9-O-2-(4-(2-ethoxy)phenyl)-1H-indole-berberine bromide | 1375085-19-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 原小檗碱生物碱及其衍生物
• 英文名称: 9-O-2-(4-(2-ethoxy)phenyl)-1H-indole-berberine bromide
• 英文别名: 16-[2-[4-(1H-indol-2-yl)phenoxy]ethoxy]-17-methoxy-5,7-dioxa-13-azoniapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(13),2,4(8),9,14,16,18,20-octaene;bromide
• CAS: 1375085-19-0
• 化学式: Br*C₃₅H₂₉N₂O₅
• 分子量: 637.53
• InChiKey: BIHKQSGNEMVBMH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-溴-4'-羟基苯乙酮 在 potassium carbonate 作用下， 以 乙二醇乙醚 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 24.0h， 生成 9-O-2-(4-(2-ethoxy)phenyl)-1H-indole-berberine bromide
  参考文献：
  名称：

  Inhibition of cholinesterase activity and amyloid aggregation by berberine-phenyl-benzoheterocyclic and tacrine-phenyl-benzoheterocyclic hybrids

  摘要：

  A series of berberine-phenyl-benzoheterocyclic (26-29) and tacrine-phenyl-benzoheterocyclic hybrids (44-46) were synthesised and evaluated as multifunctional anti-Alzheimer's disease agents. Compound 44b, tacrine linked with phenyl-benzothiazole by 3-carbon spacers, was the most potent AChE inhibitor with an IC50 value of 0.017 mu M. This compound demonstrated similar A beta aggregation inhibitory activity with cucurmin (51.8% vs 52.1% at 20 mu M, respectively), indicating that this hybrid is an excellent multifunctional drug candidate for AD. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.059

文献信息

• Inhibition of cholinesterase activity and amyloid aggregation by berberine-phenyl-benzoheterocyclic and tacrine-phenyl-benzoheterocyclic hybrids
  作者：Ling Huang、Tao Su、Wenjun Shan、Zonghua Luo、Yang Sun、Feng He、Xingshu Li

  DOI：10.1016/j.bmc.2012.02.059

  日期：2012.5

  A series of berberine-phenyl-benzoheterocyclic (26-29) and tacrine-phenyl-benzoheterocyclic hybrids (44-46) were synthesised and evaluated as multifunctional anti-Alzheimer's disease agents. Compound 44b, tacrine linked with phenyl-benzothiazole by 3-carbon spacers, was the most potent AChE inhibitor with an IC50 value of 0.017 mu M. This compound demonstrated similar A beta aggregation inhibitory activity with cucurmin (51.8% vs 52.1% at 20 mu M, respectively), indicating that this hybrid is an excellent multifunctional drug candidate for AD. (C) 2012 Elsevier Ltd. All rights reserved.