Camptothecin phosphate

• 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: Camptothecin phosphate
• 英文别名: [(19S)-19-ethyl-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-19-yl] dihydrogen phosphate
• 化学式: C₂₀H₁₇N₂O₇P
• 分子量: 428.338
• InChiKey: PRAQDADSDVOMGA-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  喜树碱 在 吡啶 、 碘 、 三氯化磷 作用下， 以 水 为溶剂， 反应 17.25h， 生成 Camptothecin phosphate
  参考文献：
  名称：

  Water-Soluble Camptothecin Derivatives that Are Intrinsic Topoisomerase I Poisons

  摘要：

  In an effort to improve the water solubility of camptothecin, four 20-O-phosphate and phosphonate analogues have been prepared. These analogues are freely water soluble, stable at physiological pH, and stabilize the human topoisomerase I-DNA covalent binary complex with the same sequence selectivity as camptothecin itself. All four compounds inhibited the growth of yeast expressing human topoisomerase I in an enzyme-dependent fashion.

  DOI：

  10.1021/ol030119n

文献信息

• JPS62195393A
  申请人：——

  公开号：JPS62195393A

  公开（公告）日：1987-08-28
• Water-Soluble Camptothecin Derivatives that Are Intrinsic Topoisomerase I Poisons
  作者：Nicolas J. Rahier、Brian M. Eisenhauer、Rong Gao、Shannon H. Jones、Sidney M. Hecht

  DOI：10.1021/ol030119n

  日期：2004.2.1

  In an effort to improve the water solubility of camptothecin, four 20-O-phosphate and phosphonate analogues have been prepared. These analogues are freely water soluble, stable at physiological pH, and stabilize the human topoisomerase I-DNA covalent binary complex with the same sequence selectivity as camptothecin itself. All four compounds inhibited the growth of yeast expressing human topoisomerase I in an enzyme-dependent fashion.