JP2011503171A5 - - Google Patents
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- JP2011503171A5 JP2011503171A5 JP2010533712A JP2010533712A JP2011503171A5 JP 2011503171 A5 JP2011503171 A5 JP 2011503171A5 JP 2010533712 A JP2010533712 A JP 2010533712A JP 2010533712 A JP2010533712 A JP 2010533712A JP 2011503171 A5 JP2011503171 A5 JP 2011503171A5
- Authority
- JP
- Japan
- Prior art keywords
- composition according
- composition
- structural unit
- hydrogen
- acid
- 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.)
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- 239000000203 mixture Substances 0.000 claims description 40
- 235000013824 polyphenols Nutrition 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 5
- -1 fatty acid ester Chemical class 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 3
- 229930195729 fatty acid Natural products 0.000 claims description 3
- 239000000194 fatty acid Substances 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 235000008390 olive oil Nutrition 0.000 claims description 2
- 239000004006 olive oil Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 7
- 239000008158 vegetable oil Substances 0.000 claims 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 150000008442 polyphenolic compounds Chemical class 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 239000000499 gel Substances 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims 4
- 125000002252 acyl group Chemical group 0.000 claims 3
- 150000001765 catechin Chemical class 0.000 claims 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 3
- 238000011200 topical administration Methods 0.000 claims 3
- PFTAWBLQPZVEMU-UKRRQHHQSA-N (-)-epicatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 0.000 claims 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims 2
- 235000009754 Vitis X bourquina Nutrition 0.000 claims 2
- 235000012333 Vitis X labruscana Nutrition 0.000 claims 2
- 240000006365 Vitis vinifera Species 0.000 claims 2
- 235000014787 Vitis vinifera Nutrition 0.000 claims 2
- 230000029936 alkylation Effects 0.000 claims 2
- 238000005804 alkylation reaction Methods 0.000 claims 2
- 235000013361 beverage Nutrition 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 235000009508 confectionery Nutrition 0.000 claims 2
- 239000006071 cream Substances 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 239000000284 extract Substances 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 239000006210 lotion Substances 0.000 claims 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 2
- 239000002674 ointment Substances 0.000 claims 2
- 238000007911 parenteral administration Methods 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 239000000419 plant extract Substances 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- 238000006467 substitution reaction Methods 0.000 claims 2
- PFTAWBLQPZVEMU-ZFWWWQNUSA-N (+)-epicatechin Natural products C1([C@@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N 0.000 claims 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 1
- 150000005206 1,2-dihydroxybenzenes Chemical class 0.000 claims 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 1
- 239000005642 Oleic acid Substances 0.000 claims 1
- 244000046052 Phaseolus vulgaris Species 0.000 claims 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 claims 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 claims 1
- 241000018646 Pinus brutia Species 0.000 claims 1
- 235000011613 Pinus brutia Nutrition 0.000 claims 1
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 claims 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 claims 1
- 235000021355 Stearic acid Nutrition 0.000 claims 1
- 244000269722 Thea sinensis Species 0.000 claims 1
- 244000299461 Theobroma cacao Species 0.000 claims 1
- 235000009470 Theobroma cacao Nutrition 0.000 claims 1
- 125000004018 acid anhydride group Chemical group 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 230000003213 activating effect Effects 0.000 claims 1
- 230000001476 alcoholic effect Effects 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims 1
- 235000014121 butter Nutrition 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 claims 1
- 235000005487 catechin Nutrition 0.000 claims 1
- 235000015218 chewing gum Nutrition 0.000 claims 1
- 229940112822 chewing gum Drugs 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 claims 1
- 239000000470 constituent Substances 0.000 claims 1
- 239000002537 cosmetic Substances 0.000 claims 1
- 235000013365 dairy product Nutrition 0.000 claims 1
- 230000018044 dehydration Effects 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
- 239000000539 dimer Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 235000013399 edible fruits Nutrition 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- LPTRNLNOHUVQMS-UHFFFAOYSA-N epicatechin Natural products Cc1cc(O)cc2OC(C(O)Cc12)c1ccc(O)c(O)c1 LPTRNLNOHUVQMS-UHFFFAOYSA-N 0.000 claims 1
- 235000012734 epicatechin Nutrition 0.000 claims 1
- 230000032050 esterification Effects 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- 235000019225 fermented tea Nutrition 0.000 claims 1
- 150000002215 flavonoids Chemical group 0.000 claims 1
- 235000015203 fruit juice Nutrition 0.000 claims 1
- 230000004927 fusion Effects 0.000 claims 1
- 125000005456 glyceride group Chemical group 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 239000008169 grapeseed oil Substances 0.000 claims 1
- 235000009569 green tea Nutrition 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 claims 1
- 235000020778 linoleic acid Nutrition 0.000 claims 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims 1
- 229960004488 linolenic acid Drugs 0.000 claims 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims 1
- 239000002502 liposome Substances 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 235000021281 monounsaturated fatty acids Nutrition 0.000 claims 1
- 230000000269 nucleophilic effect Effects 0.000 claims 1
- 235000016709 nutrition Nutrition 0.000 claims 1
- 230000035764 nutrition Effects 0.000 claims 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000002444 phloroglucinyl group Chemical class [H]OC1=C([H])C(O[H])=C(*)C(O[H])=C1[H] 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims 1
- 235000005875 quercetin Nutrition 0.000 claims 1
- 229960001285 quercetin Drugs 0.000 claims 1
- 150000004671 saturated fatty acids Chemical class 0.000 claims 1
- 230000009759 skin aging Effects 0.000 claims 1
- 239000008117 stearic acid Substances 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 230000001256 tonic effect Effects 0.000 claims 1
- 230000000699 topical effect Effects 0.000 claims 1
- 239000013638 trimer Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000005084 2D-nuclear magnetic resonance Methods 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-M 9-cis,12-cis-Octadecadienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O OYHQOLUKZRVURQ-HZJYTTRNSA-M 0.000 description 1
- 208000016444 Benign adult familial myoclonic epilepsy Diseases 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- CITFYDYEWQIEPX-UHFFFAOYSA-N Flavanol Natural products O1C2=CC(OCC=C(C)C)=CC(O)=C2C(=O)C(O)C1C1=CC=C(O)C=C1 CITFYDYEWQIEPX-UHFFFAOYSA-N 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 208000016427 familial adult myoclonic epilepsy Diseases 0.000 description 1
- 235000011987 flavanols Nutrition 0.000 description 1
- ZGNITFSDLCMLGI-UHFFFAOYSA-N flubendiamide Chemical compound CC1=CC(C(F)(C(F)(F)F)C(F)(F)F)=CC=C1NC(=O)C1=CC=CC(I)=C1C(=O)NC(C)(C)CS(C)(=O)=O ZGNITFSDLCMLGI-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000003919 heteronuclear multiple bond coherence Methods 0.000 description 1
- 229940049918 linoleate Drugs 0.000 description 1
- 229940040452 linolenate Drugs 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-M linolenate Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC([O-])=O DTOSIQBPPRVQHS-PDBXOOCHSA-M 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0708021A FR2923718B1 (fr) | 2007-11-15 | 2007-11-15 | Compositions de derives polyphenoliques flavonoidiques et leurs applications pour lutter contre les pathologies et le vieillissement des organismes vivants |
| PCT/IB2008/054814 WO2009063439A1 (fr) | 2007-11-15 | 2008-11-17 | Compositions de dérivés polyphénoliques flavonoïdiques et leurs applications pour lutter contre les pathologies et le vieillissement des organismes vivants |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014079486A Division JP2014141519A (ja) | 2007-11-15 | 2014-04-08 | フラボノイドポリフェノール誘導体を含む組成物、並びに生体の疾患及び老化の制御におけるその適用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011503171A JP2011503171A (ja) | 2011-01-27 |
| JP2011503171A5 true JP2011503171A5 (enExample) | 2011-12-01 |
Family
ID=39472698
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010533712A Ceased JP2011503171A (ja) | 2007-11-15 | 2008-11-17 | フラボノイドポリフェノール誘導体を含む組成物、並びに生体の疾患及び老化の制御におけるその適用 |
| JP2014079486A Pending JP2014141519A (ja) | 2007-11-15 | 2014-04-08 | フラボノイドポリフェノール誘導体を含む組成物、並びに生体の疾患及び老化の制御におけるその適用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014079486A Pending JP2014141519A (ja) | 2007-11-15 | 2014-04-08 | フラボノイドポリフェノール誘導体を含む組成物、並びに生体の疾患及び老化の制御におけるその適用 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20100266523A1 (enExample) |
| EP (1) | EP2219641A1 (enExample) |
| JP (2) | JP2011503171A (enExample) |
| CN (1) | CN101909618A (enExample) |
| CA (1) | CA2705838A1 (enExample) |
| FR (1) | FR2923718B1 (enExample) |
| RU (1) | RU2499596C2 (enExample) |
| WO (1) | WO2009063439A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014162320A2 (en) * | 2013-04-04 | 2014-10-09 | Sphaera Pharma Pvt. Ltd. | Novel analogues of epicatechin and related polyphenols |
| CN106714770B (zh) | 2014-07-23 | 2024-04-19 | 斯法尔制药私人有限公司 | 羟基类固醇化合物、其中间体、制备方法、组合物及其用途 |
| KR101722429B1 (ko) * | 2015-04-27 | 2017-04-04 | 강원대학교산학협력단 | 메틸화카테킨을 유효성분으로 함유하는 항피부노화용 조성물 |
| WO2017221269A1 (en) | 2016-06-21 | 2017-12-28 | Sphaera Pharma Pvt. Ltd., | Utility of (+) epicatechin and their analogs |
| CN108624308B (zh) * | 2018-04-02 | 2019-02-26 | 中国石油大学(北京) | 仿生润滑剂及其制备方法和应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0617304B2 (ja) * | 1982-09-09 | 1994-03-09 | 理化学研究所 | 制癌剤 |
| FR2543550B1 (fr) * | 1983-04-01 | 1985-08-09 | Cortial | Nouveaux derives de la tetrahydroxy-3', 4',5,7 flavone, leur methode de preparation et leur emploi therapeutique |
| JPS6025923A (ja) * | 1983-07-22 | 1985-02-08 | Otsuka Pharmaceut Co Ltd | 5−リポキシゲナ−ゼ阻害剤 |
| JP3165279B2 (ja) * | 1993-03-29 | 2001-05-14 | 三井農林株式会社 | 3−アシル化カテキンを含有する油溶性抗酸化剤 |
| FR2706478B1 (fr) * | 1993-06-14 | 1995-09-08 | Ovi Sa | Compositions de dérivés phénoliques, leur préparation et leurs applications comme anti-oxydants. |
| AU689036B2 (en) * | 1995-05-10 | 1998-03-19 | Kureha Chemical Industry Co., Ltd. | Pharmaceutical composition containing substance inhibiting HSP47 production |
| FR2778663B1 (fr) * | 1998-05-15 | 2001-05-18 | Coletica | Nouveaux esters de flavonoides,leur utilisation en cosmetique, dermopharmacie, en pharmacie et en agro-alimentaire |
| US7015338B1 (en) * | 1999-04-15 | 2006-03-21 | Mars Incorporated | Synthetic methods for preparing procyanidin oligomers |
| JP2004307362A (ja) * | 2003-04-03 | 2004-11-04 | Wakayama Prefecture | 水不溶性タンニン誘導体およびその製造方法 |
| WO2005000831A1 (en) * | 2003-06-20 | 2005-01-06 | Cognis France, S.A.S. | ESTERS OF FLAVONOIDS WITH ω-SUBSTITUTED C6-C22 FATTY ACIDS |
| WO2005074960A1 (ja) * | 2004-02-06 | 2005-08-18 | Asahi Soft Drinks Co., Ltd. | 機能性飲料及び組成物 |
| CA2596053A1 (en) * | 2005-01-26 | 2006-08-03 | Suntory Limited | Esterified catechins, processes for producing the same, and foods and beverages as well as cosmetics containing such esterified catechins |
| US20090047305A1 (en) * | 2005-02-25 | 2009-02-19 | Nagasaki University | Method of producing proanthocyanidin oligomer |
| JP2007070338A (ja) * | 2005-08-12 | 2007-03-22 | Kyushu Univ | 血圧調整剤及びこの血圧調整剤を含有した医薬品 |
| FR2893026B1 (fr) * | 2005-11-08 | 2010-09-17 | Polaris | Nouveaux derives polyphenoliques liposolubles et leur utilisation comme antioxidants |
| JP2007291040A (ja) * | 2006-04-27 | 2007-11-08 | Hamamatsu Kagaku Gijutsu Kenkyu Shinkokai | 4位−カテコールエストロゲン生成阻害剤 |
| WO2009026179A2 (en) * | 2007-08-17 | 2009-02-26 | Herbalscience Group Llc | Antiinfective proanthocyanidin compounds and methods of use thereof |
-
2007
- 2007-11-15 FR FR0708021A patent/FR2923718B1/fr active Active
-
2008
- 2008-11-17 CA CA2705838A patent/CA2705838A1/fr not_active Abandoned
- 2008-11-17 RU RU2010123791/15A patent/RU2499596C2/ru not_active IP Right Cessation
- 2008-11-17 CN CN2008801235045A patent/CN101909618A/zh active Pending
- 2008-11-17 EP EP08850951A patent/EP2219641A1/fr not_active Withdrawn
- 2008-11-17 WO PCT/IB2008/054814 patent/WO2009063439A1/fr not_active Ceased
- 2008-11-17 JP JP2010533712A patent/JP2011503171A/ja not_active Ceased
- 2008-11-17 US US12/734,678 patent/US20100266523A1/en not_active Abandoned
-
2014
- 2014-04-08 JP JP2014079486A patent/JP2014141519A/ja active Pending
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