N 0.000 description 1
210000001519 tissue Anatomy 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
238000011200 topical administration Methods 0.000 description 1
229960001727 tretinoin Drugs 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
238000000108 ultra-filtration Methods 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
235000013343 vitamin Nutrition 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
235000019155 vitamin A Nutrition 0.000 description 1
239000011719 vitamin A Substances 0.000 description 1
229940045997 vitamin a Drugs 0.000 description 1
229940118846 witch hazel Drugs 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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/606—Nucleosides; Nucleotides; Nucleic acids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
- 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

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Molecular Biology (AREA)
Birds (AREA)
Epidemiology (AREA)
Dermatology (AREA)
Biophysics (AREA)
Chemical & Material Sciences (AREA)
Biochemistry (AREA)
Cosmetics (AREA)

CA002159201A 1993-04-20 1994-04-07 Produit cosmetique Expired - Lifetime CA2159201C (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
GB939308103A GB9308103D0 (en)	1993-04-20	1993-04-20	Cosmetic composition
GB9308103.2		1993-04-20
PCT/EP1994/001117 WO1994023694A1 (fr)	1993-04-20	1994-04-07	Composition cosmetique contenant des precurseurs de ceramide

Publications (2)

Publication Number	Publication Date
CA2159201A1 CA2159201A1 (fr)	1994-10-27
CA2159201C true CA2159201C (fr)	2007-06-26

Family

ID=38278925

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002159201A Expired - Lifetime CA2159201C (fr)	1993-04-20	1994-04-07	Produit cosmetique

Country Status (1)

Country	Link
CA (1)	CA2159201C (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR101796711B1 (ko) *	2017-04-12	2017-11-10	주식회사 코리아나화장품	테트라아세틸피토스핑고신을 유효성분으로 함유하는 화장료 조성물

1994
- 1994-04-07 CA CA002159201A patent/CA2159201C/fr not_active Expired - Lifetime

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR101796711B1 (ko) *	2017-04-12	2017-11-10	주식회사 코리아나화장품	테트라아세틸피토스핑고신을 유효성분으로 함유하는 화장료 조성물

Also Published As

Publication number	Publication date
CA2159201A1 (fr)	1994-10-27

Legal Events

Date	Code	Title	Description
2001-01-03	EEER	Examination request
2014-06-09	MKEX	Expiry	Effective date: 20140407

Publication	Publication Date	Title
AU684282B2 (en)	1997-12-11	Cosmetic composition containing ceramide precursors
CA2338252C (fr)	2009-09-29	Composition permettant d'ameliorer la production lipidique, la fonction de barriere, la neutralisation du peroxyde d'hydrogene et l'hydratation de la peau
US5451405A (en)	1995-09-19	Skin treatment composition
US6270780B1 (en)	2001-08-07	Cosmetic compositions containing resveratrol
JP3652270B2 (ja)	2005-05-25	アスコルビン酸誘導体と組合せてアスコルビン酸を含有する組成物
US5208355A (en)	1993-05-04	Cosmetic composition
JPH08239315A (ja)	1996-09-17	皮膚、髪および爪への局所適用用組成物
US20020042380A1 (en)	2002-04-11	Topical application of ascorbic acid compounds for augmenting the synthesis of epidermal ceramides
JP2001510487A (ja)	2001-07-31	遊離スフィンゴイド塩基及びセラミドの組合せを含む組成物並びにその使用
JP2001526203A (ja)	2001-12-18	少なくとも１種のオーキシンを含有する化粧品組成物とその用途
JP3431425B2 (ja)	2003-07-28	トリコリンシトレートを含有する化粧品組成物
US5766613A (en)	1998-06-16	Use of benzoic acid derivatives to stimulate the process of epidermal renewal
CN1226995C (zh)	2005-11-16	含有茴香提取物和类维生素a化合物的化妆品组合物
US6660283B2 (en)	2003-12-09	Use of cinnamic acid, or of at least one of its derivatives in a cosmetic composition
JP3162027B2 (ja)	2001-04-25	化粧料におけるケイ皮酸またはその誘導体の用途
CA2159201C (fr)	2007-06-26	Produit cosmetique
KR100666512B1 (ko)	2007-01-11	쿠민 알코올을 함유하는 화장용 피부 관리 조성물
AU2002220694B2 (en)	2005-02-10	Cosmetic method of treating skin
JP3703904B2 (ja)	2005-10-05	皮膚保湿剤
JP2001513490A (ja)	2001-09-04	皮膚の加齢症候の処置用薬剤としての２−アミノアルカンポリオルの使用
JPH06271446A (ja)	1994-09-27	しわ改善剤

CA2159201C - Produit cosmetique - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (3)

Publications (2)

Family

ID=38278925

Family Applications (1)

Country Status (1)

Cited By (1)

Cited By (1)

Also Published As

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