9-O-2-(4-morpholinyl)ethylberberine bromide | 1257663-83-4

• 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-morpholinyl)ethylberberine bromide
• 英文别名: 17-Methoxy-16-(2-morpholin-4-ylethoxy)-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: 1257663-83-4
• 化学式: Br*C₂₅H₂₇N₂O₅
• 分子量: 515.404
• InChiKey: JKCIYQZEOOVDSK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  吗啉 、 9-(2-bromoethoxy)-10-methoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium bromide 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到9-O-2-(4-morpholinyl)ethylberberine bromide
  参考文献：
  名称：

  Berberine derivatives, with substituted amino groups linked at the 9-position, as inhibitors of acetylcholinesterase/butyrylcholinesterase

  摘要：

  Berberine derivatives with substituted amino groups linked at the 9-position using different carbon spacers were designed, synthesized, and biologically evaluated as inhibitors of acetylcholinesterase. Compound 10b, with a cyclohexylamino group linked to berberine by a three carbon spacer, gave the most potent inhibitor activity with an IC50 of 0.020 mu M for AChE. Kinetic studies revealed mixed inhibition of AChE, and molecular modeling simulations of the AChE-inhibitor complex confirmed that compounds bound to both the catalytic active site and the peripheral anionic site. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.013