5-carbomethoxymethyl-7-hydroxy-4'-chloroflavone | 1389341-86-9

• 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-carbomethoxymethyl-7-hydroxy-4'-chloroflavone
• 英文别名: Methyl 2-[2-(4-chlorophenyl)-7-hydroxy-4-oxochromen-5-yl]acetate
• CAS: 1389341-86-9
• 化学式: C₁₈H₁₃ClO₅
• 分子量: 344.751
• InChiKey: AHZWJVHIOULPCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(2-(3-(4-chlorophenyl)acryloyl)-3,5-dihydroxyphenyl)acetic acid 在 iron(III) chloride 、 硫酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 5-carbomethoxymethyl-7-hydroxy-4'-chloroflavone
  参考文献：
  名称：

  Synthesis, biological evaluation of 5-carbomethoxymethyl-7-hydroxy-2-pentylchromone, 5-carboethoxymethyl-4′,7-dihydroxyflavone and their analogues

  摘要：

  In this letter, we describe the first synthesis of two recently isolated flavones 5-carbomethoxymethyl-7-hydroxy-2-pentylchromone (3a), 5-carboethoxymethyl-4',7-dihydroxyflavone (3b) and their derivatives (3c-t), evaluated for their antimicrobial, antioxidant and anticancer activities. Most of the synthesized compounds exhibited antimicrobial activity against the tested microbial strains and some of these compounds were found to be more potent as compared to the standard drugs like neomycin and luteolin. Interestingly, some of these synthesized compounds also showed moderate antioxidant property. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.007

文献信息

• Synthesis, biological evaluation of 5-carbomethoxymethyl-7-hydroxy-2-pentylchromone, 5-carboethoxymethyl-4′,7-dihydroxyflavone and their analogues
  作者：Ahmed Kamal、J.N.S.R.C. Murty、A. Viswanath、P. Sujitha、C. Ganesh Kumar

  DOI：10.1016/j.bmcl.2012.05.007

  日期：2012.7

  In this letter, we describe the first synthesis of two recently isolated flavones 5-carbomethoxymethyl-7-hydroxy-2-pentylchromone (3a), 5-carboethoxymethyl-4',7-dihydroxyflavone (3b) and their derivatives (3c-t), evaluated for their antimicrobial, antioxidant and anticancer activities. Most of the synthesized compounds exhibited antimicrobial activity against the tested microbial strains and some of these compounds were found to be more potent as compared to the standard drugs like neomycin and luteolin. Interestingly, some of these synthesized compounds also showed moderate antioxidant property. (C) 2012 Elsevier Ltd. All rights reserved.