JP2001519426A - ポリフェノールの合成方法 - Google Patents

ポリフェノールの合成方法

Info

Publication number
JP2001519426A
JP2001519426A JP2000515891A JP2000515891A JP2001519426A JP 2001519426 A JP2001519426 A JP 2001519426A JP 2000515891 A JP2000515891 A JP 2000515891A JP 2000515891 A JP2000515891 A JP 2000515891A JP 2001519426 A JP2001519426 A JP 2001519426A
Authority
JP
Japan
Prior art keywords
substituted
polyphenol
protected
integer
monomer
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.)
Pending
Application number
JP2000515891A
Other languages
English (en)
Japanese (ja)
Other versions
JP2001519426A5 (https=
Inventor
ジェイ ジュニア ロマンクズィーク，レオ
ピー コジコースキー，アラン
トゥックマンテル，ワーナー
イー リップマン，マーク
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mars Inc
Original Assignee
Mars Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Mars Inc filed Critical Mars Inc
Publication of JP2001519426A publication Critical patent/JP2001519426A/ja
Publication of JP2001519426A5 publication Critical patent/JP2001519426A5/ja
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/06—Benzopyran radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/32—2,3-Dihydro derivatives, e.g. flavanones
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Saccharide Compounds (AREA)
  • Compounds Of Unknown Constitution (AREA)
JP2000515891A 1997-10-09 1998-10-09 ポリフェノールの合成方法 Pending JP2001519426A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/948,226 1997-10-09
US08/948,226 US6207842B1 (en) 1997-10-09 1997-10-09 Process for preparing procyanidin(4-6 or 4-8) oligomers and their derivatives
PCT/US1998/021392 WO1999019319A1 (en) 1997-10-09 1998-10-09 Synthetic methods for polyphenols

Publications (2)

Publication Number Publication Date
JP2001519426A true JP2001519426A (ja) 2001-10-23
JP2001519426A5 JP2001519426A5 (https=) 2006-01-05

Family

ID=25487506

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2000515891A Pending JP2001519426A (ja) 1997-10-09 1998-10-09 ポリフェノールの合成方法

Country Status (13)

Country Link
US (6) US6207842B1 (https=)
EP (1) EP1027345B1 (https=)
JP (1) JP2001519426A (https=)
KR (1) KR100560463B1 (https=)
CN (2) CN100341867C (https=)
AT (1) ATE232857T1 (https=)
AU (1) AU760031B2 (https=)
CA (1) CA2306851A1 (https=)
DE (1) DE69811526T2 (https=)
DK (1) DK1027345T3 (https=)
ES (1) ES2189260T3 (https=)
IL (1) IL135344A (https=)
WO (1) WO1999019319A1 (https=)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006513178A (ja) * 2002-12-17 2006-04-20 カウンシル オブ サイエンティフィック アンド インダストリアル リサーチ 新規のα−グルコシダーゼ阻害剤および天然資源からのその合成
JP2010138103A (ja) * 2008-12-11 2010-06-24 Mitsui Norin Co Ltd テアシネンシンの製造方法
WO2014054174A1 (ja) * 2012-10-05 2014-04-10 フジッコ株式会社 低重合度プロアントシアニジンの製法およびそれにより得られる低重合度プロアントシアニジン
JP2022190722A (ja) * 2021-06-15 2022-12-27 国立大学法人信州大学 ガレート型エピカテキン重合体又はガレート型エピガロカテキン重合体の製造方法

Families Citing this family (62)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030017998A1 (en) * 1997-05-16 2003-01-23 Snow Alan D. Proanthocyanidins for the treatment of amyloid and alpha-synuclein diseases
US6207842B1 (en) 1997-10-09 2001-03-27 Mars Incorporated Process for preparing procyanidin(4-6 or 4-8) oligomers and their derivatives
US7015338B1 (en) * 1999-04-15 2006-03-21 Mars Incorporated Synthetic methods for preparing procyanidin oligomers
US6562864B1 (en) * 1999-09-02 2003-05-13 Drake Larson Catechin multimers as therapeutic drug delivery agents
US6476241B1 (en) 2000-09-05 2002-11-05 Mars Incorporated Synthesis of 4α-arylepicatechins
US20070208087A1 (en) 2001-11-02 2007-09-06 Sanders Virginia J Compounds, compositions and methods for the treatment of inflammatory diseases
KR100418390B1 (ko) * 2000-12-11 2004-02-11 김도훈 녹차로부터 추출된 항암효과가 우수한 폴리페놀류 화합물
US7297800B2 (en) * 2001-12-27 2007-11-20 Ajinomoto Co., Inc. Process of producing glutamate derivatives
US7514107B2 (en) 2002-03-21 2009-04-07 Mars, Incorporated Treatment of diseases involving defective gap junctional communication
US7595074B2 (en) * 2002-04-05 2009-09-29 University Of Massachusetts Lowell Polymeric antioxidants
EP1492856A4 (en) * 2002-04-05 2010-11-10 Univ Massachusetts Lowell POLYMER ANTIOXIDANTS
US7067679B2 (en) * 2002-10-02 2006-06-27 Mars, Inc. Synthesis of dimeric, trimeric, tetrameric pentameric, and higher oligomeric epicatechin-derived procyanidins having 4,8-interflavan linkages and their use to inhibit cancer cell growth through cell cycle arrest
MXPA04012598A (es) 2003-05-26 2005-07-01 Usaien Pharmaceutical Co Ltd Composicion de oligomero de proantocianidina que contiene azufre y metodo de produccion de la misma.
RU2006115615A (ru) * 2003-10-10 2007-11-27 Марс, Инкорпорейтед (Us) Лечение заболеваний, в патогенез которых вовлечена гиперэкспрессия киназы erbb2
EP1846460A2 (en) * 2004-01-21 2007-10-24 University Of Massachusetts Lowell Post-coupling synthetic approach for polymeric antioxidants
ATE471155T1 (de) 2004-03-12 2010-07-15 Univ Georgia Neues impfstoffadjuvans und dessen herstellung und verwendung
CN101001632A (zh) * 2004-06-14 2007-07-18 马尔斯公司 二聚体二没食子酸酯组合物及其使用方法
ATE442426T1 (de) * 2004-07-23 2009-09-15 Polnox Corp Antioxidative makromonomere, deren herstellung und verwendung
WO2006060803A2 (en) * 2004-12-03 2006-06-08 Polnox Corporation One pot process for making polymeric antioxidants
US7902317B2 (en) 2004-12-03 2011-03-08 Polnox Corporation Synthesis of aniline and phenol-based antioxidant macromonomers and corresponding polymers
US20060128930A1 (en) * 2004-12-03 2006-06-15 Ashish Dhawan Synthesis of sterically hindered phenol based macromolecular antioxidants
EP1817393A2 (en) * 2004-12-03 2007-08-15 Polnox Corporation Process for the synthesis of polyalkylphenol antioxidants
US7799948B2 (en) * 2005-02-22 2010-09-21 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
CA2606303A1 (en) 2005-03-25 2006-10-05 Polnox Corporation Alkylated and polymeric macromolecular antioxidants and methods of making and using the same
WO2006116532A2 (en) * 2005-04-28 2006-11-02 University Of Massachusetts Lowell Synthesis of oligo/poly(catechins) and methods of use
US20060293259A1 (en) * 2005-06-28 2006-12-28 Mars, Incorporated Compositions and methods of use of derivatized flavanols
CA2612438A1 (en) * 2005-06-29 2007-01-04 Mars, Incorporated Preparation of (+)-catechin, (-)-epicatechin, (-)-catechin, (+)-epicatechin, and their 5,7,3',4'-tetra-o-benzyl analogues
US20070004796A1 (en) * 2005-06-29 2007-01-04 Romanczyk Leo Jr Processes for the preparation of protected-(+)-catechin and (-)-epicatechin monomers, for coupling the protected monomers with an activated, protected epicatechin monomer, and for the preparation of epicatechin-(4B,8)-epicatechin or -catechin dimers and their digallates
RU2435578C2 (ru) 2005-06-29 2011-12-10 Марс, Инкорпорейтед Возбуждение вазодилатации периферических кровеносных сосудов
WO2007003068A1 (fr) * 2005-06-30 2007-01-11 Hangzhou Lixin Biotechnology Co. Ltd. Additif pour nourriture, procédé de préparation de celui-ci et application de celui-ci
EP2275095A3 (en) 2005-08-26 2011-08-17 Braincells, Inc. Neurogenesis by muscarinic receptor modulation
EP2258358A3 (en) 2005-08-26 2011-09-07 Braincells, Inc. Neurogenesis with acetylcholinesterase inhibitor
EP1940389A2 (en) 2005-10-21 2008-07-09 Braincells, Inc. Modulation of neurogenesis by pde inhibition
US7705176B2 (en) 2005-10-27 2010-04-27 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US20070106059A1 (en) * 2005-10-27 2007-05-10 Cholli Ashok L Macromolecular antioxidants and polymeric macromolecular antioxidants
EP1966293A1 (en) * 2005-10-27 2008-09-10 Polnox Corporation Stabilized polyolefin compositions
AU2006308889A1 (en) 2005-10-31 2007-05-10 Braincells, Inc. GABA receptor mediated modulation of neurogenesis
WO2007053642A1 (en) * 2005-11-01 2007-05-10 Mars, Incorporated Flavanols and b-type procyanidins and cox-2 expression
WO2007064843A1 (en) 2005-12-02 2007-06-07 Polnox Corporation Lubricant oil compositions
AU2006331531B2 (en) 2005-12-23 2013-01-31 Mars, Incorporated Skin protection and improvement
WO2007084648A2 (en) * 2006-01-20 2007-07-26 Mars, Incorporated Mixed 4→6 procyanidin dimers and their use
US20100216734A1 (en) 2006-03-08 2010-08-26 Braincells, Inc. Modulation of neurogenesis by nootropic agents
JP2009536667A (ja) 2006-05-09 2009-10-15 ブレインセルス，インコーポレイティド ５ｈｔ受容体介在性の神経新生
EP2382975A3 (en) 2006-05-09 2012-02-29 Braincells, Inc. Neurogenesis by modulating angiotensin
RU2496492C2 (ru) 2006-06-15 2013-10-27 Марс, Инкорпорейтед Способы и композиции для улучшения когнитивной функции
WO2008005358A2 (en) 2006-07-06 2008-01-10 Polnox Corporation Novel macromolecular antioxidants comprising differing antioxidant moieties: structures, methods of making and using the same
AU2007275561B2 (en) 2006-07-21 2013-12-19 Mars, Incorporated Improvement of arginase levels/activity
AU2007292848A1 (en) * 2006-09-08 2008-03-13 Braincells, Inc. Combinations containing a 4-acylaminopyridine derivative
US20100184806A1 (en) 2006-09-19 2010-07-22 Braincells, Inc. Modulation of neurogenesis by ppar agents
US7767853B2 (en) 2006-10-20 2010-08-03 Polnox Corporation Antioxidants and methods of making and using the same
JP5160149B2 (ja) * 2007-06-22 2013-03-13 明治薬品株式会社 柿ポリフェノールオリゴマー
WO2010099217A1 (en) 2009-02-25 2010-09-02 Braincells, Inc. Modulation of neurogenesis using d-cycloserine combinations
WO2011013735A1 (ja) * 2009-07-31 2011-02-03 国立大学法人 岡山大学 新規フラバノン誘導体
US8932468B2 (en) * 2010-01-12 2015-01-13 The United States Of America As Represented By The Secretary Of The Army Separation of enzymatically synthesized polyepicatechin via high performance liquid chromatography
US20120238638A1 (en) * 2011-03-18 2012-09-20 Jorma Antero Virtanen Biological biocide additives for polymers
US9522131B2 (en) 2013-01-11 2016-12-20 Wisconsin Alumni Research Foundation Tannin-containing gastrointestinal formulations and methods of use
EP3071544B1 (en) 2013-11-22 2022-07-06 Polnox Corporation Macromolecular antioxidants based on dual type moiety per molecule: structures methods of making and using the same
WO2018160879A2 (en) 2017-03-01 2018-09-07 Polnox Corporation Macromolecular corrosion (mcin) inhibitors: structures, methods of making and using the same
CN108047271B (zh) * 2017-12-06 2020-05-26 石家庄学院 一种槲皮素二聚体衍生物及其制备方法和应用
CN109503800B (zh) * 2018-10-30 2021-07-09 合肥科天水性科技有限责任公司 一种改性水性聚氨酯及其制备方法
CN120554324A (zh) * 2023-10-09 2025-08-29 朗华生物科学(深圳)有限公司 一种黄烷-3,4-二醇类衍生物及其制备方法与应用
CN117534646B (zh) * 2023-11-20 2025-02-25 朗华生物科学(深圳)有限公司 一种原花青素b2的制备方法

Family Cites Families (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE39844C (de) 1886-09-23 1887-06-22 Black John Melton Neuerung an der Controlb}chse f}r Conducteure.
DE1493976C3 (de) * 1964-01-18 1973-09-13 Merck Patent Gmbh, 6100 Darmstadt Substituierte Flavandenvate sowie Verfahren zu ihrer Herstellung
US4255336A (en) 1977-11-25 1981-03-10 Ciba-Geigy Corporation Process for the preparation of O-substituted derivatives of (+)-cyanidan-3-01
JPS58154571A (ja) * 1982-03-08 1983-09-14 Nippon Shinyaku Co Ltd 新規タンニン
GB2122608B (en) 1982-06-01 1985-10-02 Zyma Sa (+)-cyanidan-3-ol derivatives
JPS61205272A (ja) 1985-03-08 1986-09-11 Tsumura Juntendo Inc 新規なタンニン
US4698360B1 (en) * 1985-04-09 1997-11-04 D Investigations Pharmacologiq Plant extract with a proanthocyanidins content as therapeutic agent having radical scavenger effect and use thereof
JPS631936A (ja) * 1986-06-23 1988-01-06 Asahi Optical Co Ltd 光電変換回路
JPH0231074B2 (ja) * 1986-08-26 1990-07-11 Nippon Shinyaku Co Ltd Shintannin
JPS63214183A (ja) * 1987-03-03 1988-09-06 Mitsui Norin Kk アンジオテンシン１変換酵素阻害剤
CA2057023A1 (fr) * 1989-05-12 1990-11-13 Leon Cariel Composition a base de proanthocyanidols, leur application pharmacologique
US5358713A (en) * 1990-02-23 1994-10-25 Mitsui Norin Co., Ltd. Method of preventing the transmission of infection caused by methicillin-resistant Staphylococcus aureus
FR2668373B1 (fr) 1990-10-26 1994-04-08 Intertechnique Equipement respiratoire de protection d'equipage d'aeronef.
JP2857646B2 (ja) 1990-11-26 1999-02-17 キッコーマン株式会社 抗変異原性剤
GB9209734D0 (en) * 1992-05-06 1992-06-17 Philips Electronics Uk Ltd An image sensor
JP3139134B2 (ja) * 1992-06-03 2001-02-26 カシオ計算機株式会社 液晶表示装置
JP2821347B2 (ja) * 1993-10-12 1998-11-05 日本電気株式会社 電流制御型発光素子アレイ
JPH07236029A (ja) * 1993-12-29 1995-09-05 Xerox Corp コンパクト・ドキュメント・イメージャ
US5554645A (en) * 1994-10-03 1996-09-10 Mars, Incorporated Antineoplastic cocoa extracts and methods for making and using the same
US5627364A (en) * 1994-10-11 1997-05-06 Tdk Corporation Linear array image sensor with thin-film light emission element light source
US5625210A (en) * 1995-04-13 1997-04-29 Eastman Kodak Company Active pixel sensor integrated with a pinned photodiode
JP3436629B2 (ja) * 1996-01-08 2003-08-11 シャープ株式会社 表示および撮像のための装置
FI102345B1 (fi) * 1996-02-20 1998-11-13 Nokia Telecommunications Oy Menetelmä päätelaitteen nopeuden määrittämiseksi ja vastaanotin
WO1997036497A2 (en) * 1996-04-02 1997-10-09 Mars, Incorporated Cocoa extract compounds and methods for making and using the same
AU5711696A (en) * 1996-04-02 1997-10-22 Mars, Incorporated Cocoa extract compounds and methods for making and using the same
US6188380B1 (en) * 1997-02-03 2001-02-13 Nanao Corporation Photodetector of liquid crystal display and luminance control device using the same
JP3641342B2 (ja) * 1997-03-07 2005-04-20 Ｔｄｋ株式会社 半導体装置及び有機ｅｌディスプレイ装置
DE69825402T2 (de) * 1997-03-12 2005-08-04 Seiko Epson Corp. Pixelschaltung, anzeigevorrichtung und elektronische apparatur mit stromgesteuerter lichtemittierender vorrichtung
US5912363A (en) 1997-08-29 1999-06-15 Interhealth Nutraceuticals Method for extraction of proanthocyanidins from plant material
JP4013293B2 (ja) * 1997-09-01 2007-11-28 セイコーエプソン株式会社 表示装置兼用型イメージセンサ装置及びアクティブマトリクス型表示装置
EP1014969B1 (en) * 1997-09-09 2008-11-12 Rutgers, The State University of New Jersey Plant proanthocyanidin extract effective at inhibiting adherence of bacteria with p-type fimbriae to surfaces
US6207842B1 (en) 1997-10-09 2001-03-27 Mars Incorporated Process for preparing procyanidin(4-6 or 4-8) oligomers and their derivatives
US6476864B1 (en) * 1998-05-11 2002-11-05 Agilent Technologies, Inc. Pixel sensor column amplifier architecture
JP4164910B2 (ja) * 1998-09-21 2008-10-15 ソニー株式会社 有機ｅｌディスプレイおよび有機ｅｌディスプレイの製造方法
US6156912A (en) 1999-04-09 2000-12-05 Mars, Incorporated 88, 66, and 68 catechin and epicatechin dimers and methods for their preparation
US7015338B1 (en) 1999-04-15 2006-03-21 Mars Incorporated Synthetic methods for preparing procyanidin oligomers
US6480305B1 (en) * 1999-05-25 2002-11-12 Hewlett-Packard Company Imaging device
JP2001075524A (ja) * 1999-09-03 2001-03-23 Rohm Co Ltd 表示装置
US6747638B2 (en) * 2000-01-31 2004-06-08 Semiconductor Energy Laboratory Co., Ltd. Adhesion type area sensor and display device having adhesion type area sensor
US6476241B1 (en) 2000-09-05 2002-11-05 Mars Incorporated Synthesis of 4α-arylepicatechins
US7067679B2 (en) 2002-10-02 2006-06-27 Mars, Inc. Synthesis of dimeric, trimeric, tetrameric pentameric, and higher oligomeric epicatechin-derived procyanidins having 4,8-interflavan linkages and their use to inhibit cancer cell growth through cell cycle arrest

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006513178A (ja) * 2002-12-17 2006-04-20 カウンシル オブ サイエンティフィック アンド インダストリアル リサーチ 新規のα−グルコシダーゼ阻害剤および天然資源からのその合成
JP2010138103A (ja) * 2008-12-11 2010-06-24 Mitsui Norin Co Ltd テアシネンシンの製造方法
WO2014054174A1 (ja) * 2012-10-05 2014-04-10 フジッコ株式会社 低重合度プロアントシアニジンの製法およびそれにより得られる低重合度プロアントシアニジン
JP2022190722A (ja) * 2021-06-15 2022-12-27 国立大学法人信州大学 ガレート型エピカテキン重合体又はガレート型エピガロカテキン重合体の製造方法
JP7679064B2 (ja) 2021-06-15 2025-05-19 国立大学法人信州大学 ガレート型エピカテキン重合体又はガレート型エピガロカテキン重合体の製造方法

Also Published As

Publication number Publication date
US6207842B1 (en) 2001-03-27
CA2306851A1 (en) 1999-04-22
DE69811526D1 (en) 2003-03-27
ES2189260T3 (es) 2003-07-01
US20040236123A1 (en) 2004-11-25
US6528664B2 (en) 2003-03-04
US6849746B2 (en) 2005-02-01
AU1076699A (en) 1999-05-03
DK1027345T3 (da) 2003-06-10
CN100341867C (zh) 2007-10-10
IL135344A0 (en) 2001-05-20
CN101066962A (zh) 2007-11-07
US20020128493A1 (en) 2002-09-12
US6420572B1 (en) 2002-07-16
US20040235941A1 (en) 2004-11-25
EP1027345A1 (en) 2000-08-16
CN1302295A (zh) 2001-07-04
EP1027345B1 (en) 2003-02-19
AU760031B2 (en) 2003-05-08
KR20010030986A (ko) 2001-04-16
WO1999019319A1 (en) 1999-04-22
IL135344A (en) 2005-11-20
US7268240B2 (en) 2007-09-11
US20030176620A1 (en) 2003-09-18
KR100560463B1 (ko) 2006-03-13
ATE232857T1 (de) 2003-03-15
DE69811526T2 (de) 2003-11-06

Similar Documents

Publication Publication Date Title
US6420572B1 (en) Synthetic methods for preparation of protected proanthocyanidin(s)
RU2293081C2 (ru) Способы получения (8↔8) димера катехина, и/или эпикатехина, и/или эпикатехингаллата
RU2281943C2 (ru) Способ получения синтетических процианидиновых олигомеров
ZA200200835B (en) Compositions and therapeutic methods involving isoflavones and analogues thereof.
EP1980248B1 (en) Composition for treating cancer cells and synthetic method for the same
MXPA00003249A (es) Metodos sinteticos para polifenoles
JP3150740B2 (ja) ジヒドロベンゾフラン誘導体
AU2630900A (en) Hesperitin pro-forms with enhanced bioavailability
MXPA02004916A (es) Derivados de °-d-5-tioxilosa, metodo de preparacion y suo terapeutico.
Kozikowski et al. Methods for synthesizing the cocoa-derived oligomeric epi-catechins–observations on the anticancer activity of the cocoa polyphenols

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20050908

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20050908

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20090203

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20090204

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20090501

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20090515

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20090929