IL145788A - 8(-)8,6(-)6 and 6(-)8 catechin and epicatechin dimers and methods for their preparation - Google Patents
8(-)8,6(-)6 and 6(-)8 catechin and epicatechin dimers and methods for their preparationInfo
- Publication number
- IL145788A IL145788A IL14578800A IL14578800A IL145788A IL 145788 A IL145788 A IL 145788A IL 14578800 A IL14578800 A IL 14578800A IL 14578800 A IL14578800 A IL 14578800A IL 145788 A IL145788 A IL 145788A
- Authority
- IL
- Israel
- Prior art keywords
- catechin
- preparation
- methods
- dimers
- epicatechin
- Prior art date
Links
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 title abstract 2
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 title abstract 2
- 235000005487 catechin Nutrition 0.000 title abstract 2
- 229950001002 cianidanol Drugs 0.000 title abstract 2
- 150000002116 epicatechin Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000539 dimer Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 238000005691 oxidative coupling reaction Methods 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 238000006578 reductive coupling reaction Methods 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
- 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)
Applications Claiming Priority (2)
| 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 |
| 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 |
|---|---|
| IL145788A0 IL145788A0 (en) | 2002-07-25 |
| IL145788A true IL145788A (en) | 2005-11-20 |
Family
ID=23112085
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL14578800A IL145788A (en) | 1999-04-09 | 2000-03-29 | 8(-)8,6(-)6 and 6(-)8 catechin and epicatechin dimers and methods for their preparation |
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)
| 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 |
| 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 |
| KR20010031501A (ko) | 1997-10-31 | 2001-04-16 | 추후제출 | 5-알파 환원효소 활성을 조절하는 방법 및 조성물 |
| 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 |
| DE602005021873D1 (de) | 2004-03-12 | 2010-07-29 | Univ Georgia | Neues impfstoffadjuvans und dessen herstellung und verwendung |
| EP1773357A4 (de) * | 2004-06-14 | 2009-06-17 | Mars Inc | Zusammensetzungen und verfahren zur verwendung von dimer-digallaten |
| AU2006263669B9 (en) | 2005-06-29 | 2012-12-13 | Mars, Incorporated | Inducing peripheral blood vessel vasodilation |
| 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 |
| 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 |
| 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 |
| EP2004208B1 (de) | 2005-12-23 | 2017-01-25 | Mars, Incorporated | Hautschutz und -verbesserung |
| EP3744324A1 (de) | 2006-06-15 | 2020-12-02 | Mars Incorporated | Verfahren und zusammensetzungen zur verbesserung der kognitiven funktion |
| CA2657915A1 (en) | 2006-07-21 | 2008-01-24 | 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)
| 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 |
| JPH05504937A (ja) * | 1989-05-12 | 1993-07-29 | カリエル,レオン | プロアントシアニドールをベースとする組成物。その薬理的適用 |
| 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 |
-
1999
- 1999-04-09 US US09/289,565 patent/US6156912A/en not_active Expired - Fee Related
-
2000
- 2000-03-29 CA CA002369399A patent/CA2369399A1/en not_active Abandoned
- 2000-03-29 DE DE60014344T patent/DE60014344T2/de not_active Expired - Fee Related
- 2000-03-29 AT AT00919756T patent/ATE277899T1/de not_active IP Right Cessation
- 2000-03-29 JP JP2000610824A patent/JP2002541241A/ja not_active Abandoned
- 2000-03-29 WO PCT/US2000/008234 patent/WO2000061547A1/en not_active Ceased
- 2000-03-29 ES ES00919756T patent/ES2230089T3/es not_active Expired - Lifetime
- 2000-03-29 AU AU40389/00A patent/AU782592B2/en not_active Ceased
- 2000-03-29 RU RU2001130139/04A patent/RU2293081C2/ru active
- 2000-03-29 IL IL14578800A patent/IL145788A/xx active IP Right Grant
- 2000-03-29 EP EP00919756A patent/EP1169304B1/de not_active Expired - Lifetime
- 2000-03-29 CN CN00808666A patent/CN1354743A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATE277899T1 (de) | 2004-10-15 |
| RU2293081C2 (ru) | 2007-02-10 |
| IL145788A0 (en) | 2002-07-25 |
| EP1169304A1 (de) | 2002-01-09 |
| DE60014344D1 (de) | 2004-11-04 |
| EP1169304A4 (de) | 2002-05-22 |
| JP2002541241A (ja) | 2002-12-03 |
| DE60014344T2 (de) | 2006-03-09 |
| EP1169304B1 (de) | 2004-09-29 |
| AU782592B2 (en) | 2005-08-11 |
| AU4038900A (en) | 2000-11-14 |
| CN1354743A (zh) | 2002-06-19 |
| ES2230089T3 (es) | 2005-05-01 |
| CA2369399A1 (en) | 2000-10-19 |
| WO2000061547A1 (en) | 2000-10-19 |
| US6156912A (en) | 2000-12-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FF | Patent granted | ||
| KB | Patent renewed |