CN1331579A - 皮肤增白组合物 - Google Patents
皮肤增白组合物 Download PDFInfo
- Publication number
- CN1331579A CN1331579A CN99814875.XA CN99814875A CN1331579A CN 1331579 A CN1331579 A CN 1331579A CN 99814875 A CN99814875 A CN 99814875A CN 1331579 A CN1331579 A CN 1331579A
- Authority
- CN
- China
- Prior art keywords
- cla
- skin
- linoleic acid
- conjugated linoleic
- acid
- 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.)
- Granted
Links
- 206010040829 Skin discolouration Diseases 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 47
- JBYXPOFIGCOSSB-GOJKSUSPSA-N 9-cis,11-trans-octadecadienoic acid Chemical compound CCCCCC\C=C\C=C/CCCCCCCC(O)=O JBYXPOFIGCOSSB-GOJKSUSPSA-N 0.000 claims abstract description 26
- 229940108924 conjugated linoleic acid Drugs 0.000 claims abstract description 18
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims abstract description 18
- 230000000699 topical effect Effects 0.000 claims abstract description 9
- 230000002087 whitening effect Effects 0.000 claims description 16
- 241001597008 Nomeidae Species 0.000 claims description 14
- 239000000516 sunscreening agent Substances 0.000 claims description 10
- 230000000475 sunscreen effect Effects 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 238000005282 brightening Methods 0.000 claims description 2
- 230000003796 beauty Effects 0.000 claims 1
- 210000003491 skin Anatomy 0.000 description 41
- -1 retinol ester Chemical class 0.000 description 24
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 19
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 16
- 239000000126 substance Substances 0.000 description 16
- 241000030538 Thecla Species 0.000 description 15
- 210000004027 cell Anatomy 0.000 description 14
- 239000002253 acid Substances 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 238000012360 testing method Methods 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 8
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 8
- 239000002537 cosmetic Substances 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000001963 growth medium Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 208000012641 Pigmentation disease Diseases 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 230000032050 esterification Effects 0.000 description 6
- 238000005886 esterification reaction Methods 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 230000019612 pigmentation Effects 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- 239000000975 dye Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- 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 4
- KVYRCBOUKXJXDK-UHFFFAOYSA-N 3,4-dimethylphenazine-1,2-diamine hydrochloride Chemical compound Cl.C1=CC=CC2=NC3=C(C)C(C)=C(N)C(N)=C3N=C21 KVYRCBOUKXJXDK-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 4
- 238000002835 absorbance Methods 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000012965 benzophenone Substances 0.000 description 4
- 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 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
- 229960001679 octinoxate Drugs 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N 1,4-Benzenediol Natural products OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 3
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000019485 Safflower oil Nutrition 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 239000004305 biphenyl Substances 0.000 description 3
- 235000010290 biphenyl Nutrition 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 210000002752 melanocyte Anatomy 0.000 description 3
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 3
- 235000010270 methyl p-hydroxybenzoate Nutrition 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
- 229960002216 methylparaben Drugs 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- 229910052573 porcelain Inorganic materials 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 235000005713 safflower oil Nutrition 0.000 description 3
- 239000003813 safflower oil Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 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 3
- 230000004083 survival effect Effects 0.000 description 3
- RGZSQWQPBWRIAQ-CABCVRRESA-N (-)-alpha-Bisabolol Chemical compound CC(C)=CCC[C@](C)(O)[C@H]1CCC(C)=CC1 RGZSQWQPBWRIAQ-CABCVRRESA-N 0.000 description 2
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 description 2
- 239000001500 (2R)-6-methyl-2-[(1R)-4-methyl-1-cyclohex-3-enyl]hept-5-en-2-ol Substances 0.000 description 2
- VUHMIPWBDMGTNL-MHCZMQLOSA-N 1,2-dimethoxy-4-[(e)-prop-1-enyl]benzene;1,2,4-trimethoxy-5-[(e)-prop-1-enyl]benzene Chemical compound COC1=CC=C(\C=C\C)C=C1OC.COC1=CC(OC)=C(\C=C\C)C=C1OC VUHMIPWBDMGTNL-MHCZMQLOSA-N 0.000 description 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 2
- LALVCWMSKLEQMK-UHFFFAOYSA-N 1-phenyl-3-(4-propan-2-ylphenyl)propane-1,3-dione Chemical compound C1=CC(C(C)C)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 LALVCWMSKLEQMK-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- WHQOKFZWSDOTQP-UHFFFAOYSA-N 2,3-dihydroxypropyl 4-aminobenzoate Chemical compound NC1=CC=C(C(=O)OCC(O)CO)C=C1 WHQOKFZWSDOTQP-UHFFFAOYSA-N 0.000 description 2
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 2
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 2
- LXAHHHIGZXPRKQ-UHFFFAOYSA-N 5-fluoro-2-methylpyridine Chemical compound CC1=CC=C(F)C=N1 LXAHHHIGZXPRKQ-UHFFFAOYSA-N 0.000 description 2
- 240000007241 Agrostis stolonifera Species 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 239000006144 Dulbecco’s modified Eagle's medium Substances 0.000 description 2
- 241000202807 Glycyrrhiza Species 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- 239000004367 Lipase Substances 0.000 description 2
- 102000004882 Lipase Human genes 0.000 description 2
- 108090001060 Lipase Proteins 0.000 description 2
- 244000004005 Nypa fruticans Species 0.000 description 2
- 235000005305 Nypa fruticans Nutrition 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000000692 Student's t-test Methods 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 241000863032 Trieres Species 0.000 description 2
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- RGZSQWQPBWRIAQ-LSDHHAIUSA-N alpha-Bisabolol Natural products CC(C)=CCC[C@@](C)(O)[C@@H]1CCC(C)=CC1 RGZSQWQPBWRIAQ-LSDHHAIUSA-N 0.000 description 2
- WMGSQTMJHBYJMQ-UHFFFAOYSA-N aluminum;magnesium;silicate Chemical compound [Mg+2].[Al+3].[O-][Si]([O-])([O-])[O-] WMGSQTMJHBYJMQ-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 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 2
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- MOYKHGMNXAOIAT-JGWLITMVSA-N isosorbide dinitrate Chemical compound [O-][N+](=O)O[C@H]1CO[C@@H]2[C@H](O[N+](=O)[O-])CO[C@@H]21 MOYKHGMNXAOIAT-JGWLITMVSA-N 0.000 description 2
- 229960000201 isosorbide dinitrate Drugs 0.000 description 2
- 235000019421 lipase Nutrition 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N o-aminobenzenecarboxylic acid Natural products NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl 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])[H] 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000000419 plant extract Substances 0.000 description 2
- 229960003471 retinol Drugs 0.000 description 2
- 235000020944 retinol Nutrition 0.000 description 2
- 239000011607 retinol Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 2
- 229960001860 salicylate Drugs 0.000 description 2
- 235000010956 sodium stearoyl-2-lactylate Nutrition 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- 229960000368 sulisobenzone Drugs 0.000 description 2
- 235000018553 tannin Nutrition 0.000 description 2
- 239000001648 tannin Substances 0.000 description 2
- 229920001864 tannin Polymers 0.000 description 2
- 229960001295 tocopherol Drugs 0.000 description 2
- 229930003799 tocopherol Natural products 0.000 description 2
- 235000010384 tocopherol Nutrition 0.000 description 2
- 239000011732 tocopherol Substances 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- 235000019155 vitamin A Nutrition 0.000 description 2
- 239000011719 vitamin A Substances 0.000 description 2
- 229940045997 vitamin a Drugs 0.000 description 2
- 150000003722 vitamin derivatives Chemical class 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- 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 2
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- VFOKYTYWXOYPOX-PTNGSMBKSA-N (e)-2,3-diphenylprop-2-enenitrile Chemical compound C=1C=CC=CC=1C(/C#N)=C\C1=CC=CC=C1 VFOKYTYWXOYPOX-PTNGSMBKSA-N 0.000 description 1
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- 150000000211 1-dodecanols Chemical class 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- XPKVYKWWLONHDF-UHFFFAOYSA-N 2,3-dihydroxy-3-(2-hydroxyphenyl)prop-2-enoic acid Chemical class OC(=O)C(O)=C(O)C1=CC=CC=C1O XPKVYKWWLONHDF-UHFFFAOYSA-N 0.000 description 1
- DRBARRGCABOUIE-UHFFFAOYSA-N 2,3-dihydroxy-3-phenylprop-2-enoic acid Chemical compound OC(=O)C(O)=C(O)C1=CC=CC=C1 DRBARRGCABOUIE-UHFFFAOYSA-N 0.000 description 1
- BBFCZCZRPXGONA-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)CCO.OCCN(CCO)CCO BBFCZCZRPXGONA-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- KUVGPGJIFQKWNP-UHFFFAOYSA-N 2-methoxy-2-methyl-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(C)(OC)C(=O)C1=CC=CC=C1 KUVGPGJIFQKWNP-UHFFFAOYSA-N 0.000 description 1
- JCTNVNANPZAULC-UHFFFAOYSA-N 2-methylbenzo[e][1,3]benzoxazole Chemical compound C1=CC=C2C(N=C(O3)C)=C3C=CC2=C1 JCTNVNANPZAULC-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- FSEXLNMNADBYJU-UHFFFAOYSA-N 2-phenylquinoline Chemical compound C1=CC=CC=C1C1=CC=C(C=CC=C2)C2=N1 FSEXLNMNADBYJU-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- AQYJMBCKYQIBOC-UHFFFAOYSA-N 3-bromo-2-ethylindazole Chemical compound C1=CC=CC2=C(Br)N(CC)N=C21 AQYJMBCKYQIBOC-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- LAWNVEFFZXVKAN-UHFFFAOYSA-N 5-hydroxy-octanoic acid Chemical compound CCCC(O)CCCC(O)=O LAWNVEFFZXVKAN-UHFFFAOYSA-N 0.000 description 1
- KVOJTUXGYQVLAJ-UHFFFAOYSA-N 6,7-dihydroxy-4-methylcoumarin Chemical compound C1=C(O)C(O)=CC2=C1OC(=O)C=C2C KVOJTUXGYQVLAJ-UHFFFAOYSA-N 0.000 description 1
- ATEFPOUAMCWAQS-UHFFFAOYSA-N 7,8-dihydroxycoumarin Chemical compound C1=CC(=O)OC2=C(O)C(O)=CC=C21 ATEFPOUAMCWAQS-UHFFFAOYSA-N 0.000 description 1
- CFNMUZCFSDMZPQ-GHXNOFRVSA-N 7-[(z)-3-methyl-4-(4-methyl-5-oxo-2h-furan-2-yl)but-2-enoxy]chromen-2-one Chemical compound C=1C=C2C=CC(=O)OC2=CC=1OC/C=C(/C)CC1OC(=O)C(C)=C1 CFNMUZCFSDMZPQ-GHXNOFRVSA-N 0.000 description 1
- CJIJXIFQYOPWTF-UHFFFAOYSA-N 7-hydroxycoumarin Natural products O1C(=O)C=CC2=CC(O)=CC=C21 CJIJXIFQYOPWTF-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- PLXMOAALOJOTIY-FPTXNFDTSA-N Aesculin Natural products OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1Oc2cc3C=CC(=O)Oc3cc2O PLXMOAALOJOTIY-FPTXNFDTSA-N 0.000 description 1
- 208000037259 Amyloid Plaque Diseases 0.000 description 1
- YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- WNBCMONIPIJTSB-BGNCJLHMSA-N Cichoriin Natural products O([C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1)c1c(O)cc2c(OC(=O)C=C2)c1 WNBCMONIPIJTSB-BGNCJLHMSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 235000001453 Glycyrrhiza echinata Nutrition 0.000 description 1
- 235000006200 Glycyrrhiza glabra Nutrition 0.000 description 1
- 235000017382 Glycyrrhiza lepidota Nutrition 0.000 description 1
- DUKPKQFHJQGTGU-UHFFFAOYSA-N Hexyl salicylic acid Chemical compound CCCCCCOC(=O)C1=CC=CC=C1O DUKPKQFHJQGTGU-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical class CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 208000003351 Melanosis Diseases 0.000 description 1
- 229920003091 Methocel™ Polymers 0.000 description 1
- 241000235395 Mucor Species 0.000 description 1
- CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical class CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- BELBBZDIHDAJOR-UHFFFAOYSA-N Phenolsulfonephthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2S(=O)(=O)O1 BELBBZDIHDAJOR-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical class C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical class C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 description 1
- VYGQUTWHTHXGQB-UHFFFAOYSA-N Retinol hexadecanoate Natural products CCCCCCCCCCCCCCCC(=O)OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-UHFFFAOYSA-N 0.000 description 1
- 241000235403 Rhizomucor miehei Species 0.000 description 1
- 239000006146 Roswell Park Memorial Institute medium Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 description 1
- 241000053227 Themus Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound 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
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
- TVWHNULVHGKJHS-UHFFFAOYSA-N Uric acid Natural products N1C(=O)NC(=O)C2NC(=O)NC21 TVWHNULVHGKJHS-UHFFFAOYSA-N 0.000 description 1
- QNHQEUFMIKRNTB-UHFFFAOYSA-N aesculetin Natural products C1CC(=O)OC2=C1C=C(O)C(O)=C2 QNHQEUFMIKRNTB-UHFFFAOYSA-N 0.000 description 1
- GUAFOGOEJLSQBT-UHFFFAOYSA-N aesculetin dimethyl ether Natural products C1=CC(=O)OC2=C1C=C(OC)C(OC)=C2 GUAFOGOEJLSQBT-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229940064734 aminobenzoate Drugs 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 1
- 229940111759 benzophenone-2 Drugs 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 229940047187 benzoresorcinol Drugs 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 description 1
- SODJJEXAWOSSON-UHFFFAOYSA-N bis(2-hydroxy-4-methoxyphenyl)methanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1O SODJJEXAWOSSON-UHFFFAOYSA-N 0.000 description 1
- YEAYGXLRPMKZBP-KQGICBIGSA-N bis(2-hydroxyethyl)azanium;(e)-3-(4-methoxyphenyl)prop-2-enoate Chemical compound OCCNCCO.COC1=CC=C(\C=C\C(O)=O)C=C1 YEAYGXLRPMKZBP-KQGICBIGSA-N 0.000 description 1
- VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- BXQBUFBUGFYTST-UHFFFAOYSA-N butane-1,1-diol;butane-1,3-diol Chemical compound CCCC(O)O.CC(O)CCO BXQBUFBUGFYTST-UHFFFAOYSA-N 0.000 description 1
- GZLPFUWDCKDLAG-UHFFFAOYSA-N butanoic acid;2-methylphenol Chemical compound CCCC(O)=O.CC1=CC=CC=C1O GZLPFUWDCKDLAG-UHFFFAOYSA-N 0.000 description 1
- HEIBHROOHCJHCD-MDZDMXLPSA-N butyl (e)-2,4-dioxo-6-phenylhex-5-enoate Chemical compound CCCCOC(=O)C(=O)CC(=O)\C=C\C1=CC=CC=C1 HEIBHROOHCJHCD-MDZDMXLPSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 239000010238 camphora Substances 0.000 description 1
- 229940025250 camphora Drugs 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229940106189 ceramide Drugs 0.000 description 1
- ZVEQCJWYRWKARO-UHFFFAOYSA-N ceramide Natural products CCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C=CCCC=C(C)CCCCCCCCC ZVEQCJWYRWKARO-UHFFFAOYSA-N 0.000 description 1
- 150000001851 cinnamic acid derivatives Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229940110456 cocoa butter Drugs 0.000 description 1
- 235000019868 cocoa butter Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N cyclobenzothiazole Natural products C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000135 cytotoxicity Toxicity 0.000 description 1
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 1
- 230000002354 daily effect Effects 0.000 description 1
- YBGKGTOOPNQOKH-UHFFFAOYSA-N daphnetin Natural products OC1=CC=CC2=C1OC(=O)C=C2O YBGKGTOOPNQOKH-UHFFFAOYSA-N 0.000 description 1
- HOIXTKAYCMNVMY-PVOAASPHSA-N daphnin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=C(C=CC(=O)O2)C2=C1O HOIXTKAYCMNVMY-PVOAASPHSA-N 0.000 description 1
- HOIXTKAYCMNVMY-UHFFFAOYSA-N daphnin Natural products OC1C(O)C(O)C(CO)OC1OC1=CC=C(C=CC(=O)O2)C2=C1O HOIXTKAYCMNVMY-UHFFFAOYSA-N 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- WMKGGPCROCCUDY-PHEQNACWSA-N dibenzylideneacetone Chemical compound C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 WMKGGPCROCCUDY-PHEQNACWSA-N 0.000 description 1
- SIUKXCMDYPYCLH-UHFFFAOYSA-N dihydroxycinnamic acid Natural products OC(=O)C=CC1=CC=CC(O)=C1O SIUKXCMDYPYCLH-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- AMTWCFIAVKBGOD-UHFFFAOYSA-N dioxosilane;methoxy-dimethyl-trimethylsilyloxysilane Chemical compound O=[Si]=O.CO[Si](C)(C)O[Si](C)(C)C AMTWCFIAVKBGOD-UHFFFAOYSA-N 0.000 description 1
- 229960004960 dioxybenzone Drugs 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- VFNGKCDDZUSWLR-UHFFFAOYSA-L disulfate(2-) Chemical compound [O-]S(=O)(=O)OS([O-])(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-L 0.000 description 1
- WSDISUOETYTPRL-UHFFFAOYSA-N dmdm hydantoin Chemical compound CC1(C)N(CO)C(=O)N(CO)C1=O WSDISUOETYTPRL-UHFFFAOYSA-N 0.000 description 1
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- ILEDWLMCKZNDJK-UHFFFAOYSA-N esculetin Chemical compound C1=CC(=O)OC2=C1C=C(O)C(O)=C2 ILEDWLMCKZNDJK-UHFFFAOYSA-N 0.000 description 1
- XHCADAYNFIFUHF-TVKJYDDYSA-N esculin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC(C(=C1)O)=CC2=C1OC(=O)C=C2 XHCADAYNFIFUHF-TVKJYDDYSA-N 0.000 description 1
- 229940093496 esculin Drugs 0.000 description 1
- AWRMZKLXZLNBBK-UHFFFAOYSA-N esculin Natural products OC1OC(COc2cc3C=CC(=O)Oc3cc2O)C(O)C(O)C1O AWRMZKLXZLNBBK-UHFFFAOYSA-N 0.000 description 1
- 239000000686 essence Substances 0.000 description 1
- CBZHHQOZZQEZNJ-UHFFFAOYSA-N ethyl 4-[bis(2-hydroxypropyl)amino]benzoate Chemical compound CCOC(=O)C1=CC=C(N(CC(C)O)CC(C)O)C=C1 CBZHHQOZZQEZNJ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 125000001924 fatty-acyl group Chemical group 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- LIIALPBMIOVAHH-UHFFFAOYSA-N herniarin Chemical compound C1=CC(=O)OC2=CC(OC)=CC=C21 LIIALPBMIOVAHH-UHFFFAOYSA-N 0.000 description 1
- JHGVLAHJJNKSAW-UHFFFAOYSA-N herniarin Natural products C1CC(=O)OC2=CC(OC)=CC=C21 JHGVLAHJJNKSAW-UHFFFAOYSA-N 0.000 description 1
- UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229940071826 hydroxyethyl cellulose Drugs 0.000 description 1
- 206010020718 hyperplasia Diseases 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- LTINPJMVDKPJJI-UHFFFAOYSA-N iodinated glycerol Chemical compound CC(I)C1OCC(CO)O1 LTINPJMVDKPJJI-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- QURCVMIEKCOAJU-HWKANZROSA-N isoferulic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1O QURCVMIEKCOAJU-HWKANZROSA-N 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical group 0.000 description 1
- BEJNERDRQOWKJM-UHFFFAOYSA-N kojic acid Chemical compound OCC1=CC(=O)C(O)=CO1 BEJNERDRQOWKJM-UHFFFAOYSA-N 0.000 description 1
- 229960004705 kojic acid Drugs 0.000 description 1
- WZNJWVWKTVETCG-UHFFFAOYSA-N kojic acid Natural products OC(=O)C(N)CN1C=CC(=O)C(O)=C1 WZNJWVWKTVETCG-UHFFFAOYSA-N 0.000 description 1
- 229940010454 licorice Drugs 0.000 description 1
- 210000003712 lysosome Anatomy 0.000 description 1
- 230000001868 lysosomic effect Effects 0.000 description 1
- 206010025482 malaise Diseases 0.000 description 1
- 201000001441 melanoma Diseases 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- ZLQJVGSVJRBUNL-UHFFFAOYSA-N methylumbelliferone Natural products C1=C(O)C=C2OC(=O)C(C)=CC2=C1 ZLQJVGSVJRBUNL-UHFFFAOYSA-N 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 description 1
- FBUKVWPVBMHYJY-UHFFFAOYSA-M nonanoate Chemical compound CCCCCCCCC([O-])=O FBUKVWPVBMHYJY-UHFFFAOYSA-M 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 229950002083 octabenzone Drugs 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- YAGMLECKUBJRNO-UHFFFAOYSA-N octyl 4-(dimethylamino)benzoate Chemical compound CCCCCCCCOC(=O)C1=CC=C(N(C)C)C=C1 YAGMLECKUBJRNO-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000011368 organic material Substances 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
- 229960001173 oxybenzone Drugs 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229940100460 peg-100 stearate Drugs 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 229960003531 phenolsulfonphthalein Drugs 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000011020 pilot scale process Methods 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 238000002616 plasmapheresis Methods 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- NJBNJRILTKLNQZ-UHFFFAOYSA-N propyl 4-hydroxybenzoate Chemical compound CCCOC(=O)C1=CC=C(O)C=C1.CCCOC(=O)C1=CC=C(O)C=C1 NJBNJRILTKLNQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002829 reductive effect 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
- 230000002441 reversible effect Effects 0.000 description 1
- 238000001073 sample cooling Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000011218 segmentation Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229940083037 simethicone Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- KNYAZNABVSEZDS-UHFFFAOYSA-M sodium;2-octadecanoyloxypropanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(C)C([O-])=O KNYAZNABVSEZDS-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 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
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000004079 stearyl 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])([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
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000012353 t test Methods 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
- 238000010998 test method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- UEVAMYPIMMOEFW-UHFFFAOYSA-N trolamine salicylate Chemical compound OCCN(CCO)CCO.OC(=O)C1=CC=CC=C1O UEVAMYPIMMOEFW-UHFFFAOYSA-N 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- ORHBXUUXSCNDEV-UHFFFAOYSA-N umbelliferone Chemical compound C1=CC(=O)OC2=CC(O)=CC=C21 ORHBXUUXSCNDEV-UHFFFAOYSA-N 0.000 description 1
- HFTAFOQKODTIJY-UHFFFAOYSA-N umbelliferone Natural products Cc1cc2C=CC(=O)Oc2cc1OCC=CC(C)(C)O HFTAFOQKODTIJY-UHFFFAOYSA-N 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic 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
- A61K8/33—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
- A61K8/55—Phosphorus compounds
-
- 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
-
- 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
- A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
-
- 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
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)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
一种外用组合物含有(a)共轭亚油酸和/或其含共轭亚油酸部分的衍生物,其中有至少1%重量共轭亚油酸和/或共轭亚油酸部分以反10,顺12式异构体存在;以及(b)适宜于皮肤用的载体。该产品宜用于皮肤增白。
Description
本发明涉及涂于人皮肤而使皮肤变浅的组合物。
背景和现有技术
许多人对其皮肤的色素沉着程度很为关注。例如，有老年斑或雀斑的人希望该色斑不太显眼，还有些人希望减弱因日照引起的皮肤变黑，或者使其天生的皮肤颜色变浅。为满足这些愿望，人们作出过许多努力为研制减少黑素细胞色素产生的产品。但是迄今为止经鉴定，这些物质均有不希望的副作用，例如对皮肤的刺激作用。这样这些物质便不适宜于作化妆品使用，或者只能以一定浓度涂用，而该浓度下皮肤的变浅效果不能令人满意。可考虑以不同皮肤增白物质结合使用来减少副作用，但由于竞争效应使用这些结合物也同样会减弱皮肤变浅作用。因此需要对增白皮肤化妆品的效果加以改善。
GB2287405公开了一种皮肤增白化妆品制剂，含有甘草提取物或相关物种，和α-羟基、β-羟基、或酮基-酸，或酰胺，或其盐或酯等相结合。据称该组合物具有协同增效作用、可抑制酪氨酸酶，从而抑制黑色素生成。
WO94/07462公开了一种含维生素A或其衍生物和二酸的增白皮肤的组合物。
WO94/09756提议使用维生素A或其衍生物与选择的增白皮肤试剂相结合，用于包括使皮肤变浅在内的几种目的。优选的增白皮肤试剂是氢醌，但也可以是其它的试剂，包括甘草提取物。
US4990330介绍了含曲酸与其它从壬二酸等中挑选的物质相结合的增白皮肤产品。该组合物据载对黑色素合成有增效抑制作用。
JP63284119据德温特文摘介绍了一种有防紫外线作用及增白效果的皮肤外用试剂，其含有异阿魏酸或其盐，并含有有机酸或其盐。
据德温特文摘介绍J06199646描述了含植物提取物、脲和脲稳定剂的增白皮肤的化妆品。所述植物提取物选自各种各样植物，包括甘草属(甘草根)。脲稳定剂可同样从很宽范围内挑选，包括脂族二羧酸。
上述产品至今为止未被广泛接受，因此该领域仍需继续有所改善。
我们现发现若将含有共轭亚油酸或其衍生物的特定异构体的化妆组合物涂于皮肤，会获得很强的抑制黑色素生成作用。
本发明概述
根据本发明第一要点，提供含如下成分的外用组合物：
(a)共轭亚油酸和/或其含共轭亚油酸部分的衍生物，其中有至少1％重量共轭亚油酸和/或共轭亚油酸部分以反10，顺12式异构体存在；以及
(b)适宜于皮肤用的载体。
该组合物特别适于外用，涂于人皮肤上提高抑制黑色素生成作用，由此在所涂之处使皮肤变浅。
根据本发明第二要点，提供增白人皮肤的化妆方法，该方法包括将上述外用组合物涂于皮肤上。
根据另一要点，本发明提供含共轭亚油酸和/或其含共轭亚油酸部分的衍生物，在增白皮肤的外用组合物中的应用，其中有至少1％重量所述共轭亚油酸和/或共轭亚油酸部分是以反10，顺12式异构体存在。
本发明另一要点，通过在本发明第一要点所述组合物中加入吸收紫外线的防晒剂，可避免上述共轭亚油酸和/或其衍生物增白皮肤作用的逆转现象。所谓“防晒剂”指可以屏蔽皮肤免受波长范围290-400nm紫外线作用的任何有机或无机材料。
本发明详述含反10，顺12异构体的共轭亚油酸
共轭亚油酸(以下称为CLA)包括亚油酸的一组位置和几何异构体，其中在(6，8)、(7、9)、(8、10)、(9，11)、(10，12)，或(11，13)位置处的顺、反双键，各种构型都有可能。因此该CLA存在24个不同异构体。
根据本发明，该组合物的主要活性物是反10，顺12(下文称为t10，c12)异构体。游离酸的该特定异构体如下述结构(1)所示：
本发明也包括含有共轭亚油酸部分的该游离酸的衍生物。优选的衍生物包括该酸羧基取代后的衍生物，例如酯(例如视黄醇酯、甘油三酯、甘油一酯、甘油二酯、磷酸酯)、酰胺(如神经酰胺衍生物)、盐(如碱金属和碱土金属盐、铵盐)；和/或其C18碳链取代后的衍生物，例如α羟基和/或β羟基衍生物。
对于甘油三酯衍生物来说，甘油主链中的CLA取代基的所有位置异构体均包括在内。甘油三酯必需含有至少一个CLA部分。例如甘油主链上三个可酯化位置中的第1和第2位可以由CLA酯化，而第3位可以是另一种脂类，或者其第1和第3位由CLA酯化，而第2位是另一种脂类。
本说明书中无论是用“共轭亚油酸”还是用“CLA”，都应理解为也包括含CLA部分的共轭亚油酸衍生物。
“CLA部分”指CLA衍生物的CLA脂肪酰基部分。
所谓“含t10，c12异构体的CLA”意指组合物中存在的全部CLA和/或CLA部分中，有至少1％重量属反10，顺12构形的异构体，优选其占组合物中CLA和/或CLA部分总重的至少20％，最优选至少50％，在一特别优选的实施方案中至少占70％。
本发明的CLA和/或其含CLA部分的衍生物可按WO97/18320公开的方法制备。优选方法于下面例1中介绍。
本发明所用含t10，c12活性物的CLA，以其有效量加入外用组合物中。一般活性物总量占组合物重量0.00001％-50％，更优选占0.01％-10％，最优选占0.1％-5％，以最低成本而取得最大效果。适宜于皮肤的载体
本发明组合物还含有适宜于皮肤/化妆品的载体，用作稀释剂、分散剂或活性物(富含t10，c12异构体的CLA)的载体，该载体包括皮肤保养产品中常采用的物质，例如水、液体或固体润肤剂、硅油、乳化剂、溶剂、润湿剂、增稠剂、粉剂、推进剂等。
所述载体一般占组合物重量的5％-99.9％，优选35％-80％，在不存在其它化妆品添加剂的情况下，以该载体补足组合物的余量。视需要加入的有益皮肤物质和化妆品添加剂
除含t10，c12异构体活性物的CLA之外，其它特定有益皮肤的活性物质，例如防晒剂、和/或其它增白皮肤试剂，均可包括在内。当防晒剂是有机物时，通常包括至少一种吸收290-400nm波长范围紫外线的生色剂。生色有机防晒剂可以分成下面几类(并举出特定例子)：对氨基苯甲酸、其盐及其衍生物(乙基、异丁基、甘油酯，对二甲基氨基苯甲酸)；氨茴酸酯(邻氨基苯甲酸酯；甲基、苯基、苄基、苯乙基、里那基、萜品基、及环己烯基酯)；水杨酸酯(辛基、戊基、苯基、苄基、基、甘油基、及二亚丙基二醇酯)；肉桂酸衍生物(基和苄基酯、α-苯基肉桂腈、丁基肉桂酰基丙酮酸酯)；二羟基肉桂酸衍生物(7-羟基香豆素、甲基-7-羟基香豆素、甲基乙酰基-7-羟基香豆素)；三羟基肉桂酸衍生物(七叶亭、甲基七叶亭、瑞香素和葡糖苷、七叶苷和瑞香苷)；烃类(二苯基丁二烯、茋)；二亚苄基丙酮和亚苄基乙酰苯；萘酚磺酸盐(2-萘酚-3，6-二磺酸和2-萘酚-6，8-二磺酸的钠盐；二羟基萘甲酸及其盐；邻和对羟基联苯二磺酸盐；香豆素衍生物(7-羟基、7-甲基、3-苯基)；二唑类(2-乙基-3-溴代吲唑、苯基苯并噁唑、甲基萘并噁唑、各种芳基苯并噻唑)；奎宁盐(硫酸氢盐、硫酸盐、油酸和单宁酸氯化物)；喹啉衍生物(8-羟基喹啉盐、2-苯基喹啉)；羟基-或甲氧基-取代的二苯酮；尿酸和维诺(Vilouric)酸；单宁酸及其衍生物(如六乙基醚)；(丁基卡必基)(6-丙基胡椒基)醚；氢醌；二苯酮类(羟苯酮、磺异苯酮、二羟苯酮、苯并间苯二酚、2，2’，4，4-四羟基二苯酮、2，2’-二羟基-4，4’-二甲氧基二苯酮、辛苯酮、4-异丙基二苯甲酰基甲烷、丁基甲氧基二苯甲酰基甲烷、氰双苯丙烯酸乙酯、和4-异丙基-二苯甲酰基甲烷)。
特别适宜的是：2-乙基己基对甲氧基肉桂酸酯、4，4’-叔丁基甲氧基二苯甲酰基甲烷、2-羟基-4-甲氧基二苯酮、辛基二甲基对氨基苯甲酸、二棓酰二油酸酯、2，2-二羟基-4-甲氧基二苯酮、乙基-4-[二(羟丙基)]氨基苯甲酸、2-乙基己基-2-氰基-3，3-二苯基丙烯酸酯、2-在己基水杨酸酯、甘油基对氨基苯甲酸酯、3，3，5-三甲基环己基水杨酸酯、甲基氨茴酸酯、对二甲基氨基苯甲酸、或氨基苯甲酸酯、2-乙基己基对二甲基氨基苯甲酸酯、2-苯基苯并咪唑-5-磺酸、2-(对二甲基氨基苯基)-5-磺基苯并噁唑酸及其混合物。
表I
| CTFA命名 | 商品名 | 厂商 |
| 二苯酮-3 | UVINUL M-40 | BASF Chemical公司 |
| 二苯酮-4 | UVINUL MS-40 | BASF Chemical公司 |
| 二苯酮-8 | SPECTRA-SORBUV-24 | American Cyanamid |
| DEA-甲氧基肉桂酸酯 | BERNEL HYDRO | Bernel Chemical |
| 乙基二羟丙基-PABA | AMERSCREEN P | Amerchol公司 |
| 甘油基PABA | NIPA G.M.P.A. | Nipa Labs. |
| 水杨酸三甲环己酯 | KENESTER HMS | Humko Chemical |
| 基氨茴酸酯 | SUNAROME UVA | Felton Worldwide |
| 氰双苯丙烯酸辛酯 | UVINUL N-539 | BASF Chemical公司 |
| 辛基二甲基PABA | AMERSCOL | Amerchol公司 |
| 辛基甲氧基肉桂酸酯 | PARSOL MCX | Bernel Chemical |
| 辛基水杨酸酯 | SUNAROME WMO | Felton Worldwide |
| PABA | PABA | National Starch |
| 2-苯基苯并咪唑-5-磺酸 | EUSOLEX6300 | EM Industries |
| TEA水杨酸酯 | SYBARINE W | Felton Worldwide |
| 2-(4-甲基-亚苯甲基)-樟脑 | EUSOLEX6300 | EM Industries |
| 二苯酮-1 | UVINUL 400 | BASF Chemical公司 |
| 二苯酮-2 | UVINUL D-50 | BASF Chemical公司 |
| 二苯酮-6 | UVINUL D-49 | BASF Chemical公司 |
| 二苯酮-12 | UVINUL408 | BASF Chemical公司 |
| 4-异丙基二苯甲酰基甲烷 | EUSOLEX8020 | EM Industries |
| 丁基甲氧基二苯甲酰基甲烷 | pARSOL1789 | Givaudan公司 |
| 氰双苯丙烯酸乙酯 | UVINUL N-35 | BASF Chemical公司 |
也可采用微粒二氧化钛、氧化锌等无机防晒活性物及聚乙烯、聚酰胺(如尼龙)以及其它聚合物。防晒剂的含量(无论有机或无机物)一般占0.1-30％，优选2-20％，最好4-10％重量。
载体还可以包括香精、抗氧化剂、遮光剂、防腐剂、着色剂及缓冲剂等添加剂。产品的配制、形式、应用和包装
为配制本发明外用组合物，可以采用配制护肤产品的常用方式。即按常规方式将活性成分掺入适宜于皮肤的载体中。该活性成分可以首先溶解或分散在部分水或另一种溶剂或液体中，再掺入组合物中。优选的组合物是水包油或油包水乳液。
该组合物可以是常规护肤产品的形式，例如霜剂、凝胶或洗液等。该组合物也可以是所谓“洗除型”产品，例如浴胶或淋浴胶，可含有冲洗时改善活性物与皮肤粘附性的输送系统。最优选的产品是“滞留型”产品，即涂于皮肤之后无需特意洗去的涂肤产品。
该组合物可以包装成任何适宜形式，例如小罐、瓶子、管筒、滚球等常规形式。
该产品可如常规护肤产品一样涂抹于皮肤上，例如可以每日1-3次涂于面部和/或手、臂等处。如果处理色斑，则使用者可以只将其有选择性地涂于要处理的区域。根据皮肤的状况、产品中活性成分的浓度、所涂产品量以及涂抹频度，其皮肤增白作用通常在2-3个月后可明显看出。本发明产品特别适宜于一般皮肤增白用，尤其是如果其中还含有防晒剂时，该产品拟用于日常使用。
为更易理解本发明，给出下面的实施例，但这些例子只为详细说明之用。
实施例
实施例1
本例用于说明包括在本发明范围之内的化合物，即CLA部分总重有80.5％ t10，c12异构体的CLA的合成。
高温碱处理红花油，产生含有等量c9，t11和t10，c12 CLA异构体的CLA异构体混合物。采用白曲地丝菌作催化剂，以月桂醇进行有择性酯化反应，从混合物中分离出富c9，t11 CLA的CLA化合物。酯化及分离之后，剩下的CLA游离酸是富t10，c12 CLA产物，将其分离出。CLA混合异构体的制备
“Analar试剂”(AR)氢氧化钠(0.6kg)溶解于药用级丙二醇(6kg)中，混合并加热至80-85℃。将该样品冷却并加入2kg红花油。使用标准中试规模装置、170℃快速搅拌下将该混合物回流3小时。将反应混合物冷至约95℃，减至中速搅拌，用1.280升35.5％盐酸中和混合物(盐酸系溶解于去离子水8升中)，保持90℃。使反应物静置分出水相。用2×1升5％AR盐溶液和2×1升去离子水于90℃洗涤油相，弃去所有皂化物质。将富含CLA的油状物于100℃真空干燥，然后降至50℃，以包括Whatman滤器和薄层硅藻土-白色硅藻土助滤剂的瓷滤斗系统过滤。该CLA油状混合异构体于-25℃氮气中贮存至需要时。富CLA c9.t11的制备
(I)制备月桂酯：
将红花油(2.0kg)加入2倍摩尔当量月桂醇(1-十二醇；98％，来自Aldrich Chemicals)与5.96kg去离子水中。将温度调至25℃，加入1％(w/w)预混有少量水的白曲地丝菌(购自日本Amano药物公司)，激烈搅拌混合物。于44小时停止反应。将反应器加热至80-90℃，分出水层，用去离子水洗涤油层，并于100℃下真空干燥30分钟。将油状物冷至50℃，用包括Whatman滤器及薄层硅薄土-白硅藻土助滤剂的瓷滤斗系统过滤。
(II)分离富t10，c12 CLA
用分子蒸馏法，于135℃，以每分钟25-35ml除去残留的月桂醇。残留物粗分成月桂酯(富含c9，t11 CLA)和游离酸(富含t10，c12CLA)，即以每分钟25-35ml流速，于158℃蒸馏而分离。富t10，c12 CLA的析出
于160-165℃，以20-30ml/min再次蒸馏步骤(II)的CLA游离酸，再除去酯成分。于131℃及25-30ml/min流速下再次除去残留的月桂醇。为了除去所有残留的月桂醇，使用SP392 Mucor miehei脂酶(5％，购自Novo Nordisk的批号Lux 0110产品)将游离醇与存在于反应混合物中的脂肪酸酯化。采用分子蒸馏去，于155℃，15-20ml/min，将含脂肪酸的富t10，c12 CLA与月桂酯分离开。由该方法生成的富t10，c12 CLA的组成列于下表1中：
表1
实施例2t10，c12 CLA甘油三酯的制备
| 富t10 c12 CLA脂肪酸典型制剂的组成(wt％)： | B |
| c9，t11t10，c12c9，c11&c10，c12t9，t11t&t10，12t其它CLA总量CLA16∶016∶118∶018∶118∶2(非-CLA)其它脂肪酸 | 8.353.9(80.5％CLA总量)2.91.10.766.913.6-4.610.33.11.5 |
将实施例1制备的富t10，c12 CLA(10g)与1.01g(10.1％)甘油(购自Ellis和Everards的Pricerine 9083甘油CP)混合，加入0.5g(约5％)SP392 Mucor Meihie非特异性脂酶(购自Novo Nordisk，批号Lux0110)。真空下，在旋转蒸发器中，于60℃充少量氮气下将混合物搅拌。
96小时后停止反应，在瓷滤斗上以硅藻土超滤助剂薄层将混合物过滤，收集CLA甘油三酯油相，其组成列于下表2：
表2
实施例3测试方法*细胞保存
| 该甘油三酯的脂肪酸组成 | 占脂肪酸液体总量的相对百分比 |
| c9，t11t10，c12c9，c11&c10，c12t9，t11t&t10，12t其它CLA总量CLA16∶016∶118∶018∶118∶2(非-CLA)其它脂肪酸 | 8.354.8(81.7％总量CLA)2.71.3067.113.50.14.910.33.40.7 |
B16-F1鼠黑素瘤细胞(美国典型培养物保存中心，马里兰州，USA)保留于75cm2培养烧瓶中，瓶中有RPMI培养基(ICN-Flow，cat.no.12-60-54)，补充有L-葡糖胺(4mM)和10％胎牛血清(FBS)，于37℃，饱含水，5％CO2大气中。细胞每周传代二次。*色素沉着测试
将亚融合B16细胞以5000个细胞/孔密度接种于96孔微滴平板上，在含10％胎牛血清和1％青霉素/链霉素(不含酚红)的DMEM(购自Life Tech.，NY)中，于37℃，5％CO2条件下培养过夜。24小时后，以含试验化合物或载体(对照样)的新鲜培养基置换原培养基。将细胞保温72小时，此时对照样孔中可看见黑色素。接着，将含黑色素的各孔中的培养基转移至清洁的96孔板中，以微板分光光度计(Dynatech MR5000)读取530nm处的吸光度进行定量分析，并针对新鲜培养基的基线吸光度进行校正。因为校准过的吸光度与黑色素浓度成正比，因此皮肤增白试验物质的色素沉着百分比可计算如下：
％色素沉着＝(OD530试验物/OD530参照物)×100％其中OD530试验物和OD530参照物，分别表示来自试验样品各孔中的培养基的经校准的平均吸光度，和来自没有试验样品各孔中的培养基的该吸光度。由试验化合物产生的色素沉着百分抑制作用为100-％色素沉着。*细胞存活率测试
黑色素的生成可以通过抑制黑素产生而减少，但这也可能受细胞毒性或细胞增生影响。为试验是否出现这种情况，采用中性红染料吸收作用来试验细胞存活率。中性红是水溶性染料，它能穿过完整血浆膜，并在完整细胞的溶酶体中浓缩。中性红染料的总吸收与培养物中的存活细胞数成正比。
从微滴平板上除去黑色素分析用的培养基之后，立即将200μl新鲜预温热的中性红染料(购自Sigma，UK，Cat.Nr2889)(按25μg/ml掺有培养基)施加于细胞中，保温3小时，使细胞保存。将平板倒置并以吸收纸轻拍，除去未被细胞吸收的染料。用200μl PBS洗涤细胞，再次除去。加入100μl溶剂(50％H2O、49％乙醇、1％乙酸)。20分钟以后，于室温下在微板振荡器上将各板振荡5秒种。按上述方法测定吸收度。试验
下表3表明对皮肤增白试验物质的评估和它们的用量。如上所述由试验物产生的对黑色素生成的抑制作用也反映在该表中。
小于对照样品100％黑色素的值表示黑素生成抑制作用。表3结果表明含t10，c12 CAL异构体的CLA能抑制黑色素的生成。
该试验中，试验物以DMEM按下表3所示量进行稀释。
该表中“CLA t10，c12”指CLA，其中总量的80.5％为其t10，c12异构体，即本发明范围内的活性试剂，由上述实施例1制备。
表3
Student′s t-试验样**p＜0.01*p＜0.05(n＝4)实施例4
| 处理 | 培养基中的黑色素％ S.D. t-试验样对照样 对 对照样 | 中性红细胞存活率％ S.D. t-试验样对照样 对 对照样 | ||||
| 对照样 | 100 | 8.5 | 100.0 | 4.6 | ||
| 1∶100t10，c12 CLA | 4.0 | 0.9 | **(0.000) | 1.2 | 0.6 | **(0.000) |
| 1∶250t10，c12 CLA | 4.2 | 0.8 | **(0.000) | 89.5 | 3.5 | **(0.000) |
| 1∶500t10，c12 CLA | 4.0 | 0.5 | **(0.000) | 90.4 | 3.3 | **(0.000) |
| 1∶750t10，c12 CLA | 9.7 | 11.5 | **(0.000) | 97.6 | 7.2 | (0.257) |
| 1∶1000t10，c12 CLA | 9.8 | 6.4 | **(0.000) | 96.2 | 4.4 | * (0.042) |
下述制剂是本发明的乳霜。
实施例5
| 化学名全称或CTFA | 商品名 | WT％ |
| 根据实施例2制备的t10，c12异构体占CLA总量80.5％的CLA甘油三酯 | 2.0 | |
| EDTA二钠 | Sequesterene Na2 | 0.05 |
| 硅酸镁铝 | Veegum Ultra | 0.6 |
| 对羟基苯甲酸甲酯 | 对羟基苯甲酸甲酯 | 0.15 |
| 甲硅氧烷(Simethicone) | DC抑泡乳液 | 0.01 |
| 丁二醇1，3 | 丁二醇1，3 | 3.0 |
| 羟甲基纤维素 | Natrosol 250HHR | 0.5 |
| 甘油，USP | 甘油USP | 2.0 |
| 黄原胶 | Keltrol1000 | 0.2 |
| 三乙醇胺 | 三乙醇胺(99％) | 1.2 |
| 硬脂酸 | Pristerene 4911 | 3.0 |
| 对羟基苯甲酸丙酯 | 对羟基苯甲酸丙酯NF | 0.1 |
| 甘油基氢化硬脂酸酯 | Naturechem GMHS | 1.5 |
| 硬脂醇 | Lanette 18DEO | 1.5 |
| 异硬脂基棕榈酸酯 | Protachem ISP | 6.0 |
| C12-C15醇辛酸酯 | Hetester FAO | 3.0 |
| 二甲基硅氧烷 | 硅氧烷流体200(50cts) | 1.0 |
| 胆甾醇NF | 胆甾醇NF | 0.5 |
| 硬脂酸脱水山梨醇酯 | 硬脂酸脱水山梨醇酯 | 1.0 |
| 丁酸化羟基甲苯 | Embanox BHT | 0.05 |
| 生育酚乙酸酯 | 维生素E乙酸酯 | 0.1 |
| PEG-100硬脂酸酯 | Myrj59 | 2.0 |
| 硬脂酰乳酸钠 | Pationic SSL | 0.5 |
| 羟基辛酸 | 羟基辛酸 | 0.1 |
| 视黄醇棕榈酸酯 | 维生素A棕榈酸酯 | 0.06 |
| α-红没药醇 | α-红没药醇 | 0.2 |
| 去离子水 | 加至100 |
本发明含防晒制剂的皮肤用乳霜(水包油型)如下表所示：
| 成分 | 重量％ |
| 羟乙基纤维素 | 0.50 |
| 硅酸镁铝 | 0.75 |
| 可可脂 | 1.25 |
| 角鲨烯 | 1.05 |
| 异硬脂醇异壬酸酯 | 2.25 |
| DC硅氧烷流体200(50CST) | 1.25 |
| DC硅氧烷流体200(100CST) | 0.50 |
| 丁二醇 | 3.00 |
| Parsol MCX | 3.00 |
| Parsol 1789 | 3.00 |
| 甘油 | 2.50 |
| 透明质酸钠 | 0.50 |
| CAL甘油三酯t10 c12 | 5.00 |
| 甘油醚-7-羟基硬脂酸酯 | 1.50 |
| 硬脂酸 | 3.50 |
| 鲸蜡基/硬脂基醇 | 2.55 |
| PCA钠 | 2.10 |
| 甘油基羟基硬脂酸酯 | 1.25 |
| 生育酚 | 0.35 |
| 对羟基苯甲酸甲酯 | 0.20 |
| 对羟基苯甲酸丙酯 | 0.10 |
| Glydant | 0.30 |
| 硬脂醚-20 | 1.20 |
| EDTA二钠 | 0.05 |
| 三乙醇胺 | 1.50 |
| 去离子水 | 余量 |
Claims (5)
1.一种外用组合物，含有：
(a)共轭亚油酸和/或其含共轭亚油酸部分的衍生物，其中有至少1％重量共轭亚油酸和/或共轭亚油酸部分以反10，顺12式异构体存在；以及
(b)适宜于皮肤用的载体。
2.权利要求1的组合物，以组合物重量计含有0.00001％-50％，优选0.01％-10％所述共轭亚油酸和/或其衍生物。
3.权利要求1或2任一项的组合物，还含有防晒剂。
4.为增白皮肤的美容方法，所述方法包括将权利要求1、2或3的外用组合物涂于皮肤上。
5.共轭亚油酸和/或其含共轭亚油酸部分的衍生物，在增白人皮肤的外用组合物中的应用，其中至少1％重量的共轭亚油酸和/或共轭亚油酸部分是反10，顺12异构体。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9828380.7A GB9828380D0 (en) | 1998-12-22 | 1998-12-22 | Skin lightening composition |
| GB9828380.7 | 1998-12-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1331579A true CN1331579A (zh) | 2002-01-16 |
| CN1149973C CN1149973C (zh) | 2004-05-19 |
Family
ID=10844843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB99814875XA Expired - Lifetime CN1149973C (zh) | 1998-12-22 | 1999-11-23 | 皮肤增白组合物 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6403064B1 (zh) |
| EP (1) | EP1140002B1 (zh) |
| JP (1) | JP4430827B2 (zh) |
| CN (1) | CN1149973C (zh) |
| AR (1) | AR021920A1 (zh) |
| AT (1) | ATE326204T1 (zh) |
| AU (1) | AU746697B2 (zh) |
| BR (1) | BR9916440B1 (zh) |
| CA (1) | CA2355955C (zh) |
| CZ (1) | CZ292080B6 (zh) |
| DE (1) | DE69931392T2 (zh) |
| ES (1) | ES2264276T3 (zh) |
| GB (1) | GB9828380D0 (zh) |
| PL (1) | PL198763B1 (zh) |
| RU (1) | RU2229294C2 (zh) |
| TW (1) | TWI230077B (zh) |
| WO (1) | WO2000037039A1 (zh) |
| ZA (1) | ZA200104732B (zh) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5874463A (en) * | 1994-10-24 | 1999-02-23 | Ancira; Margaret | Hydroxy-kojic acid skin peel |
| US20010041708A1 (en) * | 2000-02-15 | 2001-11-15 | Zen-Bio, Inc. | Compositions for preventing cellulite in mammalian skin |
| NO310176B1 (no) | 2000-11-13 | 2001-06-05 | Wadlund As | Sammensetning for hud som inneholder kitosan-konjugert CLA og kitosankonjugert vitamin A eller et <beta>-cyklodekstrin-konjugertvitamin A samt fremgangsmåte for fremstilling og anvendelse avdenne |
| WO2003006009A1 (en) * | 2001-07-11 | 2003-01-23 | Zen-Bio, Inc. | Compositions for reducing or preventing cellulite in mammalian skin |
| US6677470B2 (en) * | 2001-11-20 | 2004-01-13 | Natural Asa | Functional acylglycerides |
| CN101170990B (zh) * | 2005-05-03 | 2012-11-07 | 荷兰联合利华有限公司 | 包括共轭亚油酸和烟酰胺的皮肤亮白组合物 |
| US7175836B1 (en) | 2005-12-23 | 2007-02-13 | Conopco, Inc. | Oil continuous phase cosmetic emulsions with conjugated linoleic acid |
| US7172754B1 (en) * | 2005-12-23 | 2007-02-06 | Conopco, Inc. | Cosmetic emulsions with sunscreens and conjugated linoleic acid |
| US7175835B1 (en) | 2005-12-23 | 2007-02-13 | Conopco, Inc. | Cosmetic emulsions with inorganic sunscreens stabilized with conjugated linoleic acid |
| US9657257B2 (en) | 2007-05-10 | 2017-05-23 | Kimberly-Clark Worldwide, Inc. | Colorant neutralizer |
| JP2010120860A (ja) * | 2008-11-17 | 2010-06-03 | Nippon Menaade Keshohin Kk | 美白剤 |
| EP2424947A1 (en) * | 2009-05-01 | 2012-03-07 | The Procter & Gamble Company | Compositions and methods incorporating photocatalysts |
| FR2949065B1 (fr) | 2009-08-17 | 2011-10-21 | Natura Cosmeticos Sa | Complexe eclaircissant la peau, utilisation dudit complexe, composition cosmetique ou pharmaceutique comprenant ledit complexe et procede pour son application |
| DE102009029194A1 (de) | 2009-09-04 | 2011-04-07 | Kimberly-Clark Worldwide, Inc., Neenah | Abtrennung gefärbter Stoffe aus wasserhaltigen Flüssigkeiten |
| US8685472B2 (en) | 2010-03-01 | 2014-04-01 | Access Business Group International Llc | Skin whitening composition containing chia seed extract |
| US8409636B2 (en) | 2010-09-29 | 2013-04-02 | Access Business Group International Llc | Chia seed extract and related method of manufacture |
| RU2450836C1 (ru) * | 2011-03-15 | 2012-05-20 | Закрытое акционерное общество Фармацевтическое научно-производственное предприятие "Ретиноиды" | Комбинированная мазевая композиция для уменьшения интенсивности локальной гиперпигментации кожи |
| US9161869B2 (en) | 2012-03-30 | 2015-10-20 | Kimberly-Clark Worldwide, Inc. | Absorbent articles with decolorizing agents |
| US9237975B2 (en) | 2013-09-27 | 2016-01-19 | Kimberly-Clark Worldwide, Inc. | Absorbent article with side barriers and decolorizing agents |
| KR101725326B1 (ko) * | 2015-04-23 | 2017-04-12 | 대한민국 | 항균활성을 갖는 신규 미생물 및 그를 이용한 슈덴 생산방법 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2474310A1 (fr) * | 1980-01-25 | 1981-07-31 | Oreal | Solution stable a l'oxydation de vitamine f et d'huile de jojoba et compositions cosmetiques la contenant |
| AU546872B2 (en) | 1982-06-16 | 1985-09-26 | Unilever Plc | Skin treatment compositions containing a fatty acid or ester |
| JP2533776B2 (ja) | 1987-05-14 | 1996-09-11 | ポーラ化成工業株式会社 | 皮膚外用剤 |
| JP2565513B2 (ja) | 1987-09-25 | 1996-12-18 | 三省製薬株式会社 | メラニン生成抑制外用薬剤 |
| US5208356A (en) | 1989-02-17 | 1993-05-04 | Wisconsin Alumni Research Foundation | Octadecadienoic phospholipic esters, antioxidant and mold inhibiting compositions |
| GB9220670D0 (en) | 1992-09-30 | 1992-11-11 | Unilever Plc | Cosmetic composition |
| GB9223235D0 (en) | 1992-11-05 | 1992-12-16 | Unilever Plc | Cosmetic composition |
| JP2764510B2 (ja) | 1992-12-28 | 1998-06-11 | 花王株式会社 | 美白化粧料 |
| IL109012A (en) | 1994-03-17 | 1998-09-24 | Fischer Pharma Ltd | Skin whitening composition comprising glycyrrhyza glabra and hydroxy acids |
| EP0866874B2 (en) | 1995-11-14 | 2005-06-22 | Loders Croklaan B.V. | Process for the preparation of materials with a high content of isomers of conjugated linoleic acid |
| US5585400A (en) | 1996-02-27 | 1996-12-17 | Wisconsin Alumni Research Foundation | Methods of attenuating the allergic response in animals |
| GB9621630D0 (en) * | 1996-10-17 | 1996-12-11 | Kappa Pharmaceuticals Ltd | Treatment of skin disorders |
| US6019990A (en) | 1997-11-21 | 2000-02-01 | Natural Nutrition Ltd. As | Conjugated linoleic acid delivery system in cosmetic preparations |
| AU2091099A (en) * | 1997-12-23 | 1999-07-12 | Dcv, Inc. Doing Business As Bio-Technical Resources | Esters of conjugated linoleic acid or conjugated linolenic acid and uses thereof |
| AU747057B2 (en) * | 1998-05-04 | 2002-05-09 | Conlinco, Inc. | Methods of using isomer enriched conjugated linoleic acid compositions |
| AU5087199A (en) * | 1998-06-30 | 2000-01-17 | American Medical Research, Inc. | Method of treating topical ailments |
-
1998
- 1998-12-22 GB GBGB9828380.7A patent/GB9828380D0/en not_active Ceased
-
1999
- 1999-11-23 CZ CZ20012329A patent/CZ292080B6/cs not_active IP Right Cessation
- 1999-11-23 AU AU17774/00A patent/AU746697B2/en not_active Ceased
- 1999-11-23 CA CA002355955A patent/CA2355955C/en not_active Expired - Lifetime
- 1999-11-23 DE DE69931392T patent/DE69931392T2/de not_active Expired - Lifetime
- 1999-11-23 ES ES99961008T patent/ES2264276T3/es not_active Expired - Lifetime
- 1999-11-23 RU RU2001120373/15A patent/RU2229294C2/ru active
- 1999-11-23 WO PCT/EP1999/009165 patent/WO2000037039A1/en active IP Right Grant
- 1999-11-23 CN CNB99814875XA patent/CN1149973C/zh not_active Expired - Lifetime
- 1999-11-23 EP EP99961008A patent/EP1140002B1/en not_active Expired - Lifetime
- 1999-11-23 JP JP2000589150A patent/JP4430827B2/ja not_active Expired - Lifetime
- 1999-11-23 BR BRPI9916440-0A patent/BR9916440B1/pt not_active IP Right Cessation
- 1999-11-23 AT AT99961008T patent/ATE326204T1/de not_active IP Right Cessation
- 1999-11-23 PL PL349390A patent/PL198763B1/pl not_active IP Right Cessation
- 1999-12-20 US US09/467,426 patent/US6403064B1/en not_active Expired - Lifetime
- 1999-12-20 AR ARP990106571A patent/AR021920A1/es active IP Right Grant
-
2000
- 2000-03-21 TW TW089105140A patent/TWI230077B/zh not_active IP Right Cessation
-
2001
- 2001-06-11 ZA ZA200104732A patent/ZA200104732B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL198763B1 (pl) | 2008-07-31 |
| US6403064B1 (en) | 2002-06-11 |
| EP1140002A1 (en) | 2001-10-10 |
| DE69931392D1 (de) | 2006-06-22 |
| ES2264276T3 (es) | 2006-12-16 |
| TWI230077B (en) | 2005-04-01 |
| WO2000037039A1 (en) | 2000-06-29 |
| GB9828380D0 (en) | 1999-02-17 |
| CZ292080B6 (cs) | 2003-07-16 |
| CA2355955C (en) | 2010-01-12 |
| EP1140002B1 (en) | 2006-05-17 |
| AU1777400A (en) | 2000-07-12 |
| AR021920A1 (es) | 2002-09-04 |
| DE69931392T2 (de) | 2006-11-02 |
| US20020068042A1 (en) | 2002-06-06 |
| CZ20012329A3 (cs) | 2001-12-12 |
| ZA200104732B (en) | 2002-06-11 |
| RU2229294C2 (ru) | 2004-05-27 |
| BR9916440B1 (pt) | 2013-05-28 |
| JP2002532530A (ja) | 2002-10-02 |
| ATE326204T1 (de) | 2006-06-15 |
| BR9916440A (pt) | 2001-09-04 |
| CN1149973C (zh) | 2004-05-19 |
| JP4430827B2 (ja) | 2010-03-10 |
| PL349390A1 (en) | 2002-07-15 |
| CA2355955A1 (en) | 2000-06-29 |
| AU746697B2 (en) | 2002-05-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1149973C (zh) | 皮肤增白组合物 | |
| CN1195492C (zh) | 皮肤护理组合物 | |
| US5710177A (en) | Synergistic combinations of active substance for the cosmetic or dermatological care of the skin, hair & nails | |
| US5766575A (en) | Method and composition for skin lightening | |
| CN101384243B (zh) | 含有有机防晒剂和共轭亚油酸的化妆品w/o乳剂 | |
| EP0514067B1 (en) | Cosmetic composition | |
| US5961961A (en) | Sunscreen cosmetic composition | |
| CN1105555C (zh) | 熊果苷单酯类作为脱色素剂的应用 | |
| CN101384244B (zh) | 含有经共轭亚油酸稳定化的无机防晒剂的化妆品w/o乳剂 | |
| TW200533381A (en) | Improved cosmetic composition | |
| US5609854A (en) | Thickened and stabilized cosmetic emulsion compositions | |
| US5486352A (en) | Sunscreen compositions | |
| CN116348086A (zh) | 类神经酰胺的含有表面活性剂的配制品 | |
| CN1398179A (zh) | 含印度蛇婆子提取物的化妆品制剂 | |
| CN1933801A (zh) | (2－羟苯基)醇的用途和含有该化合物的化妆品或治疗制剂 | |
| CN1671352A (zh) | 用丙二酸盐稳定储存的防晒化妆品组合物 | |
| JP2005145883A (ja) | 化粧料組成物 | |
| JP4768183B2 (ja) | 不飽和の分枝エステルオイルの製造方法 | |
| JP2006213610A (ja) | トリプシン阻害剤 | |
| JPH06504719A (ja) | 安定な化粧剤 | |
| CN1222072A (zh) | 皮肤增艳的方法和组合物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| C10 | Entry into substantive examination | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CX01 | Expiry of patent term |
Granted publication date: 20040519 |
|
| CX01 | Expiry of patent term |