12-(N,N-diethyl amino-methyl)berberrubine | 1593560-05-4

• 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: 12-(N,N-diethyl amino-methyl)berberrubine
• 英文别名: 19-(Diethylaminomethyl)-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-octaen-16-ol;chloride；19-(diethylaminomethyl)-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-octaen-16-ol;chloride
• CAS: 1593560-05-4
• 化学式: C₂₄H₂₇N₂O₄*Cl
• 分子量: 442.942
• InChiKey: FDMUVVSFQAISDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  盐酸小檗碱 以 乙醇 、 水 为溶剂， 反应 24.33h， 生成 12-(N,N-diethyl amino-methyl)berberrubine
  参考文献：
  名称：

  Synthesis and in vitro evaluation of 12-(substituted aminomethyl) berberrubine derivatives as anti-diabetics

  摘要：

  By introducing various amino methyl groups into 12-position of berberrubine, a series of 12-(substituted aminomethyl) berberrubine derivatives were synthesized and evaluated for their anti-diabetic activity against type 2 diabetes mellitus. The results indicated that most of the prepared compounds exhibited moderate to good anti-diabetic activity, which were comparable to or even better than the berberine, the positive control rosiglitazone and insulin. Especially, compound 3b with an N-methyl piperazine-4-methyl group at C-12, exerted the most powerful anti-diabetic activity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.032