4-deacetyl-4-butoxylvindoline

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 鸡蛋花型生物碱
• 英文名称: 4-deacetyl-4-butoxylvindoline
• 英文别名: methyl (1R,9R,10S,11R,12R,19R)-11-butoxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• 化学式: C₂₇H₃₈N₂O₅
• 分子量: 470.609
• InChiKey: BGVZHACLWAGXLW-JWNYCSRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  文多灵 在 sodium methylate 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 36.0h， 生成 4-deacetyl-4-butoxylvindoline
  参考文献：
  名称：

  Synthesis and glucose-stimulate insulin secretion (GSIS) evaluation of vindoline derivatives

  摘要：

  It is demonstrated that natural product vindoline can enhance the glucose-stimulated insulin secretion (GSIS) in MIN6 cells with the EC50 value of 50.2 mu M. In order to improve the activities, a series of vindoline derivatives are synthesized and evaluated in MIN6 cells. Compounds 4, 8, 17 and 24 show about 4.5 times more effective stimulation insulin secretion ability (EC50: 10.4, 14.2, 11.0 and 12.7 mu M, respectively) than vindoline. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.09.064

文献信息

• Synthesis and glucose-stimulate insulin secretion (GSIS) evaluation of vindoline derivatives
  作者：Chengqian Xiao、Yunan Tian、Min Lei、Fanglei Chen、Xianwen Gan、Xingang Yao、Xu Shen、Jing Chen、Lihong Hu

  DOI：10.1016/j.bmcl.2016.09.064

  日期：2017.3

  It is demonstrated that natural product vindoline can enhance the glucose-stimulated insulin secretion (GSIS) in MIN6 cells with the EC50 value of 50.2 mu M. In order to improve the activities, a series of vindoline derivatives are synthesized and evaluated in MIN6 cells. Compounds 4, 8, 17 and 24 show about 4.5 times more effective stimulation insulin secretion ability (EC50: 10.4, 14.2, 11.0 and 12.7 mu M, respectively) than vindoline. (C) 2016 Elsevier Ltd. All rights reserved.