4-(2-hydroxy-3-(4-benzylpiperazin-1-yl)propoxy)-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-(2-hydroxy-3-(4-benzylpiperazin-1-yl)propoxy)-2H-chromen-2-one
• 英文别名: 4-[3-(4-Benzylpiperazin-1-yl)-2-hydroxypropoxy]chromen-2-one；4-[3-(4-benzylpiperazin-1-yl)-2-hydroxypropoxy]chromen-2-one
• 化学式: C₂₃H₂₆N₂O₄
• 分子量: 394.47
• InChiKey: ZHCXDLOCSOVNSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 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：
  62.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 4-(2-hydroxy-3-(4-benzylpiperazin-1-yl)propoxy)-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis, molecular docking and biological evaluation of coumarin derivatives containing piperazine skeleton as potential antibacterial agents

  摘要：

  A series of 4-hydroxycoumarin derivatives were designed and synthesized in order to find some more potent antibacterial drugs. Their antibacterial activities against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis and Staphylococcus aureus were tested. These compounds showed good antibacterial activities against Gram-positive strains. Compound 4g represented the most potent antibacterial activity against Bacillus subtilis and S. aureus with MIC of 0.236, 0.355 mu g/mL, respectively. What's more, it showed the most potent activity against SaFabI with IC50 of 0.57 mu M. Molecular docking of 4g into S. aureus Enoyl-ACP-reductase active site were performed to determine the probable binding mode, while the QSAR model was built to check the previous work as well as to introduce new directions. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.09.048

文献信息

• Synthesis, molecular docking and biological evaluation of coumarin derivatives containing piperazine skeleton as potential antibacterial agents
  作者：She-Feng Wang、Yong Yin、Xun Wu、Fang Qiao、Shao Sha、Peng-Cheng Lv、Jing Zhao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2014.09.048

  日期：2014.11

  A series of 4-hydroxycoumarin derivatives were designed and synthesized in order to find some more potent antibacterial drugs. Their antibacterial activities against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis and Staphylococcus aureus were tested. These compounds showed good antibacterial activities against Gram-positive strains. Compound 4g represented the most potent antibacterial activity against Bacillus subtilis and S. aureus with MIC of 0.236, 0.355 mu g/mL, respectively. What's more, it showed the most potent activity against SaFabI with IC50 of 0.57 mu M. Molecular docking of 4g into S. aureus Enoyl-ACP-reductase active site were performed to determine the probable binding mode, while the QSAR model was built to check the previous work as well as to introduce new directions. (C) 2014 Elsevier Ltd. All rights reserved.