3-Methylbut-2-enyl hydrogen sulate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: 3-Methylbut-2-enyl hydrogen sulate
• 英文别名: 3-methylbut-2-enyl hydrogen sulfate
• 化学式: C₅H₁₀O₄S
• 分子量: 166.198
• InChiKey: WVLPKGBPZUEMQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-(Diethylamino)phenyl)-1-(5-hydroxy-2,2-dimethyl-2H-chromen-8-yl)prop-2-en-1-one 、 3-Methylbut-2-enyl hydrogen sulate 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以37%的产率得到(E)-3-(4-(diethylamino)phenyl)-1-(2,2-dimethyl-5-((3-methylbut-2-en-1-yl)oxy)-2H-chromen-8-yl)prop-2-en-1-one
  参考文献：
  名称：

  Design, synthesis and biological evaluation of millepachine derivatives as a new class of tubulin polymerization inhibitors

  摘要：

  A series of novel tubulin polymerization inhibitors (9a-9p) have been synthesized and evaluated for their in vitro and in vivo biological activities. Among these compounds, 9e displayed strong antiproliferative activity against several tumor cell lines (IC50 = 0.15-0.62 mu M). Compound 9e was also shown to arrest cells in the G2/M phase of the cell cycle and inhibit the polymerization of tubulin. Molecular docking studies suggested that 9e binds into the colchicine binding site of tubulin. In xenograft experiments, 9e exerted more potent anticancer effect than anticancer drug taxol against the H460 Human lung carcinoma in BALB/c nude mice. In summary, these findings suggest that 9e is a promising new antimitotic compound for the potential treatment of cancer. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.002