JPH0567125B2 - - Google Patents
Info
- Publication number
- JPH0567125B2 JPH0567125B2 JP62119684A JP11968487A JPH0567125B2 JP H0567125 B2 JPH0567125 B2 JP H0567125B2 JP 62119684 A JP62119684 A JP 62119684A JP 11968487 A JP11968487 A JP 11968487A JP H0567125 B2 JPH0567125 B2 JP H0567125B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- fatty acids
- pigmentation
- salts
- cosmetic
- Prior art date
- 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
Links
- 239000002537 cosmetic Substances 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 11
- 230000002087 whitening effect Effects 0.000 claims description 10
- 235000021588 free fatty acids Nutrition 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- 208000012641 Pigmentation disease Diseases 0.000 description 14
- 230000019612 pigmentation Effects 0.000 description 11
- 230000000694 effects Effects 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000003205 fragrance Substances 0.000 description 9
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 8
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 7
- 235000020778 linoleic acid Nutrition 0.000 description 7
- -1 amino acid salts Chemical class 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 210000002826 placenta Anatomy 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 5
- 239000008213 purified water Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
- 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 4
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- VZCCETWTMQHEPK-UHFFFAOYSA-N gamma-Linolensaeure Natural products CCCCCC=CCC=CCC=CCCCCC(O)=O VZCCETWTMQHEPK-UHFFFAOYSA-N 0.000 description 3
- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 description 3
- 235000020664 gamma-linolenic acid Nutrition 0.000 description 3
- 229960002733 gamolenic acid Drugs 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 230000008099 melanin synthesis Effects 0.000 description 3
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 235000003441 saturated fatty acids Nutrition 0.000 description 3
- 150000004671 saturated fatty acids Chemical class 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 2
- 239000004375 Dextrin Substances 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 229930003268 Vitamin C Natural products 0.000 description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 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 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
- 229960002216 methylparaben Drugs 0.000 description 2
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 239000001509 sodium citrate Substances 0.000 description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 2
- 229940032094 squalane Drugs 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 235000019154 vitamin C Nutrition 0.000 description 2
- 239000011718 vitamin C Substances 0.000 description 2
- CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 description 1
- HOBAELRKJCKHQD-UHFFFAOYSA-N (8Z,11Z,14Z)-8,11,14-eicosatrienoic acid Natural products CCCCCC=CCC=CCC=CCCCCCCC(O)=O HOBAELRKJCKHQD-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- JRLTTZUODKEYDH-UHFFFAOYSA-N 8-methylquinoline Chemical group C1=CN=C2C(C)=CC=CC2=C1 JRLTTZUODKEYDH-UHFFFAOYSA-N 0.000 description 1
- LITUBCVUXPBCGA-WMZHIEFXSA-N Ascorbyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O LITUBCVUXPBCGA-WMZHIEFXSA-N 0.000 description 1
- 239000004261 Ascorbyl stearate Substances 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 235000021298 Dihomo-γ-linolenic acid Nutrition 0.000 description 1
- 206010014970 Ephelides Diseases 0.000 description 1
- 238000012404 In vitro experiment Methods 0.000 description 1
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 1
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical class NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 208000003351 Melanosis Diseases 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 102000003425 Tyrosinase Human genes 0.000 description 1
- 108060008724 Tyrosinase Proteins 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000021342 arachidonic acid Nutrition 0.000 description 1
- 229940114079 arachidonic acid Drugs 0.000 description 1
- 125000000637 arginyl group Chemical class N[C@@H](CCCNC(N)=N)C(=O)* 0.000 description 1
- 235000010385 ascorbyl palmitate Nutrition 0.000 description 1
- 235000019276 ascorbyl stearate Nutrition 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 239000007765 cera alba Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XHRPOTDGOASDJS-UHFFFAOYSA-N cholesterol n-octadecanoate Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCCCCCCCCCCC)C2 XHRPOTDGOASDJS-UHFFFAOYSA-N 0.000 description 1
- XHRPOTDGOASDJS-XNTGVSEISA-N cholesteryl stearate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCCCC)C1 XHRPOTDGOASDJS-XNTGVSEISA-N 0.000 description 1
- 210000004748 cultured cell Anatomy 0.000 description 1
- 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 1
- HOBAELRKJCKHQD-QNEBEIHSSA-N dihomo-γ-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O HOBAELRKJCKHQD-QNEBEIHSSA-N 0.000 description 1
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 1
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- FMMOOAYVCKXGMF-MURFETPASA-N ethyl linoleate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC FMMOOAYVCKXGMF-MURFETPASA-N 0.000 description 1
- 229940031016 ethyl linoleate Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- FMMOOAYVCKXGMF-UHFFFAOYSA-N linoleic acid ethyl ester Natural products CCCCCC=CCC=CCCCCCCCC(=O)OCC FMMOOAYVCKXGMF-UHFFFAOYSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- WNIFXKPDILJURQ-JKPOUOEOSA-N octadecyl (2s,4as,6ar,6as,6br,8ar,10s,12as,14br)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1h-picene-2-carboxylate Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C)CC[C@@](C(=O)OCCCCCCCCCCCCCCCCCC)(C)C[C@H]5C4=CC(=O)[C@@H]3[C@]21C WNIFXKPDILJURQ-JKPOUOEOSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- XEIOPEQGDSYOIH-MURFETPASA-N propan-2-yl (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OC(C)C XEIOPEQGDSYOIH-MURFETPASA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229960000342 retinol acetate Drugs 0.000 description 1
- QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical compound CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 description 1
- 235000019173 retinyl acetate Nutrition 0.000 description 1
- 239000011770 retinyl acetate Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- WNIFXKPDILJURQ-UHFFFAOYSA-N stearyl glycyrrhizinate Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C)CCC(C(=O)OCCCCCCCCCCCCCCCCCC)(C)CC5C4=CC(=O)C3C21C WNIFXKPDILJURQ-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Description
産業上の利用分野
本発明は特定の脂肪酸またはその誘導体を化粧
料基剤に配合し、紫外線による皮膚の黒化あるい
はシミ、ソバカスなどの皮膚の色素沈着を消失も
しくは予防する美白化粧料に関する。
従来の技術および問題点
従来、美白化粧料組成物としてはビタミンCお
よびその誘導体など、還元剤や胎盤エキスなどの
チロジナーゼ活性阻害剤を配合したものが知られ
ている。しかしながら、これら従来の美白化粧料
は培養細胞によるin vitroの実験ではメラニン産
生抑制作用などを示すものの、実験に皮膚に適用
した場合、充分な色素沈着の消失もしくは予防効
果は得られていない。
本発明は実際に皮膚に適用した場合、副作用が
なく優れた美白効果を奏しうる化粧料を提供する
ことを目的とする。
問題点を解決するための手段
本発明者らは、前記目的を達成すべく鋭意研究
を重ねた結果、特定の脂肪酸およびその誘導体が
皮膚の色素沈着を消失、もしくは予防に対し優れ
た作用を示すことを見いだし、本発明を完成する
に至つた。
すなわち本発明は、炭素数18〜22かつ分子構造
中の不飽和数が2以上の遊離脂肪酸、その塩、あ
るいは一価または二価アルコールとのエステルを
活性成分として含有する美白化粧料を得供するも
のである。
本発明組成物に配合されるリノール酸、γ−リ
ノレン酸など炭素数18〜22を有し、かつ分子構造
中の不飽和数が2以上の脂肪酸は、植物油脂およ
び動物油脂に含まれている。しかし、これら脂肪
酸は遊離の状態で存在することは少なく、そのほ
とんどはトリグリセリドの状態で存在する。この
ようなトリグリセリドは、遊離の脂肪酸もしくは
そのアルキルエステルのごとく動物試験等におい
て優れた色素沈着抑制作用は認められない。ま
た、パルミチン酸、ステアリン酸などの飽和脂肪
酸にあつても同様に色素沈着抑制効果は認められ
ず、場合によつては逆にメラニン産生を亢進す
る。かかる飽和脂肪酸は、植物油脂および動物油
脂に多量にふくまれているため、本発明化粧料に
おけるリノール酸などの配合にあたつては精製し
たものを用いることが好ましい。
本発明の美白化粧料に配合される炭素数18〜22
かつ分子構造中の不飽和数が2以上の遊離脂肪酸
の代表的なものとしては、リノール酸、リノエラ
イジン酸、α−リノレン酸、γ−リノレン酸、ジ
ホモ−γ−リノレン酸、アラキドン酸、エイコサ
ペンタエン酸などが挙げられ、これらの1種また
2種以上が用いられる。
また、これら遊離脂肪酸の塩としては、ナトリ
ウム塩、カリウム塩などの金属塩、アルギニン
塩、リジン塩などのアミノ酸塩、トリエタノール
アミン塩、モノエタノールアミン塩等のアミン塩
などが挙げられる。
さらに、前記遊離脂肪酸のアルキルエステルと
しては、メタノール、エタノール、イソプロピル
アルコールなどの一価アルコールとのエステル、
エチレングリコール、プロピレングリコール、
1,3−ブチレングリコールなどの二価のアルコ
ールとのエステルなどが挙げられる。
これら遊離脂肪酸、塩、またはエステルの化粧
料中における配合量は、0.1〜10重量%であるの
が好ましい。かかる配合量が、0.1重量%未満で
あると、色素沈着の抑制効果がなく、一方、10重
量%を越えると、刺激性が強い。
つぎに各種活性成分についてその色素沈着抑制
作用を評価した結果を示す。
試験方法:
English系茶色モルモツトの背部を剃毛し、紫
外線(UVB強度:1J/cm2)を照射した。
この操作を3日間繰り返し、その間リノール酸
をはじめとする脂肪酸、あるいは他の成分を1
(w/v)%でエタノールに溶解した検体を紫外
線照射部位に塗布した。10日間放置後、以下に示
す判定基準に従い、色素沈着度を肉眼判定した。
判定基準:
− 色素沈着なし
± わずかな色素沈着
+ 中等度の色素沈着
++ 強度の色素沈着
結果を次の第1表に示す。
INDUSTRIAL APPLICATION FIELD The present invention relates to a whitening cosmetic that eliminates or prevents skin darkening or skin pigmentation such as spots and freckles caused by ultraviolet rays by incorporating a specific fatty acid or its derivative into a cosmetic base. BACKGROUND ART AND PROBLEMS Conventionally, whitening cosmetic compositions containing vitamin C and derivatives thereof, reducing agents, and tyrosinase activity inhibitors such as placenta extract are known. However, although these conventional whitening cosmetics have shown suppressive effects on melanin production in in vitro experiments using cultured cells, when applied to the skin in experiments, they have not been able to sufficiently eliminate or prevent pigmentation. An object of the present invention is to provide a cosmetic that exhibits excellent whitening effects without side effects when actually applied to the skin. Means for Solving the Problems As a result of intensive research to achieve the above object, the present inventors have found that specific fatty acids and their derivatives have an excellent effect on eliminating or preventing skin pigmentation. This discovery led to the completion of the present invention. That is, the present invention provides a whitening cosmetic containing as an active ingredient a free fatty acid having 18 to 22 carbon atoms and 2 or more unsaturations in its molecular structure, a salt thereof, or an ester with a monohydric or dihydric alcohol. It is something. The fatty acids having 18 to 22 carbon atoms and having 2 or more unsaturations in the molecular structure, such as linoleic acid and γ-linolenic acid, which are blended into the composition of the present invention, are contained in vegetable oils and animal fats. . However, these fatty acids rarely exist in a free state, and most of them exist in the form of triglycerides. Such triglycerides, unlike free fatty acids or their alkyl esters, have not been found to have an excellent pigmentation suppressing effect in animal tests. Similarly, saturated fatty acids such as palmitic acid and stearic acid do not have the same pigmentation-suppressing effect, and in some cases may even promote melanin production. Since such saturated fatty acids are contained in large quantities in vegetable oils and animal fats, it is preferable to use purified fatty acids when blending linoleic acid and the like in the cosmetic composition of the present invention. Carbon number 18-22 blended into the whitening cosmetic of the present invention
Typical free fatty acids with two or more unsaturations in their molecular structure include linoleic acid, linoleaidic acid, α-linolenic acid, γ-linolenic acid, dihomo-γ-linolenic acid, arachidonic acid, Examples include icosapentaenoic acid, and one or more of these may be used. Examples of the salts of these free fatty acids include metal salts such as sodium salts and potassium salts, amino acid salts such as arginine salts and lysine salts, and amine salts such as triethanolamine salts and monoethanolamine salts. Furthermore, the alkyl esters of free fatty acids include esters with monohydric alcohols such as methanol, ethanol, and isopropyl alcohol;
ethylene glycol, propylene glycol,
Examples include esters with dihydric alcohols such as 1,3-butylene glycol. The content of these free fatty acids, salts, or esters in cosmetics is preferably 0.1 to 10% by weight. If the amount is less than 0.1% by weight, there will be no effect of suppressing pigmentation, while if it exceeds 10% by weight, it will be highly irritating. Next, the results of evaluating the pigmentation suppressing effects of various active ingredients are shown. Test method: The backs of English brown guinea pigs were shaved and irradiated with ultraviolet light (UVB intensity: 1 J/cm 2 ). This operation is repeated for 3 days, during which time fatty acids such as linoleic acid or other ingredients are added to the
(w/v)% of the specimen dissolved in ethanol was applied to the UV irradiated site. After being left for 10 days, the degree of pigmentation was visually judged according to the criteria shown below. Criteria: − No pigmentation ± slight pigmentation + moderate pigmentation ++ strong pigmentation The results are shown in Table 1 below.
【表】
第1表より明らかなごとく、炭素数18〜22かつ
分子構造中の不飽和数が2以上の遊離脂肪酸、そ
の塩あるいはアルキルエステルを配合した場合
は、色素沈着の抑制作用が認められるが、同様の
炭素数を有していても飽和脂肪酸ではかかる作用
はない。
本発明の美白化粧料は、公知の方法により、化
粧水、化粧用油、クリーム、乳液、パツク、パウ
ダーなどの形態に製造される。
さらに本発明の化粧料には、その種類に応じ性
能を損なわない範囲において、適宜公知の成分を
配合することができる。
なお、従来から使用されているメラニン産生抑
制剤(ビタミンC、胎盤抽出物)、紫外線吸収剤、
紫外線散乱剤、抗炎症剤、抗酸化剤などを配合し
ても良い。
実施例
つぎに本発明を実施例によりさらに具体的に説
明する。
実施例 1
(化粧料)
成 分 配合量(重量%)
リノール酸 0.5
グリセリン 6.0
エタノール 8.0
ポリオキシエチレン硬化ヒマシ油 0.8
パラオキシ安息香酸メチル 0.05
クエン酸 0.05
クエン酸ナトリウム 0.07
香料 0.1
水溶性プラセンタエキス 2.0
精製水 残部
精製水にグリセリン、クエン酸、クエン酸ナト
リウム、水溶性プラセンタエキスを溶解する。別
個にエタノールにリノール酸、ポリオキシエチレ
ン硬化ヒマシ油(60E.O.)、メチルパラベン、香
料を溶解し、前記の精製水溶液に加えて可溶化
し、ろ過して化粧水を得た。
実施例 2
(化粧用油)
成 分 配合量(重量%)
リノール酸エチル 1.0
パルミチン酸アスコルビル 0.2
酢酸レチノール 0.3
ステアリン酸コレステリル 1.0
オリーブ油 2.0
スクワラン 残部
スクワランに他の成分を均一に溶解して化粧用
油を得た。
実施例 3
(クリーム)
成 分 配合量(重量%)
成分(A)
γ−リノレン酸 2.0
ステアリン酸アスコルビル 1.0
酢酸d,l−α−トコフエロール 0.2
サラシミツロウ 4.0
セタノール 2.0
ステアリン酸 1.0
ミリスチン酸イソプロピル 5.0
ラノリン 2.0
流動パラフイン 9.0
自己乳化型モノステアリン酸グリセリル 3.0
モノステアリン酸
ポリオキシエチレンソルビタン(20E.O.) 1.5
パラオキシ安息香酸プロピル 0.1
成分(B)
パラオキシ安息香酸メチル 0.2
プロピレングリコール 5.0
香料 0.2
精製水 残部
成分(A)を加熱溶解し、80℃に保持する。別に香
料を除く成分(B)を加熱溶解して80℃に保ち、これ
に前記成分(A)を攪拌しながら加え、充分混合す
る。さらに攪拌しながら冷却を行い、香料を加
え、さらに冷却却してクリームを得た。
実施例 4
(乳液)
成 分 配合量(重量%)
成分(A)
リノール酸イソプロピル 2.0
グリチルレチン酸ステアリル 0.1
流動パラフイン 5.0
ワセリン 2.0
ミツロウ 1.0
セスキオレイン酸ソルビタン 2.0
成分(B)
ポリオキシエチレン 2.5
オレイルエーテル(20E.O.)
パラオキシ安息香酸エチル 0.2
プロピレングリコール 5.0
カルボキシビニルポリマー 0.5
水酸化カリウム 0.5
香料 0.2
精製水 残部
成分(A)を80℃にて加熱溶解し、別に加温(80
℃)溶解した香料を除く成分(B)に攪拌しながら加
え、充分混合する。ついで、攪拌しながら冷却を
行い、香料を加え、さらに冷却して乳液を得た。
実施例 5
(パツク)
成 分 配合量(重量%)
リノール酸 3.0
水酸性プラセンタエキス 2.0
酢酸ビニル・スチレン共重合体 10.0
ポリビニルアルコール 10.0
ソルビツト 5.0
酸化チタン 8.0
カオリン 7.0
エタノール 5.0
香料 2.0
パラオキシ安息香酸エチル 0.2
精製水 残部
リノール酸、香料およびエタノールを均一に溶
解する。これを酢酸ビニル・スチレン共重合体、
ポリビニルアルコール、ソルビツト、酸化チタン
およびカオリンを均一に混和したものに加える。
これに、さらに水溶性プラセンタエキス、パラオ
キシ安息香酸エチルを精製水に均一に溶解した溶
液を加え、均一に混和しパツクを得た。
実施例 6
(パウダー)
成 分 配合量(重量%)
リノール酸 2.0
デキストリン 95.0
タルク 2.0
ステアリン酸デカグリセリル 1.0
リノール酸およびステアリン酸デカグリセリル
を加熱溶解し、70℃に保持し、これをデキストリ
ンおよびタルクの混合物に攪拌しながら徐々に加
えてパウダーを得た。
発明の効果
本発明化粧料は、皮膚に適用することにより、
紫外線による皮膚の黒化あるいは色素沈着を消
失、もしくは予防し優れた美白効果を発揮する。[Table] As is clear from Table 1, when a free fatty acid with 18 to 22 carbon atoms and 2 or more unsaturations in the molecular structure, its salt, or alkyl ester is blended, an inhibitory effect on pigmentation is observed. However, saturated fatty acids have no such effect even if they have similar carbon numbers. The whitening cosmetic of the present invention is manufactured in the form of lotion, cosmetic oil, cream, emulsion, pack, powder, etc. by a known method. Further, the cosmetic composition of the present invention may contain any known ingredients as appropriate, depending on the type thereof, within a range that does not impair performance. In addition, conventionally used melanin production inhibitors (vitamin C, placenta extract), ultraviolet absorbers,
Ultraviolet scattering agents, anti-inflammatory agents, antioxidants, etc. may be added. EXAMPLES Next, the present invention will be explained in more detail with reference to Examples. Example 1 (Cosmetic) Component Amount (wt%) Linoleic acid 0.5 Glycerin 6.0 Ethanol 8.0 Polyoxyethylene hydrogenated castor oil 0.8 Methyl paraoxybenzoate 0.05 Citric acid 0.05 Sodium citrate 0.07 Fragrance 0.1 Water-soluble placenta extract 2.0 Purified water Remainder: Dissolve glycerin, citric acid, sodium citrate, and water-soluble placenta extract in purified water. Separately, linoleic acid, polyoxyethylene hydrogenated castor oil (60E.O.), methylparaben, and fragrance were dissolved in ethanol, added to the purified aqueous solution, solubilized, and filtered to obtain a lotion. Example 2 (Cosmetic oil) Ingredients Amount (% by weight) Ethyl linoleate 1.0 Ascorbyl palmitate 0.2 Retinol acetate 0.3 Cholesteryl stearate 1.0 Olive oil 2.0 Squalane Remainder Cosmetic oil is made by uniformly dissolving other ingredients in squalane. Obtained. Example 3 (Cream) Component Amount (% by weight) Component (A) γ-linolenic acid 2.0 Ascorbyl stearate 1.0 d,l-α-tocopherol acetate 0.2 White beeswax 4.0 Setanol 2.0 Stearic acid 1.0 Isopropyl myristate 5.0 Lanolin 2.0 Liquid paraffin 9.0 Self-emulsifying glyceryl monostearate 3.0 Polyoxyethylene sorbitan monostearate (20E.O.) 1.5 Propyl paraoxybenzoate 0.1 Component (B) Methyl parahydroxybenzoate 0.2 Propylene glycol 5.0 Fragrance 0.2 Purified water Balance Component (A) ) is dissolved by heating and kept at 80℃. Separately, component (B) excluding fragrance is dissolved by heating and maintained at 80° C., and the component (A) is added thereto with stirring and mixed thoroughly. The mixture was further cooled while stirring, a fragrance was added, and the mixture was further cooled to obtain a cream. Example 4 (Emulsion) Component Amount (wt%) Component (A) Isopropyl linoleate 2.0 Stearyl glycyrrhetinate 0.1 Liquid paraffin 5.0 Vaseline 2.0 Beeswax 1.0 Sorbitan sesquioleate 2.0 Component (B) Polyoxyethylene 2.5 Oleyl ether (20E) .O.) Ethyl paraoxybenzoate 0.2 Propylene glycol 5.0 Carboxyvinyl polymer 0.5 Potassium hydroxide 0.5 Fragrance 0.2 Purified water Balance Dissolve component (A) by heating at 80℃, and separately heat (80℃)
℃) Add to ingredients (B) excluding the dissolved fragrance while stirring and mix thoroughly. Next, the mixture was cooled while stirring, perfume was added, and the mixture was further cooled to obtain a milky lotion. Example 5 (Pack) Component Amount (wt%) Linoleic acid 3.0 Hydroxy placenta extract 2.0 Vinyl acetate-styrene copolymer 10.0 Polyvinyl alcohol 10.0 Sorbit 5.0 Titanium oxide 8.0 Kaolin 7.0 Ethanol 5.0 Fragrance 2.0 Ethyl paraoxybenzoate 0.2 Purification Water Balance Uniformly dissolve linoleic acid, fragrance, and ethanol. This is converted into vinyl acetate/styrene copolymer,
Add polyvinyl alcohol, sorbitate, titanium oxide and kaolin to a homogeneous mixture.
To this, a solution in which water-soluble placenta extract and ethyl paraoxybenzoate were uniformly dissolved in purified water was added and mixed uniformly to obtain a pack. Example 6 (Powder) Component Amount (wt%) Linoleic acid 2.0 Dextrin 95.0 Talc 2.0 Decaglyceryl stearate 1.0 Linoleic acid and decaglyceryl stearate were dissolved by heating, held at 70°C, and dissolved in dextrin and talc. It was gradually added to the mixture with stirring to obtain a powder. Effect of the invention By applying the cosmetic of the present invention to the skin,
It has an excellent whitening effect by eliminating or preventing skin darkening or pigmentation caused by ultraviolet rays.
Claims (1)
以上の遊離脂肪酸、その塩、あるいは一価または
二価アルコールとのエステルを活性成分として含
有する美白化粧料。 2 前記活性成分の配合量が組成物全体に対して
0.1〜10重量%である前記第1項の美白化粧料。[Claims] 1. 18 to 22 carbon atoms and 2 unsaturations in the molecular structure.
A whitening cosmetic containing the above free fatty acids, their salts, or esters with monohydric or dihydric alcohols as active ingredients. 2 The amount of the active ingredient to be added to the entire composition
The whitening cosmetic according to item 1 above, which contains 0.1 to 10% by weight.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11968487A JPS63284109A (en) | 1987-05-15 | 1987-05-15 | Beautifying cosmetic |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11968487A JPS63284109A (en) | 1987-05-15 | 1987-05-15 | Beautifying cosmetic |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS63284109A JPS63284109A (en) | 1988-11-21 |
JPH0567125B2 true JPH0567125B2 (en) | 1993-09-24 |
Family
ID=14767489
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP11968487A Granted JPS63284109A (en) | 1987-05-15 | 1987-05-15 | Beautifying cosmetic |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63284109A (en) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR910000101A (en) * | 1988-06-02 | 1991-01-29 | 유다까 미시마 | Enzyme inhibitor |
KR910000102A (en) * | 1988-06-02 | 1991-01-29 | 유다까 미시마 | Enzyme inhibitor |
EP0355842A3 (en) * | 1988-08-26 | 1990-05-16 | Sansho Seiyaku Co., Ltd. | External preparation |
JP2665976B2 (en) * | 1989-06-16 | 1997-10-22 | サンスター株式会社 | Cosmetics |
JP2593714B2 (en) * | 1989-09-20 | 1997-03-26 | 株式会社 林原生物化学研究所 | Whitening agent |
FR2765482B1 (en) * | 1997-07-07 | 2000-12-08 | Oreal | USE OF Y-LINOLENIC ACID TO PREVENT OXIDATIVE STRESS |
JP3747192B2 (en) * | 2002-08-30 | 2006-02-22 | 株式会社コーセー | Topical skin preparation |
JP4653513B2 (en) * | 2004-02-25 | 2011-03-16 | 株式会社コーセー | Skin preparation |
JP2006076997A (en) * | 2004-08-09 | 2006-03-23 | Kao Corp | Liquid deodorant |
JP2007063195A (en) * | 2005-08-31 | 2007-03-15 | Katakura Chikkarin Co Ltd | Bleaching agent and external preparation for skin containing the same |
CN101400333B (en) * | 2006-03-14 | 2012-05-09 | 株式会社高丝 | External skin preparation for whitening skin and method for whitening skin |
JP5275779B2 (en) * | 2008-03-19 | 2013-08-28 | 株式会社コーセー | Whitening agent and external preparation for skin |
FR2949065B1 (en) * | 2009-08-17 | 2011-10-21 | Natura Cosmeticos Sa | SKIN LIGHTENING COMPLEX, USE OF SAID COMPLEX, COSMETIC OR PHARMACEUTICAL COMPOSITION COMPRISING SAID COMPLEX AND METHOD FOR APPLICATION THEREOF |
WO2013172525A1 (en) * | 2012-05-16 | 2013-11-21 | 주식회사 코씨드바이오팜 | Cosmetics, pharmaceuticals, and food composition containing pieces or extract from fish eyes |
US9833393B2 (en) * | 2015-09-24 | 2017-12-05 | Elc Management Llc | Method and compositions for treating skin |
JP2018090516A (en) * | 2016-12-01 | 2018-06-14 | 日光ケミカルズ株式会社 | Inhibitor of melanosome uptake into epidermal cells (keratinocytes), and promoter for excreting taken up melanosomes to outside body |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60181006A (en) * | 1984-02-27 | 1985-09-14 | Kanebo Ltd | Skin cosmetic |
JPS61176510A (en) * | 1985-01-31 | 1986-08-08 | Pola Chem Ind Inc | Skin-beautifying cosmetic |
-
1987
- 1987-05-15 JP JP11968487A patent/JPS63284109A/en active Granted
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60181006A (en) * | 1984-02-27 | 1985-09-14 | Kanebo Ltd | Skin cosmetic |
JPS61176510A (en) * | 1985-01-31 | 1986-08-08 | Pola Chem Ind Inc | Skin-beautifying cosmetic |
Also Published As
Publication number | Publication date |
---|---|
JPS63284109A (en) | 1988-11-21 |
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