JP4763232B2 - 皮膚外用剤 - Google Patents
皮膚外用剤 Download PDFInfo
- Publication number
- JP4763232B2 JP4763232B2 JP2003354713A JP2003354713A JP4763232B2 JP 4763232 B2 JP4763232 B2 JP 4763232B2 JP 2003354713 A JP2003354713 A JP 2003354713A JP 2003354713 A JP2003354713 A JP 2003354713A JP 4763232 B2 JP4763232 B2 JP 4763232B2
- Authority
- JP
- Japan
- Prior art keywords
- extract
- group
- acid
- tocotrienol
- 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.)
- Expired - Lifetime
Links
- 238000002360 preparation method Methods 0.000 title claims description 25
- 230000000699 topical effect Effects 0.000 title description 2
- 229930003802 tocotrienol Natural products 0.000 claims description 31
- 239000011731 tocotrienol Substances 0.000 claims description 31
- 235000019148 tocotrienols Nutrition 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 26
- 230000002087 whitening effect Effects 0.000 claims description 20
- GJJVAFUKOBZPCB-UHFFFAOYSA-N 2-methyl-2-(4,8,12-trimethyltrideca-3,7,11-trienyl)-3,4-dihydrochromen-6-ol Chemical compound OC1=CC=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-UHFFFAOYSA-N 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000003262 carboxylic acid ester group Chemical class [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims 1
- 239000000284 extract Substances 0.000 description 59
- -1 tocotrienol carboxylic acid ester Chemical class 0.000 description 26
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
- 235000001014 amino acid Nutrition 0.000 description 17
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 16
- 230000008099 melanin synthesis Effects 0.000 description 16
- 239000000203 mixture Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 12
- 239000002904 solvent Substances 0.000 description 11
- 235000019441 ethanol Nutrition 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 8
- 150000001733 carboxylic acid esters Chemical class 0.000 description 8
- 239000002537 cosmetic Substances 0.000 description 8
- 230000002401 inhibitory effect Effects 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 150000001413 amino acids Chemical class 0.000 description 7
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- 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 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 239000003814 drug Substances 0.000 description 6
- 238000005886 esterification reaction Methods 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
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- 238000000034 method Methods 0.000 description 5
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- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
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- 150000008052 alkyl sulfonates Chemical class 0.000 description 4
- 239000003833 bile salt Substances 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 230000007721 medicinal effect Effects 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
- 235000017557 sodium bicarbonate Nutrition 0.000 description 4
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 4
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 description 4
- 150000003612 tocotrienol derivatives Chemical class 0.000 description 4
- GJJVAFUKOBZPCB-ZGRPYONQSA-N (r)-3,4-dihydro-2-methyl-2-(4,8,12-trimethyl-3,7,11-tridecatrienyl)-2h-1-benzopyran-6-ol Chemical class OC1=CC=C2OC(CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-ZGRPYONQSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 206010042496 Sunburn Diseases 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 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 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 125000006239 protecting group Chemical group 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229940068778 tocotrienols Drugs 0.000 description 3
- 229940088594 vitamin Drugs 0.000 description 3
- 229930003231 vitamin Natural products 0.000 description 3
- 235000013343 vitamin Nutrition 0.000 description 3
- 239000011782 vitamin Substances 0.000 description 3
- 229920003169 water-soluble polymer Polymers 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
- 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 2
- 229940058015 1,3-butylene glycol Drugs 0.000 description 2
- WORJRXHJTUTINR-UHFFFAOYSA-N 1,4-dioxane;hydron;chloride Chemical compound Cl.C1COCCO1 WORJRXHJTUTINR-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 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
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 208000001382 Experimental Melanoma Diseases 0.000 description 2
- 239000004471 Glycine Substances 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- DATAGRPVKZEWHA-YFKPBYRVSA-N N(5)-ethyl-L-glutamine Chemical compound CCNC(=O)CC[C@H]([NH3+])C([O-])=O DATAGRPVKZEWHA-YFKPBYRVSA-N 0.000 description 2
- FFDGPVCHZBVARC-UHFFFAOYSA-N N,N-dimethylglycine Chemical compound CN(C)CC(O)=O FFDGPVCHZBVARC-UHFFFAOYSA-N 0.000 description 2
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- 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 2
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- HTJNEBVCZXHBNJ-XCTPRCOBSA-H trimagnesium;(2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;diphosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O HTJNEBVCZXHBNJ-XCTPRCOBSA-H 0.000 description 1
- RUDATBOHQWOJDD-UZVSRGJWSA-N ursodeoxycholic acid Chemical compound C([C@H]1C[C@@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 RUDATBOHQWOJDD-UZVSRGJWSA-N 0.000 description 1
- GHCZAUBVMUEKKP-UHFFFAOYSA-N ursodeoxycholic acid glycine-conjugate Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCC(O)=O)C)C1(C)CC2 GHCZAUBVMUEKKP-UHFFFAOYSA-N 0.000 description 1
- 229960001661 ursodiol Drugs 0.000 description 1
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- 235000019155 vitamin A Nutrition 0.000 description 1
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- 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
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Landscapes
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Cosmetics (AREA)
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Description
本発明は、下記一般式(1)で表されるトコトリエノールのカルボン酸エステル類又はその塩を含有する皮膚外用剤に関する。下記一般式(1)で表されるトコトリエノールのカルボン酸エステル類は、単独で皮膚外用剤に含有させることもできるし、その塩として皮膚外用剤に配合することもできる。
なお、本明細書において、「美白効果」とは、メラニン生成に対する抑制効果のみをいうのではなく、例えば、色素沈着の抑制、肌のくすみ、日やけなどによる皮膚の黒化の防止及び改善などの効果を含めて最も広義に解釈する必要がある。
例えば、スクワラン、ワセリン等の炭化水素類;オリーブ油、ヒマシ油、ミンク油、マカデミアンナッツ油、杏仁油、パーシック油、サフラワー油、ヒマワリ油、アボガド油、メドゥホーム油、ツバキ油、アーモンド油、エゴマ油、ゴマ油、ボラージ油、シア脂等の植物や動物由来の油脂;イソステアリンセチル酸セチル、イソステアリン酸ジグリセリル、ホホバ油等のエステル油;及びミツロウ、カルナウバロウ、キャンデリラロウ、ゲイロウ等のロウ類;等が挙げられる。
[合成例]
下記製造方法A〜Dのいずれかの方法により、表1及び表3に示すトコトリエノール誘導体をそれぞれ製造した。また、表1に示す化合物の1H−NMRスペクトルの測定結果を表2に示す。
アミノ酸(例えば、表1中の化合物No.1を製造する場合は、グリシンを用いる)0.1molを蒸留水−ジオキサン(1:1,v/v)100mLに溶解し、トリエチルアミン30mLを加え、さらにジ−tert−ブチルジカルボネートを徐々に加え、30分間室温で攪拌する。減圧下ジオキサンを留去し、炭酸水素ナトリウム水溶液(0.5M)50mLを加え、酢酸エチル100mLで洗浄する。酢酸エチル層を50mLの炭酸水素ナトリウム液で洗い、水層を合わせて氷冷下でクエン酸水溶液(0.5M)を加えて酸性(pH3)とし、塩化ナトリウムを飽和させた後、酢酸エチルで抽出する(100mL×3回)。抽出液を無水硫酸ナトリウムで脱水後、減圧下に溶媒を留去し、油状残渣にイソプロピルエーテルを加えるか、又は冷却にて結晶化させてN−t−BOCアミノ酸を得る。
トコトリエノールアミノ酸の塩酸塩3mmolを水150mLに加え、炭酸水素ナトリウムを加えて溶液のpHを7〜8にした後に、酢酸エチルで抽出する(100mL×3回)。抽出液を無水硫酸ナトリウムで脱水後減圧下溶媒を留去し、油状のトコトリエノールアミノ酸を得る。
アルゴンガス雰囲気下で、トコトリエノール5mmol、塩酸N,N−ジアルキルアミノ酸(例えば、表3中の化合物No.17を製造する場合は、N,N−ジメチルグリシンを用いる)5mmol及びDCC5mmolを無水ピリジン30mLに加え、室温で20時間攪拌する。溶媒を減圧下留去し、残渣を蒸留水に懸濁させ炭酸水素ナトリウムを加えて溶液のpHを7〜8にした後、酢酸エチルで抽出する(100mL×3回)。抽出液を無水硫酸ナトリウムで脱水後減圧下溶媒を留去し、残渣をシリカゲルカラムクロマトグラフィー(溶離溶媒:n−ヘキサン−酢酸エチル=8:2)で分離精製し、トコトリエノールN,N−ジアルキルアミノ酸を得る。
トコトリエノールアミノ酸又はトコトリエノールN,N−ジアルキルアミノ酸2mmolをアセトン20mLに溶解し、塩酸−ジオキサン(2.5−4.0N)を塩酸量がエステルの10倍モル量に相当する量、又はアルキルスルホン酸2mmolを加え、減圧下溶媒を留去する。残渣をアセトン−メタノール系又は酢酸エチル−メタノール系で再結晶して、トコトリエノールアミノ酸又はトコトリエノールN,N−ジアルキルアミノ酸の塩酸塩を得る。
[実施例1:培養細胞によるメラニン生成抑制試験]
培養細胞はマウス由来B−16メラノーマ細胞を用いて行った。上記合成例で製造した化合物の精製水溶液及び精製水のみを、培地中に添加したサンプルとして用いた。途中培地交換を行い、5日間培養後、細胞を回収し、細胞数を測定後、細胞内のメラニンを定量した。同様に試料のかわりに精製水を加えた時のメラニン量を100%として、各試料濃度のメラニン量を数値化し、メラニン生成率(%)とした。
試料のメラニン生成抑制効果を評価するために、IC50を評価基準として導入した。具体的には、メラニン生成率が50%となるサンプル濃度IC50(メラニン生成率)を求めた。IC50(メラニン生成率)の値が小さいほどメラニン生成抑制効果が高くなる。
[実施例2:化粧水]
下記成分(3)〜(5)及び(9)〜(11)を混合溶解した溶液と、(1)、(2)、(6)〜(8)及び(12)を混合溶解した溶液とを混合して均一にし、化粧水を得た。
(処方) (%)
(1)グリセリン 5.0
(2)1,3−ブチレングリコール 6.5
(3)ポリオキシエチレン(20E.O.)ソルビタン 1.2
モノラウリン酸エステル
(4)エチルアルコール 8.0
(5)化合物No.5 0.005
(6)L−アスコルビン酸リン酸エステルマグネシウム*1 0.5
(7)乳酸 0.05
(8)乳酸ナトリウム 0.1
(9)パラメトキシケイ皮酸−2−エチルヘキシル 3.0
(10)防腐剤 適量
(11)香料 適量
(12)精製水 残量
*1 シグマ社製
下記成分(1)〜(6)、(8)及び(9)を加熱混合し、70℃に維持した混合物を、成分(12)、(13)及び(16)を加熱混合し、70℃に維持した混合物に加えて混合し、均一に乳化した。この混合物を冷却後、成分(7)、(10)及び(15)の混合物を加え、均一に混合した。この混合物に成分(11)を加え十分に攪拌し、さらに成分(14)、(17)を加え均一に混合して乳液を得た。
(処方) (%)
(1)ポリオキシエチレン(10E.O.)ソルビタン 1.0
モノステアレート
(2)ポリオキシエチレン(60E.O.)ソルビット 0.5
テトラオレエート
(3)グリセリルモノステアレート 1.0
(4)ステアリン酸 0.5
(5)ベヘニルアルコール 0.5
(6)スクワラン 8.0
(7)パルミチン酸レチノール*1 0.002
(8)グリチルリチン酸ジカリウム*2 0.3
(9)化合物No.6 0.02
(10)カンゾウ抽出物*3 0.1
(11)ヒアルロン酸 0.1
(12)防腐剤 0.1
(13)カルボキシビニルポリマー 0.1
(14)水酸化ナトリウム 0.05
(15)エチルアルコール 5.0
(16)精製水 残量
(17)香料 適量
*1 日本ロシュ社製
*2 シグマ社製
*3 丸善製薬社製
Claims (3)
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JP2011132195A (ja) * | 2009-12-25 | 2011-07-07 | Kose Corp | Slac2−aタンパク質量低減剤、myosinVaタンパク質量低減剤、及びSlp2−aタンパク質量低減剤 |
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