3,4,10,11-Tetramethoxy-2-naphthalen-1-ylisoquinolino[2,1-b]isoquinolin-7-ium | 1411713-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3,4,10,11-Tetramethoxy-2-naphthalen-1-ylisoquinolino[2,1-b]isoquinolin-7-ium
• 英文别名: 3,4,10,11-tetramethoxy-2-naphthalen-1-ylisoquinolino[2,1-b]isoquinolin-7-ium
• CAS: 1411713-86-4
• 化学式: C₃₁H₂₆NO₄
• 分子量: 476.552
• InChiKey: OBGOVZHIDMXCTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  41
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-二溴-2,3-二甲氧基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium tetrahydroborate 、 正丁基锂 、 1,2,3,4-四氢萘 、 10% Pd/C 、 ammonium acetate 、 sodium carbonate 、 caesium carbonate 、 溶剂黄146 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 正己烷 、 氯仿 、 乙腈 为溶剂， 反应 7.17h， 生成 3,4,10,11-Tetramethoxy-2-naphthalen-1-ylisoquinolino[2,1-b]isoquinolin-7-ium
  参考文献：
  名称：

  Antibacterial activity of substituted dibenzo[a,g]quinolizin-7-ium derivatives

  摘要：

  Berberine is a substituted dibenzo[a,g]quinolizin-7-ium derivative whose modest antibiotic activity is derived from its disruptive impact on the function of the essential bacterial cell division protein FtsZ. The present study reveals that the presence of a biphenyl substituent at either the 2- or 12-position of structurally-related dibenzo[a,g]quinolizin-7-ium derivatives significantly enhances antibacterial potency versus Staphylococcus aureus and Enterococcus faecalis. Studies with purified S. aureus FtsZ demonstrate that both 2- and 12-biphenyl dibenzo[a,g]quinolizin-7-ium derivatives act as enhancers of FtsZ self-polymerization. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.123

文献信息

• Antibacterial activity of substituted dibenzo[a,g]quinolizin-7-ium derivatives
  作者：Ajit Parhi、Songfeng Lu、Cody Kelley、Malvika Kaul、Daniel S. Pilch、Edmond J. LaVoie

  DOI：10.1016/j.bmcl.2012.08.123

  日期：2012.11

  Berberine is a substituted dibenzo[a,g]quinolizin-7-ium derivative whose modest antibiotic activity is derived from its disruptive impact on the function of the essential bacterial cell division protein FtsZ. The present study reveals that the presence of a biphenyl substituent at either the 2- or 12-position of structurally-related dibenzo[a,g]quinolizin-7-ium derivatives significantly enhances antibacterial potency versus Staphylococcus aureus and Enterococcus faecalis. Studies with purified S. aureus FtsZ demonstrate that both 2- and 12-biphenyl dibenzo[a,g]quinolizin-7-ium derivatives act as enhancers of FtsZ self-polymerization. (C) 2012 Elsevier Ltd. All rights reserved.