KR100560463B1 - 폴리페놀의 합성방법 - Google Patents
폴리페놀의 합성방법 Download PDFInfo
- Publication number
- KR100560463B1 KR100560463B1 KR1020007003771A KR20007003771A KR100560463B1 KR 100560463 B1 KR100560463 B1 KR 100560463B1 KR 1020007003771 A KR1020007003771 A KR 1020007003771A KR 20007003771 A KR20007003771 A KR 20007003771A KR 100560463 B1 KR100560463 B1 KR 100560463B1
- Authority
- KR
- South Korea
- Prior art keywords
- polyphenol
- protected
- substituted
- monomer
- group
- 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
Links
- 0 CC(*1C=CC(C2OC3=C*(C=O)C=CC=C3CC2*)=CC=C1)O Chemical compound CC(*1C=CC(C2OC3=C*(C=O)C=CC=C3CC2*)=CC=C1)O 0.000 description 3
Images
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)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/948,226 | 1997-10-09 | ||
| US8/948,226 | 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 |
|---|---|
| KR20010030986A KR20010030986A (ko) | 2001-04-16 |
| KR100560463B1 true KR100560463B1 (ko) | 2006-03-13 |
Family
ID=25487506
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020007003771A Expired - Fee Related KR100560463B1 (ko) | 1997-10-09 | 1998-10-09 | 폴리페놀의 합성방법 |
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=) |
Families Citing this family (66)
| 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 |
| EP1572673B1 (en) * | 2002-12-17 | 2006-11-22 | Council of Scientific and Industrial Research | Antioxidant from natural source |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
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-
1997
- 1997-10-09 US US08/948,226 patent/US6207842B1/en not_active Expired - Fee Related
-
1998
- 1998-10-09 ES ES98953371T patent/ES2189260T3/es not_active Expired - Lifetime
- 1998-10-09 US US09/169,554 patent/US6420572B1/en not_active Expired - Fee Related
- 1998-10-09 CN CNB988119412A patent/CN100341867C/zh not_active Expired - Fee Related
- 1998-10-09 AT AT98953371T patent/ATE232857T1/de active
- 1998-10-09 DE DE69811526T patent/DE69811526T2/de not_active Expired - Lifetime
- 1998-10-09 AU AU10766/99A patent/AU760031B2/en not_active Ceased
- 1998-10-09 WO PCT/US1998/021392 patent/WO1999019319A1/en not_active Ceased
- 1998-10-09 DK DK98953371T patent/DK1027345T3/da active
- 1998-10-09 KR KR1020007003771A patent/KR100560463B1/ko not_active Expired - Fee Related
- 1998-10-09 EP EP98953371A patent/EP1027345B1/en not_active Expired - Lifetime
- 1998-10-09 CN CNA2007100018908A patent/CN101066962A/zh active Pending
- 1998-10-09 JP JP2000515891A patent/JP2001519426A/ja active Pending
- 1998-10-09 IL IL13534498A patent/IL135344A/xx not_active IP Right Cessation
- 1998-10-09 CA CA002306851A patent/CA2306851A1/en not_active Abandoned
-
2001
- 2001-12-14 US US10/017,812 patent/US6528664B2/en not_active Expired - Fee Related
-
2003
- 2003-01-31 US US10/355,606 patent/US6849746B2/en not_active Expired - Fee Related
-
2004
- 2004-05-28 US US10/858,449 patent/US7268240B2/en not_active Expired - Fee Related
- 2004-06-14 US US10/867,160 patent/US20040235941A1/en not_active Abandoned
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 |
| JP2001519426A (ja) | 2001-10-23 |
| 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 |
| ATE232857T1 (de) | 2003-03-15 |
| DE69811526T2 (de) | 2003-11-06 |
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