[(19S)-19-ethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-10-yl]methyl 2-(4-fluorophenoxy)acetate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 喜树碱
• 英文名称: [(19S)-19-ethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-10-yl]methyl 2-(4-fluorophenoxy)acetate
• 化学式: C₂₉H₂₃FN₂O₇
• 分子量: 530.509
• InChiKey: BOINMYLONBEIKU-LJAQVGFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  喜树碱 在 4-二甲氨基吡啶 、 硫酸 、 双氧水 、 iron(II) sulfate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [(19S)-19-ethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-10-yl]methyl 2-(4-fluorophenoxy)acetate
  参考文献：
  名称：

  Regioselective synthesis and cytotoxicities of camptothecin derivatives modified at the 7-, 10- and 20-positions

  摘要：

  A series of 7-acyloxymethylcamptothecin and 20-O-acyl-7-acyloxymethyleamptothecin derivatives were regioselectively prepared on different solvents. 7-Acyloxymethylcamptothecins possess more efficacy than 20-O-acyl-7-acyloxymethylcamptothecins against six human cancer cell lines in vitro. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.012

文献信息

• Regioselective synthesis and cytotoxicities of camptothecin derivatives modified at the 7-, 10- and 20-positions
  作者：Xian-dao Pan、Rui Han、Piao-yang Sun

  DOI：10.1016/j.bmcl.2003.08.012

  日期：2003.11

  A series of 7-acyloxymethylcamptothecin and 20-O-acyl-7-acyloxymethyleamptothecin derivatives were regioselectively prepared on different solvents. 7-Acyloxymethylcamptothecins possess more efficacy than 20-O-acyl-7-acyloxymethylcamptothecins against six human cancer cell lines in vitro. (C) 2003 Elsevier Ltd. All rights reserved.