(20-Ethyl-20-hydroxy-10-methyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.9.0.02,11.04,9.015,21]docosa-1(22),2(11),3,5,7,9,15(21)-heptaen-7-yl) dipentyl phosphate | 1042921-53-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (20-Ethyl-20-hydroxy-10-methyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.9.0.02,11.04,9.015,21]docosa-1(22),2(11),3,5,7,9,15(21)-heptaen-7-yl) dipentyl phosphate
• CAS: 1042921-53-8
• 化学式: C₃₂H₄₁N₂O₈P
• 分子量: 612.66
• InChiKey: PWXHBCDMFSMAKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  亚磷酸三戊基酯 、 5-ethyl-1,4,5,13-tetrahydro-5,10-dihydroxy-12-methyl-3H,15H-oxepino[3',4':6,7]indolizino[1,2-b]quinoline-3,15-dione 在 碘 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以96%的产率得到(20-Ethyl-20-hydroxy-10-methyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.9.0.02,11.04,9.015,21]docosa-1(22),2(11),3,5,7,9,15(21)-heptaen-7-yl) dipentyl phosphate
  参考文献：
  名称：

  Phosphate ester derivatives of homocamptothecin: Synthesis, solution stabilities and antitumor activities

  摘要：

  Homocamptothecins (hCPTs) represents a new promising class of topoisomerase I inhibitors with enhanced stability and superior antitumor activity. Some phosphodiesters and phosphotriesters homocamptothecin derivatives were designed and synthesized based on our previous synthetic route. The cytotoxicity in vitro on three cancer cell lines and antitumor activity in vivo, and inhibitory properties of topoisomerase I of these derivatives were evaluated. Among them compounds 24e and 24f exhibited higher cytotoxic activity than IRT and the former exhibited the best antitumor activity in vivo and solution stability both at pH 7.4 and pH 3.0. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.039

文献信息

• Phosphate ester derivatives of homocamptothecin: Synthesis, solution stabilities and antitumor activities
  作者：Zhenyuan Miao、Jing Zhang、Liang You、Juan Wang、Chunquan Sheng、Jiangzhong Yao、Wannian Zhang、Hao Feng、Wei Guo、Lei Zhou、Wenfeng Liu、Linjian Zhu、Pengfei Cheng、Xiaoying Che、Wenya Wang、Chuan Luo、Yulan Xu、Guoqiang Dong

  DOI：10.1016/j.bmc.2010.03.039

  日期：2010.5

  Homocamptothecins (hCPTs) represents a new promising class of topoisomerase I inhibitors with enhanced stability and superior antitumor activity. Some phosphodiesters and phosphotriesters homocamptothecin derivatives were designed and synthesized based on our previous synthetic route. The cytotoxicity in vitro on three cancer cell lines and antitumor activity in vivo, and inhibitory properties of topoisomerase I of these derivatives were evaluated. Among them compounds 24e and 24f exhibited higher cytotoxic activity than IRT and the former exhibited the best antitumor activity in vivo and solution stability both at pH 7.4 and pH 3.0. (c) 2010 Elsevier Ltd. All rights reserved.