JP2012140376A - チロシナーゼ活性阻害剤、メラニン産生抑制剤及び美白剤、並びにこれらを含有する化粧料、飲食品組成物及び医薬品組成物 - Google Patents
チロシナーゼ活性阻害剤、メラニン産生抑制剤及び美白剤、並びにこれらを含有する化粧料、飲食品組成物及び医薬品組成物 Download PDFInfo
- Publication number
- JP2012140376A JP2012140376A JP2010294386A JP2010294386A JP2012140376A JP 2012140376 A JP2012140376 A JP 2012140376A JP 2010294386 A JP2010294386 A JP 2010294386A JP 2010294386 A JP2010294386 A JP 2010294386A JP 2012140376 A JP2012140376 A JP 2012140376A
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- Prior art keywords
- acid
- inhibitor
- tyrosinase activity
- food
- whitening agent
- Prior art date
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- 235000014571 nuts Nutrition 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- PMOWTIHVNWZYFI-UHFFFAOYSA-N o-Coumaric acid Natural products OC(=O)C=CC1=CC=CC=C1O PMOWTIHVNWZYFI-UHFFFAOYSA-N 0.000 description 1
- 229960001679 octinoxate Drugs 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 235000020333 oolong tea Nutrition 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000010330 ougon Substances 0.000 description 1
- 230000002611 ovarian Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- VWMVAQHMFFZQGD-UHFFFAOYSA-N p-Hydroxybenzyl acetone Natural products CC(=O)CC1=CC=C(O)C=C1 VWMVAQHMFFZQGD-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- LYKRPDCJKSXAHS-UHFFFAOYSA-N phenyl-(2,3,4,5-tetrahydroxyphenyl)methanone Chemical compound OC1=C(O)C(O)=CC(C(=O)C=2C=CC=CC=2)=C1O LYKRPDCJKSXAHS-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 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
- 235000002378 plant sterols Nutrition 0.000 description 1
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 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
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 235000015277 pork Nutrition 0.000 description 1
- DPLVEEXVKBWGHE-UHFFFAOYSA-N potassium sulfide Chemical compound [S-2].[K+].[K+] DPLVEEXVKBWGHE-UHFFFAOYSA-N 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 235000013772 propylene glycol 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
- 239000012521 purified sample Substances 0.000 description 1
- 229940071139 pyrrolidone carboxylate Drugs 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
- 230000035484 reaction time Effects 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
- 230000002829 reductive effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000004366 reverse phase liquid chromatography Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229940029079 rose petal extract Drugs 0.000 description 1
- 229940109850 royal jelly Drugs 0.000 description 1
- IKGXIBQEEMLURG-NVPNHPEKSA-N rutin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-NVPNHPEKSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 229940043230 sarcosine Drugs 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
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229940080236 sodium cetyl sulfate Drugs 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910000031 sodium sesquicarbonate Inorganic materials 0.000 description 1
- 235000018341 sodium sesquicarbonate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 235000013322 soy milk Nutrition 0.000 description 1
- 229940083466 soybean lecithin Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 235000019721 spearmint oil 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
- 238000003883 substance clean up Methods 0.000 description 1
- 239000000758 substrate 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
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 239000010678 thyme oil Substances 0.000 description 1
- 229940098465 tincture Drugs 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 239000012929 tonicity agent Substances 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
- 108010058734 transglutaminase 1 Proteins 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- 229940093633 tricaprin Drugs 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- WCTAGTRAWPDFQO-UHFFFAOYSA-K trisodium;hydrogen carbonate;carbonate Chemical compound [Na+].[Na+].[Na+].OC([O-])=O.[O-]C([O-])=O WCTAGTRAWPDFQO-UHFFFAOYSA-K 0.000 description 1
- 230000006433 tumor necrosis factor production Effects 0.000 description 1
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- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
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- 239000000811 xylitol Substances 0.000 description 1
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- 229960002675 xylitol Drugs 0.000 description 1
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- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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Landscapes
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
【解決手段】アルギニルフルクトシルグルコースを有効成分として含有するチロシナーゼ活性阻害剤、メラニン産生抑制剤及び美白剤、並びにこれらを含有する化粧料、飲食品組成物及び医薬品組成物である。
【選択図】なし
Description
ルフルクトシルグルコースを得ることができる。
ルギン酸ナトリウム、ポリビニルアルコール、ポリビニルピロリドン、ローカストビーンガム、カラギナン、寒天、カーボポールなどが挙げられる。
ベタイン型、アルキルスルホベタイン型の両性界面活性剤やアルキルサッカライド類、EO付加型界面活性剤等などが挙げられる。
アルギニン2g、マルトース5g及び氷酢酸50mlの混合物を80℃で30分間加熱攪拌した。得られた溶液をろ過し、ろ液を濃縮し、乾燥して混合物4.7gを得た。これを50mlの水に再溶解し、陽イオン交換樹脂を充填したカラムに供し、1%アンモニア水で溶出させる。溶出液を濃縮し、凍結乾燥してアルギニルフルクトシルグルコースフラクション2.4gを得た。得られたアルギニルフルクトシルグルコースフラクション(2.4g)をシリカゲルカラム及びバイオゲルP−2にて精製し、アルギニルフルクトシルグルコース0.26gを得た。
前記製造で得られたアルギニルフルクトシルグルコースについて、L−チロシンを基質として用いてチロシナーゼ活性阻害作用を測定した。実験操作法としては、2mMのL−チロシン溶液0.2mlに表1に示す添加濃度となるように調製したアルギニルフルクトシルグルコース0.2ml、チロシナーゼ溶液(200μg/ml)0.02ml及び0.1Mのリン酸緩衝液(pH7.0)0.2mlを添加し、よく混合し、37℃で15分間反応させ、475nmにおける吸光度を測定した。アルギニルフルクトシルグルコース無添加の場合についても同様に操作して475nmの吸光度を測定し、アルギニルフルクトシルグルコースのチロシナーゼ阻害率を算出した。アルギニルフルクトシルグルコースのチロシナーゼ活性阻害作用の測定結果を表1に示す。
アルギニルフルクトシルグルコース 0.1
N−アセチルグルコサミン 0.05
エタノール 7.5
プラセンタエキス 0.05
D−パントテニルアルコール 0.1
グリチルリチン酸ジカリウム 0.1
フェノキシエタノール 0.3
モノラウリン酸ポリオキシエチレンソルビタン(20E.O.) 0.3
ポリオキシエチレン硬化ヒマシ油 0.05
エデト酸二ナトリウム 0.05
濃グリセリン 3.5
1,3−ブチレングリコール 2.5
ポリグリセリン 0.5
キサンタンガム 0.5
ソルビット液 5.0
カルボキシビニルポリマー 0.1
精製水 to100
アルギニルフルクトシルグルコース 0.1
D−パントテニルアルコール 0.1
グリチルリチン酸ジカリウム 0.1
流動パラフィン 10.0
濃グリセリン 5.0
ジプロピレングリコール 10.0
ソルビット液 5.0
サラシミツロウ 0.5
流動パラフィン 1.5
親油型モノステアリン酸グリセリル 0.1
ステアリン酸 0.3
メチルポリシロキサン 1.0
ワセリン 1.0
コレステロール 0.02
ベントナイト 0.1
N−ステアロイル−L−グルタミン酸ナトリウム 0.3
キサンタンガム 0.2
ベヘニルアルコール 0.3
フェノキシエタノール 0.2
ヒアルロン酸ナトリウム(2) 0.05
水溶性コラーゲン(F) 0.1
鮭卵巣抽出物 0.1
パラオキシ安息香酸エステル 0.1
N−アセチルグルコサミン 0.05
精製水 to100
アルギニルフルクトシルグルコース 0.1
D−パントテニルアルコール 1.0
グリチルリチン酸ジカリウム 0.5
流動パラフィン 4.0
サラシミツロウ 0.5
コレステロール 1.0
メチルシクロポリシロキサン 2.0
ジプロピレングリコール 7.0
親油型モノステアリン酸グリセリル 0.3
セチル硫酸ナトリウム 1.0
モノステアリン酸ポリエチレングリコール 1.0
ヒアルロン酸ナトリウム(2) 0.5
水溶性コラーゲン(F) 0.1
フェノキシエタノール 0.5
エデト酸二ナトリウム 0.05
N−アセチルグルコサミン 0.05
精製水 to100
アルギニルフルクトシルグルコース 0.5
タルク 25.0
プロピレングリコール 6.0
KCl 0.1
香料 適 量
カオリン to100
アルギニルフルクトシルグルコース 0.2
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 to100
アルギニルフルクトシルグルコース 1.0
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 to100
アルギニルフルクトシルグルコース 2.0
グリセリン 60.0
PEG200 14.0
ポリビニルアルコール 0.2
精製水 to100
アルギニルフルクトシルグルコース 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 to100
アルギニルフルクトシルグルコース 0.5
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 to100
アルギニルフルクトシルグルコース 10.0
デンプン 30.0
乳糖 49.0
結晶セルロース to100
前記の各重量部を均一に混合し、常法により作製し顆粒剤とした。
アルギニルフルクトシルグルコース 1.0
結晶セルロース 1.5
ビタミンC 20.0
香料 1.0
グアガム 0.1
DKエステル 1.5
粉糖 to100
アルギニルフルクトシルグルコース 3.0
ビタミンE 20.0
小麦胚芽油 15.0
グリセリン脂肪酸エステル 5.0
ミツロウ 2.0
シソ油 to100
前記成分を混合し、ゼラチン、グリセリンからなるセラチン皮膜に充填し常法に準じソフトカプセルとした。
アルギニルフルクトシルグルコース 15.0
アスコルビン酸ナトリウム 18.0
デキストリン 24.0
グリセリン脂肪酸 0.5
粉糖 to100
前記成分を混合し、ゼラチンからなるカプセル容器に充填し常法に準じハードカプセルとした。
Claims (6)
- アルギニルフルクトシルグルコースを有効成分として含有することを特徴とするチロシナーゼ活性阻害剤。
- アルギニルフルクトシルグルコースを有効成分として含有することを特徴とするメラニン産生抑制剤。
- アルギニルフルクトシルグルコースを有効成分として含有することを特徴とする美白剤。
- 請求項1に記載のチロシナーゼ活性阻害剤を含有する化粧料、飲食品組成物または医薬品組成物。
- 請求項2に記載のメラニン産生抑制剤を含有する化粧料、飲食品組成物または医薬品組成物。
- 請求項3に記載の美白剤を含有する化粧料、飲食品組成物または医薬品組成物。
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Cited By (2)
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JP2014097934A (ja) * | 2012-11-13 | 2014-05-29 | Ajinomoto Co Inc | アミノ酸化合物の酢酸塩を含有する化粧料組成物 |
CN113194920A (zh) * | 2018-12-13 | 2021-07-30 | Cj第一制糖株式会社 | 用于皮肤美白的含有阿洛酮糖作为活性成分的组合物 |
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CN113194920A (zh) * | 2018-12-13 | 2021-07-30 | Cj第一制糖株式会社 | 用于皮肤美白的含有阿洛酮糖作为活性成分的组合物 |
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