JPS61194007A - External preparation for skin - Google Patents
External preparation for skinInfo
- Publication number
- JPS61194007A JPS61194007A JP3286685A JP3286685A JPS61194007A JP S61194007 A JPS61194007 A JP S61194007A JP 3286685 A JP3286685 A JP 3286685A JP 3286685 A JP3286685 A JP 3286685A JP S61194007 A JPS61194007 A JP S61194007A
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- acid ester
- glycerin
- skin
- sugar
- 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.)
- Pending
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- -1 saccharide fatty acid ester Chemical class 0.000 claims abstract description 96
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 93
- 239000000194 fatty acid Substances 0.000 claims abstract description 93
- 229930195729 fatty acid Natural products 0.000 claims abstract description 93
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 33
- 235000011187 glycerol Nutrition 0.000 claims abstract description 25
- 235000000346 sugar Nutrition 0.000 claims description 21
- 150000004665 fatty acids Chemical class 0.000 abstract description 12
- 239000004367 Lipase Substances 0.000 abstract description 11
- 102000004882 Lipase Human genes 0.000 abstract description 11
- 108090001060 Lipase Proteins 0.000 abstract description 11
- 235000019421 lipase Nutrition 0.000 abstract description 11
- 150000004043 trisaccharides Chemical class 0.000 abstract description 5
- 102000004157 Hydrolases Human genes 0.000 abstract description 3
- 108090000604 Hydrolases Proteins 0.000 abstract description 3
- 238000002156 mixing Methods 0.000 abstract description 3
- 150000002772 monosaccharides Chemical class 0.000 abstract description 3
- 229920001282 polysaccharide Polymers 0.000 abstract description 3
- 239000005017 polysaccharide Substances 0.000 abstract description 3
- 150000004044 tetrasaccharides Chemical class 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 150000004676 glycans Chemical class 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 description 25
- 238000003786 synthesis reaction Methods 0.000 description 25
- 108090000790 Enzymes Proteins 0.000 description 15
- 102000004190 Enzymes Human genes 0.000 description 15
- 229940088598 enzyme Drugs 0.000 description 15
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 15
- 235000021355 Stearic acid Nutrition 0.000 description 13
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 13
- 239000008117 stearic acid Substances 0.000 description 13
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 10
- 229930006000 Sucrose Natural products 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 10
- 239000000839 emulsion Substances 0.000 description 10
- 239000004615 ingredient Substances 0.000 description 10
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- 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 10
- 239000005720 sucrose Substances 0.000 description 10
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 9
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 9
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 9
- 239000005642 Oleic acid Substances 0.000 description 9
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 9
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 9
- 239000000049 pigment Substances 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 239000002537 cosmetic Substances 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 7
- 239000006071 cream Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000004040 coloring Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 5
- 239000005639 Lauric acid Substances 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 230000003301 hydrolyzing effect Effects 0.000 description 5
- 239000006210 lotion Substances 0.000 description 5
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 5
- 235000010449 maltitol Nutrition 0.000 description 5
- 239000000845 maltitol Substances 0.000 description 5
- 229940035436 maltitol Drugs 0.000 description 5
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 5
- 239000008213 purified water Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 239000000600 sorbitol Substances 0.000 description 5
- 235000010356 sorbitol Nutrition 0.000 description 5
- 229940032094 squalane Drugs 0.000 description 5
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 4
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 4
- PVXPPJIGRGXGCY-DJHAAKORSA-N 6-O-alpha-D-glucopyranosyl-alpha-D-fructofuranose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@](O)(CO)O1 PVXPPJIGRGXGCY-DJHAAKORSA-N 0.000 description 4
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 4
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 4
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 4
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 description 4
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229940049964 oleate Drugs 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- 229960004063 propylene glycol Drugs 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 229940058015 1,3-butylene glycol Drugs 0.000 description 3
- 229920001353 Dextrin Polymers 0.000 description 3
- 239000004375 Dextrin Substances 0.000 description 3
- 239000004166 Lanolin Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 3
- 235000013871 bee wax Nutrition 0.000 description 3
- 239000012166 beeswax Substances 0.000 description 3
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 3
- 235000019437 butane-1,3-diol Nutrition 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 235000019425 dextrin Nutrition 0.000 description 3
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 230000001804 emulsifying effect Effects 0.000 description 3
- 230000001815 facial effect Effects 0.000 description 3
- 235000019388 lanolin Nutrition 0.000 description 3
- 229940039717 lanolin Drugs 0.000 description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 150000005846 sugar alcohols Chemical class 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- 229940099259 vaseline Drugs 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical compound O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 2
- 241000228212 Aspergillus Species 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- 108010093096 Immobilized Enzymes Proteins 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 235000010980 cellulose Nutrition 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 229960005150 glycerol Drugs 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
- 229940075507 glyceryl monostearate Drugs 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000004006 olive oil Substances 0.000 description 2
- 235000008390 olive oil Nutrition 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 239000008055 phosphate buffer solution Substances 0.000 description 2
- 150000004804 polysaccharides Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- 239000000811 xylitol Substances 0.000 description 2
- 235000010447 xylitol Nutrition 0.000 description 2
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 2
- 229960002675 xylitol Drugs 0.000 description 2
- UYQJCPNSAVWAFU-ZEUIETHYSA-N (2r,3r,4r,5r)-4-[(2s,3r,4r,5s,6r)-5-[(2s,3r,4r,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal Chemical compound O[C@@H]1[C@@H](O)[C@H](O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O)O[C@H](CO)[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](O)[C@@H](CO)O2)O)[C@@H](CO)O1 UYQJCPNSAVWAFU-ZEUIETHYSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- 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 1
- FABAOYOFJNAVHB-KVVVOXFISA-N (z)-octadec-9-enoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O FABAOYOFJNAVHB-KVVVOXFISA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- DSVUBXQDJGJGIC-UHFFFAOYSA-N 3',6'-dihydroxy-4',5'-diiodospiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C(I)=C1OC1=C(I)C(O)=CC=C21 DSVUBXQDJGJGIC-UHFFFAOYSA-N 0.000 description 1
- DBTMGCOVALSLOR-UHFFFAOYSA-N 32-alpha-galactosyl-3-alpha-galactosyl-galactose Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(OC2C(C(CO)OC(O)C2O)O)OC(CO)C1O DBTMGCOVALSLOR-UHFFFAOYSA-N 0.000 description 1
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 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
- PVXPPJIGRGXGCY-TZLCEDOOSA-N 6-O-alpha-D-glucopyranosyl-D-fructofuranose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)C(O)(CO)O1 PVXPPJIGRGXGCY-TZLCEDOOSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- RHAXKFFKGZJUOE-UHFFFAOYSA-N 7-acetyl-6-ethyl-3,5,8-trihydroxy-9,10-dioxoanthracene-1,2-dicarboxylic acid Chemical compound O=C1C2=CC(O)=C(C(O)=O)C(C(O)=O)=C2C(=O)C2=C1C(O)=C(CC)C(C(C)=O)=C2O RHAXKFFKGZJUOE-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001237961 Amanita rubescens Species 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 description 1
- 235000004936 Bromus mango Nutrition 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- SEBIKDIMAPSUBY-ARYZWOCPSA-N Crocin Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O)OC(=O)C(C)=CC=CC(C)=C\C=C\C=C(/C)\C=C\C=C(C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)O1)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O SEBIKDIMAPSUBY-ARYZWOCPSA-N 0.000 description 1
- SEBIKDIMAPSUBY-JAUCNNNOSA-N Crocin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C(=O)OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C=CC=C(/C)C(=O)OC3OC(COC4OC(CO)C(O)C(O)C4O)C(O)C(O)C3O SEBIKDIMAPSUBY-JAUCNNNOSA-N 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-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
- HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 description 1
- RXVWSYJTUUKTEA-UHFFFAOYSA-N D-maltotriose Natural products OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1OC1C(O)C(O)C(O)C(CO)O1 RXVWSYJTUUKTEA-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- HMFHBZSHGGEWLO-SOOFDHNKSA-N D-ribofuranose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H]1O HMFHBZSHGGEWLO-SOOFDHNKSA-N 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 229920002670 Fructan Polymers 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- QQILFGKZUJYXGS-UHFFFAOYSA-N Indigo dye Chemical compound C1=CC=C2C(=O)C(C3=C(C4=CC=CC=C4N3)O)=NC2=C1 QQILFGKZUJYXGS-UHFFFAOYSA-N 0.000 description 1
- 229930192967 Laccaic acid Natural products 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 229920000161 Locust bean gum Polymers 0.000 description 1
- 240000007228 Mangifera indica Species 0.000 description 1
- 235000014826 Mangifera indica Nutrition 0.000 description 1
- 229920000057 Mannan Polymers 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 241000235395 Mucor Species 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- 241000228143 Penicillium Species 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 239000004373 Pullulan Substances 0.000 description 1
- 229920001218 Pullulan Polymers 0.000 description 1
- 241000235527 Rhizopus Species 0.000 description 1
- PYMYPHUHKUWMLA-LMVFSUKVSA-N Ribose Natural products OC[C@@H](O)[C@@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-LMVFSUKVSA-N 0.000 description 1
- 235000009184 Spondias indica Nutrition 0.000 description 1
- UQZIYBXSHAGNOE-USOSMYMVSA-N Stachyose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO[C@@H]2[C@@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O2)O1 UQZIYBXSHAGNOE-USOSMYMVSA-N 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- LDDUCKDUDZVHLN-UHFFFAOYSA-N [2-hydroxy-3-[2-hydroxy-3-(16-methylheptadecanoyloxy)propoxy]propyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)COC(=O)CCCCCCCCCCCCCCC(C)C LDDUCKDUDZVHLN-UHFFFAOYSA-N 0.000 description 1
- 241000179532 [Candida] cylindracea Species 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- HMFHBZSHGGEWLO-UHFFFAOYSA-N alpha-D-Furanose-Ribose Natural products OCC1OC(O)C(O)C1O HMFHBZSHGGEWLO-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- POJOORKDYOPQLS-UHFFFAOYSA-L barium(2+) 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O POJOORKDYOPQLS-UHFFFAOYSA-L 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- DBZJJPROPLPMSN-UHFFFAOYSA-N bromoeosin Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(Br)=C(O)C(Br)=C1OC1=C(Br)C(O)=C(Br)C=C21 DBZJJPROPLPMSN-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000004106 carminic acid Substances 0.000 description 1
- DGQLVPJVXFOQEV-NGOCYOHBSA-N carminic acid Chemical compound OC1=C2C(=O)C=3C(C)=C(C(O)=O)C(O)=CC=3C(=O)C2=C(O)C(O)=C1[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DGQLVPJVXFOQEV-NGOCYOHBSA-N 0.000 description 1
- 229940114118 carminic acid Drugs 0.000 description 1
- 235000012730 carminic acid Nutrition 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 239000000679 carrageenan Substances 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 229940113118 carrageenan Drugs 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- FYGDTMLNYKFZSV-ZWSAEMDYSA-N cellotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@@H](O[C@@H]2[C@H](OC(O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-ZWSAEMDYSA-N 0.000 description 1
- 229940082500 cetostearyl alcohol Drugs 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- HBHZKFOUIUMKHV-UHFFFAOYSA-N chembl1982121 Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O HBHZKFOUIUMKHV-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002026 chloroform extract Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- VQWFNAGFNGABOH-UHFFFAOYSA-K chromium(iii) hydroxide Chemical compound [OH-].[OH-].[OH-].[Cr+3] VQWFNAGFNGABOH-UHFFFAOYSA-K 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 229910000152 cobalt phosphate Inorganic materials 0.000 description 1
- LFSBSHDDAGNCTM-UHFFFAOYSA-N cobalt(2+);oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[O-2].[Ti+4].[Co+2] LFSBSHDDAGNCTM-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 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
- 238000004042 decolorization Methods 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 229940079919 digestives enzyme preparation Drugs 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 description 1
- FPAYXBWMYIMERV-UHFFFAOYSA-L disodium;5-methyl-2-[[4-(4-methyl-2-sulfonatoanilino)-9,10-dioxoanthracen-1-yl]amino]benzenesulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1S([O-])(=O)=O FPAYXBWMYIMERV-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- DBTMGCOVALSLOR-AXAHEAMVSA-N galactotriose Natural products OC[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](CO)O[C@@H](O[C@H]3[C@@H](O)[C@H](O)O[C@@H](CO)[C@@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O DBTMGCOVALSLOR-AXAHEAMVSA-N 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-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
- WYVGZXIHGGQSQN-UHFFFAOYSA-N hexadecanoate;tris(2-hydroxyethyl)azanium Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCCCCC(O)=O WYVGZXIHGGQSQN-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- JCDAAXRCMMPNBO-UHFFFAOYSA-N iron(3+);oxygen(2-);titanium(4+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Ti+4].[Ti+4].[Fe+3].[Fe+3] JCDAAXRCMMPNBO-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 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 1
- 239000000832 lactitol Substances 0.000 description 1
- 235000010448 lactitol Nutrition 0.000 description 1
- VQHSOMBJVWLPSR-JVCRWLNRSA-N lactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-JVCRWLNRSA-N 0.000 description 1
- 229960003451 lactitol Drugs 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 235000010420 locust bean gum Nutrition 0.000 description 1
- 239000000711 locust bean gum Substances 0.000 description 1
- FZWBNHMXJMCXLU-YRBKNLIBSA-N manninotriose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)O1 FZWBNHMXJMCXLU-YRBKNLIBSA-N 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- FYGDTMLNYKFZSV-UHFFFAOYSA-N mannotriose Natural products OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(OC2C(OC(O)C(O)C2O)CO)C(O)C1O FYGDTMLNYKFZSV-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 238000000593 microemulsion method Methods 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 210000000496 pancreas Anatomy 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229940093430 polyethylene glycol 1500 Drugs 0.000 description 1
- 229940093429 polyethylene glycol 6000 Drugs 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000004302 potassium sorbate Substances 0.000 description 1
- 235000010241 potassium sorbate Nutrition 0.000 description 1
- 229940069338 potassium sorbate Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 235000019423 pullulan Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000001057 purple pigment Substances 0.000 description 1
- KXXXUIKPSVVSAW-UHFFFAOYSA-K pyranine Chemical compound [Na+].[Na+].[Na+].C1=C2C(O)=CC(S([O-])(=O)=O)=C(C=C3)C2=C2C3=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C2=C1 KXXXUIKPSVVSAW-UHFFFAOYSA-K 0.000 description 1
- 239000001054 red pigment Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 229940045920 sodium pyrrolidone carboxylate Drugs 0.000 description 1
- HYRLWUFWDYFEES-UHFFFAOYSA-M sodium;2-oxopyrrolidine-1-carboxylate Chemical compound [Na+].[O-]C(=O)N1CCCC1=O HYRLWUFWDYFEES-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- UQZIYBXSHAGNOE-XNSRJBNMSA-N stachyose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO[C@@H]3[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O3)O)O2)O)O1 UQZIYBXSHAGNOE-XNSRJBNMSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000005472 straight-chain saturated fatty acid group Chemical group 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 229940075420 xanthine Drugs 0.000 description 1
- 229920001221 xylan Polymers 0.000 description 1
- 150000004823 xylans Chemical class 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は加水分解酵素を用いて製造した糖脂肪酸エステ
ル、糖アルコール脂肪酸エステル、グリセリン脂肪酸エ
ステル、及び/又はポリグリセリン脂肪酸エステルを配
合して成る皮膚外用剤に関する。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention provides a skin external use compounded with a sugar fatty acid ester, a sugar alcohol fatty acid ester, a glycerin fatty acid ester, and/or a polyglycerin fatty acid ester produced using a hydrolytic enzyme. Regarding drugs.
従来の技術
ショ糖高級脂肪酸エステルに代表される、糖脂肪酸エス
テルは、アルカリ性触媒の存在下に糖と脂肪酸低級アル
キルエステルとを反応させるエステル交換反応によって
従来製造されてきた。また工業的製造方法としては、糖
と脂肪酸エステルとの共通溶媒であるジメチルホルムア
ミドを使用する溶媒法、糖をプロピレングリコールまた
は水に溶解し、脂肪酸アルカリ金属の存在下で脂肪酸エ
ステルをミクロエマルジョンとして分散させて反応させ
るミクロエマルジョン法及び糖と脂肪酸エステルとを脂
肪酸アルカリ金属塩と共に溶融して反応させる直接法等
が知られている。BACKGROUND OF THE INVENTION Sugar fatty acid esters, typified by sucrose higher fatty acid esters, have conventionally been produced by a transesterification reaction in which sugar and fatty acid lower alkyl ester are reacted in the presence of an alkaline catalyst. Industrial production methods include a solvent method that uses dimethylformamide, which is a common solvent for sugar and fatty acid ester, and a method in which sugar is dissolved in propylene glycol or water and the fatty acid ester is dispersed as a microemulsion in the presence of a fatty acid alkali metal. A microemulsion method in which a sugar and a fatty acid ester are melted together with a fatty acid alkali metal salt and reacted together are known.
発明が解決しようとする問題点
しかしながら、上記方法は、反応過程での加熱により、
生成物が着色したり、臭いの発生が避けられなかったり
するという欠点があった。そして、これらの方法によっ
て製造された糖脂肪酸エステルを皮膚外用剤に配合した
場合、臭いが悪く、しかも、長期間保存した場合に着色
したり、臭いが更に悪くなったりするという欠点があっ
た。そこで本発明者らは、これらの欠点を避けるため、
低温でしかも水系でリパーゼ等の加水分解酵素を用いて
、糖脂肪酸エステル、糖アルコール脂肪酸工ステル、グ
リセリン脂肪酸エステル、及び/又はポリグリセリン脂
肪酸エステルを製造し、これらを皮膚外用剤に配合する
ことにより前記欠点を解決することに成功した。Problems to be Solved by the Invention However, in the above method, due to heating during the reaction process,
There were disadvantages in that the product was colored and odor was unavoidable. When saccharide fatty acid esters produced by these methods are incorporated into skin preparations for external use, they have the disadvantage of having a bad odor, and furthermore, when stored for a long period of time, they become colored and the odor becomes even worse. Therefore, in order to avoid these drawbacks, the present inventors
By producing sugar fatty acid esters, sugar alcohol fatty acid esters, glycerin fatty acid esters, and/or polyglycerin fatty acid esters using hydrolytic enzymes such as lipase at low temperatures and in an aqueous system, and incorporating these into skin external preparations. We succeeded in solving the above drawbacks.
問題点を解決するだめの手段及びその作用効果即ち、本
発明に従えば、加水分解酵素を用いて製造した糖脂肪酸
エステル、糖アルコール脂肪酸エステル、グリセリン脂
肪酸エステル、及びポリグリセリン脂肪酸エステルのう
ちの少なくとも1種を配合して成ることを特徴とする皮
膚外用剤が提供される。According to the present invention, at least one of sugar fatty acid ester, sugar alcohol fatty acid ester, glycerin fatty acid ester, and polyglycerin fatty acid ester produced using a hydrolase Provided is an external skin preparation characterized by containing one of the following.
本発明では、単糖類、三糖類、三糖類、四糖類、多yM
類、糖アルコール、グリセリン又はポリグリセリンと、
高級脂肪酸とを加水分解酵素の存在下インキュベートし
、糖脂肪酸エステル、糖アルコール脂肪酸エステル、グ
リセリン脂肪酸エステル、ポリグリセリン脂肪酸エステ
ルを製造し、皮膚外用剤に配合する。In the present invention, monosaccharides, trisaccharides, trisaccharides, tetrasaccharides, polyM
, sugar alcohol, glycerin or polyglycerin;
Higher fatty acids are incubated in the presence of a hydrolytic enzyme to produce sugar fatty acid esters, sugar alcohol fatty acid esters, glycerin fatty acid esters, and polyglycerin fatty acid esters, which are incorporated into external preparations for the skin.
本発明に使用する糖脂肪酸エステル、糖アルコール脂肪
酸エステル、グリセリン脂肪酸エステル又はポリグリセ
リン脂肪酸エステルの製造原料である糖類としては、例
えばグルコース、フルクトース、リボース、アラビノー
ス、マンノース、ガラクトース、キシロースなどの単糖
類;ショ糖、マルトース、ラクトース、セロビオース、
トレハロース、パラチノースなどの三糖類;マルトトリ
オース、ラフィノース、セロトリオース、マンニノトリ
オースなどの三m類;セロテトロース、スタキオースな
どの四糖類;デキストリン、シクロデキストリン、マン
ナン、フルクタン、ガラクタン、キシラン、アラパン、
セルロース、プルラン、セルロースm 4 体(c v
i c 、ヒドロキシプロピルセルロース、メチルセル
ロース)などの多糖類;更には、ソルビトール、ソルビ
タン、アラビトール、キシリトール、マンニトール、ズ
ルシトール、マルチトール、ラクチトールなどの糖アル
コール、グリセリン、ジグリセリン、トリグリセリン、
ヘキサグリセリン、オクタグリセリン、デカグリセリン
など重合度が2〜20の範囲のポリグリセリンをあげる
ことができる。Examples of sugars that are raw materials for producing sugar fatty acid esters, sugar alcohol fatty acid esters, glycerin fatty acid esters, or polyglycerin fatty acid esters used in the present invention include monosaccharides such as glucose, fructose, ribose, arabinose, mannose, galactose, and xylose; Sucrose, maltose, lactose, cellobiose,
Trisaccharides such as trehalose and palatinose; trisaccharides such as maltotriose, raffinose, cellotriose, and manninotriose; tetrasaccharides such as cellotetrose and stachyose; dextrin, cyclodextrin, mannan, fructan, galactan, xylan, arapan,
Cellulose, pullulan, cellulose m4 body (c v
i c , hydroxypropylcellulose, methylcellulose); furthermore, sugar alcohols such as sorbitol, sorbitan, arabitol, xylitol, mannitol, dulcitol, maltitol, lactitol, glycerin, diglycerin, triglycerin,
Polyglycerin having a polymerization degree of 2 to 20 can be used, such as hexaglycerin, octaglycerin, and decaglycerin.
一方、糖脂肪酸エステル、糖アルコール脂肪酸エステル
、グリセリン脂肪酸エステル又はポリグリセリン脂肪酸
エステルの他の製造原料である脂肪酸としては、炭素数
8〜22の直鎖飽和脂肪酸または直鎖不飽和脂肪酸など
の高級脂肪酸が適当であり、具体的にはカプリル酸、カ
プリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、
ステアリン酸、アラキン酸、ベヘン酸、12−ヒドロキ
システアリン酸、ミリストレイン酸、パルミトレイン酸
、オレイン酸、エライジン酸、エルカ酸、リシノール酸
、リノール酸、リルイン酸等を代表例としてあげること
ができる。On the other hand, fatty acids that are other raw materials for producing sugar fatty acid esters, sugar alcohol fatty acid esters, glycerin fatty acid esters, or polyglycerin fatty acid esters include higher fatty acids such as straight chain saturated fatty acids or straight chain unsaturated fatty acids having 8 to 22 carbon atoms. are suitable, specifically caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid,
Typical examples include stearic acid, arachidic acid, behenic acid, 12-hydroxystearic acid, myristoleic acid, palmitoleic acid, oleic acid, elaidic acid, erucic acid, ricinoleic acid, linoleic acid, and liluic acid.
本発明に従った皮膚外用剤に配合する糖脂肪酸エステル
、糖アルコール脂肪酸エステル、グリセリン脂肪酸エス
テル又はポリグリセリン脂肪酸エステルの製造に使用す
る酵素は、加水分解酵素であり、特にリパーゼの使用が
好ましい。リパーゼは、周知のように、動物起源のもの
と、微生物由来のものとがあるが、そのいずれも使用す
ることができる。例えばブタすい臓由来のものや、例え
ば、アスペルギルス(^spergillus ) 、
リゾプス(Rh1zopus) 、シュードモナス(P
seudomonas)、エンテロバタテリウム(En
terobacterium ) 、クロモバクテリウ
ム(Chromobacterium)−ジオトリウム
(Geotrichum) 、ペニシリウム(Peni
cil−1ium) 、ムコール(Mucor) 、カ
ンジダ(Candida )属などの微生物由来のもの
がある。これら酵素は必ずしも単離して用いる必要はな
く、例えばバンクレアチンのような粗酵素のままで、ま
たはリパーゼを含む市販酵素製剤をそのままで使用する
こともできる。これらのリパーゼの中でも、カンジダシ
リンドラセア(Candida Cylindrace
a )の由来のリパーゼ(Lipase) MY
(多糖産業■製)がエステルの生成収率が著しく大であ
るので好適に使用できる。The enzyme used to produce the sugar fatty acid ester, sugar alcohol fatty acid ester, glycerin fatty acid ester or polyglycerin fatty acid ester to be incorporated into the skin external preparation according to the present invention is a hydrolytic enzyme, and the use of lipase is particularly preferred. As is well known, there are lipases derived from animals and those derived from microorganisms, and either of them can be used. For example, those derived from pig pancreas, for example, Aspergillus (^spergillus),
Rhizopus (Rh1zopus), Pseudomonas (P
seudomonas), Enterobatatherium (En
terobacterium), Chromobacterium-Geotrichum, Penicillium
There are those derived from microorganisms such as cil-1ium), Mucor, and Candida. These enzymes do not necessarily have to be used in isolation; for example, crude enzymes such as vancreatin, or commercially available enzyme preparations containing lipase can also be used as they are. Among these lipases, Candida Cylindracea
a) Origin of Lipase MY
(manufactured by Polysaccharide Sangyo ■) can be preferably used because it has a significantly high ester production yield.
これら酵素の最i!IpHは5〜8であるが、4〜9の
pHの範囲で使用することができる。The best of these enzymes! The IpH is 5-8, but a pH range of 4-9 can be used.
糖脂肪酸エステル、糖アルコール脂肪酸エステル、グリ
セリン脂肪酸エステル及び/又はポリグリセリン脂肪酸
エステルの製造は緩衝液に前記基質および酵素を添加し
、温度20〜60℃、好ましくは30〜50°Cにおい
て平衡に達するまでインキュベートすることによって行
なうことができる。反応原料である糖、糖アルコール、
グリセリン及び/又はポリグリセリンと脂肪酸の割合は
6:1〜1:6の範囲で選ばれ、基質総濃度は1〜30
%、一般には数%とする。脂肪酸は緩衝液中に難溶であ
るので、脂肪酸を微細に粉砕して用いるか、または酵素
に無害な石鹸等により乳化して用いるのが好ましい。ま
た反応中、絶えず攪拌するのが好ましい。酵素の添加量
は酵素の由来、種類、力価などによって異なるが、要す
るに反応混合液が必要な酵素活性を含んでいれば十分で
ある。To produce sugar fatty acid ester, sugar alcohol fatty acid ester, glycerin fatty acid ester and/or polyglycerin fatty acid ester, the substrate and enzyme are added to a buffer solution, and equilibrium is reached at a temperature of 20 to 60°C, preferably 30 to 50°C. This can be done by incubating until Sugar, sugar alcohol, which is a reaction raw material,
The ratio of glycerin and/or polyglycerin to fatty acid is selected in the range of 6:1 to 1:6, and the total substrate concentration is 1 to 30.
%, generally several %. Since fatty acids are sparingly soluble in buffer solutions, it is preferable to use them after finely pulverizing them or emulsifying them with soap or the like that is harmless to enzymes. It is also preferable to stir constantly during the reaction. The amount of enzyme added varies depending on the origin, type, potency, etc. of the enzyme, but in short, it is sufficient as long as the reaction mixture contains the necessary enzyme activity.
多糖類のような水溶性の低い化合物の場合には適当な可
溶化剤または溶剤を用いて反応させることができる。こ
の反応は可逆反応であるのである程度反応が進行した後
平衡に達する。この状態で反応を止め、常法により反応
後から糖脂肪酸エステル、糖アルコール脂肪酸エステル
、グリセリン脂肪酸エステル又はポリグリセリン脂肪酸
エステルを分離精製し、未反応脂肪酸を回収することが
できる。In the case of compounds with low water solubility such as polysaccharides, the reaction can be carried out using a suitable solubilizer or solvent. Since this reaction is reversible, equilibrium is reached after the reaction progresses to some extent. The reaction is stopped in this state, and after the reaction, sugar fatty acid ester, sugar alcohol fatty acid ester, glycerin fatty acid ester, or polyglycerin fatty acid ester can be separated and purified to recover unreacted fatty acids.
本発明において使用する糖脂肪酸エステル、糖アルコー
ル脂肪酸エステル、グリセリン脂肪酸エステル又はポリ
グリセリン脂肪酸エステルは、マイクロカプセル化、マ
トリックス化、または共有結合によって担体へ結合した
周知の固定化酵素を使用する酵素反応によって製造する
こともできる。The sugar fatty acid esters, sugar alcohol fatty acid esters, glycerin fatty acid esters or polyglycerin fatty acid esters used in the present invention can be prepared by microencapsulation, matrixing, or enzymatic reaction using well-known immobilized enzymes bound to carriers by covalent bonds. It can also be manufactured.
この場合には生成物の精製が著しく容易化され、また固
定化酵素を充填したカラムに基質溶液を流し、連続的な
反応を実施することも可能である。In this case, purification of the product is greatly facilitated, and it is also possible to carry out continuous reactions by flowing the substrate solution through a column packed with immobilized enzyme.
また使用した酵素は繰り返して使用することもできると
いう特長がある。しかも、このように、本発明によれば
、反応過程で高温加熱を必要としないから生成物の着色
が避けられ、かつ、臭いの発生がなく、媒体として水を
使用するので安全であり、また原料脂肪酸成分として遊
離脂肪酸を使用するので、従来の純化学的なエステル交
換法と比較して工業上極めて有利である。Another advantage is that the enzyme used can be used repeatedly. Moreover, according to the present invention, coloring of the product is avoided because high-temperature heating is not required in the reaction process, and there is no odor, and water is used as a medium, so it is safe. Since free fatty acids are used as raw fatty acid components, this method is industrially extremely advantageous compared to conventional purely chemical transesterification methods.
なお、従来法によるショ糖脂肪酸エステル、糖アルコー
ル脂肪酸エステル、グリセリン脂肪酸エステル又はポリ
グリセリン脂肪酸エステルは、既に化粧品、食品分野で
は使用されているが、色相、臭いの点で満足すべきもの
でないことは前述の通りであり、また、脱色及び脱臭も
困難であった。Note that sucrose fatty acid ester, sugar alcohol fatty acid ester, glycerin fatty acid ester, or polyglycerin fatty acid ester produced by conventional methods has already been used in the cosmetics and food fields, but as mentioned above, they are not satisfactory in terms of color and odor. Moreover, decolorization and deodorization were also difficult.
これに対し、前記した加水分解酵素を用いて製造した糖
脂肪酸エステル、糖アルコール脂肪酸エステル、グリセ
リン脂肪酸エステル又はポリグリセリン脂肪酸エステル
を皮膚外用剤に配合した場合には、従来品を配合した皮
膚外用剤に比較して、色相及び臭いの点で優れており、
かつ、保存安定性(変色、変臭)が著しく優れている。On the other hand, when sugar fatty acid esters, sugar alcohol fatty acid esters, glycerin fatty acid esters, or polyglycerin fatty acid esters produced using the above-mentioned hydrolytic enzymes are blended into skin external preparations, skin external preparations containing conventional products It is superior in color and odor compared to
Moreover, the storage stability (discoloration, odor) is extremely excellent.
本発明において使用する糖脂肪酸エステル、糖アルコー
ル脂肪酸エステル、グリセリン脂肪酸エステル又はポリ
グリセリン脂肪酸エステルはエステル化度の違いにより
、良好な乳化力、可溶化力、分散力を有する界面活性剤
としての用途から、独特の使用感触を有する油性成分と
しての用途等幅広い使用用途がある。また、これらの物
質は安全性において極めて良好である。The sugar fatty acid esters, sugar alcohol fatty acid esters, glycerin fatty acid esters, or polyglycerin fatty acid esters used in the present invention have different degrees of esterification, so they can be used as surfactants that have good emulsifying power, solubilizing power, and dispersing power. It has a wide range of uses, including as an oily component with a unique texture. Moreover, these substances are extremely safe.
本発明に係る皮膚外用剤は頭髪を含む皮膚に適用するも
のをいい、代表例としては化粧水、化粧水状乳液、乳液
、クリー′J−類、乳化型ファウンディション、パック
、ポマード、ヘアリキッド、口紅、頬紅、アイライナー
、アイシャドウ、洗顔料、洗浄料等をあげることができ
る。The external skin preparation according to the present invention refers to those applied to the skin including hair, and typical examples include lotions, lotion-like emulsions, emulsions, creams, emulsified foundations, packs, pomades, and hair liquids. , lipstick, blusher, eyeliner, eyeshadow, facial cleanser, cleaning agent, etc.
かかる皮膚外用剤中への糖脂肪酸エステル、−糖アルコ
ール脂肪酸エステル、グリセリン脂肪酸エステル及び/
又はポリグリセリン脂肪酸エステルの配合量は従来品と
同様に行なうことができ、特に限定はないが、一般には
0.01〜40重量%、好ましくは、0.1〜20重量
%とされる。Sugar fatty acid esters, -sugar alcohol fatty acid esters, glycerin fatty acid esters and/or
Alternatively, the amount of polyglycerol fatty acid ester blended may be the same as in conventional products, and is not particularly limited, but is generally 0.01 to 40% by weight, preferably 0.1 to 20% by weight.
本発明に係る皮膚外用剤に配合する他の成分は、前記し
た皮膚外用剤に従来一般的に使用される任意の成分を配
合することができる。そのような成分としては、例えば
、各種オイル、界面活性剤、粉末、水溶性高分子、防腐
剤、薬剤、色素、香料、保湿剤、水等の従来化粧品に一
般に配合される任意の原料を配合することができる。こ
のような原料としては、例えば、オイルとして、流動パ
ラフイン、ワセリン、パラフィンワックス、スクワラン
、みつろう、アルナバロウ、オリーブ油、ラノリン、高
級アルコール、脂肪酸、高級アルコールと脂肪酸の合成
エステル油等の化粧品に汎用される油分が用いられ、界
面活性剤としては、ポリオキシエチレンアルキルエーテ
ル、ポリオキシエチレン脂肪酸エステル、ポリオキシエ
チレンソルビタン脂肪酸エステル、ポリオキシエチレン
グリセリン脂肪酸エステル、ポリオキシエチレン硬化ヒ
マシ油、ポリオキシエチレンソルビトール脂肪酸エステ
ル等の非イオン界面活性剤、ステアリン酸ナトリウム、
パルミチン酸トリエタノールアミン等の脂肪酸石鹸で代
表されるアニオン界面活性剤、カチオン界面活性剤、両
性界面活性剤の化粧品に汎用される界面活性剤が用いら
れ、水溶性高分子としては、カルボキシメチルセルロー
ス、メチルセルロース、ヒト′ロキシメチルセルロース
、ポリビニルアルコール、ポリビニルピロリドン、トラ
ガントゴム、カラギーナン、ローカストビーンガム、デ
キストリン、デキストリン脂肪酸エステル、カルボキシ
ビニルポリマー、キサンチンガム、ゼラチン、アルギン
酸ナトリウム、アラビアゴム等の化粧品に汎用される水
溶性高分子が用いられ、保湿剤としては、ソルビトール
、キシリトール、グリセリン、マルチトール、プロピレ
ングリコール、1.3−ブチレングリコール、1.4−
ブチレングリコール、ピロリドンカルボン酸ナトリウム
、乳液、乳酸ナトリウム、ポリエチレングリコール等の
化粧品に汎用される保湿剤が用いられ、防腐剤としては
、パラオキシ安息香酸アルキルエステル、安息香酸ナト
リウム、ソルビン酸カリウム等の化粧品に汎用される防
腐剤が用いられ、薬剤としては、ビタミン類、生薬、消
炎剤、殺菌剤等の化粧品に汎用される薬剤が用いられ、
粉末としては、タルク、カオリン、セリサイト、雲母等
の無機粉末、ナイロンパウダー、ポリエチレンパウダー
、ベンゾグアナミンパウダー、微結晶性セルロース等の
有機粉末、酸化チタン、酸化亜鉛等の無機白色顔料、酸
化鉄(ベンガラ)、チタン酸鉄等の無機赤色系顔料、黄
酸化鉄、黄土等の無機黄色系顔料、マンゴバイオレット
、コバルトバイオレット等の無機紫色系顔料、酸化クロ
ム1.水酸化クロム、コバルトチタン酸等の無機緑色系
顔料、群青、紺青等の無機青色系顔料、酸化チタンコー
テッド雲母1、魚鱗箔等のバール顔料、アルミニウムパ
ウダー等の金属粉末顔料が用いられ、色素としては、赤
色104号、黄色4号、黄色5号、緑色3号、青色1号
、青色2号、赤色202号、赤色226号、赤色227
号、赤色230号、橙色206号、橙色207号、黄色
202号、緑色201号、緑色204号、青色201号
、緑色205号等のタール色素、カルミン酸、ラッカイ
ン酸、カルサミン、ブラシリン、クロシン等の天然色素
をレーキ化したもの等が用いられる。Other components to be incorporated into the external skin preparation according to the present invention may include any components conventionally commonly used in the above-mentioned external skin preparations. Such ingredients include, for example, various oils, surfactants, powders, water-soluble polymers, preservatives, drugs, pigments, fragrances, moisturizers, water, and any other raw materials commonly used in conventional cosmetics. can do. Examples of such raw materials include oils commonly used in cosmetics such as liquid paraffin, petrolatum, paraffin wax, squalane, beeswax, aluna wax, olive oil, lanolin, higher alcohols, fatty acids, and synthetic ester oils of higher alcohols and fatty acids. Oil is used, and surfactants include polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitol fatty acid ester Nonionic surfactants such as sodium stearate,
Surfactants commonly used in cosmetics include anionic surfactants, cationic surfactants, and amphoteric surfactants represented by fatty acid soaps such as triethanolamine palmitate, and water-soluble polymers such as carboxymethyl cellulose, Water-soluble materials commonly used in cosmetics such as methylcellulose, human-roxymethylcellulose, polyvinyl alcohol, polyvinylpyrrolidone, gum tragacanth, carrageenan, locust bean gum, dextrin, dextrin fatty acid ester, carboxyvinyl polymer, xanthine gum, gelatin, sodium alginate, gum arabic, etc. Polymers are used, and humectants include sorbitol, xylitol, glycerin, maltitol, propylene glycol, 1.3-butylene glycol, 1.4-
Moisturizing agents commonly used in cosmetics such as butylene glycol, sodium pyrrolidone carboxylate, emulsion, sodium lactate, and polyethylene glycol are used, and preservatives used in cosmetics include alkyl paraoxybenzoate, sodium benzoate, and potassium sorbate. Commonly used preservatives are used, and drugs commonly used in cosmetics such as vitamins, herbal medicines, anti-inflammatory agents, and disinfectants are used.
Powders include inorganic powders such as talc, kaolin, sericite, and mica; organic powders such as nylon powder, polyethylene powder, benzoguanamine powder, and microcrystalline cellulose; inorganic white pigments such as titanium oxide and zinc oxide; ), inorganic red pigments such as iron titanate, inorganic yellow pigments such as yellow iron oxide and loess, inorganic purple pigments such as mango violet and cobalt violet, chromium oxide1. Inorganic green pigments such as chromium hydroxide and cobalt titanate, inorganic blue pigments such as ultramarine and navy blue, titanium oxide coated mica 1, var pigments such as fish scale foil, and metal powder pigments such as aluminum powder are used as pigments. are Red No. 104, Yellow No. 4, Yellow No. 5, Green No. 3, Blue No. 1, Blue No. 2, Red No. 202, Red No. 226, Red No. 227.
Tar pigments such as No. 230, Red No. 230, Orange No. 206, Orange No. 207, Yellow No. 202, Green No. 201, Green No. 204, Blue No. 201, Green No. 205, carminic acid, laccaic acid, calsamine, brasillin, crocin, etc. Lakes of natural pigments are used.
実施例
以下、実施例に従って本発明を更に具体的に説明するが
、本発明の技術的範囲をこれらの実施例に限定するもの
でないことはいうまでもない。EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but it goes without saying that the technical scope of the present invention is not limited to these Examples.
合成例1
市販リパーゼ製剤(Candida由来) 2.OOg
、ショIIM3.4 g及びオレイン酸11.3gをp
H5,4のリン酸緩衝液100抛l中へ添加し、マグネ
チソクスクーラーで攪拌しながら40℃で72時間イン
キュベートした。Synthesis Example 1 Commercially available lipase preparation (derived from Candida) 2. OOg
, 3.4 g of Sho IIM and 11.3 g of oleic acid were added to p
The mixture was added to 100 liters of H5,4 phosphate buffer, and incubated at 40° C. for 72 hours while stirring with a magnetic cooler.
反応混合物を凍結乾燥し、得られた凍結乾燥物をクロロ
ホルム抽出し、抽出液を減圧濃縮した。The reaction mixture was freeze-dried, the resulting freeze-dried product was extracted with chloroform, and the extract was concentrated under reduced pressure.
得られたクロロホルム抽出物をテトラヒドロフランに溶
かし、3000rpmで遠心分離し、テトラヒドロフラ
ン可溶分とテトラヒドロフラン不溶分とに分離した。The obtained chloroform extract was dissolved in tetrahydrofuran and centrifuged at 3000 rpm to separate it into a tetrahydrofuran soluble fraction and a tetrahydrofuran insoluble fraction.
得られたテトラヒドロフラン可溶分についてゲルパーミ
エーシヨンクロマトグラフイーヲ行い、第1ピークとし
て溶出する分画を分取し、ショ糖オレイン酸エステル7
.69gを得た。The obtained tetrahydrofuran soluble fraction was subjected to gel permeation chromatography, and the fraction eluting as the first peak was collected.
.. 69g was obtained.
合成例2
ラフィノース10.08 g、ステアリン酸11.30
g及び市販リパーゼ製剤(Candida由来)4.
0gをpH5,4のリン酸緩衝溶液10100O中に添
加し、マグネチックスクーラーで攪拌しながら、40”
Cで72時間インキュベートした。以下、合成例1と同
様に処理し、ラフィノース・ステアリン酸エステル6゜
65gを得た。Synthesis Example 2 Raffinose 10.08 g, stearic acid 11.30
g and commercially available lipase preparation (from Candida)4.
0g was added to 10100O of a phosphate buffer solution of pH 5.4, and while stirring with a magnetic cooler, 40"
The cells were incubated at C for 72 hours. Thereafter, the same treatment as in Synthesis Example 1 was carried out to obtain 6.65 g of raffinose stearate.
合成例3
合成例1において、シヨ糖3.4gの代りにパラチノー
ス(別名イソマルツロース)3.4g、オレイン酸11
.3gの代りにステアリン酸11.3gを用いた以外は
合成例1と全く同様にして、パラチノース・ステアリン
酸エステル9.77gを得た。Synthesis Example 3 In Synthesis Example 1, 3.4 g of palatinose (also known as isomaltulose) and 11 g of oleic acid were used instead of 3.4 g of sucrose.
.. 9.77 g of palatinose stearate was obtained in exactly the same manner as in Synthesis Example 1 except that 11.3 g of stearic acid was used instead of 3 g.
合成例4
合成例1において、シヨ糖3.4gの代りにマルチトー
ル3.5gを用いた以外は合成例1と全く同様にして、
マルチトール・オレイン酸エステル9.77gを得た。Synthesis Example 4 In the same manner as Synthesis Example 1, except that 3.5 g of maltitol was used instead of 3.4 g of sucrose,
9.77 g of maltitol oleate was obtained.
合成例5
合成例1においt、シヨ糖3.4gの代りにソルビトー
ル3.64g、オレイン酸11.3gの代りにステアリ
ン酸28゜56 gを用いた以外は合成例1と同様にし
て、ソルビトール・ステアリン酸エステル8.95gを
得た。Synthesis Example 5 The same procedure as in Synthesis Example 1 was repeated except that 3.64 g of sorbitol was used instead of 3.4 g of sucrose, and 28.56 g of stearic acid was used instead of 11.3 g of oleic acid. - 8.95 g of stearic acid ester was obtained.
合成例6
合成例1において、ショ糖3.4gの代りにマルトース
5.1g、オレイン酸11.3gの代りにラウリン酸5
.2gを用いた以外は合成例1と全く同様にして、マル
トース・ラウリン酸エステル3゜2gを得た。Synthesis Example 6 In Synthesis Example 1, 5.1 g of maltose was used instead of 3.4 g of sucrose, and 5.1 g of lauric acid was used instead of 11.3 g of oleic acid.
.. 3.2 g of maltose lauric acid ester was obtained in exactly the same manner as in Synthesis Example 1 except that 2 g was used.
合成例7
トレハロース6.84g、ステアリン酸11.30 g
及び市販リパーゼ製剤(Candida由来)4.0g
をpH5,4のリン酸緩衝溶液10100O中に添加し
、マグネチックスクーラーで攪拌しながら、40℃で7
2時間インキュベートした。以下、合成例1と同様に処
理シ、トレハロース・ステアリン酸エステル5.49g
を得た。Synthesis Example 7 Trehalose 6.84g, stearic acid 11.30g
and 4.0 g of commercially available lipase preparation (derived from Candida)
was added to a 10,100O phosphate buffer solution with a pH of 5.4, and heated at 40°C for 7 hours while stirring with a magnetic cooler.
Incubated for 2 hours. Hereinafter, 5.49 g of trehalose stearate was treated in the same manner as in Synthesis Example 1.
I got it.
合成例8
ヘキサグリセリン46.2g 、オレイン酸28.2g
及び市販リパーゼ製剤(Aspergillus由来)
2.0gをpH5,4のリン酸緩衝液1000=を中へ
添加し、マグネチックスターラで攪拌しながら、40℃
で72時間インキュベートした。以下、合成例1と同様
に処理し、ヘキサグリセリン・オレイン酸エステル43
.6gを得た。Synthesis Example 8 Hexaglycerin 46.2g, oleic acid 28.2g
and commercially available lipase preparations (derived from Aspergillus)
Add 2.0g to 1000= of pH 5.4 phosphate buffer, and stir at 40°C while stirring with a magnetic stirrer.
The cells were incubated for 72 hours. Hereinafter, the same treatment as in Synthesis Example 1 was carried out, and hexaglycerin oleate 43
.. 6g was obtained.
実施例1:化粧水状乳液
成 分 重量%■ジプ
ロピレングリコール 3.0■1,3−ブチ
レングリコール 2.0■シヨ糖・オレイン酸
0.8エステル(合成例1)
■シリコンKF−56(信越化学製)2.O■スクワラ
ン 0.5■エタノール
10.0■楕製水
全量を100%%にする量
成分■に、成分■、■及び■を溶解し、70℃に加熱し
た。別に成分■、■及び■を混合して70℃で加熱溶解
し、前記水溶液中に攪拌しながら添加し、ホモミキサー
で十分に乳化した後、室温に冷却して化粧水状乳液を得
た。Example 1: Lotion-like emulsion component Weight % ■ Dipropylene glycol 3.0 ■ 1,3-butylene glycol 2.0 ■ Sucrose/oleic acid 0.8 ester (synthesis example 1) ■ Silicone KF-56 ( Shin-Etsu Chemical)2. O ■ Squalane 0.5 ■ Ethanol
10.0 ■ Oval water
Components (1), (2) and (2) were dissolved in component (1) in an amount to make the total amount 100% and heated to 70°C. Separately, components (1), (2) and (2) were mixed, heated and dissolved at 70°C, added to the aqueous solution with stirring, sufficiently emulsified with a homomixer, and then cooled to room temperature to obtain a lotion-like emulsion.
比較例1
実施例1のショ糖オレイン酸エステルの代りに市販のシ
ョ糖オレイン酸を用いた以外は実施例1と全く同様にし
て化粧水を得た。上で製造した実施例1及び比較例1の
化粧水の製造直後及び40℃の恒温槽に1ケ月放置後の
着色度と臭いを専門パネル5名により以下の基準で評価
した。結果は第1表に示す通りであった。Comparative Example 1 A lotion was obtained in exactly the same manner as in Example 1, except that commercially available sucrose oleate was used instead of the sucrose oleate in Example 1. The degree of coloration and odor of the lotions of Example 1 and Comparative Example 1 produced above were evaluated by five expert panels according to the following criteria immediately after production and after being left in a constant temperature bath at 40° C. for one month. The results were as shown in Table 1.
臭い評価:専門パネル5名により、次の4段階評価を実
施した。Odor evaluation: The following four-level evaluation was performed by five expert panels.
◎:劣化臭なし
O:やや劣化臭あり
△:劣化臭あり
×:強い劣化臭あり
着色度の評価:専門パネル5名により、次の4段階評価
を実施した。◎: No deterioration odor O: Slight deterioration odor △: Deterioration odor ×: Strong deterioration odor Evaluation of degree of coloring: The following 4-level evaluation was carried out by 5 expert panels.
◎二着色なし
O:やや着色あり
△:着色あり
×:強い着色あり
第1表
化粧水 製造直後 40℃、1ケ月後実施
例1 臭い ◎ O着色度 ◎
Q
比較例1 臭い △ ×着色度 ○
×
第1表の如く、実施例1の化粧水状乳液は比較例1のも
のに比して、臭い及び着色度ともに良好であった。◎2 No coloring O: Slightly colored △: Colored ×: Strongly colored Table 1 Lotion Immediately after production 40℃, 1 month later Example 1 Odor ◎ O Degree of coloring ◎
Q Comparative Example 1 Odor △ × Coloration degree ○
× As shown in Table 1, the lotion-like emulsion of Example 1 had better odor and coloration than that of Comparative Example 1.
大扇1日−弓1(
成 分 重量%■ジプロ
ピレングリコール 5.0■ラフイノース・
ステアリン酸 1.0エステル(合成例2)
■モノステアリン酸グリセリン 1.0■セタノ
ール 0.5■スクワラン
10.0■パラオキシ安息香酸エ
チル 0.3■カルボキシビニルポリマー
0.1■精製水 全量
を100%にする量
上の各成分を実施例1と同様な方法で配合して乳液を製
造した。Large fan 1 day - Bow 1 (Ingredients Weight % ■ Dipropylene glycol 5.0 ■ Roughinose
Stearic acid 1.0 ester (synthesis example 2) ■Glyceryl monostearate 1.0■Cetanol 0.5■Squalane
10.0■Ethyl paraoxybenzoate 0.3■Carboxyvinyl polymer
0.1 ■ Purified water A milky lotion was prepared by blending each component in the same amount as in Example 1 in an amount to make the total amount 100%.
得られた乳液は、製造直後、及び40℃、1ケ月放置後
でも着色及び臭いは少なく、品質的に良好なものであっ
た。The obtained emulsion had little coloring and odor even immediately after production and after being left at 40° C. for one month, and was of good quality.
実施例3 : 0/W型クリーム
成 分 重量%■パラチ
ノース・ステアリン酸 2.0エステル(合成例
3)
■ステアリン酸 1.0■ポリ
オキシエチレン(20) 1.5モノオレイ
ン酸グリセリン
■グリセリン 5.0■1,3
−ブチレングリコール 4.0■スクラワン
12.00オリーブ油
8.0■ワセリン
4.0■固型パラフイン
3.0[相]パラオキシ安息香酸メチル
0.1■パラオキシ安息香酸ブチル 0.1[
相]水酸化ナトリウム 0.10精製
水 全量を100%にする量
上記成分■〜0を用いて実施例1と同様にして0/W型
クリームを製造した。Example 3: 0/W type cream component Weight % ■ Palatinose stearic acid 2.0 ester (Synthesis example 3) ■ Stearic acid 1.0 ■ Polyoxyethylene (20) 1.5 monooleic acid glycerin ■ Glycerin 5 .0■1,3
-Butylene glycol 4.0 ■ Skulawan
12.00 olive oil
8.0 ■Vaseline
4.0■ Solid paraffin
3.0 [Phase] Methyl paraoxybenzoate
0.1 ■ Butyl paraoxybenzoate 0.1 [
Phase] Sodium hydroxide 0.10 Purified water Amount to bring the total amount to 100% A 0/W type cream was produced in the same manner as in Example 1 using the above components 1 to 0.
得られた0/W型クリームは、製造直後及び40℃、1
ケ月放置後でも着色及び臭いは少なく、品質的に良好な
ものであった。The obtained 0/W type cream was prepared immediately after production and at 40°C for 1
Even after being left for several months, there was little discoloration and odor, and the product was of good quality.
実施例4:W10型ナイトクリーム
成 分 重量%■マルチ
トール・オレイン酸2.0
(合成例4)
■ジイソステアリン酸ジグリセリン 2.0■ミツロ
ウ 5.0■固型パラフイン
5.0■マイクロクリスタリンワ
ツクス 10.0■ワセリン
10.0■スクワラン 3
5.0■パラオキシ安息香酸ブチル 0.1■
ヒビテングルコネート液0.1
@EDTA−3Na O,010精
製水 全量を100%にする
量
上記成分■、■、■、■、■、■、■、■及び[株]を
温度70℃で混合加熱し、熔解せしめた。別に成分■及
び■を混合熔解して、70℃に加熱し、前記油相成分中
に添加攪拌した。ホモミキサーによって乳化した後、室
温まで冷却し、W10型ナイトクリームを得た。Example 4: W10 type night cream ingredients Weight% ■ Maltitol/oleic acid 2.0 (Synthesis example 4) ■ Diglyceryl diisostearate 2.0 ■ Beeswax 5.0 ■ Solid paraffin 5.0 ■ Microcrystalline wax Tsukusu 10.0■Vaseline
10.0 ■ Squalane 3
5.0 ■ Butyl paraoxybenzoate 0.1 ■
Hibitengluconate solution 0.1 @EDTA-3Na O,010 Purified water Amount to make the total volume 100% Mix the above ingredients ■, ■, ■, ■, ■, ■, ■, ■ and [stock] at a temperature of 70℃ It was heated and melted. Separately, components (1) and (2) were mixed and melted, heated to 70°C, and added and stirred into the oil phase component. After emulsifying with a homomixer, the mixture was cooled to room temperature to obtain a W10 type night cream.
得られたW10型ナイトクリームは、製造直後及び1ケ
月放置後でも色の変化はなく、また臭いも少なく、品質
的に良好なものであった。The obtained W10 type night cream showed no change in color immediately after production and after being left for one month, had little odor, and was of good quality.
実施例5:口紅
成 分 重量%■二酸
化チタン 5.0■赤色204号
0.6■橙色203号
1.0■赤色223号
0.2■キヤンデリラロウ 5
゜0■ソルビトール・ステアリン酸 4.0エス
テル(合成例5)
■固型パラフィン 8・0■ミツロ
ウ 5.0■カルナウバロ
ウ 5.0[相]ラノリン
12.0■ヒマシ油
44.2[相]ミリスチン酸イソプロピ
ル 10.0上記成分■、■及び■を成分■の一
部に加え、ローラで処理した(R材部)、また成分■を
成分■の一部に溶解した(染料部)。他の成分を混合融
解した後、上記顔料部及び染料部を加え、ホモミキサー
で均一に分散せしめた。分散後、型に流し込み、急冷し
てスチック状にし、これを容器に差し込み口紅を得た。Example 5: Lipstick ingredients Weight % ■ Titanium dioxide 5.0 ■ Red No. 204 0.6 ■ Orange No. 203
1.0 ■Red No. 223
0.2■Kyandelilla Row 5
゜0 ■ Sorbitol stearic acid 4.0 ester (Synthesis example 5) ■ Solid paraffin 8.0 ■ Beeswax 5.0 ■ Carnauba wax 5.0 [Phase] Lanolin
12.0 ■ Castor oil
44.2 [Phase] Isopropyl myristate 10.0 The above components (■, ■, and ■) were added to a part of component (2) and treated with a roller (R material part), and component (2) was dissolved in a part of component (2). (Dye Department). After mixing and melting the other components, the pigment part and dye part were added and uniformly dispersed using a homomixer. After dispersion, it was poured into a mold and rapidly cooled to form a stick, which was then inserted into a container to obtain a lipstick.
得られた口紅は製造直後、及び40℃、1ケ月放置後で
も色の変化は少なく、臭いも少なく、品質的に良好なも
のであった。The resulting lipstick showed good quality, with little change in color and little odor even immediately after production and after being left at 40° C. for one month.
実施例6:クリーム状洗顔料
成 分 重量%■■ステ
アリン酸 5.0■バルミチン酸
8.0■ミリスチン酸
8.0■ラウリン酸
8.0■グリセリン
20.0■ポリエチレングリコール1500 10
.0■プロピレングリコール 10.0■水
酸化カリウム 4.5■モノステア
リン酸グリセリン 2.0[相]マルトース・ラ
ウリン酸 8.0エステル(合成例6)
■精製水 全量を100%に
する量
上記成分■〜■、■及び[相]を混合し、70℃に加熱
し熔解した。一方、成分■に成分■を加えた後、前記混
合物に攪拌しながら添加した。これを室温まで、冷却し
てクリーム状洗顔料を得た。Example 6: Creamy facial cleanser ingredients Weight % ■■ Stearic acid 5.0 ■ Valmitic acid 8.0 ■ Myristic acid
8.0 ■ Lauric acid
8.0 ■ Glycerin
20.0 ■ Polyethylene glycol 1500 10
.. 0 ■ Propylene glycol 10.0 ■ Potassium hydroxide 4.5 ■ Glyceryl monostearate 2.0 [Phase] Maltose/lauric acid 8.0 Ester (Synthesis Example 6) ■ Purified water Amount to make the total amount 100% Above ingredients ■~■, ■, and [phase] were mixed and heated to 70°C to melt. On the other hand, component (2) was added to component (2), and then added to the mixture with stirring. This was cooled to room temperature to obtain a creamy facial cleanser.
得られたクリーム状洗顔料は製造直後、および40℃1
ケ月放置後でも着色度は少なく、また臭いも少なく、良
好な品質のものであった。The obtained creamy face wash was prepared immediately after production and at 40°C.
Even after being left for several months, the degree of coloration was low, the odor was low, and the product was of good quality.
実施例7:乳化型ファウンディ、ジョン成 分
重量%■トレハロース・ステ
アリン酸2.0
エステル(合成例7)
■ステアリン酸 2.0■セト
ステアリルアルコール 1.2■ワセリン
2.0■ラノリン
0.5■トリー2−エチルヘキサ
ン酸 10.0グリセリン
■ビタミンE・アセテート 0.1■パラオ
キシ安息香酸ブチル 0.2■プロピレングリ
コール 7.0[相]ポリエチレングリコ
ール6000 6.0■カルボキシメチルセルロ
ース 1.0・ナトリウム
@ベントナイト 0.10ト
リエタノールアミン 1.0[相]酸化
チタン 9.0[相]タルク
6.0[相]水酸化カ
リウム 0.150着色顔料
1.0[相]精製水
全量を100%にする量
上記成分■、[相]及び■を成分[相]に溶解し、つい
で成分@、■、[相]及びOをこれに添加し、ホモミキ
サーによって均一に分散させた。その後、成分0及び[
相]を添加熔解して、これを粉末/水相成分相とした。Example 7: Emulsified Foundy, John Ingredients Weight %■Trehalose stearic acid 2.0 ester (Synthesis Example 7) ■Stearic acid 2.0■Cetostearyl alcohol 1.2■Vaseline
2.0 ■ Lanolin
0.5 ■ Tri-2-ethylhexanoic acid 10.0 Glycerin ■ Vitamin E acetate 0.1 ■ Butyl paraoxybenzoate 0.2 ■ Propylene glycol 7.0 [Phase] Polyethylene glycol 6000 6.0 ■ Carboxymethyl cellulose 1. 0. Sodium @ Bentonite 0.10 Triethanolamine 1.0 [Phase] Titanium oxide 9.0 [Phase] Talc
6.0 [Phase] Potassium hydroxide 0.150 Colored pigment
1.0 [phase] Purified water
Amount to make the total amount 100% The above components ①, [phase] and ② were dissolved in component [phase], then components @, ①, [phase] and O were added thereto and uniformly dispersed using a homomixer. . After that, components 0 and [
phase] was added and melted to form a powder/water phase component phase.
別に、成分■、■、■、■、■、■、■及び■を混合し
、70℃に加熱熔解して油相とした。Separately, components (1), (2), (2), (2), (2), (2), (2) and (2) were mixed and heated and melted at 70°C to form an oil phase.
前記粉末/水相成分相を同じ<70℃に加熱し、これに
油相を添加混合してホモミキサーにより乳化せしめ、室
温まで冷却して乳化ファウンディションを得た。The powder/aqueous component phases were heated to the same temperature of <70° C., the oil phase was added and mixed thereto, emulsified using a homomixer, and cooled to room temperature to obtain an emulsified foundation.
得られた乳化型ファウンディションは、製造直後、及び
40℃、1ケ月放置後でも色の変化は少なく、また臭い
も少なく品質的に良好なものであった。The obtained emulsified foundation had good quality with little change in color and little odor even immediately after production and after being left at 40° C. for one month.
実施例8:化粧水状乳液
成 分 重量%■ジプ
ロピレングリコール 2.8■1,3−ブチ
レングリコール 2.2■へキサグリセリン・
オレイン酸 0.8エステル(合成例8)
■シリコンKF−56(信越化学部)2.0■スクワラ
ン 0.5■エタノール
10.0■楕製水
全量を100%にする量
上記各成分を実施例1と同様に配合して化粧水状乳液−
2を製造した。Example 8: Lotion-like emulsion ingredient Weight % ■ Dipropylene glycol 2.8 ■ 1,3-butylene glycol 2.2 ■ Hexaglycerin.
Oleic acid 0.8 ester (Synthesis example 8) ■Silicon KF-56 (Shin-Etsu Chemical Department) 2.0■Squalane 0.5■Ethanol
10.0 ■ Oval water
Amounts to make the total amount 100% The above ingredients were blended in the same manner as in Example 1 to make a lotion-like emulsion.
2 was manufactured.
得られた乳液は、製造直後、及び40℃、1ケ月放置後
でも着色及び臭いは少なく、品質的に良好なものであっ
た。The obtained emulsion had little coloring and odor even immediately after production and after being left at 40° C. for one month, and was of good quality.
Claims (1)
糖アルコール脂肪酸エステル、グリセリン脂肪酸エステ
ル及びポリグリセリン脂肪酸エステルのうちの少なくと
も1種を配合して成ることを特徴とする皮膚外用剤。1. Sugar fatty acid ester produced using hydrolase,
A skin external preparation characterized by containing at least one of a sugar alcohol fatty acid ester, a glycerin fatty acid ester, and a polyglycerin fatty acid ester.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3286685A JPS61194007A (en) | 1985-02-22 | 1985-02-22 | External preparation for skin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3286685A JPS61194007A (en) | 1985-02-22 | 1985-02-22 | External preparation for skin |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS61194007A true JPS61194007A (en) | 1986-08-28 |
Family
ID=12370776
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3286685A Pending JPS61194007A (en) | 1985-02-22 | 1985-02-22 | External preparation for skin |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS61194007A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6425709A (en) * | 1987-07-20 | 1989-01-27 | Kanebo Ltd | Skin cosmetic for clean room |
WO1991001716A1 (en) * | 1989-08-03 | 1991-02-21 | Hisamitsu Pharmaceutical Co., Inc. | Skin cream preparation for external use |
JPH03197409A (en) * | 1989-12-27 | 1991-08-28 | Kobayashi Kose Co Ltd | Fructo-oligosaccharide fatty acid ester derivative and cosmetic containing the same |
JP2001039857A (en) * | 1999-07-29 | 2001-02-13 | Nonogawa Shoji Kk | Skin cleaning agent |
FR2816505A1 (en) * | 2000-11-13 | 2002-05-17 | Oreal | Compositions for enhancing the barrier function of the skin, especially by stimulating beta-glucosidase activity, comprises carbohydrate derivatives |
JP2016011266A (en) * | 2014-06-27 | 2016-01-21 | 川研ファインケミカル株式会社 | Oily cosmetic composition |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS49134846A (en) * | 1973-05-08 | 1974-12-25 | ||
JPS504251A (en) * | 1973-05-14 | 1975-01-17 | ||
JPS517754A (en) * | 1974-07-11 | 1976-01-22 | Kikkoman Shoyu Co Ltd | KURORUIONGANJUJUKISEIHAIEKINO SHORIHO |
JPS5525430A (en) * | 1978-08-10 | 1980-02-23 | Nippon Saafuakutanto Kogyo Kk | Thickening and gelling agent |
JPS56166108A (en) * | 1980-05-26 | 1981-12-21 | Nippon Saafuakutanto Kogyo Kk | Base for cosmetic and medicine |
JPS576480A (en) * | 1980-06-13 | 1982-01-13 | Nec Corp | Buffer memory control system |
JPS5723535A (en) * | 1980-07-17 | 1982-02-06 | Sumitomo Metal Ind Ltd | Control process of raw material yard facility |
JPS5927807A (en) * | 1982-08-04 | 1984-02-14 | Shiseido Co Ltd | Cosmetic |
JPS59118094A (en) * | 1982-12-24 | 1984-07-07 | Nippon Oil & Fats Co Ltd | Preparation of monoglyceride |
-
1985
- 1985-02-22 JP JP3286685A patent/JPS61194007A/en active Pending
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS49134846A (en) * | 1973-05-08 | 1974-12-25 | ||
JPS504251A (en) * | 1973-05-14 | 1975-01-17 | ||
JPS517754A (en) * | 1974-07-11 | 1976-01-22 | Kikkoman Shoyu Co Ltd | KURORUIONGANJUJUKISEIHAIEKINO SHORIHO |
JPS5525430A (en) * | 1978-08-10 | 1980-02-23 | Nippon Saafuakutanto Kogyo Kk | Thickening and gelling agent |
JPS56166108A (en) * | 1980-05-26 | 1981-12-21 | Nippon Saafuakutanto Kogyo Kk | Base for cosmetic and medicine |
JPS576480A (en) * | 1980-06-13 | 1982-01-13 | Nec Corp | Buffer memory control system |
JPS5723535A (en) * | 1980-07-17 | 1982-02-06 | Sumitomo Metal Ind Ltd | Control process of raw material yard facility |
JPS5927807A (en) * | 1982-08-04 | 1984-02-14 | Shiseido Co Ltd | Cosmetic |
JPS59118094A (en) * | 1982-12-24 | 1984-07-07 | Nippon Oil & Fats Co Ltd | Preparation of monoglyceride |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6425709A (en) * | 1987-07-20 | 1989-01-27 | Kanebo Ltd | Skin cosmetic for clean room |
WO1991001716A1 (en) * | 1989-08-03 | 1991-02-21 | Hisamitsu Pharmaceutical Co., Inc. | Skin cream preparation for external use |
JPH03197409A (en) * | 1989-12-27 | 1991-08-28 | Kobayashi Kose Co Ltd | Fructo-oligosaccharide fatty acid ester derivative and cosmetic containing the same |
JP2001039857A (en) * | 1999-07-29 | 2001-02-13 | Nonogawa Shoji Kk | Skin cleaning agent |
FR2816505A1 (en) * | 2000-11-13 | 2002-05-17 | Oreal | Compositions for enhancing the barrier function of the skin, especially by stimulating beta-glucosidase activity, comprises carbohydrate derivatives |
WO2002038110A3 (en) * | 2000-11-13 | 2002-08-08 | Oreal | Use of carbohydrate for enhancing the skin barrier function |
EP1803437A1 (en) * | 2000-11-13 | 2007-07-04 | L'Oréal | Use of a carbohydrate to improve the barrier function of the skin |
JP2016011266A (en) * | 2014-06-27 | 2016-01-21 | 川研ファインケミカル株式会社 | Oily cosmetic composition |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0863192B1 (en) | Humectant composition, base containing the same, and cosmetic material or external preparation containing said humectant composition | |
JPH11246347A (en) | Preparation for external use for skin bleaching | |
JPS61194007A (en) | External preparation for skin | |
JP2002275018A (en) | Skin care preparation | |
JPH07291827A (en) | Production of o/w-type skin cream | |
JP3454387B2 (en) | Emulsion manufacturing method | |
KR100513918B1 (en) | Composition for external use | |
JPH08310939A (en) | Beautifying and whitening dermal preparation for external use | |
JPH1143437A (en) | Preparation for external use for skin | |
CN101316578A (en) | Silicone vesicles containing actives | |
JP2002060314A (en) | Skin care preparation | |
JP3454386B2 (en) | Method for producing face wash | |
JP2000159630A (en) | Composition for external use | |
JPH0812552A (en) | Skin external preparation | |
JP3354031B2 (en) | External preparation for skin | |
JP3263246B2 (en) | External preparation for skin | |
JP6910027B2 (en) | Tyrosinase activity inhibitor, melanin production inhibitor and whitening agent | |
JP3535335B2 (en) | Cosmetics | |
JPH11246344A (en) | Preparation for external use for skin bleaching | |
JP2002193820A (en) | Skin care preparation and skin care preparation composition | |
JP3758647B2 (en) | Method for producing face wash | |
JPH0812550A (en) | Skin external preparation | |
JPH11139952A (en) | External preparation for skin for whitening | |
JPH0755886B2 (en) | Cosmetics | |
JPH11246343A (en) | Preparation for external use for skin bleaching |