JP2014523413A - 合成没食子酸エピガロカテキン（ｅｇｃｇ）類似体 - Google Patents

合成没食子酸エピガロカテキン（ｅｇｃｇ）類似体 Download PDF

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JP2014523413A
JP2014523413A JP2014515012A JP2014515012A JP2014523413A JP 2014523413 A JP2014523413 A JP 2014523413A JP 2014515012 A JP2014515012 A JP 2014515012A JP 2014515012 A JP2014515012 A JP 2014515012A JP 2014523413 A JP2014523413 A JP 2014523413A
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compound
pharmaceutically acceptable
cell
effective amount
acyloxy
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JP2014523413A5 (enExample
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チャン，タク−ハン
パム，スリダール
ドウ，シンピン
チェン，ディ
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Hong Kong Polytechnic University
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Hong Kong Polytechnic University
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
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    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • 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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/235—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
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    • A61K31/235—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
    • A61K31/24—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group having an amino or nitro group
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    • A61K31/24—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group having an amino or nitro group
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones
    • A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07C229/52—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C229/54—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C229/60—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton with amino and carboxyl groups bound to carbon atoms of the same non-condensed six-membered aromatic ring with amino and carboxyl groups bound in meta- or para- positions
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    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/11—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
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    • C07C233/53—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C07C233/54—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton
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    • C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
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    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
JP2014515012A 2011-06-16 2012-06-15 合成没食子酸エピガロカテキン（ｅｇｃｇ）類似体 Pending JP2014523413A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161497582P 2011-06-16 2011-06-16
US61/497,582 2011-06-16
PCT/CA2012/000596 WO2012171114A1 (en) 2011-06-16 2012-06-15 Synthetic epigallocatechin gallate (egcg) analogs

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JP2014523413A true JP2014523413A (ja) 2014-09-11
JP2014523413A5 JP2014523413A5 (enExample) 2015-07-30

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US (1) US20140378541A1 (enExample)
EP (1) EP2721000A4 (enExample)
JP (1) JP2014523413A (enExample)
CN (1) CN104024213A (enExample)
WO (1) WO2012171114A1 (enExample)

Families Citing this family (8)

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Publication number Priority date Publication date Assignee Title
EP3013371A4 (en) * 2013-06-26 2017-04-26 Rett Syndrome Research Trust Rett syndrome and treatments therefore
US20150087673A1 (en) * 2013-09-26 2015-03-26 Rigel Pharmaceuticals, Inc. Methods for using and biomarkers for ampk-activating compounds
CN104356205A (zh) * 2014-11-24 2015-02-18 重庆泰濠制药有限公司 一种卡非佐米的纯化方法
EP3801496A4 (en) 2018-06-05 2022-07-06 Flagship Pioneering Innovations V, Inc. SUBSTANCES AND METHODS OF USE FOR THE TREATMENT OF METABOLIC DISEASES AND NON-ALCOHOL FATTY LIVER
WO2020223888A1 (zh) * 2019-05-07 2020-11-12 云南大叶帝红生物科技有限公司 表没食子儿茶素没食子酸酯联合酪氨酸激酶抑制剂在制备癌症治疗药物中的应用
CN116036287A (zh) * 2019-05-07 2023-05-02 云南大叶帝红生物科技有限公司 Gefitinib联合EGCG和/或EGF制备治疗EGFR野生型肿瘤药物的应用
FR3114814B1 (fr) 2020-10-07 2023-10-27 M&M Braun GmbH Extrait de pépins de raisin à efficacité biologique positive accrue, son procédé de fabrication et ses utilisations
CN114425054A (zh) * 2022-01-20 2022-05-03 中国人民解放军军事科学院军事医学研究院 一种蛋白酶体抑制剂Bortezomib在抗辐射损伤中的用途

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000117115A (ja) * 1998-10-20 2000-04-25 Daicel Chem Ind Ltd 光学活性なアシルオキシ化合物
US20040186167A1 (en) * 2003-01-24 2004-09-23 Dou Q. Ping Polyphenol proteasome inhibitors, synthesis, and methods of use
CA2725650A1 (en) * 2009-12-18 2011-06-18 The Royal Institution For The Advancement Of Learning/Mcgill University Polyphenol compounds for inhibiting proteasome and uses thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000117115A (ja) * 1998-10-20 2000-04-25 Daicel Chem Ind Ltd 光学活性なアシルオキシ化合物
US20040186167A1 (en) * 2003-01-24 2004-09-23 Dou Q. Ping Polyphenol proteasome inhibitors, synthesis, and methods of use
CA2725650A1 (en) * 2009-12-18 2011-06-18 The Royal Institution For The Advancement Of Learning/Mcgill University Polyphenol compounds for inhibiting proteasome and uses thereof

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
JPN6015044329; Ｋａｚｉ，　Ａｓｌａｍｕｚｚａｍａｎ；　Ｗａｎｇ，　Ｚｈｉｇａｎｇ；　Ｋｕｍａｒ，　Ｎａｖｅｅｎ；　Ｆａｌｓｅｔｔｉ，　Ｓａｍｕｅｌ　Ｃ．；　Ｃｈａｎ，　Ｔａｋ-Ｈａｎｇ；　Ｄｏｕ，　Ｑ．　Ｐｉｎｇ: 'Ｓｔｒｕｃｔｕｒｅ-ａｃｔｉｖｉｔｙ　ｒｅｌａｔｉｏｎｓｈｉｐｓ　ｏｆ　ｓｙｎｔｈｅｔｉｃ　ａｎａｌｏｇｓ　ｏｆ　（-）-ｅｐｉｇａｌｌｏｃａｔｅｃｈｉｎ-３-ｇａｌｌａｔｅ　ａｓ　ｐｒｏｔｅａｓｏｍ' Ａｎｔｉｃａｎｃｅｒ　Ｒｅｓｅａｒｃｈ ２４（２Ｂ）, 2004, ９４３-９５４ *
JPN6015044332; Ｖｅｒｋａｄｅ，　Ｐ．　Ｅ．；　Ｃｏｏｐｓ，　Ｊ．，　Ｊｒ．；　Ｖｅｒｋａｄｅ-ｓａｎｄｂｅｒｇｅｎ，　Ａ．；　Ｍａａｎ，　Ｃｈｒ．　Ｊ．: 'Ｃａｌｏｒｉｍｅｔｒｉｃ　ｉｎｖｅｓｔｉｇａｔｉｏｎｓ．　ＸＩＸ．　Ｅｘｐｅｒｉｍｅｎｔａｌ　ｄａｔａ　ｆｏｒ　ｆｉｖｅ-　ａｎｄ　ｓｉｘ-ｍｅｍｂｅｒｅｄ　ｃｙｃｌｉｃ　ｄｉｂｅｎｚｏａｔｅｓ' Ｊｕｓｔｕｓ　Ｌｉｅｂｉｇｓ　Ａｎｎａｌｅｎ　ｄｅｒ　Ｃｈｅｍｉｅ ４７７, 1930, ２８９-９７ *
JPN6015044334; Ｏｒｉｙａｍａ，　Ｔａｋｅｓｈｉ；　Ｉｍａｉ，　Ｋｅｉｓｕｋｅ；　Ｈｏｓｏｙａ，　Ｔａｋｅｓｈｉ；　Ｓａｎｏ，　Ｔｏｍｏｈｕｍｉ: 'Ａｓｙｍｍｅｔｒｉｃ　ａｃｙｌａｔｉｏｎ　ｏｆ　ｍｅｓｏ-ｄｉｏｌｓ　ｗｉｔｈ　ｂｅｎｚｏｙｌ　ｈａｌｉｄｅ　ｉｎ　ｔｈｅ　ｐｒｅｓｅｎｃｅ　ｏｆ　ａ　ｃｈｉｒａｌ　ｄｉａｍｉｎｅ' Ｔｅｔｒａｈｅｄｒｏｎ　Ｌｅｔｔｅｒｓ ３９（５／６）, 1998, ３９７-４００ *
JPN6015044336; Ｋｕｅｎｄｉｇ，　Ｅ．　Ｐｅｔｅｒ；　Ｇａｒｃｉａ，　Ａｌｖａｒｏ　Ｅｎｒｉｑｕｅｚ；　Ｌｏｍｂｅｒｇｅｔ，　Ｔｈｉｅｒｒｙ；　Ｐｅｒｅｚ　Ｇａｒｃｉａ，　Ｐａｂｌｏ；　Ｒｏｍａｎｅｎｓ，　Ｐａｔｒｉ: 'Ｔｒｕｎｃａｔｅｄ　Ｃｉｎｃｈｏｎａ　ａｌｋａｌｏｉｄｓ　ａｓ　ｃａｔａｌｙｓｔｓ　ｉｎ　ｅｎａｎｔｉｏｓｅｌｅｃｔｉｖｅ　ｍｏｎｏｂｅｎｚｏｙｌａｔｉｏｎ　ｏｆ　ｍｅｓｏ-１，２-ｄｉｏｌｓ' Ｃｈｅｍｉｃａｌ　Ｃｏｍｍｕｎｉｃａｔｉｏｎｓ （３０）, 2008, ３５１９-３５２１ *
JPN6015044339; Ｋｏｒｅｅｄａ，　Ｍａｓａｔｏ；　Ｙｏｓｈｉｈａｒａ，　Ｍｉｎｏｒｕ: 'Ｔｈｅ　ａｂｓｏｌｕｔｅ　ｃｏｎｆｉｇｕｒａｔｉｏｎｓ　ｏｆ　ａｎｔｉ-ｂｅｎｚｅｎｅ　ａｎｄ　ａｎｔｉ-ｎａｐｈｔｈａｌｅｎｅ　１，２：３，４-ｄｉｏｘｉｄｅｓ' Ｊｏｕｒｎａｌ　ｏｆ　ｔｈｅ　Ｃｈｅｍｉｃａｌ　Ｓｏｃｉｅｔｙ （１９）, 1981, ９７４-６ *
JPN6015044343; Ｈｕｏ，　Ｃｏｎｇｄｅ；　Ｙａｎｇ，　Ｈｕａｎｊｉｅ；　Ｃｕｉ，　Ｑｉｕｚｈｉ　Ｃｉｎｄｙ；　Ｄｏｕ，　Ｑ．　Ｐｉｎｇ；　Ｃｈａｎ，　Ｔａｋ　Ｈａｎｇ: 'Ｐｒｏｔｅａｓｏｍｅ　ｉｎｈｉｂｉｔｉｏｎ　ｉｎ　ｈｕｍａｎ　ｂｒｅａｓｔ　ｃａｎｃｅｒ　ｃｅｌｌｓ　ｗｉｔｈ　ｈｉｇｈ　ｃａｔｅｃｈｏｌ-Ｏ-ｍｅｔｈｙｌｔｒａｎｓｆｅｒａｓｅ　ａｃｔｉｖｉｔｙ　ｂ' Ｂｉｏｏｒｇａｎｉｃ　＆　Ｍｅｄｉｃｉｎａｌ　Ｃｈｅｍｉｓｔｒｙ １８（３）, 2010, １２５２-１２５８ *
JPN6015044347; Ｃｈｅｎ，　Ｄｉ；　Ｐａｍｕ，　Ｓｒｅｅｄｈａｒ；　Ｃｕｉ，　Ｑｉｕｚｈｉ；　Ｃｈａｎ，　Ｔａｋ　Ｈａｎｇ；　Ｄｏｕ，　Ｑ．　Ｐｉｎｇ: 'Ｎｏｖｅｌ　ｅｐｉｇａｌｌｏｃａｔｅｃｈｉｎ　ｇａｌｌａｔｅ　（ＥＧＣＧ）　ａｎａｌｏｇｓ　ａｃｔｉｖａｔｅ　ＡＭＰ-ａｃｔｉｖａｔｅｄ　ｐｒｏｔｅｉｎ　ｋｉｎａｓｅ　ｐａｔｈｗａｙ　ａｎｄ　ｔａｒｇ' Ｂｉｏｏｒｇａｎｉｃ　＆　Ｍｅｄｉｃｉｎａｌ　Ｃｈｅｍｉｓｔｒｙ ２０（９）, 2012, ３０３１-３０３７ *

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CN104024213A (zh) 2014-09-03
US20140378541A1 (en) 2014-12-25
WO2012171114A1 (en) 2012-12-20
EP2721000A1 (en) 2014-04-23

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