DE60014344D1 - 8-8,6-6 und 6-8 catechin und epicatechin dimere und verfahren zu ihrer herstellung - Google Patents

8-8,6-6 und 6-8 catechin und epicatechin dimere und verfahren zu ihrer herstellung

Info

Publication number
DE60014344D1
DE60014344D1 DE60014344T DE60014344T DE60014344D1 DE 60014344 D1 DE60014344 D1 DE 60014344D1 DE 60014344 T DE60014344 T DE 60014344T DE 60014344 T DE60014344 T DE 60014344T DE 60014344 D1 DE60014344 D1 DE 60014344D1
Authority
DE
Germany
Prior art keywords
catechin
production
dimers
epicatechin
epicatechin dimers
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.)
Expired - Fee Related
Application number
DE60014344T
Other languages
English (en)
Other versions
DE60014344T2 (de
Inventor
Werner Tuckmantel
P Kozikowski
J Romanczyk
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 DE60014344D1 publication Critical patent/DE60014344D1/de
Application granted granted Critical
Publication of DE60014344T2 publication Critical patent/DE60014344T2/de
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

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
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)
DE60014344T 1999-04-09 2000-03-29 8-8,6-6 und 6-8 catechin und epicatechin dimere und verfahren zu ihrer herstellung Expired - Fee Related DE60014344T2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/289,565 US6156912A (en) 1999-04-09 1999-04-09 88, 66, and 68 catechin and epicatechin dimers and methods for their preparation
US289565 1999-04-09
PCT/US2000/008234 WO2000061547A1 (en) 1999-04-09 2000-03-29 8-8, 6-6 and 6-8 catechin and epicatechin dimers and methods for their preparation

Publications (2)

Publication Number Publication Date
DE60014344D1 true DE60014344D1 (de) 2004-11-04
DE60014344T2 DE60014344T2 (de) 2006-03-09

Family

ID=23112085

Family Applications (1)

Application Number Title Priority Date Filing Date
DE60014344T Expired - Fee Related DE60014344T2 (de) 1999-04-09 2000-03-29 8-8,6-6 und 6-8 catechin und epicatechin dimere und verfahren zu ihrer herstellung

Country Status (12)

Country Link
US (1) US6156912A (de)
EP (1) EP1169304B1 (de)
JP (1) JP2002541241A (de)
CN (1) CN1354743A (de)
AT (1) ATE277899T1 (de)
AU (1) AU782592B2 (de)
CA (1) CA2369399A1 (de)
DE (1) DE60014344T2 (de)
ES (1) ES2230089T3 (de)
IL (1) IL145788A (de)
RU (1) RU2293081C2 (de)
WO (1) WO2000061547A1 (de)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6207842B1 (en) 1997-10-09 2001-03-27 Mars Incorporated Process for preparing procyanidin(4-6 or 4-8) oligomers and their derivatives
AU1289899A (en) 1997-10-31 1999-05-24 Arch Development Corporation Methods and compositions for regulation of 5-alpha reductase activity
US6696484B2 (en) 1997-10-31 2004-02-24 University Of Chicago Office Of Technology And Intellectual Property Method and compositions for regulation of 5-alpha reductase activity
US7015338B1 (en) 1999-04-15 2006-03-21 Mars Incorporated Synthetic methods for preparing procyanidin oligomers
US6476241B1 (en) * 2000-09-05 2002-11-05 Mars Incorporated Synthesis of 4α-arylepicatechins
US7048941B2 (en) 2001-03-30 2006-05-23 New World Enterprizes, Inc. Chocolate composition as delivery system for nutrients and medications
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
RU2006115615A (ru) * 2003-10-10 2007-11-27 Марс, Инкорпорейтед (Us) Лечение заболеваний, в патогенез которых вовлечена гиперэкспрессия киназы erbb2
WO2005089262A2 (en) 2004-03-12 2005-09-29 University Of Georgia Research Foundation, Inc. Novel peanut skin extract as a vaccine adjuvant
CA2569986A1 (en) * 2004-06-14 2005-12-29 Mars, Incorporated Compositions and methods of use of dimer digallates
EP2522347A1 (de) 2005-06-29 2012-11-14 Mars Incorporated Einleitung einer peripheren Blutgefässerweiterung
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
US20100048920A1 (en) * 2005-06-29 2010-02-25 Mars, Incorporated Preparation of (+)-Catechin, (-)-Epicatechin, (-)-Catechin, and (+)-Epicatechin and Their 5,7,3',4'-Tetra-O-Benzyl Analogues
CN100353940C (zh) * 2005-08-30 2007-12-12 华南师范大学 一种茶叶活性单体组合物
US20070148107A1 (en) 2005-12-23 2007-06-28 Mars, Incorporated Skin protection and improvement
JP5751753B2 (ja) 2006-06-15 2015-07-22 マース インコーポレーテッドＭａｒｓ Ｉｎｃｏｒｐｏｒａｔｅｄ 認知機能改善のための方法及び組成物
AU2007275561B2 (en) * 2006-07-21 2013-12-19 Mars, Incorporated Improvement of arginase levels/activity
TWI469779B (zh) * 2008-08-29 2015-01-21 Suntory Holdings Ltd Novel epigallocatechin gallate 4, and its vascular endothelial function enhancer
JP5295744B2 (ja) * 2008-12-11 2013-09-18 三井農林株式会社 テアシネンシンの製造方法
KR101472120B1 (ko) * 2011-03-25 2014-12-11 대한민국 알파-글루코시데이즈 억제활성을 갖는 좀돌팥 유래 화합물, 및 이를 포함하는 알파-글루코시데이즈 관련 질환의 예방 또는 치료용 약학적 조성물 및 개선용 식품 조성물
CN104311542A (zh) * 2014-09-30 2015-01-28 浙江大学 3-四氢吡喃基儿茶素选择性制备方法及产品
WO2016049966A1 (zh) * 2014-09-30 2016-04-07 浙江大学 取代儿茶素的选择性制备方法及产品

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
JPH0231074B2 (ja) * 1986-08-26 1990-07-11 Nippon Shinyaku Co Ltd Shintannin
ES2078339T3 (es) * 1989-05-12 1995-12-16 Cariel Leon Composiciones a base de proantocianidoles; su aplicacion farmacologica.
JP2857646B2 (ja) * 1990-11-26 1999-02-17 キッコーマン株式会社 抗変異原性剤
US5605929A (en) * 1992-05-27 1997-02-25 Arch Development Corp. Methods and compositions for inhibiting 5α-reductase activity
US5554645A (en) * 1994-10-03 1996-09-10 Mars, Incorporated Antineoplastic cocoa extracts and methods for making and using the same
WO1997036597A1 (en) * 1996-04-02 1997-10-09 Mars, Incorporated Cocoa extract compounds and methods for making and using the same
US5912363A (en) * 1997-08-29 1999-06-15 Interhealth Nutraceuticals Method for extraction of proanthocyanidins from plant material

Also Published As

Publication number Publication date
ES2230089T3 (es) 2005-05-01
ATE277899T1 (de) 2004-10-15
AU4038900A (en) 2000-11-14
EP1169304B1 (de) 2004-09-29
US6156912A (en) 2000-12-05
DE60014344T2 (de) 2006-03-09
CN1354743A (zh) 2002-06-19
WO2000061547A1 (en) 2000-10-19
AU782592B2 (en) 2005-08-11
EP1169304A4 (de) 2002-05-22
RU2293081C2 (ru) 2007-02-10
IL145788A (en) 2005-11-20
EP1169304A1 (de) 2002-01-09
IL145788A0 (en) 2002-07-25
CA2369399A1 (en) 2000-10-19
JP2002541241A (ja) 2002-12-03

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