(19S)-19-ethyl-19-hydroxy-10-(4-methoxybenzoyl)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione | 1415405-45-6

• 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-10-(4-methoxybenzoyl)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
• CAS: 1415405-45-6
• 化学式: C₂₈H₂₂N₂O₆
• 分子量: 482.492
• InChiKey: PZYVBEPUAGWCRX-NDEPHWFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 喜树碱 在 叔丁基过氧化氢 、 硫酸 、 iron(II) sulfate 、 溶剂黄146 作用下， 以 水 为溶剂， 以48%的产率得到(19S)-19-ethyl-19-hydroxy-10-(4-methoxybenzoyl)-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
  参考文献：
  名称：

  Design and one-pot synthesis of new 7-acyl camptothecin derivatives as potent cytotoxic agents

  摘要：

  New 7-acyl camptothecin derivatives were designed and synthesized from camptothecin in a one-pot reaction through a Minisci type-reaction and were evaluated for cytotoxicity against four tumor cell lines, A-549, DU-145, KB, and KB-vin. All of the new compounds showed significant inhibition of human tumor cell growth, with IC50 values ranging from 0.01538 to 13.342 mu M. Most of the derivatives were more cytotoxic than irinotecan, and the (7a) and 7-propionyl (7b) analogs exhibited the highest cytotoxic activity against the tumor cell lines tested. This compound class merits further development as anticancer clinical trial candidates. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.002