WO2008096586A1 - 新規なメチル化カテキン及びそれを含む組成 - Google Patents
新規なメチル化カテキン及びそれを含む組成 Download PDFInfo
- Publication number
- WO2008096586A1 WO2008096586A1 PCT/JP2008/050685 JP2008050685W WO2008096586A1 WO 2008096586 A1 WO2008096586 A1 WO 2008096586A1 JP 2008050685 W JP2008050685 W JP 2008050685W WO 2008096586 A1 WO2008096586 A1 WO 2008096586A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- same
- methyl
- composition containing
- epigallocatechin
- gallate
- Prior art date
Links
- 150000001765 catechin Chemical class 0.000 title abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- WVRDOLPMKOCJRJ-DENIHFKCSA-N (-)-Epigallocatechin 3-(3-methyl-gallate) Chemical compound OC1=C(O)C(OC)=CC(C(=O)O[C@H]2[C@H](OC3=CC(O)=CC(O)=C3C2)C=2C=C(O)C(O)=C(O)C=2)=C1 WVRDOLPMKOCJRJ-DENIHFKCSA-N 0.000 abstract 1
- BMJHAAZDURGGSC-TZIWHRDSSA-N (-)-Epigallocatechin 3-(4-methyl-gallate) Chemical compound C1=C(O)C(OC)=C(O)C=C1C(=O)O[C@H]1[C@@H](C=2C=C(O)C(O)=C(O)C=2)OC2=CC(O)=CC(O)=C2C1 BMJHAAZDURGGSC-TZIWHRDSSA-N 0.000 abstract 1
- WMBWREPUVVBILR-WIYYLYMNSA-N (-)-Epigallocatechin-3-o-gallate Chemical class O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-WIYYLYMNSA-N 0.000 abstract 1
- 230000003266 anti-allergic effect Effects 0.000 abstract 1
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 abstract 1
- 235000005487 catechin Nutrition 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
- C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- C12P17/06—Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
-
- 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
- A61K2800/70—Biological properties of the composition as a whole
- A61K2800/72—Hypo-allergenic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
- A61Q3/02—Nail coatings
-
- 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
- A61Q5/02—Preparations for cleaning the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- Polymers & Plastics (AREA)
- Biotechnology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Mycology (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Microbiology (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pyrane Compounds (AREA)
- Cosmetics (AREA)
Abstract
これまでに知られているエピガロカテキン-3-O-(3-O-メチル)ガレートやエピガロカテキン-3-O-(4-O-メチル)ガレート等のメチル化カテキンよりさらに抗アレルギー作用の高い新規なメチル化カテキンを提供する。
化学式I (式中、R1~R6は水素原子又はメチル基を表し、R1~R6の少なくとも3ヶ所以上がメチル基を表す)で示されるエピガロカテキン-3-O-ガレート誘導体またはその異性体。
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/449,345 US20100324312A1 (en) | 2007-02-07 | 2008-01-21 | Novel methylated catechin and composition containing the same |
EP08703535A EP2119712A4 (en) | 2007-02-07 | 2008-01-21 | NEW METHYLATED CATECHIN AND COMPOSITION CONTAINING THIS |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007028419A JP5128826B2 (ja) | 2007-02-07 | 2007-02-07 | 新規なメチル化カテキン及びそれを含む組成 |
JP2007-028419 | 2007-02-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2008096586A1 true WO2008096586A1 (ja) | 2008-08-14 |
Family
ID=39681497
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2008/050685 WO2008096586A1 (ja) | 2007-02-07 | 2008-01-21 | 新規なメチル化カテキン及びそれを含む組成 |
Country Status (5)
Country | Link |
---|---|
US (1) | US20100324312A1 (ja) |
EP (1) | EP2119712A4 (ja) |
JP (1) | JP5128826B2 (ja) |
CN (1) | CN101605772A (ja) |
WO (1) | WO2008096586A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011000593A1 (en) * | 2009-06-30 | 2011-01-06 | Unilever Plc | Method for determining susceptibility of individuals to polyphenols |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5714809B2 (ja) * | 2009-06-24 | 2015-05-07 | アサヒ飲料株式会社 | 茶エキスの製造方法、茶粉末の製造方法及び茶エキス又は茶粉末に含まれるカテキン中のメチル化カテキンの濃度を高める方法。 |
JP5936841B2 (ja) * | 2011-10-05 | 2016-06-22 | 森永製菓株式会社 | 8−ジメチルアリル−(−)−エピガロカテキン−3−o−ガレート |
JP6062666B2 (ja) * | 2012-06-14 | 2017-01-18 | 森永製菓株式会社 | 水溶性向上剤、水溶性向上方法、及び、水溶液調製方法 |
CN103113384B (zh) * | 2013-02-27 | 2015-05-20 | 安徽农业大学 | 一种名为茯砖素b的儿茶素类衍生物及其制备方法和应用 |
WO2016013654A1 (ja) * | 2014-07-24 | 2016-01-28 | 株式会社プロテクティア | アレルゲン活性の抑制剤およびその用途 |
WO2016093515A1 (ko) * | 2014-12-09 | 2016-06-16 | (주)아모레퍼시픽 | 장수 유전자 활성화용 조성물 |
KR101722427B1 (ko) * | 2015-04-27 | 2017-04-04 | 강원대학교산학협력단 | 메틸화카테킨을 유효성분으로 함유하는 암세포의 성장억제용 조성물 |
KR102681552B1 (ko) * | 2016-09-27 | 2024-07-04 | (주)아모레퍼시픽 | 소장 상피세포에서의 카테킨 흡수 증진제 |
CN115252519A (zh) * | 2022-08-03 | 2022-11-01 | 浙江熙正霖生物科技有限公司 | 一种具有生物活性成分的护发精华液及其制备方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61145177A (ja) | 1984-12-18 | 1986-07-02 | Mitsubishi Chem Ind Ltd | カテキン誘導体 |
JP2000159670A (ja) | 1998-11-20 | 2000-06-13 | Natl Res Inst Of Vegetables Ornamental Plants & Tea | 抗アレルギー剤 |
JP2002255810A (ja) | 2001-02-27 | 2002-09-11 | Tokyo Food Techno Kk | 新規抗菌剤、新規カテキン誘導体およびその製造方法 |
WO2004052873A2 (en) * | 2002-12-06 | 2004-06-24 | Sri International | Analogs of green tea polyphenols as chemotherapeutic and chemopreventive agents |
WO2006054500A1 (ja) * | 2004-11-17 | 2006-05-26 | Incorporated Administrative Agency National Agriculture And Food Research Organization | メチル化カテキン生合成酵素をコードする遺伝子 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100841834B1 (ko) * | 2004-02-06 | 2008-06-26 | 아사히인료 가부시키가이샤 | 기능성 음료 및 조성물 |
JP5261808B2 (ja) * | 2005-04-18 | 2013-08-14 | アサヒグループホールディングス株式会社 | 脂肪蓄積抑制剤、医薬品及び脂肪蓄積抑制作用を新たに付与する方法 |
JP4997523B2 (ja) * | 2006-01-13 | 2012-08-08 | 独立行政法人農業・食品産業技術総合研究機構 | 抗アレルギー剤及びこれを含有する飲食品、外用剤、化粧料 |
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2007
- 2007-02-07 JP JP2007028419A patent/JP5128826B2/ja active Active
-
2008
- 2008-01-21 US US12/449,345 patent/US20100324312A1/en not_active Abandoned
- 2008-01-21 CN CNA2008800043673A patent/CN101605772A/zh active Pending
- 2008-01-21 EP EP08703535A patent/EP2119712A4/en not_active Withdrawn
- 2008-01-21 WO PCT/JP2008/050685 patent/WO2008096586A1/ja active Application Filing
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61145177A (ja) | 1984-12-18 | 1986-07-02 | Mitsubishi Chem Ind Ltd | カテキン誘導体 |
JP2000159670A (ja) | 1998-11-20 | 2000-06-13 | Natl Res Inst Of Vegetables Ornamental Plants & Tea | 抗アレルギー剤 |
JP2002255810A (ja) | 2001-02-27 | 2002-09-11 | Tokyo Food Techno Kk | 新規抗菌剤、新規カテキン誘導体およびその製造方法 |
WO2004052873A2 (en) * | 2002-12-06 | 2004-06-24 | Sri International | Analogs of green tea polyphenols as chemotherapeutic and chemopreventive agents |
WO2006054500A1 (ja) * | 2004-11-17 | 2006-05-26 | Incorporated Administrative Agency National Agriculture And Food Research Organization | メチル化カテキン生合成酵素をコードする遺伝子 |
JP2006141242A (ja) | 2004-11-17 | 2006-06-08 | National Agriculture & Bio-Oriented Research Organization | メチル化カテキン生合成酵素をコードする遺伝子 |
Non-Patent Citations (7)
Title |
---|
J. BIOCHEM., vol. 55, 1964, pages 205 |
MATSUO, N ET AL., ALLERGY, vol. 52, 1997, pages 58 - 64 |
PARK K.D. ET AL.: "Anticancer activity of 3-O-acyl and alkyl-(-)-epicatechin derivatives", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 14, no. 20, 2004, pages 5189 - 5192, XP004565458 * |
SANO M ET AL., J. AGRIC. FOODCHEM., vol. 47, no. 5, 1999, pages 1906 - 1910 |
WAN S.B. ET AL.: "Regiospecific and enantioselective synthesis of methylated metabolites of tea catechins", TETRAHEDRON, vol. 62, no. 25, 2006, pages 5897 - 5904, XP005436643 * |
YANASE E. ET AL.: "Synthesis of Methyl Derivatives of Epigallocatechin Gallate (EGCg) and Their Stabilities ITE Letters on Batteries", NEW TECHNOLOGIES & MEDICINE, vol. 6, no. 1, 2005, pages 34 - 37, XP001512466 * |
ZAVERI N.T.: "Synthesis of a 3,4,5-Trimethoxybenzoyl Ester Analgue of Epigallocatechin-3-gallate (EGCG): A Potential Route to the Natural Product Green Tea Catechin", ORGANIC LETTERS, vol. 3, no. 6, 2001, pages 843 - 846, XP002284950 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2011000593A1 (en) * | 2009-06-30 | 2011-01-06 | Unilever Plc | Method for determining susceptibility of individuals to polyphenols |
Also Published As
Publication number | Publication date |
---|---|
CN101605772A (zh) | 2009-12-16 |
JP5128826B2 (ja) | 2013-01-23 |
JP2008189628A (ja) | 2008-08-21 |
EP2119712A1 (en) | 2009-11-18 |
US20100324312A1 (en) | 2010-12-23 |
EP2119712A4 (en) | 2011-05-11 |
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