JP5976271B2 - リパーゼ阻害剤並びにそれを含有する化粧料、飲食品組成物及び医薬品組成物 - Google Patents
リパーゼ阻害剤並びにそれを含有する化粧料、飲食品組成物及び医薬品組成物 Download PDFInfo
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- JP5976271B2 JP5976271B2 JP2010288208A JP2010288208A JP5976271B2 JP 5976271 B2 JP5976271 B2 JP 5976271B2 JP 2010288208 A JP2010288208 A JP 2010288208A JP 2010288208 A JP2010288208 A JP 2010288208A JP 5976271 B2 JP5976271 B2 JP 5976271B2
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- Prior art keywords
- lipase
- acid
- cosmetics
- extract
- lipase inhibitor
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- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 230000036211 photosensitivity Effects 0.000 description 1
- 235000015108 pies Nutrition 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229940106587 pine bark extract Drugs 0.000 description 1
- 235000020741 pine bark extract Nutrition 0.000 description 1
- 210000002826 placenta Anatomy 0.000 description 1
- 235000002378 plant sterols Nutrition 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229940057838 polyethylene glycol 4000 Drugs 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Chemical class 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- PHZLMBHDXVLRIX-UHFFFAOYSA-M potassium lactate Chemical compound [K+].CC(O)C([O-])=O PHZLMBHDXVLRIX-UHFFFAOYSA-M 0.000 description 1
- 239000001521 potassium lactate Substances 0.000 description 1
- 235000011085 potassium lactate Nutrition 0.000 description 1
- 229960001304 potassium lactate Drugs 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- MILWSGRFEGYSGM-UHFFFAOYSA-N propane-1,2-diol;propane-1,2,3-triol Chemical compound CC(O)CO.OCC(O)CO MILWSGRFEGYSGM-UHFFFAOYSA-N 0.000 description 1
- 229940055019 propionibacterium acne Drugs 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 235000011962 puddings Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- RADKZDMFGJYCBB-UHFFFAOYSA-N pyridoxal hydrochloride Natural products CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 1
- 239000001397 quillaja saponaria molina bark Substances 0.000 description 1
- NJGBTKGETPDVIK-UHFFFAOYSA-N raspberry ketone Chemical compound CC(=O)CCC1=CC=C(O)C=C1 NJGBTKGETPDVIK-UHFFFAOYSA-N 0.000 description 1
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 description 1
- 235000020095 red wine Nutrition 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 235000020330 rooibos tea Nutrition 0.000 description 1
- 229940029079 rose petal extract Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 244000005714 skin microbiome Species 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- ZNCPFRVNHGOPAG-UHFFFAOYSA-L sodium oxalate Chemical compound [Na+].[Na+].[O-]C(=O)C([O-])=O ZNCPFRVNHGOPAG-UHFFFAOYSA-L 0.000 description 1
- 229940039790 sodium oxalate Drugs 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007901 soft capsule Substances 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 235000013322 soy milk Nutrition 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 231100000240 steatosis hepatitis Toxicity 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
- 235000019408 sucralose Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 229940098465 tincture Drugs 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- AOBORMOPSGHCAX-DGHZZKTQSA-N tocofersolan Chemical compound OCCOC(=O)CCC(=O)OC1=C(C)C(C)=C2O[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C AOBORMOPSGHCAX-DGHZZKTQSA-N 0.000 description 1
- 239000012929 tonicity agent Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000019163 vitamin B12 Nutrition 0.000 description 1
- 239000011715 vitamin B12 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 239000001717 vitis vinifera seed extract Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Confectionery (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Non-Alcoholic Beverages (AREA)
- Cosmetics (AREA)
Description
ク、シート、パップ、ジェル、粉末、液体、顆粒、クリーム状、ペースト状、固形等を挙げることができる。これらの化粧料は常法により製造することができ、必要に応じて、一般に化粧料で用いられている賦形剤、香料などをはじめ、油脂類、界面活性剤、保湿剤、美白剤、pH調整剤、粘結剤類、多価アルコール類、精油及び香料類、増粘剤、防腐剤、抗酸化剤、紫外線吸収剤、顔料、植物粉砕物及び生薬類、無機塩類及び無機酸類、洗浄剤、乳化剤などの各種化粧料成分を適宜配合することができる。
リニメント剤、リモナーデ剤、流エキス剤、ローション剤などが挙げられる。これらの製剤は、製剤技術分野における慣用方法にて製造でき、例えば日本薬局方記載の方法で製造することができる。これらの製剤は、ヒトを含む哺乳動物に対して安全に投与することができるものである。
新鮮なマンゴスチン果実を切り開いて中身を丸ごと取り出し、中身を取り除いた後のマンゴスチン外皮を細かく切断して25℃にて乾燥した。乾燥した外皮20gをビーカーに投入した後、50%エタノール水溶液100mlを加えて48時間攪拌して溶媒抽出液を得た。抽出液は、必要に応じて減圧下でエタノールを留去した後、凍結乾燥して乾燥物とした。乾燥物1gを75%アセトニトリルで溶解した。溶解液を液体高速クロマトグラフィーにて、カラムYMC−Pack C8(SH−243−5、株式会社ワイエムシイ製)、流動相(75%アセトニトリル)を用いて温度25℃で分離精製し、1−イソマンゴスチンを得た。
表1及び表2に示す各実施例の濃度となるように、上記調製した1−イソマンゴスチンを0.1mol/Lのトリス−塩酸緩衝液(pH8.0)で調製し、試料溶液を得た。比較例1の試料溶液は緩衝液のみとした。
リパーゼ活性はトリオレインからのオレイン酸遊離量を測定することによって算出した。トリオレイン(SIGMA Chemical Co.(米国製))80mg、レシチン10mg(和光純薬工業株式会社製)、胆汁酸(SIGMA Chemical Co.(米国製))5mgを9mlの0.1mol(M)TES緩衝液(pH7.0)中で10分間超音波処理を行うことで均一な懸濁液とし、これを基質液として用いた。基質液0.1mlに豚膵臓由来リパーゼ液(SIGMA Chemical Co.(米国製))0.05ml(最終濃度1μg/ml)及び被検物質0.1mlを加え、37℃、30分間反応させ、遊離した脂肪酸を銅試薬法で定量測定した。豚膵臓由来のリパーゼ活性値は検体無添加(コントロール)の値を100%として各検体のリパーゼ活性値及び標準偏差を算出した。活性値が低いほどリパーゼ阻害作用が強いことを示す。
アクネ菌由来のリパーゼの調製は、Pabloらの方法(Gary Pabloら著、「CHARACTERISTICS OF THE EXTRACELLULAR LIPASES FROM CORYNEBACTERIUM ACNES AND STAPHYLOCOCCUS
EPIDERMIS FREE」Journal of Investigative Dermatology誌、The Williams &Wilkins Co.社、1974年8月、Vol.63 No.2 p.231-238)に準じてリパーゼを精製した。操作としては、ブレイン・ハート・インフュージョンブイヨン培地中にヒト顔面から分離したプロピオニバクテリウム・アクネス(Propionibacterium acnes)の1白金耳を接種し、37℃で7日間嫌気的に培養し、培養終了後、培養液を4℃、3000rpm、20分間遠心分離した。その上清500ml中に−20℃、95%エタノールを500ml添加し、−10℃1時間スターラーで攪拌した後、4℃、1000rpm、20分間遠心分離し、沈殿を凍結乾燥して粗リパーゼとして試験に供した。リパーゼ活性阻害の測定には、4−メチルウンベリフェロンのオレイン酸エステル(4−MUO)を基質として用いた。0.1mlの4−MUO溶液に0.1mlの1−イソマンゴスチンを加え混合した後に、0.05mlのアクネ菌由来のリパーゼ溶液を添加し、30分間反応させた後に、0.25mlの0.1Mクエン酸緩衝液(pH4.2)を加え、反応を停止させた。反応によって生じた4−メチルウンベリフェロンの蛍光(励起波長355nm、蛍光波長460nm)を蛍光マイクロプレートリーダーにて測定した。活性値は検体無添加の値を100%として各検体の活性値を算出した。
阻害した。
下記組成のチューインガムを常法により調製した。
1−イソマンゴスチン 2.0
ガムベース 20.0
還元水あめ 4.0
アップル香料 0.5
マルチトール TO 100
下記組成での錠菓を常法により調製した。
1−イソマンゴスチン 5.0
ショ糖脂肪酸エステル 4.0
ラズベリー香料 0.1
ソルビトール TO 100
1−イソマンゴスチン 0.1
流動パラフィン 8.0
ステアリルアルコール 3.0
カラギーナン 0.2
パラベン 0.1
ポリオキシエチレン(60)硬化ヒマシ油 0.1
香料(ヒノキ油) 適 量
精製水 TO 100
1−イソマンゴスチン 1.0
ポリアクリル酸 27.6
アクリル酸メタクリル酸共重合体 35.0
ポリビニルアルコール 5.4
ポリビニルピロリドン 18.8
グリセリン 4.2
酸化チタン 3.0
シリカ 5.0
パラオキシ安息香酸メチル 0.2
エタノール 2.4
香料 0.5
精製水 TO 100
1−イソマンゴスチン 1.0
グリセリン 25.0
ポリアクリル酸ナトリウム 3.0
ポリビニルアルコール 2.0
ゼラチン 1.5
カルボキシメチルセルロースナトリウム 0.5
エタノール 1.0
エデト酸ニナトリウム 0.1
メチルパラベン 0.05
プロピルパラベン 0.05
精製水 TO 100
1−イソマンゴスチン 2.0
ポリエチレングリコール4000 30.0
ポリビニルアルコール 15.0
グリセリン 15.0
3−BG 10.0
カルボキシビニルポリマー 2.0
カチオン化セルロース 0.2
アルコール 10.0
パラベン 0.1
香料 微 量
精製水 TO 100
1−イソマンゴスチン 4.0
ステアリン酸 2.5
ステアリルアルコール 8.0
スクワラン 5.0
オクチルドデカノール 7.0
グリセリルモノステアレート 4.0
防腐剤 適 量
香料 適 量
グリセリン 6.0
ソルビトール 13.0
乳酸カリウム 0.5
精製水 TO 100
1−イソマンゴスチン 1.0
キャンデリラロウ 12.0
固形パラフィン 8.0
ミツロウ 5.0
カルナバロウ 2.0
ラノリン 14.0
マンニット 15.0
イソプロピルミリステート 10.0
香料 適 量
酸化防止剤 適 量
ヒマシ油 TO 100
1−イソマンゴスチン 5.0
ステアリン酸 2.0
セタノール 2.0
ワセリン 2.0
ラノリンアルコール 1.5
流動パラフィン 9.0
スクワラン 3.5
ソルビトール 10.0
トリエタノールアミン 1.0
プロピレングリコール 5.0
防腐剤 適 量
香料 適 量
精製水 TO 100
1−イソマンゴスチン 2.0
ステアリン酸 2.0
ステアリルアルコール 8.0
還元ラノリン 2.0
スクワラン 8.0
オクチルドデカノール 6.0
防腐剤 適 量
香料 適 量
プロピレングリコール 5.0
グリセリン 3.0
乳酸 0.3
クエン酸ナトリウム 0.5
精製水 TO 100
1−イソマンゴスチン 5.0
ラウリン酸 10.0
水酸化カリウム 2.8
ヤシ油脂肪酸カリウム液 30.0
エデト酸2ナトリウム 0.15
メチルセルロース 0.5
ラウリン酸アミノプロピルベタイン液 2.0
グリセリン 8.0
香料 適 量
精製水 TO 100
1−イソマンゴスチン 10.0
カフェイン 0.1
カルボキシビニルポリマー 0.5
ポリビニルアルコール 3.0
グリセリン 35.0
ポリエチレングリコール400 45.0
エタノール 適 量
防腐剤 適 量
精製水 TO 100
炭酸水素ナトリウム 40.0
コハク酸 10.0
無水クエン酸 10.0
精製白糖 10.0
乳糖 10.0
デキストリン 5.0
ポリエチレン6000 5.0
カルボキシメチルセルロースナトリウム 4.0
テトラデセン酸ナトリウム 4.0
L−システイン塩酸塩 0.2
エデト酸2ナトリウム 0.2
香料 0.2
酸化チタン 0.2
カオリン 0.2
ラウリル硫酸ナトリウム 0.1
シュウ酸ナトリウム 0.1
天然ビタミンE 0.1
1−イソマンゴスチン 0.5
着色料 微 量
無水硫酸ナトリウム TO 100
炭酸水素ナトリウム 40.0
無水珪酸 0.5
塩化ナトリウム 10.0
1−イソマンゴスチン 0.5
香料 1.0
着色料 微 量
無水硫酸ナトリウム TO 100
粒状糖類* 10.0
1−イソマンゴスチン 1.0
炭酸水素ナトリウム 30.0
乾燥硫酸ナトリウム 30.0
ラウリル硫酸ナトリウム 1.5
PEG6000P 5.0
PVP 0.1
香料 適 量
デキストリン TO 100
*白糖、乳糖及びデキストリンを含み、高圧ガスが封入された明治製菓製の粒状糖類を使用した。
1−イソマンゴスチン 3.5
タルク 25.0
プロピレングリコール 6.0
KCl 1.0
香料 0.5
カオリン TO 100
1−イソマンゴスチン 10.0
カフェイン 0.1
カルボキシビニルポリマー 0.5
ポリビニルアルコール 3.0
グリセリン 35.0
ポリエチレングリコール400 45.0
エタノール 適 量
防腐剤 適 量
精製水 TO 100
1−イソマンゴスチン 10.0
ビタミンC 20.0
ビタミンB1 0.5
ビタミンB2 0.5
乳糖 40.0
デキストリン 23.0
合成ケイ酸アルミニウム 5.0
ステアリン酸マグネシウム 1.0
上記の各成分を混合し、その混合物を打錠機で1錠500mgに打錠して1錠中に1−イソマンゴスチン50mgを含む錠剤を得た。
である。
Claims (1)
- 化粧料に乾燥固形分換算で0.005〜10質量%配合するためのリパーゼ阻害剤であって、1−イソマンゴスチンからなるリパーゼ阻害剤。
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