ATE342894T1 - Syntheseverfahren zur herstellung von procyanidin-dimeren - Google Patents

Syntheseverfahren zur herstellung von procyanidin-dimeren

Info

Publication number: ATE342894T1
Authority: AT; Austria
Prior art keywords: dimers; protected; producing; produce; processes
Prior art date: 1999-04-15

Application number

AT00921489T

Other languages

English (en)

Inventor

Leo J Romanczyk

Amit Basak

Craig A Townsend

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.)

1999-04-15

Filing date

2000-03-29

Publication date

2006-11-15

2000-03-29 Application filed by Mars Inc filed Critical Mars Inc

2006-11-15 Application granted granted Critical

2006-11-15 Publication of ATE342894T1 publication Critical patent/ATE342894T1/de

Links

239000000539 dimer Substances 0.000 title abstract 4
238000000034 method Methods 0.000 title abstract 4
230000015572 biosynthetic process Effects 0.000 title 1
238000003786 synthesis reaction Methods 0.000 title 1
239000000178 monomer Substances 0.000 abstract 3
XFZJEEAOWLFHDH-UHFFFAOYSA-N (2R,2'R,3R,3'R,4R)-3,3',4',5,7-Pentahydroxyflavan(48)-3,3',4',5,7-pentahydroxyflavan Natural products C=12OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C(O)C=C(O)C=1C(C1=C(O)C=C(O)C=C1O1)C(O)C1C1=CC=C(O)C(O)=C1 XFZJEEAOWLFHDH-UHFFFAOYSA-N 0.000 abstract 2
CWEZAWNPTYBADX-UHFFFAOYSA-N Procyanidin Natural products OC1C(OC2C(O)C(Oc3c2c(O)cc(O)c3C4C(O)C(Oc5cc(O)cc(O)c45)c6ccc(O)c(O)c6)c7ccc(O)c(O)c7)c8c(O)cc(O)cc8OC1c9ccc(O)c(O)c9 CWEZAWNPTYBADX-UHFFFAOYSA-N 0.000 abstract 2
MOJZMWJRUKIQGL-FWCKPOPSSA-N Procyanidin C2 Natural products O[C@@H]1[C@@H](c2cc(O)c(O)cc2)Oc2c([C@H]3[C@H](O)[C@@H](c4cc(O)c(O)cc4)Oc4c3c(O)cc(O)c4)c(O)cc(O)c2[C@@H]1c1c(O)cc(O)c2c1O[C@@H]([C@H](O)C2)c1cc(O)c(O)cc1 MOJZMWJRUKIQGL-FWCKPOPSSA-N 0.000 abstract 2
HGVVOUNEGQIPMS-UHFFFAOYSA-N procyanidin Chemical compound O1C2=CC(O)=CC(O)=C2C(O)C(O)C1(C=1C=C(O)C(O)=CC=1)OC1CC2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 HGVVOUNEGQIPMS-UHFFFAOYSA-N 0.000 abstract 2
229920002414 procyanidin Polymers 0.000 abstract 2
PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol Natural products C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 abstract 1
229930013783 (-)-epicatechin Natural products 0.000 abstract 1
235000007355 (-)-epicatechin Nutrition 0.000 abstract 1
230000008878 coupling Effects 0.000 abstract 1
238000010168 coupling process Methods 0.000 abstract 1
238000005859 coupling reaction Methods 0.000 abstract 1
239000013638 trimer 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
- C07D311/22—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
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pyrane Compounds (AREA)
Cephalosporin Compounds (AREA)

AT00921489T 1999-04-15 2000-03-29 Syntheseverfahren zur herstellung von procyanidin-dimeren ATE342894T1 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US09/292,244 US7015338B1 (en)	1999-04-15	1999-04-15	Synthetic methods for preparing procyanidin oligomers

Publications (1)

Publication Number	Publication Date
ATE342894T1 true ATE342894T1 (de)	2006-11-15

Family

ID=23123829

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AT00921489T ATE342894T1 (de)	1999-04-15	2000-03-29	Syntheseverfahren zur herstellung von procyanidin-dimeren

Country Status (12)

Country	Link
US (3)	US7015338B1 (de)
EP (2)	EP1175415B1 (de)
JP (1)	JP2002542240A (de)
CN (1)	CN1207292C (de)
AT (1)	ATE342894T1 (de)
AU (1)	AU780897B2 (de)
CA (1)	CA2369799A1 (de)
DE (1)	DE60031394T2 (de)
ES (1)	ES2274784T3 (de)
IL (2)	IL145814A0 (de)
RU (1)	RU2281943C2 (de)
WO (1)	WO2000063201A1 (de)

Families Citing this family (20)

* 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
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
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
EP1554270A2 (de) *	2002-10-11	2005-07-20	Proteotech, Inc.	Isolierung, reinigung und synthese von procyanidin b2 sowie seine verwendung
AU2004280257A1 (en) *	2003-10-10	2005-04-21	Mars, Incorporated	Treatment of diseases involving ErbB2 kinase overexpression
DK1742656T3 (da)	2004-03-12	2010-07-19	Univ Georgia	Hidtil ukendt jordnøddeskindekstrakt som adjuvansvaccine
JP4659407B2 (ja)	2004-07-29	2011-03-30	サントリーホールディングス株式会社	オリゴメリックプロアントシアニジン（ｏｐｃ）の分析方法
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
WO2007002877A1 (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
CA2611856C (en)	2005-06-29	2018-02-27	Mars, Incorporated	Inducing peripheral blood vessel vasodilation using polyphenols provided as cocoa
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
CN101505745A (zh)	2006-06-15	2009-08-12	玛尔斯有限公司	改善认知功能的方法和组合物
CA2657915A1 (en) *	2006-07-21	2008-01-24	Mars, Incorporated	Improvement of arginase levels/activity
FR2923718B1 (fr) *	2007-11-15	2009-12-18	Caudalie	Compositions de derives polyphenoliques flavonoidiques et leurs applications pour lutter contre les pathologies et le vieillissement des organismes vivants
WO2013011458A1 (en)	2011-07-19	2013-01-24	Indus Biotech Private Limited	A method of managing chemotherapy induced alopecia or cachexia or both
WO2013170155A2 (en) *	2012-05-11	2013-11-14	The Hershey Company	Methods of purifying and identifying the presence of and levels of procyanidin oligomeric compounds
CN109705079A (zh) *	2018-12-20	2019-05-03	浙江大学宁波理工学院	葡萄籽中原花青素高聚体裂解与原花青素b1的提取方法
CN110776487A (zh) *	2019-11-08	2020-02-11	高磊	一种提取玉米须花青素的方法

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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
NL6513089A (de)	1964-10-21	1966-04-22
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
EP0216963B1 (de)	1985-08-09	1989-08-30	Edward D. Bell	Kraftstoffüberpumpen von einem Kraftfahrzeug in ein anderes
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
YU213587A (en) *	1986-11-28	1989-06-30	Orion Yhtymae Oy	Process for obtaining new pharmacologic active cateholic derivatives
JPS6490774A (en)	1987-10-02	1989-04-07	Hitachi Ltd	Optical array recorder
WO1990013304A1 (fr)	1989-05-12	1990-11-15	Institut Des Substances Vegetales	Composition a base de proanthocyanidols; leur application pharmacologique
JP2857646B2 (ja)	1990-11-26	1999-02-17	キッコーマン株式会社	抗変異原性剤
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US5554645A (en)	1994-10-03	1996-09-10	Mars, Incorporated	Antineoplastic cocoa extracts 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
US6207842B1 (en)	1997-10-09	2001-03-27	Mars Incorporated	Process for preparing procyanidin(4-6 or 4-8) oligomers and their derivatives
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
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

1999
- 1999-04-15 US US09/292,244 patent/US7015338B1/en not_active Expired - Fee Related
2000
- 2000-03-29 AU AU41798/00A patent/AU780897B2/en not_active Ceased
- 2000-03-29 EP EP00921489A patent/EP1175415B1/de not_active Expired - Lifetime
- 2000-03-29 ES ES00921489T patent/ES2274784T3/es not_active Expired - Lifetime
- 2000-03-29 CA CA002369799A patent/CA2369799A1/en not_active Abandoned
- 2000-03-29 JP JP2000612291A patent/JP2002542240A/ja active Pending
- 2000-03-29 RU RU2001130756/04A patent/RU2281943C2/ru not_active Application Discontinuation
- 2000-03-29 EP EP06006764A patent/EP1686123A3/de not_active Withdrawn
- 2000-03-29 AT AT00921489T patent/ATE342894T1/de not_active IP Right Cessation
- 2000-03-29 CN CNB008087784A patent/CN1207292C/zh not_active Expired - Fee Related
- 2000-03-29 DE DE60031394T patent/DE60031394T2/de not_active Expired - Fee Related
- 2000-03-29 WO PCT/US2000/008249 patent/WO2000063201A1/en not_active Ceased
- 2000-03-29 IL IL14581400A patent/IL145814A0/xx active IP Right Grant
2001
- 2001-10-07 IL IL145814A patent/IL145814A/en unknown
2002
- 2002-08-06 US US10/212,973 patent/US6864377B2/en not_active Expired - Fee Related
2004
- 2004-03-11 US US10/798,131 patent/US7282598B2/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
EP1175415A1 (de)	2002-01-30
EP1686123A2 (de)	2006-08-02
US7015338B1 (en)	2006-03-21
RU2281943C2 (ru)	2006-08-20
RU2001130756A (ru)	2003-06-27
CN1355796A (zh)	2002-06-26
IL145814A (en)	2007-05-15
ES2274784T3 (es)	2007-06-01
US6864377B2 (en)	2005-03-08
US20040176441A1 (en)	2004-09-09
AU780897B2 (en)	2005-04-21
CA2369799A1 (en)	2000-10-26
WO2000063201A1 (en)	2000-10-26
JP2002542240A (ja)	2002-12-10
IL145814A0 (en)	2002-07-25
US20030114691A1 (en)	2003-06-19
EP1175415B1 (de)	2006-10-18
EP1175415A4 (de)	2003-03-12
DE60031394D1 (de)	2006-11-30
US7282598B2 (en)	2007-10-16
DE60031394T2 (de)	2007-12-20
AU4179800A (en)	2000-11-02
EP1686123A3 (de)	2006-11-15
CN1207292C (zh)	2005-06-22

Legal Events

Date	Code	Title	Description
2007-04-15	RER	Ceased as to paragraph 5 lit. 3 law introducing patent treaties

Publication	Publication Date	Title
ATE342894T1 (de)	2006-11-15	Syntheseverfahren zur herstellung von procyanidin-dimeren
ATE268788T1 (de)	2004-06-15	Verfahren zur herstellung von polyisocyanaten
DE69412326D1 (de)	1998-09-17	Verfahren zur Herstellung von Essigsäure
BR9203080A (pt)	1993-03-30	Processo e catalisador para a producao de uma nitrila,e processo para produzir o dito cartlaisador
ATE158312T1 (de)	1997-10-15	Wässriges hochtemperaturpolymerisationsverfahren
ATE79386T1 (de)	1992-08-15	Herstellung von polymilchsaeure und copolymeren daraus.
DE69417859D1 (de)	1999-05-20	Polyurethanschaumstoffträgerdoppelmetallcyankatalysatoren zur Herstellung von Polyolen
DE60029566D1 (de)	2006-09-07	In-vitro herstellung von transplantierbarem knorpelgewebe
DE69228265D1 (de)	1999-03-04	Verfahren zur Herstellung von Ethylenpolymeren
DE69209102D1 (de)	1996-04-25	Verfahren zur Herstellung von Ethylenpolymere
FR2708933B1 (fr)	1996-04-05	Procédé de production de polymères d'organosiloxane linéaires par dismutation.
ATE277899T1 (de)	2004-10-15	8-8,6-6 und 6-8 catechin und epicatechin dimere und verfahren zu ihrer herstellung
ATE393151T1 (de)	2008-05-15	Laktonisierung im verfahren zur herstellung von statinen
FR2701313B1 (fr)	1995-03-31	Procédé et installation de production d'azote ultra-pur par distillation d'air.
IT8919972A0 (it)	1989-03-31	Processo per la produzione di articoli formati di grandi dimensioni, costituiti da poliammide modificata.
ATE205175T1 (de)	2001-09-15	Verfahren zur herstellung einer kohlenstoffverbrückten biscyclopentadienverbindung
ATE253610T1 (de)	2003-11-15	Verfahren zur herstellung von polyamiden
CA2321848A1 (en)	1999-09-02	Production of polyamides by reactive distillation
DE60021305D1 (de)	2005-08-25	Verfahren zur Herstellung von Diaminodiphenylmethan und seiner höheren Homologen
ITMI920966A1 (it)	1993-10-23	Procedimento per la preparazione di un catalizzatore metallico supportato e catalizzatore ottenuto mediante tale procedimento.
BR8905432A (pt)	1991-04-30	Processo de preparacao de polimeros com grupamentos imidas,a partir de diaminas impedidas
DE68923312D1 (de)	1995-08-10	Verfahren zur Herstellung von Caprolactam mit hoher Reinheit.
DE69431444D1 (de)	2002-10-31	Alphaolefinpolymere, Katalysator zur Alphaolefinpolymerisation und Verfahren zur Herstellung von Alphaolefinpolymeren
DE69601354D1 (de)	1999-02-25	Herstellung von anhydropolyamidsäuren
FR2678543B1 (fr)	1996-03-01	Procede pour la realisation d'une structure moulee complexe, et notamment d'un ski et ski obtenu par la mise en óoeuvre de ce procede.