4-methyl-benzoic acid 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4-methyl-benzoic acid 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl ester
• 英文别名: (5-Hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl) 4-methylbenzoate
• 化学式: C₂₄H₁₈O₆
• 分子量: 402.403
• InChiKey: GRCVSHLWPOYSNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  千层纸素A 、 对甲基苯甲酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 4-methyl-benzoic acid 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4H-chromen-7-yl ester
  参考文献：
  名称：

  Natural agent for treatment of gastrointestinal toxicity, associated symptoms and ulcers

  摘要：

  本发明涉及将印度药用植物印度酸枝鉴定为一种丰富的类黄酮化合物来源。从中分离出的黄酮类化合物中已确定具有粘膜保护和抗胃溃疡特性，同时还从己烷和丙酮提取物中获得了大量的类黄酮混合物。己烷提取物经过分级、纯化，鉴定出的化合物为千里光素A、槲皮素和黄芩素。丙酮提取物经过纯化，获得的化合物被鉴定为甲氧基黄芩素、千里光苷甲酯和黄芩-7-O-甲基糖苷。

  公开号：

  US20070213281A1

文献信息

• Natural agent for treatment of gastrointestinal toxicity, associated symptoms and ulcers
  申请人：Rao Madusudana Janaswamy

  公开号：US20070213281A1

  公开（公告）日：2007-09-13

  The present invention relates to identification of Oroxylum indicum , Indian medicinal plant as a rich source for flavanoid compounds. Mucoprotective and antigastric ulcer properties in the flavone class of compounds isolated therefrom have been identified along with a flavanoids mixture in substantial yields from hexane and acetone extracts. The hexane extract was fractionated, purified and the compounds identified as Oroxylin A, Chrysin and Baicalein. The acetone extract was purified and the compounds obtained identified as methoxy chrysin, Oroxyloside methyl ester and chrysin-7-O-methyl glycoside.

  本发明涉及将印度药用植物印度酸枝鉴定为一种丰富的类黄酮化合物来源。从中分离出的黄酮类化合物中已确定具有粘膜保护和抗胃溃疡特性，同时还从己烷和丙酮提取物中获得了大量的类黄酮混合物。己烷提取物经过分级、纯化，鉴定出的化合物为千里光素A、槲皮素和黄芩素。丙酮提取物经过纯化，获得的化合物被鉴定为甲氧基黄芩素、千里光苷甲酯和黄芩-7-O-甲基糖苷。
• COMPOSITIONS AND METHODS FOR THE TREATMENT OF GASTROINTESTINAL INDICATIONS
  申请人：RAO Janaswamy Madusudana

  公开号：US20110059913A1

  公开（公告）日：2011-03-10

  The present invention relates to identification of Oroxylum indicum, Indian medicinal plant as a rich source for flavanoid compounds. Mucoprotective and antigastric ulcer properties in the flavone class of compounds isolated therefrom have been identified along with a flavanoids mixture in substantial yields from hexane and acetone extracts. The hexane extract was fractionated, purified and the compounds identified as Oroxylin A, Chrysin and Baicalein. The acetone extract was purified and the compounds obtained identified as methoxy chrysin, Oroxyloside methyl ester and chrysin-7-O-methyl glycoside.
• US7855200B2
  申请人：——

  公开号：US7855200B2

  公开（公告）日：2010-12-21
• [EN] NATURAL AGENT FOR TREATMENT OF GASTROINTESTINAL TOXICITY, ASSOCIATED SYMPTOMS AND ULCERS<br/>[FR] AGENT NATUREL POUR LE TRAITEMENT DE LA TOXICITÉ GASTRO-INTESTINALE, DES SYMPTÔMES ASSOCIÉS ET DES ULCÈRES
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2007080484A2

  公开（公告）日：2007-07-19

  [EN] The present invention relates to identification of Oroxylum indicum, Indian medicinal plant as a rich source for flavanoid compounds. Mucoprotective and antigastric ulcer properties in the flavone class of compounds isolated therefrom have been identified along with a flavanoids mixture in substantial yields from hexane and acetone extracts. The hexane extract was fractionated, purified and the compounds identified as Oroxylin A, Chrysin and Baicalein. The acetone extract was purified and the compounds obtained identified as methoxy chrysin, Oroxyloside methyl ester and chrysin-7-O methyl glycoside.
  [FR] La présente invention concerne l'identification d'Oroxylum indicum, une plante médicinale indienne, en tant que source riche en composés flavonoïdes. Les propriétés mucoprotectrices et anti-ulcère gastrique des composés de la classe des flavones isolés à partir de cette plante ont été identifiées, et un mélange de flavonoïdes a été obtenu avec des rendements substantiels à partir d'extraits hexaniques et acétoniques. L'extrait hexanique a été fractionné, purifié et les composés identifiés comme étant l'oroxyline A, la chrysine et la baïcaléine. L'extrait acétonique a été purifié et les composés obtenus ont été identifiés comme étant la méthoxychrysine, l'ester méthylique d'oroxyloside et le 7-O-méthylglycoside de chrysine.
• Synthesis and in vitro study of novel 7-O-acyl derivatives of Oroxylin A as antibacterial agents
  作者：K. Suresh Babu、T. Hari Babu、P.V. Srinivas、B.S. Sastry、K. Hara Kishore、U.S.N. Murty、J. Madhusudana Rao

  DOI：10.1016/j.bmcl.2005.05.045

  日期：2005.9

  A series of Oroxylin A derivatives, prepared by alkylation and condensation, were fully characterized by spectroscopic methods. All the derivatives were screened for antibacterial activity against a panel of susceptible and resistant Gram-positive and Gram-negative organisms. It was observed that acylation of 7-OH group in Oroxylin A significantly enhanced the activity as compared to their parent compound (Oroxylin A).