5-hydroxy-7-(4-morpholinobutoxy)-2-phenyl-4H-chromen-4-one

• 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: 5-hydroxy-7-(4-morpholinobutoxy)-2-phenyl-4H-chromen-4-one
• 英文别名: 5-hydroxy-7-(4-morpholin-4-yl-butoxy)-2-phenyl chromen-4-one；5-Hydroxy-7-(4-morpholin-4-ylbutoxy)-2-phenylchromen-4-one
• 化学式: C₂₃H₂₅NO₅
• 分子量: 395.455
• InChiKey: FMAONLQXFAPFNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-hydroxy-7-(4-morpholinobutoxy)-2-phenyl-4H-chromen-4-one 、 [Pt(dfppy)(Hdfppy)Cl] 在 potassium hydroxide 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  具有 N、P 和 O^O 配体的发光环金属化铂化合物：密度泛函理论研究和抗癌潜力分析

  摘要：

  发光的铂环金属化配合物之所以受到关注，主要是因为它们在光电和生物领域的应用，尤其是在抗癌活性方面。鉴于这种兴趣水平，一系列环金属化（2-[2'-噻吩基]吡啶酸盐，thpy 和 2-[2,4-二氟苯基] 吡啶酸盐，dfppy）铂络合物与 N-供体，PTA（1,3,5 -triaza-7-phosphaadamantane) 或白杨素衍生的配体（掺入哌啶HL1或吗啉HL2片段）被合成。复合物是发光的，发射波长可调。[Pt(dfppy)L1], 5在溶液中观察到聚集. 密度泛函理论 (DFT) 研究描述了最高占据分子轨道 (HOMO) 和最少未占据分子轨道 (LUMO) 特征及其对光物理性质的影响。5 – 6的轨道在性质上与1 – 4的轨道不同。时间相关 DFT (TD-DFT) 计算表明，对于1 – 4，激发态 S 1和 T 1反映了金属到配体电荷转移 (MLCT) 和以配体为中心 (LC) (C^N)

  DOI：

  10.1002/aoc.6983
• 作为产物：
  描述：

  白杨素 在 potassium carbonate 作用下， 以 丙酮 、 乙腈 为溶剂， 生成 5-hydroxy-7-(4-morpholinobutoxy)-2-phenyl-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of novel C (7) modified chrysin analogues as antibacterial agents

  摘要：

  The natural product, chrysin (5,7-dihydroxy flavone), obtained from Oroxylum indicum, exhibits numerous biological activities including anticancer, anti-inflammatory, and antiallergic activities. Three series of chrysin analogues were prepared, in which chrysin and heterocyclic moieties are separated by 3-carbon, 4-carbon, and 6-carbon spacers. 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 most of the derivatives displayed significant activity as compared to their parent compound (chrysin). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.009

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。
• EP1976508A2
  申请人：——

  公开号：EP1976508A2

  公开（公告）日：2008-10-08
• 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.
• Flavanoid Compounds and Process for Preparation Thereof
  申请人：Dab Pratap Kumar

  公开号：US20120022062A1

  公开（公告）日：2012-01-26

  The present invention relates to flavanoid compounds of general formula (X 1 ) wherein: R 1 is selected from a group consisting of morpholinyl, N-methyl piperizinyl, piperidinyl and N,N′-dimethylamino groups, and n ranges from 3 to 6, and process for preparation thereof. The present invention relates to the demonstration of anti Helicobacter pylori activity and gastric antisecretory activity of semisynthetically designed flavonoid compounds, to be used for the prevention and treatment of gastroduodenal disorders in general and peptic ulcer diseases in particular. The present invention also relates to a hetero-dimeric bi-functional molecule that can be used as monotherapy substituting/replacing/overcoming currently used triple/quadruple therapy, thereby implicating/anticipating/envisaging its commercial applicability.
• FLAVANOID COMPOUNDS AND PROCESS FOR PREPARATION THEREOF
  申请人：Council of Scientific & Industrial Research

  公开号：US20150174135A1

  公开（公告）日：2015-06-25

  The present invention relates to flavanoid compounds of general formula (X 1 ) wherein: R 1 is selected from a group consisting of morpholinyl, N-methyl piperizinyl, piperidinyl and N,N′-dimethylamino groups, and n ranges from 3 to 6, and process for preparation thereof. The present invention relates to the demonstration of anti Helicobacter pylori activity and gastric antisecretory activity of semisynthetically designed flavonoid compounds, to be used for the prevention and treatment of gastroduodenal disorders in general and peptic ulcer diseases in particular. The present invention also relates to a hetero-dimeric bi-functional molecule that can be used as monotherapy substituting/replacing/overcoming currently used triple/quadruple therapy, thereby implicating/anticipating/envisaging its commercial applicability.