JP2004352628A - External preparation for skin - Google Patents
External preparation for skin Download PDFInfo
- Publication number
- JP2004352628A JP2004352628A JP2003150528A JP2003150528A JP2004352628A JP 2004352628 A JP2004352628 A JP 2004352628A JP 2003150528 A JP2003150528 A JP 2003150528A JP 2003150528 A JP2003150528 A JP 2003150528A JP 2004352628 A JP2004352628 A JP 2004352628A
- Authority
- JP
- Japan
- Prior art keywords
- mass
- parts
- skin
- external preparation
- salt
- 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
- 238000002360 preparation method Methods 0.000 title claims abstract description 53
- CSHZYWUPJWVTMQ-UHFFFAOYSA-N 4-n-Butylresorcinol Chemical compound CCCCC1=CC=C(O)C=C1O CSHZYWUPJWVTMQ-UHFFFAOYSA-N 0.000 claims abstract description 32
- 150000003839 salts Chemical class 0.000 claims abstract description 29
- 235000013399 edible fruits Nutrition 0.000 claims abstract description 26
- 239000003963 antioxidant agent Substances 0.000 claims description 26
- 235000006708 antioxidants Nutrition 0.000 claims description 26
- 239000002537 cosmetic Substances 0.000 claims description 24
- 230000003078 antioxidant effect Effects 0.000 claims description 22
- QNVSXXGDAPORNA-UHFFFAOYSA-N Resveratrol Natural products OC1=CC=CC(C=CC=2C=C(O)C(O)=CC=2)=C1 QNVSXXGDAPORNA-UHFFFAOYSA-N 0.000 claims description 12
- LUKBXSAWLPMMSZ-OWOJBTEDSA-N Trans-resveratrol Chemical compound C1=CC(O)=CC=C1\C=C\C1=CC(O)=CC(O)=C1 LUKBXSAWLPMMSZ-OWOJBTEDSA-N 0.000 claims description 12
- 235000021283 resveratrol Nutrition 0.000 claims description 12
- 229940016667 resveratrol Drugs 0.000 claims description 12
- 230000002087 whitening effect Effects 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 229920002770 condensed tannin Polymers 0.000 claims description 5
- 238000004383 yellowing Methods 0.000 abstract description 7
- 230000019612 pigmentation Effects 0.000 abstract description 3
- 239000000049 pigment Substances 0.000 abstract description 2
- 229920000877 Melamine resin Polymers 0.000 abstract 1
- 230000003064 anti-oxidating effect Effects 0.000 abstract 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 210000003491 skin Anatomy 0.000 description 73
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 33
- 206010039897 Sedation Diseases 0.000 description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 29
- -1 alkali metal salts Chemical class 0.000 description 27
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 22
- 239000000686 essence Substances 0.000 description 14
- 239000000203 mixture Substances 0.000 description 14
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 13
- 210000002510 keratinocyte Anatomy 0.000 description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
- 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 12
- 230000000052 comparative effect Effects 0.000 description 12
- 229920001577 copolymer Polymers 0.000 description 12
- 229920002125 Sokalan® Polymers 0.000 description 11
- KGUHOFWIXKIURA-VQXBOQCVSA-N [(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl dodecanoate Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](COC(=O)CCCCCCCCCCC)O[C@@H]1O[C@@]1(CO)[C@@H](O)[C@H](O)[C@@H](CO)O1 KGUHOFWIXKIURA-VQXBOQCVSA-N 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 229940075507 glyceryl monostearate Drugs 0.000 description 11
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 11
- 229940032085 sucrose monolaurate Drugs 0.000 description 11
- 239000007864 aqueous solution Substances 0.000 description 10
- 238000009472 formulation Methods 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 229940093429 polyethylene glycol 6000 Drugs 0.000 description 10
- 229940099259 vaseline Drugs 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 238000000605 extraction Methods 0.000 description 8
- AFSDNFLWKVMVRB-UHFFFAOYSA-N Ellagic acid Chemical compound OC1=C(O)C(OC2=O)=C3C4=C2C=C(O)C(O)=C4OC(=O)C3=C1 AFSDNFLWKVMVRB-UHFFFAOYSA-N 0.000 description 7
- ATJXMQHAMYVHRX-CPCISQLKSA-N Ellagic acid Natural products OC1=C(O)[C@H]2OC(=O)c3cc(O)c(O)c4OC(=O)C(=C1)[C@H]2c34 ATJXMQHAMYVHRX-CPCISQLKSA-N 0.000 description 7
- 229920002079 Ellagic acid Polymers 0.000 description 7
- 229960002852 ellagic acid Drugs 0.000 description 7
- 235000004132 ellagic acid Nutrition 0.000 description 7
- 230000006872 improvement Effects 0.000 description 7
- FAARLWTXUUQFSN-UHFFFAOYSA-N methylellagic acid Natural products O1C(=O)C2=CC(O)=C(O)C3=C2C2=C1C(OC)=C(O)C=C2C(=O)O3 FAARLWTXUUQFSN-UHFFFAOYSA-N 0.000 description 7
- 230000009471 action Effects 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000008099 melanin synthesis Effects 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 229930002877 anthocyanin Natural products 0.000 description 4
- 239000004410 anthocyanin Substances 0.000 description 4
- 235000010208 anthocyanin Nutrition 0.000 description 4
- 150000004636 anthocyanins Chemical class 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 238000010898 silica gel chromatography Methods 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- 229920001864 tannin Polymers 0.000 description 4
- 235000018553 tannin Nutrition 0.000 description 4
- 239000001648 tannin Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 4
- 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 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000009754 Vitis X bourquina Nutrition 0.000 description 3
- 235000012333 Vitis X labruscana Nutrition 0.000 description 3
- 240000006365 Vitis vinifera Species 0.000 description 3
- 235000014787 Vitis vinifera Nutrition 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 2
- JPFCOVZKLAXXOE-XBNSMERZSA-N (3r)-2-(3,5-dihydroxy-4-methoxyphenyl)-8-[(2r,3r,4r)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-chromen-4-yl]-3,4-dihydro-2h-chromene-3,5,7-triol Chemical compound C1=C(O)C(OC)=C(O)C=C1C1[C@H](O)CC(C(O)=CC(O)=C2[C@H]3C4=C(O)C=C(O)C=C4O[C@@H]([C@@H]3O)C=3C=CC(O)=CC=3)=C2O1 JPFCOVZKLAXXOE-XBNSMERZSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- MPDGHEJMBKOTSU-YKLVYJNSSA-N 18beta-glycyrrhetic acid Chemical compound C([C@H]1C2=CC(=O)[C@H]34)[C@@](C)(C(O)=O)CC[C@]1(C)CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@H](O)C1(C)C MPDGHEJMBKOTSU-YKLVYJNSSA-N 0.000 description 2
- LEEDMQGKBNGPDN-UHFFFAOYSA-N 2-methylnonadecane Chemical compound CCCCCCCCCCCCCCCCCC(C)C LEEDMQGKBNGPDN-UHFFFAOYSA-N 0.000 description 2
- NYARJMRXCRSQPJ-UHFFFAOYSA-N 4-(3-methylbutyl)benzene-1,3-diol Chemical group CC(C)CCC1=CC=C(O)C=C1O NYARJMRXCRSQPJ-UHFFFAOYSA-N 0.000 description 2
- DJDHQJFHXLBJNF-UHFFFAOYSA-N 4-propylbenzene-1,3-diol Chemical group CCCC1=CC=C(O)C=C1O DJDHQJFHXLBJNF-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical class NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 2
- 229920001991 Proanthocyanidin Polymers 0.000 description 2
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 2
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 2
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical class CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 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 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 150000001483 arginine derivatives Chemical class 0.000 description 2
- 235000010323 ascorbic acid Nutrition 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical compound CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 2
- 230000017531 blood circulation Effects 0.000 description 2
- 159000000007 calcium salts Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 2
- 235000005487 catechin Nutrition 0.000 description 2
- 229950001002 cianidanol Drugs 0.000 description 2
- 230000004087 circulation Effects 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
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- 238000007796 conventional method Methods 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- BJRNKVDFDLYUGJ-RMPHRYRLSA-N hydroquinone O-beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N 0.000 description 2
- 238000004255 ion exchange chromatography Methods 0.000 description 2
- 230000001788 irregular Effects 0.000 description 2
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 2
- 159000000003 magnesium salts Chemical class 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
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- 239000011259 mixed solution Substances 0.000 description 2
- 230000003020 moisturizing effect Effects 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
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- 238000000746 purification Methods 0.000 description 2
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- 229960001285 quercetin Drugs 0.000 description 2
- 235000005875 quercetin Nutrition 0.000 description 2
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 2
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- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 2
- 229960004555 rutoside Drugs 0.000 description 2
- 230000002000 scavenging effect Effects 0.000 description 2
- 230000037394 skin elasticity Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 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 2
- 230000008719 thickening Effects 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
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Abstract
Description
【0001】
【発明の属する技術的分野】
本発明は、化粧料などの皮膚外用剤に関し、更に詳しくは、肌のくすみを改善するなどの効果に優れた美白用化粧料として好適な皮膚外用剤に関する。
【0002】
【従来の技術】
肌を白く美しく保つことを望む人がいる。また、夏の間、小麦色の日焼け肌に装っていても、秋には白い肌に戻るように努力している人も少なくない。この様な背景から、化粧料分野では、皮膚のメラニンの産生を抑制する「美白剤」乃至は美白剤を含有する「美白化粧料」の開発が広く行われており、メラニン産生を抑制する成分である「美白剤」としては、プラセンタ−エキス、エラグ酸及び/又はその塩、アスコルビン酸及びその誘導体、トラネキサム酸及び/又はその塩、コウジ酸及び/又はその塩、アルブチン及び/又はその塩、4−n−ブチルレゾルシノール及び/又はその塩等が既に開発されている。これらの美白剤は一般的には単味で用いられている。
【0003】
その一方、メラニンの産生昂進によらない、或いは、メラニンの産生昂進以外のメカニズムも関与する、白い肌の阻害要因として、「肌のくすみ」が存在する。くすみは、血行不良による肌色の赤味の低下、皮膚弾力低下によって起こる皮膚表面の凹凸の影、角質細胞の肥厚などに起因する角質細胞の光透過性の低下、皮膚表面での乱反射によるツヤの低下、加齢に伴う皮膚の黄色化などが原因であるとされている。8〜9割の人が、自分の肌にくすみを感じ、これを何とかしたいと思っているという、市場でのニーズに従って、このくすみの問題は近年特に大きく取り上げられるようになっているが、くすみに対し、前記の美白剤は効を奏しにくいことから、くすみに対する改善方法の提供が望まれていた(例えば、非特許文献1参照)。
また、対症療法的に、保湿成分、シワ改善成分、血流改善成分などとともにメラニン産生抑制剤やα−MSH抑制剤などを投与することは行われており、ある程度の効果は奏するものの、あまり明確な改善効果は得られていない。
【0004】
くすみ改善の対症療法的な手段として、現在知られている技術の中から、いくつかの例を以下に挙げる。
1)カロチノイドとフィトステロールにより、ターンオーバーを速めて角質細胞を脱離させ、くすみを改善する技術(例えば、特許文献1参照)
2)ヒドロキシピロリドン等により角質細胞を剥離させ、且つ、エラグ酸によりメラニン産生を抑制し、くすみを改善する技術(例えば、特許文献2参照)
3)α−グルコシルヘスペリジンにより血流を改善し、くすみを改善する技術(例えば、特許文献3参照)
4)プロテアーゼにより角質細胞を剥離させ、くすみを改善する技術(例えば、特許文献4参照)
斯くのごとくに、くすみとは、肌の色調の明度低下の方向への変化でありながら、唯単にメラニン産生抑制剤を投与しても改善するものではないことがわかる。又、種々の方法である程度の改善は認められながらも、確固たる改善方法が見つけられていないことも、容易に窺い知ることが出来る。とりわけ、加齢に伴う皮膚の黄色化については、その改善手段は全く知られていない。これは皮膚の黄色化がかなり皮膚の深部まで及んでいるからである。
【0005】
一方、本発明の皮膚外用剤の必須構成要素の内、4−n−ブチルレゾルシノール又はその塩については、メラニン産生抑制作用(例えば、特許文献5参照)、雲脂抑制作用(例えば、特許文献6参照)、ニキビ抑制作用(例えば、特許文献7参照)、赤外線防護剤との併用による、日焼けと火照りの改善作用(例えば、特許文献8参照)、放射線照射後の瘢痕生成の抑制作用(例えば、特許文献9参照)、活性酸素消去作用(例えば、特許文献10参照)、抗掻痒作用(例えば、特許文献11参照)等が知られている。しかしながら、この物質のくすみに対する作用は全く知られていない。
【0006】
一方、果実由来の抗酸化物質としては、ポリフェノール構造を有するもの、具体的には、フラボノイド、アントシアニン、タンニン、プロアントシアニジン、ルチン、ケルセチン、エラグ酸、レスベラトロール、カテキン、キサントン、これらの配糖体或いは塩等が知られている。これらの物質の皮膚外用剤での作用としては、活性酸素消去作用、美白作用、抗炎症作用等が知られているが(例えば、特許文献12〜25参照)、くすみに対する作用は全く知られていない。
【0007】
また、1)4−n−ブチルレゾルシノール及び/又はその塩と、2)果実由来の抗酸化物質とを組み合わせて皮膚外用剤に含有させる技術も知られていない。
【0008】
【非特許文献1】
武田ら監修「化粧品の有用性 評価技術の進歩と将来展望」、株式会社薬事日報社、2001年3月31日
【特許文献1】
特開2002−370961号公報
【特許文献2】
特開2002−338426号公報
【特許文献3】
特開2002−255827号公報
【特許文献4】
特開2002−234845号公報
【特許文献5】
特開平02−49715号公報
【特許文献6】
特開平04−169516号公報
【特許文献7】
特開平04−169511号公報
【特許文献8】
特開平05−4905号公報
【特許文献9】
特開2001−206813号公報
【特許文献10】
特開2001−302505号公報
【特許文献11】
特開2001−302506号公報
【特許文献12】
特表2003−512412号公報
【特許文献13】
特開平06−256150号公報
【特許文献16】
特開平08−119849号公報
【特許文献17】
特開2002−3361号公報
【特許文献18】
特開平06−336423号公報
【特許文献19】
特開2000−229834号公報
【特許文献20】
特開2002−363087号公報
【特許文献21】
特開2002−370962号公報
【特許文献22】
特開平10−25219号公報
【特許文献23】
特表2003−505492号公報
【特許文献24】
特開平08−119849号公報
【特許文献25】
特開2001−181173号公報
【0009】
【発明が解決しようとする課題】
本発明は、この様な状況下為されたものであり、皮膚の黄色化によって生じるくすみ等を改善する、即ち、メラニン色素沈着によるもの以外に対しても視覚的にくすんで見える現象(肌のくすみ)を改善することができる皮膚外用剤を提供することを課題とする。
【0010】
【課題を解決するための手段】
本発明者らは、この様な実情に鑑みて、鋭意研究努力を重ねた結果、1)4−n−ブチルレゾルシノール及び/又はその塩と、2)果実由来の抗酸化物質とを含有する皮膚外用剤がくすみ改善作用を示すことを見出し、本発明を完成させるに至った。
即ち、本発明は以下のとおりである。
(1)1)4−n−ブチルレゾルシノール及び/又はその塩と、2)果実由来の抗酸化物質とを含有することを特徴とする皮膚外用剤。
(2)4−n−ブチルレゾルシノール及び/又はその塩の含有量が、皮膚外用剤全量に対して、0.1〜0.5質量%であることを特徴とする(1)に記載の皮膚外用剤。
(3)果実由来の抗酸化物質が、プロアントシアニジン及びレスベラトロール並びにそれらの塩から選ばれることを特徴とする(1)又は(2)に記載の皮膚外用剤。
(4)果実由来の抗酸化物質の含有量が、皮膚外用剤全量に対して、0.1〜10質量%であることを特徴とする(1)〜(3)の何れか1項に記載の皮膚外用剤。
(5)美白用の化粧料であることを特徴とする、(1)〜(4)の何れか1項に記載の皮膚外用剤。
(6)肌のくすみ部位に適用する化粧料の製造における、1)4−n−ブチルレゾルシノール及び/又はその塩と、2)果実由来の抗酸化物質との使用。
【0011】
【発明の実施の形態】
以下、本発明を詳細に説明する。
本発明の皮膚外用剤は、1)4−n−ブチルレゾルシノール及び/又はその塩(以下、「4−n−ブチルレゾルシノール等」ともいう)と2)果実由来の抗酸化物質とを含有することを特徴とする。
<1>本発明の皮膚外用剤の必須成分である4−n−ブチルレゾルシノール及び/又はその塩について
本発明の皮膚外用剤は、4−n−ブチルレゾルシノール等を含有する。
4−n−ブチルレゾルシノールは、常法に従って製造することが出来、例えば、Lille,J.;Bitter,L.A.;Peiner,V. Trudy−Nauchono−Issledovatel’skii Institut Slantsev (1969), No.18, 127−34に記載された方法に従うことができる。
即ち、レゾルシンとブタン酸を塩化亜鉛の存在下縮合し、亜鉛アマルガム/塩酸で還元する方法や、レゾルシンとn−ブチルアルコールとを200〜400℃の高温下で縮合させる方法が例示できる。
【0012】
このようにして得られた4−n−ブチルレゾルシノールは種々の塩基性化合物と反応させることにより塩とすることが出来る。このような塩としては、生理的に許容されるものであれば特段の限定はされず、例えば、ナトリウム塩、カリウム塩などのアルカリ金属塩、カルシウム塩、マグネシウム塩などのアルカリ土類金属塩、アンモニウム塩、トリエタノールアミン塩やトリエチルアミン塩等の有機アミン塩、リジン塩やアルギニン塩等の塩基性アミノ酸塩などが好ましく例示できる。これらの塩の内、特に好ましいものはアルカリ金属塩であり、中でもナトリウム塩が特に好ましい。
本発明の皮膚外用剤に於いて、4−n−ブチルレゾルシノール等は単独で含有させることもできるし、二種以上を組み合わせて含有させることもできる。
本発明の皮膚外用剤中に於ける4−n−ブチルレゾルシノール等の好ましい含有量は、皮膚外用剤全量に対して総量で、0.05〜1質量%であり、0.1〜0.5質量%が更に好ましい。これは、少なすぎると効果を発揮しない場合があり、多すぎても効果が頭打ちになる場合があるからである。
【0013】
<2>本発明の皮膚外用剤の必須成分である果実由来の抗酸化物質について
本発明の皮膚外用剤は、果実由来の抗酸化物質を含有する。
ここで、果実由来の抗酸化物質とは、果実の中にあることが知られている抗酸化物質であれば特に制限なく用いることができる。
抗酸化物質は、以下に記載する抽出方法等により、果実から得たものを用いることもできるし、構造が判っていれば化学合成により得たものを用いることもできる。
前記果実としては、ブルーベリー、ブラックカラント、リンゴ、ブドウ、ミカン、マンゴ、パパイヤ、マンゴスチン、ドリアン、レイシなどが好適に例示できる。
また、抗酸化物質としては、アントシアニン、タンニン、プロアントシアニジン、ルチン、ケルセチン、エラグ酸、レスベラトロール、カテキン、キサントンなどが好適に例示できる。
抗酸化物質の中でもプロアントシアニジンとレスベラトロールが特に好適に例示できる。これらは、産業廃棄物であるブドウ種子を加工して得られることから、これらの成分の入手が容易である為である。
【0014】
また、抗酸化物質は、上記化合物の塩であってもよい。塩としては、生理的に許容されるものであれば特段の限定はされず、例えば、ナトリウム塩、カリウム塩などのアルカリ金属塩、カルシウム塩、マグネシウム塩などのアルカリ土類金属塩、アンモニウム塩、トリエタノールアミン塩やトリエチルアミン塩等の有機アミン塩、リジン塩やアルギニン塩等の塩基性アミノ酸塩などが好ましく例示できる。これらの塩の内、特に好ましいものはアルカリ金属塩であり、中でもナトリウム塩が特に好ましい。
抗酸化物質は、上記の植物の果皮、種子、未成熟果実を極性溶媒で抽出し、シリカゲルカラムクロマトグラフィーやイオン交換クロマトグラフィーで精製することにより得ることが出来るが、これらの殆どの物質は市販されているので、それを購入して使用することも出来る。
【0015】
抽出、分画により製造する場合には、抽出に用いる極性の高い溶剤として、ジエチルエーテル、イソプロピルエーテル、テトラヒドロフランなどのエーテル類、塩化メチレン、クロロホルムなどのハロゲン化炭化水素類、酢酸エチル、蟻酸メチルなどのエステル類、アセトン、メチルエチルケトンなどのケトン類、アセトニトリルなどのニトリル類、1,3−ブタンジオール、エタノール、イソプロピルアルコールなどのアルコール類、水などが好ましく例示できる。これらの中でも、アルコール類や水が特に好ましい。
抽出は、果実の一部又は全部に対して1〜10質量倍の溶剤を加え、室温であれば数日間、沸点付近の温度であれば数時間浸漬すればよい。抽出後は、必要に応じて、減圧濃縮などして溶剤を除去することが好ましい。分画は、カラムクロマトグラフィーを用いて行うことが好ましく、シリカゲルカラムクロマトグラフィーにて、クロロホルム−メタノール系の溶出溶媒で精製した後、ダイアイオンHP−20(三菱化成株式会社製)等のイオン交換樹脂を用いたイオン交換クロマトグラフィーに付し、良く水洗した後、メタノール、エタノール、イソプロパノールなどのアルコールで溶出させることが好ましい。
【0016】
本発明の皮膚外用剤に於いて、果実由来の抗酸化物質は単独で含有させることもできるし、二種以上を組み合わせて含有させることもできる。
本発明の皮膚外用剤に於ける、果実由来の抗酸化物質の好ましい含有量は、皮膚外用剤全量に対して総量で、0.01〜10質量%であり、更に好ましくは、0.1〜10質量%である。
尚、本発明の皮膚外用剤における、1)4−n−ブチルレゾルシノール及び/又はその塩と、2)果実由来の抗酸化物質との配合割合は、3:1〜1:5が好ましい。
【0017】
<3>本発明の皮膚外用剤について
本発明の皮膚外用剤は、上記必須成分である、1)4−n−ブチルレゾルシノール等と、2)果実由来の抗酸化物質とを含有する。
本発明の皮膚外用剤は、かかる構成を採ることにより、くすみに対して優れた改善効果を有する。従って、本発明の皮膚外用剤は、美白用のものとして用いることが特に好ましい。
ここで、「美白」とは、血行不良による肌色の赤味の低下、皮膚弾力低下によって起こる皮膚表面の凹凸の影、角質細胞の肥厚などに起因する角質細胞の光透過性の低下、皮膚表面での乱反射によるツヤの低下、加齢に伴う皮膚の黄色化などによって生じるくすみを少なくとも改善することをいう。尚、メラニン色素異常の改善を含んでいてもよい。
また、本発明でいう皮膚外用剤は、皮膚に外用で用いられる製剤全般を示し、化粧料、皮膚外用医薬、皮膚外用雑貨等を含むものである。本発明の皮膚外用剤で特に好ましいものは、化粧料(但し、医薬部外品を含む)である。特に、上記の観点から、肌のくすみ改善のために用いる美白用の化粧料として適用するのが好ましい。
【0018】
本発明の皮膚外用剤においては、前記必須成分以外に、通常、皮膚外用剤で使用される任意成分を含有することが出来る。かかる任意成分としては、例えば、スクワラン、流動パラフィン、軽質流動イソパラフィン、重質流動イソパラフィン、マイクロクリスタリンワックス、固形パラフィンなどの炭化水素類、ジメチコン、フェメチコン、シクロメチコン、アモジメチコン、ポリエーテル変性シリコーンなどのシリコーン類、ホホバ油、カルナウバワックス、モクロウ、ミツロウ、ゲイロウ、オレイン酸オクチルドデシル、イソプロピルミリステート、ネオペンチルグリコールジイソステアレート、リンゴ酸ジイソステアリルなどのエステル類、ステアリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、イソステアリン酸、イソパルミチン酸、ベヘン酸、オレイン酸などの脂肪酸類、ベヘニルアルコール、セタノール、オレイルアルコール、オクタデシルアルコールなどの高級アルコール類、バチルアルコールやセラルキルアルコールなどのアルキル(アルケニル)グリセリルエーテル類、ヒマシ油、椰子油、水添椰子油、椿油、小麦胚芽油、イソステアリン酸トリグリセライド、イソオクタン酸トリグリセライド、オリーブオイル等のトリグリセライド類、1,3−ブタンジオール、グリセリン、ジグリセリン、ジプロピレングリコール、ポリエチレングリコール、1,2−ペンタンジオール、1,2−ヘキシレングリコール、イソプレングリコールなどの多価アルコール、グリセリルモノステアレート、グリセリルモノオレート、ジグリセリルモノステアレート、ジグリセリルモノオレート、ソルビタンセスキオレート、ソルビタンモノオレート、ソルビタントリオレート、ソルビタンセスキステアレート、ソルビタンモノステアレート、ポリオキシエチレンソルビタンモノオレート、ポリオキシエチレンソルビタンモノステアレート、ポリオキシエチレンステアレート、ポリオキシエチレンオレート、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アルキルエーテル、ポリオキシエチレン硬化ヒマシ油、ショ糖モノラウリン酸エステル、ショ糖モノステアリン酸エステルなどのショ糖脂肪酸エステル等の非イオン界面活性剤、ソジウムラウリルステアレート、ポリオキシエチレンアルキル硫酸塩、スルホコハク酸エステル塩などのアニオン界面活性剤、4級アルキルアンモニウム塩等のカチオン界面活性剤類、アルキルベタイン等の両性界面活性剤類、結晶セルロースや架橋型メチルポリシロキサン、ポリエチレン粉末、アクリル樹脂粉体等の有機粉体類、タルク、マイカ、セリサイト、炭酸マグネシウム、炭酸カルシウム、二酸化チタン、酸化鉄、紺青、群青、チタンマイカ、チタンセリサイト、シリカ等の表面処理されていても良い粉体類、アクリル酸−メタクリル酸アルキルコポリマー及び/又はその塩、カルボキシビニルポリマー及び/又はその塩、キサンタンガムやヒドロキシプロピルセルロースなどの増粘剤、水酸化カリウム、水酸化ナトリウムなどのアルカリ剤、レチノール、レチノイン酸、トコフェロール、リボフラビン、ピリドキシンなどのアスコルビン酸類以外のビタミンやグリチルリチン酸塩、グリチルレチン酸、ウルソール酸、オレアノール酸などのテルペン類、エストラジオール、エチニルエストラジオール、エストリオールなどのステロイド類などの有効成分、フェノキシエタノール、パラベン類、ヒビテングルコネート、塩化ベンザルコニウム等の防腐剤、ジメチルアミノ安息香酸エステル類、桂皮酸エステル類、ベンゾフェノン類などの紫外線吸収剤などが好ましく例示できる。
【0019】
特に好ましいものは、多価アルコールであり、中でも、1,3−ブタンジオール、1,2−ペンタンジオール、1,2−ヘキシレングリコール等が好ましく、1,2−ペンタンジオール、1,2−ヘキシレングリコールが特に好ましい。これらは、保湿作用を発揮しながら防腐効果を付与する作用を有する。かかる多価アルコールは唯一種を含有することも出来るし、二種以上を組み合わせて含有させることも出来る。多価アルコールの好ましい含有量は、皮膚外用剤全量に対して総量で、1〜10質量%である。
本発明の皮膚外用剤は、上記した必須成分と、任意成分を常法に従って処理することにより、製造することが出来る。
本発明の皮膚外用剤の剤形としては、皮膚外用剤で知られている剤形であれば特段の限定無く適用することが出来、例えば、ローション、エッセンス、乳液、クリーム、ジェル等が好ましく例示できる。
【0020】
【実施例】
以下に、実施例を挙げて、本発明について更に具体的に説明を加えるが、本発明が、かかる実施例にのみ限定されないことは言うまでもない。
以下に記載の方法を用い、本発明で使用する果実由来の抗酸化物質を製造した。
【0021】
<製造例1> ブドウの種子(デラウェア種を使用)1kgを粉砕したものに、50%エタノールを5l加え、4時間加熱還流し、濾過により、不溶物を取り除いた後、1N水酸化カリウム水溶液500mlとn−ヘキサン8lを加えて抽出した。エタノール水溶液層を取り、希塩酸で中和した後、減圧濃縮した。これにクロロホルム100mlを加えて抽出し、シリカゲルカラムクロマトグラフィーを用いて、クロロホルム:メタノール=100:0〜80:20(容量比)の混液で精製し、更にダイアイオンHP−20を充填したカラムで分画精製し、レスベラトロール512mgとタンニン1247mgとエラグ酸22mgを得た。
【0022】
<製造例2>
ブドウの果皮(デラウェア種を使用)1kgをホモジナイズし、50%エタノールを5l加え、4時間加熱還流し、濾過により、不溶物を取り除いた後、1N水酸化カリウム水溶液500mlとn−ヘキサン8lを加えて抽出した。エタノール水溶液層を取り、希塩酸で中和した後、減圧濃縮した。これにクロロホルム100mlを加えて抽出し、シリカゲルカラムクロマトグラフィーを用いて、クロロホルム:メタノール=100:0〜80:20(容量比)の混液で精製し、更にダイアイオンHP−20を充填したカラムで分画精製し、アントシアニン18mgとプロアントシアニジン31mgを得た。
【0023】
<実施例1>
下記に示す処方に従って、本発明の皮膚外用剤である乳化タイプの高粘度エッセンス1(化粧料)を作製した。
即ち、処方成分イ)、ロ)及びハ)をそれぞれ70℃に加熱し、イ)にロ)を加え中和し、これに徐々にハ)を加えて乳化し、ホモジナイザーで乳化粒子を整え、攪拌冷却し、エッセンス1を得た。
【0024】
イ)
アクリル酸−メタクリル酸アルキル(アルキル基の炭素数10〜30)コポリマー(以下、アクリル酸−メタクリル酸アルキルコポリマーともいう)
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
レスベラトロール 0.3質量部
4−n−ブチルレゾルシノール 0.3質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0025】
<実施例2>
実施例1と同様に操作して、下記処方に従って、乳化タイプの高粘度エッセンス2(化粧料)を作製した。
【0026】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
エラグ酸 0.3質量部
4−n−ブチルレゾルシノール 0.3質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0027】
<実施例3>
実施例1と同様に操作して、下記処方に従って、乳化タイプの高粘度エッセンス3(化粧料)を作製した。
【0028】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
プロアントシアニジン 0.3質量部
4−n−ブチルレゾルシノール 0.3質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0029】
<実施例4>
実施例1と同様に操作して、下記処方に従って、乳化タイプの高粘度エッセンス4(化粧料)を作製した。
【0030】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
タンニン 0.3質量部
4−n−ブチルレゾルシノール 0.3質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0031】
<実施例5>
実施例1と同様に操作して、下記処方に従って、乳化タイプの高粘度エッセンス5(化粧料)を作製した。
【0032】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
アントシアニン 0.3質量部
4−n−ブチルレゾルシノール 0.3質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0033】
<比較例1>
実施例1と同様に操作して、下記処方に従って、4−n−ブチルレゾルシノールをレスベラトロールに置換した、乳化タイプの高粘度比較エッセンス1(化粧料)を作製した。
【0034】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
レスベラトロール 0.6質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0035】
<比較例2>
実施例1と同様に操作して、下記処方に従って、レスベラトロールを4−n−ブチルレゾルシノールに置換した、乳化タイプの高粘度比較エッセンス2(化粧料)を作製した。
【0036】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
4−n−ブチルレゾルシノール 0.6質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0037】
<比較例3>
実施例1と同様に操作して、下記処方に従って、4−n−ブチルレゾルシノールを4−イソアミルレゾルシノールに置換した、乳化タイプの高粘度比較エッセンス3(化粧料)を作製した。
【0038】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
レスベラトロール 0.3質量部
4−イソアミルレゾルシノール 0.3質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0039】
<比較例4>
実施例1と同様に操作して、下記処方に従って、4−n−ブチルレゾルシノールを4−n−プロピルレゾルシノールに置換した、乳化タイプの高粘度比較エッセンス4(化粧料)を作製した。
【0040】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2質量部
1,3−ブタンジオール 5 質量部
1,2−ヘキシレングリコール 2 質量部
ポリエチレングリコール6000 2 質量部
レスベラトロール 0.3質量部
4−n−プロピルレゾルシノール 0.3質量部
水 30 質量部
ロ)
水酸化カリウム10質量%水溶液 3 質量部
水 49.9質量部
ハ)
セラキルアルコール 1.5質量部
グリセリルモノステアレート 0.5質量部
ショ糖モノラウリン酸エステル 0.1質量部
ワセリン 5 質量部
【0041】
<試験例1>
くすみに悩む人90人を集めて、上記実施例1〜5、比較例1〜4の化粧料のくすみ改善効果を試験した。パネラー90名は年齢、くすみの程度などの特性値に偏りがないように10名ずつ9群に分けた。各群にそれぞれ1種ずつ化粧料を配り、連日朝晩2回、8週間投与してもらった。試験開始時及び試験終了時に上腕内側部と頬部から粘着テープを用いて角質細胞を採取した。又、その時同時に専門家(3名)の目視判定でくすみの程度を判定した。
【0042】
くすみの程度の判定は、下記の基準で行った。
スコア1:くすみが全く感じられない
スコア2:僅かにくすみが感じられる
スコア3:少しくすみが感じられる
スコア4:くすみが明確に感じられる
スコア5:くすみが目立つ
【0043】
結果を平均スコアとして表1に示す。これより本発明の皮膚外用剤(実施例1〜5のエッセンス1〜5)により、くすみが改善されていることがわかる。又、角質細胞はモリテックス株式会社製のビデオマイクロスコープを用いて、画像として取り込み、この画像のRGB成分の内のB成分のみを取りだしたB画像とし、角質細胞に於ける輝度を測定し、頬部の輝度を上腕内側部の輝度で除した値(B透過損失比)を求めた。この平均値を表1に示す。この値は1未満であり、頬部の角質細胞においては、上腕内側部に比して、B成分の少ない反射光を観察した。言い換えれば、頬部の角質細胞は、上腕内側部に比して、黄色乃至は褐色がかった色をしていることがわかる。この頬部の角質細胞の黄色乃至は褐色の着色は、本発明の皮膚外用剤を投与することにより改善され、B透過損失比も1に近づいていることがわかる。比較例(比較例1〜4の比較エッセンス1〜4)ではこの効果は顕著には認められていない。
【0044】
【表1】
【0045】
<実施例6>
実施例1と同様に、以下に示す処方に従って、本発明の皮膚外用剤のエッセンス(化粧料)を作製した。試験例1と同様の検討において、B透過損失比は、0.54から0.87へと変化した。
【0046】
イ)
アクリル酸−メタクリル酸アルキルコポリマー
(商品名「ペムレンTR−2」、グッドリッチ社製) 0.2質量部
カルボキシビニルポリマー 0.2重量部
1,3−ブタンジオール 5 重量部
1,2−ヘキシレングリコール 2 重量部
ポリエチレングリコール6000 2 重量部
エラグ酸 1 重量部
4−n−ブチルレゾルシノール 0.5重量部
水 30 重量部
ロ)
水酸化カリウム10質量%水溶液 3 重量部
水 49 重量部
ハ)
セラキルアルコール 1.5重量部
グリセリルモノステアレート 0.5重量部
ショ糖モノラウリン酸エステル 0.1重量部
ワセリン 5 重量部
【0047】
【発明の効果】
本発明によれば、皮膚の黄色化によって生じるくすみ等を改善する、即ち、メラニン色素沈着によるもの以外に対しても視覚的にくすんで見える現象(肌のくすみ)を改善することができる皮膚外用剤を提供することができる。[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to an external preparation for skin such as cosmetics, and more particularly, to an external preparation for skin suitable as a whitening cosmetic having excellent effects such as improvement of dull skin.
[0002]
[Prior art]
Some people want to keep their skin white and beautiful. Also, many people are trying to return to white skin in the fall, even if they wear tan skin during the summer. Against this background, in the field of cosmetics, "whitening agents" that suppress the production of skin melanin or "whitening cosmetics" containing whitening agents have been widely developed, and components that suppress melanin production. Examples of the “whitening agent” include placenta extract, ellagic acid and / or its salt, ascorbic acid and its derivative, tranexamic acid and / or its salt, kojic acid and / or its salt, arbutin and / or its salt, 4-n-butyl resorcinol and / or a salt thereof have already been developed. These whitening agents are generally used alone.
[0003]
On the other hand, "dull skin" exists as a factor inhibiting white skin, which is not due to increased production of melanin or involves a mechanism other than increased production of melanin. Dullness is a decrease in redness of skin color due to poor circulation, shadows of irregularities on the skin surface caused by a decrease in skin elasticity, a decrease in light transmittance of keratinocytes due to thickening of keratinocytes, etc., and a gloss due to irregular reflection on the skin surface. It is said that the cause is a decrease and yellowing of the skin with aging. According to the needs in the market, where 80 to 90% of people feel dullness in their skin and want to manage it, the problem of dullness has been particularly highlighted in recent years. On the other hand, since the above-mentioned whitening agent is hardly effective, it has been desired to provide a method for improving dullness (for example, see Non-Patent Document 1).
In addition, as a symptomatic treatment, administration of a melanin production inhibitor or an α-MSH inhibitor together with a moisturizing component, a wrinkle improving component, a blood flow improving component, etc. has been performed, and although some effects are achieved, it is not so clear No significant improvement effect has been obtained.
[0004]
Some examples of currently known techniques as symptomatic means for improving dullness are given below.
1) Technology for speeding up turnover and detaching keratinocytes with carotenoids and phytosterols to improve dullness (for example, see Patent Document 1)
2) A technique for exfoliating keratinocytes with hydroxypyrrolidone or the like and suppressing melanin production with ellagic acid to improve dullness (for example, see Patent Document 2)
3) Technology for improving blood flow and improving dullness with α-glucosyl hesperidin (for example, see Patent Document 3)
4) A technique for removing keratinocytes with a protease to improve dullness (for example, see Patent Document 4)
As described above, it can be understood that dullness is a change in the tone of the skin in the direction of decreasing lightness, but does not improve even if the melanin production inhibitor is simply administered. In addition, although some improvement is recognized by various methods, it can be easily understood that no solid improvement method has been found. In particular, there is no known means for improving the yellowing of the skin with aging. This is because the yellowing of the skin extends considerably deep into the skin.
[0005]
On the other hand, among the essential components of the external preparation for skin of the present invention, 4-n-butylresorcinol or a salt thereof has a melanin production inhibitory action (for example, see Patent Document 5) and a cloud fat inhibitory action (for example, Patent Document 6). ), Acne-suppressing action (see, for example, Patent Document 7), sunburn and hot flashes improving action by combined use with an infrared protective agent (see, for example, Patent Document 8), and suppressing action of scar formation after irradiation (for example, see Patent Document 8). Known are an active oxygen scavenging effect (see, for example, Patent Document 10), an antipruritic effect (for example, see Patent Document 11), and the like. However, the effect of this substance on dullness is not known at all.
[0006]
On the other hand, as antioxidants derived from fruits, those having a polyphenol structure, specifically, flavonoids, anthocyanins, tannins, proanthocyanidins, rutin, quercetin, ellagic acid, resveratrol, catechin, xanthone, and glycosides thereof The body or salt is known. As the action of these substances on the external preparation for skin, active oxygen scavenging action, whitening action, anti-inflammatory action and the like are known (for example, see Patent Documents 12 to 25), but the action on dullness is completely unknown. Absent.
[0007]
Further, there is also no known technique for combining 1) 4-n-butyl resorcinol and / or a salt thereof and 2) a fruit-derived antioxidant in a skin external preparation.
[0008]
[Non-patent document 1]
Takeda et al., “Progress and Future Prospects of Cosmetic Usefulness Evaluation Technology,” Yakuji Nippo, March 31, 2001 [Patent Document 1]
JP 2002-370961 A [Patent Document 2]
JP 2002-338426 A [Patent Document 3]
Japanese Patent Application Laid-Open No. 2002-255827 [Patent Document 4]
Japanese Patent Application Laid-Open No. 2002-234845 [Patent Document 5]
JP-A-02-49715 [Patent Document 6]
JP-A-04-169516 [Patent Document 7]
JP 04-169511 A [Patent Document 8]
Japanese Patent Application Laid-Open No. 05-4905 [Patent Document 9]
Japanese Patent Application Laid-Open No. 2001-206813 [Patent Document 10]
JP 2001-302505 A [Patent Document 11]
JP 2001-302506 A [Patent Document 12]
JP-T-2003-512412 [Patent Document 13]
JP-A-06-256150 [Patent Document 16]
Japanese Patent Application Laid-Open No. 08-119849 [Patent Document 17]
JP 2002-3361 A [Patent Document 18]
JP 06-336423 A [Patent Document 19]
JP 2000-229834 A [Patent Document 20]
JP 2002-363087 A [Patent Document 21]
JP 2002-370962 A [Patent Document 22]
JP-A-10-25219 [Patent Document 23]
JP-T-2003-505492 [Patent Document 24]
Japanese Patent Application Laid-Open No. 08-11849 [Patent Document 25]
JP 2001-181173 A
[Problems to be solved by the invention]
The present invention has been made under such circumstances, and it is intended to improve dullness caused by yellowing of the skin, that is, a phenomenon (visual appearance of skin) that appears visually other than due to melanin pigmentation. An object of the present invention is to provide a skin external preparation capable of improving dullness.
[0010]
[Means for Solving the Problems]
In view of such circumstances, the inventors of the present invention have made intensive research efforts, and as a result, 1) a skin containing 4-n-butyl resorcinol and / or a salt thereof, and 2) a fruit-derived antioxidant. The present inventors have found that an external preparation exhibits a dullness-improving effect, and have completed the present invention.
That is, the present invention is as follows.
(1) An external preparation for skin, comprising: 1) 4-n-butyl resorcinol and / or a salt thereof; and 2) a fruit-derived antioxidant.
(2) The skin according to (1), wherein the content of 4-n-butyl resorcinol and / or a salt thereof is 0.1 to 0.5% by mass based on the total amount of the external preparation for skin. External preparation.
(3) The skin external preparation according to (1) or (2), wherein the fruit-derived antioxidant is selected from proanthocyanidins, resveratrol, and salts thereof.
(4) The content of the antioxidant derived from fruit is 0.1 to 10% by mass relative to the total amount of the external preparation for skin, and is described in any one of (1) to (3). External preparation for skin.
(5) The skin external preparation according to any one of (1) to (4), which is a cosmetic for whitening.
(6) Use of 1) 4-n-butyl resorcinol and / or a salt thereof and 2) fruit-derived antioxidant in the production of a cosmetic applied to dull skin areas.
[0011]
BEST MODE FOR CARRYING OUT THE INVENTION
Hereinafter, the present invention will be described in detail.
The external preparation for skin of the present invention contains 1) 4-n-butyl resorcinol and / or a salt thereof (hereinafter, also referred to as “4-n-butyl resorcinol or the like”) and 2) a fruit-derived antioxidant. It is characterized by.
<1> Regarding 4-n-butyl resorcinol and / or a salt thereof which are essential components of the skin external preparation of the present invention The skin external preparation of the present invention contains 4-n-butyl resorcinol and the like.
4-n-butyl resorcinol can be produced according to a conventional method. Bitter, L .; A. Peiner, V .; Trudy-Nauchono-Isslevovatel'skii Institute Slitsev (1969), no. 18, 127-34.
That is, a method of condensing resorcinol and butanoic acid in the presence of zinc chloride and reducing it with zinc amalgam / hydrochloric acid, and a method of condensing resorcinol and n-butyl alcohol at a high temperature of 200 to 400 ° C can be exemplified.
[0012]
The thus obtained 4-n-butyl resorcinol can be converted into a salt by reacting with various basic compounds. Such salts are not particularly limited as long as they are physiologically acceptable, and include, for example, alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium salt and magnesium salt, Preferred examples include ammonium salts, organic amine salts such as triethanolamine salts and triethylamine salts, and basic amino acid salts such as lysine salts and arginine salts. Among these salts, particularly preferred are alkali metal salts, and among them, sodium salt is particularly preferred.
In the skin external preparation of the present invention, 4-n-butyl resorcinol and the like can be contained alone or in combination of two or more.
The preferred content of 4-n-butyl resorcinol and the like in the external preparation for skin of the present invention is 0.05 to 1% by mass based on the total amount of the external preparation for skin, and 0.1 to 0.5% by mass. % Is more preferred. This is because if the amount is too small, the effect may not be exhibited, and if the amount is too large, the effect may reach a plateau.
[0013]
<2> Fruit-derived antioxidant which is an essential component of the skin external preparation of the present invention The skin external preparation of the present invention contains a fruit-derived antioxidant.
Here, a fruit-derived antioxidant can be used without particular limitation as long as it is an antioxidant known to be present in the fruit.
As the antioxidant, those obtained from fruits by the extraction method described below or the like can be used, or those obtained by chemical synthesis can be used if the structure is known.
Preferred examples of the fruits include blueberries, blackcurrants, apples, grapes, mandarins, mangos, papayas, mangosteens, durians, and litchis.
Preferred examples of the antioxidant include anthocyanins, tannins, proanthocyanidins, rutin, quercetin, ellagic acid, resveratrol, catechin, xanthone, and the like.
Among the antioxidants, proanthocyanidins and resveratrol can be particularly preferably exemplified. Because these are obtained by processing grape seeds, which are industrial wastes, these components are easily available.
[0014]
Further, the antioxidant may be a salt of the above compound. The salt is not particularly limited as long as it is physiologically acceptable.Examples thereof include an alkali metal salt such as a sodium salt and a potassium salt, an alkaline earth metal salt such as a calcium salt and a magnesium salt, an ammonium salt, Organic amine salts such as triethanolamine salts and triethylamine salts, and basic amino acid salts such as lysine salts and arginine salts are preferably exemplified. Among these salts, particularly preferred are alkali metal salts, and among them, sodium salt is particularly preferred.
Antioxidants can be obtained by extracting the pericarp, seeds and immature fruits of the above plants with a polar solvent and purifying them by silica gel column chromatography or ion exchange chromatography, but most of these substances are commercially available. So you can buy and use it.
[0015]
When produced by extraction and fractionation, highly polar solvents used for extraction include ethers such as diethyl ether, isopropyl ether, and tetrahydrofuran; halogenated hydrocarbons such as methylene chloride and chloroform; ethyl acetate; and methyl formate. Examples of preferred examples thereof include esters, ketones such as acetone and methyl ethyl ketone, nitriles such as acetonitrile, alcohols such as 1,3-butanediol, ethanol and isopropyl alcohol, and water. Among them, alcohols and water are particularly preferable.
Extraction may be performed by adding a solvent in an amount of 1 to 10 times by mass to a part or the whole of the fruit, and immersing for several days at room temperature or several hours at a temperature near the boiling point. After the extraction, if necessary, it is preferable to remove the solvent by concentration under reduced pressure or the like. The fractionation is preferably performed using column chromatography. After purification by silica gel column chromatography using a chloroform-methanol elution solvent, ion exchange with Diaion HP-20 (manufactured by Mitsubishi Kasei Corporation) or the like is performed. It is preferable that the resin is subjected to ion exchange chromatography using a resin, washed well with water, and then eluted with an alcohol such as methanol, ethanol, or isopropanol.
[0016]
In the skin external preparation of the present invention, the fruit-derived antioxidant can be contained alone or in combination of two or more.
In the skin external preparation of the present invention, the content of the antioxidant derived from fruit is preferably 0.01 to 10% by mass, more preferably 0.1 to 10% by mass, based on the total amount of the skin external preparation. 10% by mass.
In the external preparation for skin of the present invention, the mixing ratio of 1) 4-n-butyl resorcinol and / or a salt thereof and 2) a fruit-derived antioxidant is preferably 3: 1 to 1: 5.
[0017]
<3> External preparation for skin of the present invention The external preparation for skin of the present invention contains the above-mentioned essential components, 1) 4-n-butyl resorcinol and the like, and 2) a fruit-derived antioxidant.
The external preparation for skin of the present invention has an excellent improvement effect on dullness by adopting such a constitution. Therefore, it is particularly preferable to use the skin external preparation of the present invention as a whitening agent.
Here, “whitening” refers to a reduction in skin color redness due to poor circulation, a shadow of unevenness on the skin surface caused by a decrease in skin elasticity, a decrease in light transmittance of keratinocytes due to a thickening of keratinocytes, a skin surface It refers to at least the improvement of dullness caused by a decrease in gloss due to irregular reflection in the skin and yellowing of the skin with aging. In addition, improvement of melanin pigment abnormality may be included.
Further, the external preparation for skin referred to in the present invention refers to all preparations used externally for the skin, and includes cosmetics, external medicine for skin, sundry miscellaneous goods and the like. Particularly preferred skin external preparations of the present invention are cosmetics (including quasi-drugs). In particular, from the above viewpoint, it is preferable to apply as a whitening cosmetic used for improving dull skin.
[0018]
The external preparation for skin of the present invention may contain, in addition to the above essential components, optional components usually used in external preparations for skin. Such optional components include, for example, squalane, liquid paraffin, light liquid isoparaffin, heavy liquid isoparaffin, microcrystalline wax, hydrocarbons such as solid paraffin, dimethicone, femethicone, cyclomethicone, amodimethicone, and polyether-modified silicone. Silicones, jojoba oil, carnauba wax, mokuro, beeswax, gay wax, octyldodecyl oleate, isopropyl myristate, neopentyl glycol diisostearate, diisostearyl malate and other esters, stearic acid, lauric acid, myristine Acids, palmitic acid, isostearic acid, isopalmitic acid, behenic acid, fatty acids such as oleic acid, behenyl alcohol, cetanol, oleyl alcohol, octadecyl alcohol Alkenyl glyceryl ethers such as batyl alcohol and aralkyl alcohol, castor oil, coconut oil, hydrogenated coconut oil, camellia oil, wheat germ oil, isostearic acid triglyceride, isooctanoic acid triglyceride, olive Triglycerides such as oils, polyhydric alcohols such as 1,3-butanediol, glycerin, diglycerin, dipropylene glycol, polyethylene glycol, 1,2-pentanediol, 1,2-hexylene glycol, isoprene glycol, glyceryl mono Stearate, glyceryl monooleate, diglyceryl monostearate, diglyceryl monooleate, sorbitan sesquiolate, sorbitan monooleate, sorbitan triolate, sorbitan sesquis Allate, sorbitan monostearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan monostearate, polyoxyethylene stearate, polyoxyethylene oleate, polyoxyethylene glycerin fatty acid ester, polyoxyethylene alkyl ether, polyoxyethylene cured Nonionic surfactants such as castor oil, sucrose fatty acid esters such as sucrose monolaurate and sucrose monostearate, and anionic interfaces such as sodium lauryl stearate, polyoxyethylene alkyl sulfate, and sulfosuccinate. Surfactants, cationic surfactants such as quaternary alkylammonium salts, amphoteric surfactants such as alkyl betaine, crystalline cellulose, cross-linked methylpolysiloxane, polyethylene Powders, organic powders such as acrylic resin powder, talc, mica, sericite, magnesium carbonate, calcium carbonate, titanium dioxide, iron oxide, navy blue, ultramarine, titanium mica, titanium sericite, silica, etc. good powder such even though, acrylic acid - thickener such as an alkyl methacrylate copolymers and / or salts thereof, carboxyvinyl polymers and / or salts thereof, xanthan gum and hydroxypropylcellulose, potassium hydroxide, such as sodium hydroxide Alkaline agents, vitamins other than ascorbic acids such as retinol, retinoic acid, tocopherol, riboflavin, pyridoxine and terpenes such as glycyrrhizinate, glycyrrhetinic acid, ursolic acid and oleanolic acid, estradiol, ethinylestradiol, estrio Preferred examples include active ingredients such as steroids, preservatives such as phenoxyethanol, parabens, hibitene gluconate, benzalkonium chloride, and ultraviolet absorbers such as dimethylaminobenzoate, cinnamate, and benzophenone. it can.
[0019]
Particularly preferred are polyhydric alcohols, among which 1,3-butanediol, 1,2-pentanediol, 1,2-hexylene glycol and the like are preferred, and 1,2-pentanediol, 1,2-hexanediol and the like are preferable. Xylene glycol is particularly preferred. These have an action of imparting a preservative effect while exerting a moisturizing action. Such polyhydric alcohols may contain only one kind or two or more kinds in combination. The preferred content of the polyhydric alcohol is 1 to 10% by mass in total with respect to the total amount of the external preparation for skin.
The external preparation for skin of the present invention can be produced by treating the above-mentioned essential components and optional components according to a conventional method.
The dosage form of the external preparation for skin of the present invention can be applied without any particular limitation as long as it is a dosage form known as an external preparation for skin, and examples thereof include lotions, essences, emulsions, creams, and gels. it can.
[0020]
【Example】
Hereinafter, the present invention will be described more specifically with reference to examples. However, it is needless to say that the present invention is not limited only to the examples.
The antioxidants derived from fruits used in the present invention were produced using the method described below.
[0021]
<Production Example 1> 5 g of 50% ethanol was added to pulverized 1 kg of grape seeds (using Delaware seeds), and the mixture was heated under reflux for 4 hours, and insoluble materials were removed by filtration. And 8 l of n-hexane were added for extraction. The ethanol aqueous layer was removed, neutralized with dilute hydrochloric acid, and concentrated under reduced pressure. 100 ml of chloroform was added thereto for extraction, and the mixture was purified by silica gel column chromatography using a mixed solution of chloroform: methanol = 100: 0 to 80:20 (volume ratio), and further purified by a column filled with DIAION HP-20. Purification by fractionation yielded 512 mg of resveratrol, 1247 mg of tannin, and 22 mg of ellagic acid.
[0022]
<Production Example 2>
1 kg of grape skin (using Delaware seeds) was homogenized, 5 l of 50% ethanol was added, the mixture was refluxed for 4 hours, and the insoluble matter was removed by filtration. Extracted. The ethanol aqueous layer was removed, neutralized with dilute hydrochloric acid, and concentrated under reduced pressure. 100 ml of chloroform was added thereto for extraction, and the mixture was purified by silica gel column chromatography using a mixed solution of chloroform: methanol = 100: 0 to 80:20 (volume ratio), and further purified by a column filled with DIAION HP-20. The fraction was purified to obtain 18 mg of anthocyanin and 31 mg of proanthocyanidin.
[0023]
<Example 1>
According to the formulation shown below, an emulsion type high viscosity essence 1 (cosmetic), which is a skin external preparation of the present invention, was prepared.
That is, prescription components a), b) and c) are each heated to 70 ° C, b) is added to b) for neutralization, c) is gradually added thereto and emulsified, and emulsified particles are prepared with a homogenizer. After stirring and cooling, essence 1 was obtained.
[0024]
I)
Acrylic acid-alkyl methacrylate (alkyl group having 10 to 30 carbon atoms) copolymer (hereinafter also referred to as acrylic acid-alkyl methacrylate copolymer)
(Trade name "Pemren TR-2", manufactured by Goodrich Co.) 0.2 parts by mass carboxyvinyl polymer 0.2 parts by mass 1,3-butanediol 5 parts by mass 1,2-hexylene glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass resveratrol 0.3 parts by mass 4-n-butyl resorcinol 0.3 parts by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seracyl alcohol 1.5 parts by mass Glyceryl monostearate 0.5 parts by mass Sucrose monolaurate 0.1 parts by mass Vaseline 5 parts by mass
<Example 2>
By operating in the same manner as in Example 1, emulsification type high viscosity essence 2 (cosmetic) was prepared according to the following formulation.
[0026]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name “Pemrene TR-2”, manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass ellagic acid 0.3 parts by mass 4-n-butyl resorcinol 0.3 parts by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seracyl alcohol 1.5 parts by mass Glyceryl monostearate 0.5 parts by mass Sucrose monolaurate 0.1 parts by mass Vaseline 5 parts by mass
<Example 3>
By operating in the same manner as in Example 1, emulsified high-viscosity essence 3 (cosmetic) was prepared according to the following formulation.
[0028]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name “Pemrene TR-2”, manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass proanthocyanidin 0.3 part by mass 4-n-butyl resorcinol 0.3 part by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seracyl alcohol 1.5 parts by weight Glyceryl monostearate 0.5 parts by weight Sucrose monolaurate 0.1 parts by weight Vaseline 5 parts by weight
<Example 4>
By operating in the same manner as in Example 1, emulsified high-viscosity essence 4 (cosmetic) was prepared according to the following formulation.
[0030]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name “Pemrene TR-2”, manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass tannin 0.3 parts by mass 4-n-butyl resorcinol 0.3 parts by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seracyl alcohol 1.5 parts by mass Glyceryl monostearate 0.5 parts by mass Sucrose monolaurate 0.1 parts by mass Vaseline 5 parts by mass
<Example 5>
By operating in the same manner as in Example 1, emulsified high-viscosity essence 5 (cosmetic) was prepared according to the following formulation.
[0032]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name “Pemrene TR-2”, manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass anthocyanin 0.3 part by mass 4-n-butyl resorcinol 0.3 part by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seraquil alcohol 1.5 parts by weight Glyceryl monostearate 0.5 parts by weight Sucrose monolaurate 0.1 parts by weight Vaseline 5 parts by weight
<Comparative Example 1>
In the same manner as in Example 1, emulsified high-viscosity comparative essence 1 (cosmetic) in which 4-n-butyl resorcinol was replaced with resveratrol was prepared according to the following formulation.
[0034]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name “Pemrene TR-2”, manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by weight polyethylene glycol 6000 2 parts by weight resveratrol 0.6 parts by weight water 30 parts by weight b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seraquil alcohol 1.5 parts by mass Glyceryl monostearate 0.5 parts by mass Sucrose monolaurate 0.1 parts by mass Vaseline 5 parts by mass
<Comparative Example 2>
In the same manner as in Example 1, an emulsified high-viscosity comparative essence 2 (cosmetic) in which resveratrol was replaced with 4-n-butyl resorcinol was prepared according to the following formulation.
[0036]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name “Pemrene TR-2”, manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass 4-n-butyl resorcinol 0.6 parts by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seraquil alcohol 1.5 parts by mass Glyceryl monostearate 0.5 parts by mass Sucrose monolaurate 0.1 parts by mass Vaseline 5 parts by mass
<Comparative Example 3>
In the same manner as in Example 1, emulsified high-viscosity comparative essence 3 (cosmetic) in which 4-n-butyl resorcinol was replaced with 4-isoamyl resorcinol was prepared according to the following formulation.
[0038]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name “Pemrene TR-2”, manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass resveratrol 0.3 part by mass 4-isoamyl resorcinol 0.3 part by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seraquil alcohol 1.5 parts by weight Glyceryl monostearate 0.5 parts by weight Sucrose monolaurate 0.1 parts by weight Vaseline 5 parts by weight
<Comparative Example 4>
The same operation as in Example 1 was carried out to prepare an emulsified high-viscosity comparative essence 4 (cosmetic) in which 4-n-butyl resorcinol was replaced with 4-n-propyl resorcinol according to the following formulation.
[0040]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name "Pemrene TR-2", manufactured by Goodrich Co.) 0.2 part by mass Carboxyvinyl polymer 0.2 part by mass 1,3-butanediol 5 parts by mass 1,2-hexylene Glycol 2 parts by mass polyethylene glycol 6000 2 parts by mass resveratrol 0.3 part by mass 4-n-propylresorcinol 0.3 part by mass water 30 parts by mass b)
10 mass% aqueous solution of potassium hydroxide 3 mass parts water 49.9 mass parts c)
Seraquil alcohol 1.5 parts by weight Glyceryl monostearate 0.5 parts by weight Sucrose monolaurate 0.1 parts by weight Vaseline 5 parts by weight
<Test Example 1>
Ninety persons suffering from dullness were collected and tested for the dullness-improving effect of the cosmetics of Examples 1 to 5 and Comparative Examples 1 to 4. Ninety panelists were divided into nine groups of ten persons so that characteristic values such as age and degree of dullness were not biased. One cosmetic was distributed to each group, and each group was administered twice a day in the morning and evening for eight weeks. At the start of the test and at the end of the test, keratinocytes were collected from the inner part of the upper arm and the cheek using an adhesive tape. At the same time, the degree of dullness was judged by visual judgment of three experts.
[0042]
The degree of dullness was determined according to the following criteria.
Score 1: No dullness is felt Score 2: Slightly dullness is scored 3: Slightly dullness is scored 4: Dullness is clearly felt score 5: Dullness is conspicuous
The results are shown in Table 1 as average scores. This shows that the skin external preparation of the present invention (essences 1 to 5 of Examples 1 to 5) has improved dullness. The keratinocytes were captured as an image using a video microscope manufactured by Moritex Co., Ltd., and a B image was obtained by extracting only the B component of the RGB components of the image, and the luminance in the keratinocytes was measured. A value (B transmission loss ratio) was obtained by dividing the luminance of the part by the luminance of the inner part of the upper arm. Table 1 shows the average value. This value was less than 1, and reflected light having less B component was observed in the keratinocytes of the cheeks than in the inner part of the upper arm. In other words, it can be seen that the keratinocytes of the cheek have a yellow or brownish color compared to the inner part of the upper arm. It can be seen that the yellow or brown coloring of the keratinocytes in the cheeks was improved by administering the skin external preparation of the present invention, and the B transmission loss ratio was close to 1. In Comparative Examples (Comparative Essences 1 to 4 of Comparative Examples 1 to 4), this effect was not significantly observed.
[0044]
[Table 1]
[0045]
<Example 6>
In the same manner as in Example 1, an essence (cosmetic) of the skin external preparation of the present invention was prepared according to the following formulation. In the same study as in Test Example 1, the B transmission loss ratio changed from 0.54 to 0.87.
[0046]
I)
Acrylic acid-alkyl methacrylate copolymer (trade name "Pemrene TR-2", manufactured by Goodrich Co.) 0.2 parts by weight Carboxyvinyl polymer 0.2 part by weight 1,3-butanediol 5 parts by weight 1,2-hexylene Glycol 2 parts by weight polyethylene glycol 6000 2 parts by weight ellagic acid 1 part by weight 4-n-butyl resorcinol 0.5 part by weight water 30 parts by weight b)
10% by weight aqueous solution of potassium hydroxide 3 parts by weight Water 49 parts by weight c)
Seraquil alcohol 1.5 parts by weight Glyceryl monostearate 0.5 parts by weight Sucrose monolaurate 0.1 parts by weight Vaseline 5 parts by weight
【The invention's effect】
ADVANTAGE OF THE INVENTION According to this invention, the external use for skin which can improve the dullness etc. which generate | occur | produces by the yellowing of skin, that is, can improve the phenomenon (dullness of skin) which looks visually dull other than what is caused by melanin pigmentation. An agent can be provided.
Claims (6)
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008001693A (en) * | 2006-06-20 | 2008-01-10 | L'oreal Sa | Use of ellagic acid for treating canities |
JP2009013159A (en) * | 2007-07-04 | 2009-01-22 | Beijing Ginko Group Biological Technology Co Ltd | Vaccinium vitis-idaea l extract, production method and application thereof |
WO2012147842A1 (en) * | 2011-04-28 | 2012-11-01 | ビーエイチエヌ株式会社 | Beautiful-skin-promoting agent and use thereof |
JP2013538280A (en) * | 2010-09-14 | 2013-10-10 | コリア アドバンスド インスティテュート オブ サイエンス アンド テクノロジー | Adhesive containing tannin, polyethylene glycol and water, lower alcohol or mixtures thereof |
WO2017079905A1 (en) * | 2015-11-10 | 2017-05-18 | Henkel Ag & Co. Kgaa | A cosmetic composition for skin brightening |
-
2003
- 2003-05-28 JP JP2003150528A patent/JP4076477B2/en not_active Expired - Fee Related
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008001693A (en) * | 2006-06-20 | 2008-01-10 | L'oreal Sa | Use of ellagic acid for treating canities |
US8895037B2 (en) | 2006-06-20 | 2014-11-25 | L'oreal | Administation of ellagic acid for the treatment of canities |
JP2009013159A (en) * | 2007-07-04 | 2009-01-22 | Beijing Ginko Group Biological Technology Co Ltd | Vaccinium vitis-idaea l extract, production method and application thereof |
JP2013538280A (en) * | 2010-09-14 | 2013-10-10 | コリア アドバンスド インスティテュート オブ サイエンス アンド テクノロジー | Adhesive containing tannin, polyethylene glycol and water, lower alcohol or mixtures thereof |
WO2012147842A1 (en) * | 2011-04-28 | 2012-11-01 | ビーエイチエヌ株式会社 | Beautiful-skin-promoting agent and use thereof |
WO2017079905A1 (en) * | 2015-11-10 | 2017-05-18 | Henkel Ag & Co. Kgaa | A cosmetic composition for skin brightening |
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