JP2013523793A - パーソナルケア組成物 - Google Patents
パーソナルケア組成物 Download PDFInfo
- Publication number
- JP2013523793A JP2013523793A JP2013503068A JP2013503068A JP2013523793A JP 2013523793 A JP2013523793 A JP 2013523793A JP 2013503068 A JP2013503068 A JP 2013503068A JP 2013503068 A JP2013503068 A JP 2013503068A JP 2013523793 A JP2013523793 A JP 2013523793A
- Authority
- JP
- Japan
- Prior art keywords
- theaflavin
- composition
- present
- personal care
- composition according
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 113
- 235000014620 theaflavin Nutrition 0.000 claims abstract description 60
- 244000269722 Thea sinensis Species 0.000 claims abstract description 45
- 235000006468 Thea sinensis Nutrition 0.000 claims abstract description 22
- 235000020279 black tea Nutrition 0.000 claims abstract description 21
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical class C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000000284 extract Substances 0.000 claims abstract description 18
- IPMYMEWFZKHGAX-UHFFFAOYSA-N Isotheaflavin Natural products OC1CC2=C(O)C=C(O)C=C2OC1C(C1=C2)=CC(O)=C(O)C1=C(O)C(=O)C=C2C1C(O)CC2=C(O)C=C(O)C=C2O1 IPMYMEWFZKHGAX-UHFFFAOYSA-N 0.000 claims description 40
- UXRMWRBWCAGDQB-UHFFFAOYSA-N Theaflavin Natural products C1=CC(C2C(CC3=C(O)C=C(O)C=C3O2)O)=C(O)C(=O)C2=C1C(C1OC3=CC(O)=CC(O)=C3CC1O)=CC(O)=C2O UXRMWRBWCAGDQB-UHFFFAOYSA-N 0.000 claims description 40
- IPMYMEWFZKHGAX-ZKSIBHASSA-N theaflavin Chemical compound C1=C2C([C@H]3OC4=CC(O)=CC(O)=C4C[C@H]3O)=CC(O)=C(O)C2=C(O)C(=O)C=C1[C@@H]1[C@H](O)CC2=C(O)C=C(O)C=C2O1 IPMYMEWFZKHGAX-ZKSIBHASSA-N 0.000 claims description 40
- 229940026509 theaflavin Drugs 0.000 claims description 40
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- 239000006286 aqueous extract Substances 0.000 claims description 8
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 claims description 5
- 239000007762 w/o emulsion Substances 0.000 claims description 5
- GPLOTACQBREROW-UHFFFAOYSA-N Phlegmanol A-acetat Natural products OC1CC2=C(O)C=C(O)C=C2OC1C(=CC1=2)C=C(O)C(=O)C1=C(O)C(O)=CC=2C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 GPLOTACQBREROW-UHFFFAOYSA-N 0.000 claims description 4
- KMJPKUVSXFVQGZ-UHFFFAOYSA-N TF2B Natural products OC1CC2=C(O)C=C(O)C=C2OC1C(C1=C2)=CC(O)=C(O)C1=C(O)C(=O)C=C2C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 KMJPKUVSXFVQGZ-UHFFFAOYSA-N 0.000 claims description 4
- AFDXODALSZRGIH-UHFFFAOYSA-N p-coumaric acid methyl ether Natural products COC1=CC=C(C=CC(O)=O)C=C1 AFDXODALSZRGIH-UHFFFAOYSA-N 0.000 claims description 3
- BVMDSEFJGKQBKJ-UHFFFAOYSA-N Theaflavin 3'-gallate Natural products O1C(C(O)=O)C(O)C(O)C(O)C1OC1=C(O)C=C(O)C2=C1OC(C=1C=C(O)C(O)=CC=1)=CC2=O BVMDSEFJGKQBKJ-UHFFFAOYSA-N 0.000 claims description 2
- IKLDTEFDTLKDRK-UHFFFAOYSA-N theaflavin 3'-gallate Natural products OC1Cc2c(O)cc(O)cc2OC1c3cc4C=C(C=C(O)C(=O)c4c(O)c3O)C5Oc6cc(O)cc(O)c6CC5OC(=O)c7cc(O)c(O)c(O)c7 IKLDTEFDTLKDRK-UHFFFAOYSA-N 0.000 claims description 2
- AATSUYYYTHJRJO-UHFFFAOYSA-N theaflavin 3-gallate Natural products OC1CC2=C(O)C=C(O)C=C2OC1C(=CC(=O)C(O)=C1C(O)=C2O)C=C1C=C2C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 AATSUYYYTHJRJO-UHFFFAOYSA-N 0.000 claims description 2
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- 235000007900 theaflavin-3-gallate Nutrition 0.000 claims description 2
- AATSUYYYTHJRJO-RZYARBFNSA-N theaflavin-3-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(O)C=C2O[C@@H]1C1=C(O)C(O)=C2C(=O)C(O)=CC(=CC2=C1)[C@H]1OC2=CC(O)=CC(O)=C2C[C@H]1O)C(=O)C1=CC(O)=C(O)C(O)=C1 AATSUYYYTHJRJO-RZYARBFNSA-N 0.000 claims description 2
- ZEASWHWETFMWCV-ISBUVJFSSA-N Theaflavin 3,3'-digallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C2=CC(=CC(=O)C(O)=C2C(O)=C(O)C=1)[C@@H]1[C@@H](CC2=C(O)C=C(O)C=C2O1)OC(=O)C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 ZEASWHWETFMWCV-ISBUVJFSSA-N 0.000 claims 1
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- 239000000516 sunscreening agent Substances 0.000 abstract description 24
- 230000000475 sunscreen effect Effects 0.000 abstract description 22
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- 229920006037 cross link polymer Polymers 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229960003512 nicotinic acid Drugs 0.000 description 5
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
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- 230000003078 antioxidant effect Effects 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 150000001765 catechin Chemical class 0.000 description 4
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 4
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- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 1
- ZPWFUIUNWDIYCJ-UHFFFAOYSA-N propan-2-yl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C ZPWFUIUNWDIYCJ-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
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- RADKZDMFGJYCBB-UHFFFAOYSA-N pyridoxal hydrochloride Natural products CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
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- 229960004889 salicylic acid Drugs 0.000 description 1
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- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
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- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
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- 235000020238 sunflower seed Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
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- 229960003080 taurine Drugs 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 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
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- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Botany (AREA)
- Biotechnology (AREA)
- Engineering & Computer Science (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
Description
i)ジベンゾイルメタン誘導体;
ii)0.1乃至30質量%のテアフラビン;及び
iii)化粧品として許容されるベース;
を含むパーソナルケア組成物を提供する。
ここで、本発明を、以下の非限定的実施例に詳説する。
TF1が、1w/w%の紅茶の水性抽出物を、水中に1w/w%のタンナーゼで40℃にて約3乃至4時間に亘って処理することによって得られた。その後、得られた混合物をスチレンジビニルベンゼン(Diaion HP-20)及び架橋ヒドロキシプロピル化デキストラン(Sephadex LH-20)液体クロマトグラフィーカラムに通し、TF1を分離した。
紅茶水性抽出物(茶抽出物-1)(50g)を、500mLの温水に70℃にて溶解させた。得られる水溶液を、クロロホルムで溶媒抽出した(200mL、3回)。全てのクロロホルム画分を併せて減圧下で乾燥させ(600-0.1mb、40℃)、カフェインを豊富に含む緑色を帯びた白色の残渣(3.0g)を得た。水性相を、酢酸エチルでさらに溶媒抽出した(200mL、3回)。酢酸エチル画分を併せ、減圧下で乾燥させ(100-0.1mb、40℃)、テアフラビンを豊富に含む(6%)橙赤色の残渣(4.0g)を得た(テアフラビンを豊富に含む画分1、9%のTFを含む)。
安定性を確認するために、実施例1に記載のものと同じ操作に従った。唯一の相違は、ストック溶液に代えて、ここでは製剤が直接行われたことである。以下の表は、パーソナルケア組成物中のParsol 1789の安定性(%)を表わす(表3に表示)。結果は、表示時間経過後に基体上に残留するParsol 1789のパーセンテージとして報告されている。この表に挙げた実施例1の紅茶酢酸エチル抽出物は、9%までのテアフラビン含量を有する。
以下の表は、茶抽出物(9%のテアフラビン)を使用して調製される光保護パーソナルケア組成物を示す。
Parsol 1789(登録商標)をテアフラビンと共にヘアケア製剤にさらに添加した。このヘアケア製剤は、ヘアスタイリングゲルの形態で調製された。Aristoflex AVC(カチオン性コポリマー)をホモジェナイザーを使用して水に溶解させた。Parsol 1789(登録商標)及びテアフラビンを別々にプロピレンカーボネートに溶解させた。その後、上記二つの混合物を混合し、高速ホモジェナイザーを用いて均質化した。この組成物を表4に示す。
表5に示されるパーソナルケア組成物を調製した。
Claims (13)
- i)ジベンゾイルメタン誘導体;
ii)0.1乃至30質量%のテアフラビン;及び
iii)化粧品として許容されるベース;
を含むパーソナルケア組成物。 - 0.3乃至10%のテアフラビンを含む、請求項1に記載の組成物。
- 前記ジベンゾイルメタン誘導体が、4-t-ブチル-4’-メトキシジベンゾイルメタンである、請求項1に記載の組成物。
- 前記組成物の質量に対して0.1乃至10%のジベンゾイルメタン誘導体を含む、請求項2に記載の組成物。
- 前記テアフラビンが、テアフラビン、テアフラビン-3-ガレート、テアフラビン-3’-ガレート、テアフラビン-3及び3’-ジガレートからなる群より選択される、請求項1乃至4のいずれか一項に記載の組成物。
- テアフラビンを含むカメリアシネンシス種の紅茶の水性抽出物を含む、請求項1乃至5のいずれか一項に記載の組成物。
- 前記紅茶の水性抽出物が、2乃至15w/w%のテアフラビンを含む、請求項6に記載の組成物。
- カメリアシネンシス種の紅茶の水性抽出物を0.1乃至40%含む、請求項6または7に記載の組成物。
- ジベンゾイルメタン誘導体のテアフラビンに対する質量比が、10:1乃至1:5である、請求項1乃至8のいずれか一項に記載の組成物。
- パラ-メトキシ桂皮酸またはその誘導体をさらに含む、請求項1乃至9のいずれか一項に記載の組成物。
- 0.1乃至10w/w%のパラ-メトキシ桂皮酸またはその誘導体を含む、請求項11に記載の組成物。
- 前記化粧品として許容されるベースが、油中水型エマルションである、請求項1乃至11のいずれか一項に記載の組成物。
- 前記油中水型エマルションが、架橋シリコーンエラストマーブレンドを含む、請求項12に記載の組成物。
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IN1145/MUM/2010 | 2010-04-06 | ||
IN1145MU2010 | 2010-04-06 | ||
PCT/EP2011/055082 WO2011124528A2 (en) | 2010-04-06 | 2011-04-01 | A personal care composition |
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JP2013523793A true JP2013523793A (ja) | 2013-06-17 |
JP2013523793A5 JP2013523793A5 (ja) | 2015-08-06 |
JP5960123B2 JP5960123B2 (ja) | 2016-08-02 |
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EP (1) | EP2555744B1 (ja) |
JP (1) | JP5960123B2 (ja) |
CN (1) | CN102970961B (ja) |
BR (1) | BR112012025270A2 (ja) |
EA (1) | EA024306B1 (ja) |
MX (1) | MX2012011627A (ja) |
WO (1) | WO2011124528A2 (ja) |
Cited By (1)
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JP2015030728A (ja) * | 2013-07-31 | 2015-02-16 | 学校法人和洋学園 | Ap−1抑制剤 |
Families Citing this family (9)
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CN102860925A (zh) * | 2012-08-30 | 2013-01-09 | 扬州泊瑞生物农业科技开发有限公司 | 茶黄素在制备酪氨酸酶抑制剂中的应用 |
DE102014104256A1 (de) * | 2014-03-26 | 2015-10-01 | Beiersdorf Ag | Lichtschutzwirksame Wirkstoffkombinationen aus Dibenzoylmethanderivaten und 4-Hydroxyacetophenon sowie kosmetische oder dermatologische Zubereitungen, diese Wirkstoffkombinationen enthaltend |
US9877494B2 (en) | 2014-08-21 | 2018-01-30 | Shantung HSU | Active fermentation process and fermented liquid and drinks made by using the same |
EP3302403B1 (en) | 2015-05-27 | 2018-11-07 | Unilever NV | A photo-protective personal care composition |
FR3073405B1 (fr) * | 2017-11-15 | 2020-06-19 | L'oreal | Composition comprenant un filtre uv, un copolymere acrylique et un copolymere d’acide acrylamido methylpropane sulfonique |
FR3073406B1 (fr) | 2017-11-15 | 2019-10-11 | L'oreal | Composition comprenant des particules photoniques, un filtre uv et un polymere acrylique |
FR3073407B1 (fr) | 2017-11-15 | 2019-10-11 | L'oreal | Composition comprenant un filtre uv, un polymere acrylique et un ester de dextrine et d’acide gras |
CN112545909B (zh) * | 2020-12-14 | 2022-06-21 | 湖南农业大学 | 一种茶黄素组合物及其应用 |
FR3125426A1 (fr) * | 2021-07-22 | 2023-01-27 | L V M H Recherche | Utilisation cosmétique d’un extrait de thé noir en provenance de l’île Maurice |
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- 2011-04-01 EA EA201201375A patent/EA024306B1/ru not_active IP Right Cessation
- 2011-04-01 EP EP11711577.4A patent/EP2555744B1/en not_active Not-in-force
- 2011-04-01 BR BR112012025270A patent/BR112012025270A2/pt not_active IP Right Cessation
- 2011-04-01 MX MX2012011627A patent/MX2012011627A/es active IP Right Grant
- 2011-04-01 WO PCT/EP2011/055082 patent/WO2011124528A2/en active Application Filing
- 2011-04-01 JP JP2013503068A patent/JP5960123B2/ja not_active Expired - Fee Related
- 2011-04-01 CN CN201180015553.9A patent/CN102970961B/zh not_active Expired - Fee Related
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JPN5013006696; RICE-EVANS: 'ANTIOXIDANT PROPERTIES OF PHENOLIC COMPOUNDS' TRENDS IN PLANT SCIENCE V2 N4, 19970401, P152-159, ELSEVIER SCIENCE * |
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JP2015030728A (ja) * | 2013-07-31 | 2015-02-16 | 学校法人和洋学園 | Ap−1抑制剤 |
Also Published As
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EP2555744A2 (en) | 2013-02-13 |
EA201201375A1 (ru) | 2013-04-30 |
CN102970961A (zh) | 2013-03-13 |
WO2011124528A3 (en) | 2012-06-07 |
EA024306B1 (ru) | 2016-09-30 |
CN102970961B (zh) | 2015-09-09 |
JP5960123B2 (ja) | 2016-08-02 |
EP2555744B1 (en) | 2015-01-28 |
MX2012011627A (es) | 2012-11-06 |
BR112012025270A2 (pt) | 2019-09-24 |
US20130052148A1 (en) | 2013-02-28 |
US8940343B2 (en) | 2015-01-27 |
WO2011124528A2 (en) | 2011-10-13 |
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