20-OH-5DTBAC-camptothecin | 1004264-48-5

• 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: 20-OH-5DTBAC-camptothecin
• 英文别名: 5-di-t-butoxycarbonylhydrazino-camptothecin；5-di-t-butoxycarbonylhydrazino-20-OH-camptothecin；tert-butyl N-[(12S,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-12-yl]-N-[(2-methylpropan-2-yl)oxycarbonylamino]carbamate
• CAS: 1004264-48-5
• 化学式: C₃₀H₃₄N₄O₈
• 分子量: 578.622
• InChiKey: RXNVVWHHPBHFNE-JHOBJCJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  148
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  20-OTES-5DTBAC-camptothecin 在 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到20-OH-5DTBAC-camptothecin
  参考文献：
  名称：

  CAMPTOTHECIN DERIVATIVES WITH ANTITUMOR ACTIVITY

  摘要：

  具有抗肿瘤活性的新型紫杉醇衍生物，其制备方法，作为抗肿瘤药物的用途以及含有它们的药物组合物。

  公开号：

  US20100120816A1

文献信息

• CAMPTOTHECIN DERIVATIVES WITH ANTITUMOR ACTIVITY
  申请人：Fontana Gabriele

  公开号：US20100120816A1

  公开（公告）日：2010-05-13

  Novel camptothecin derivatives having antitumor activity, the processes for the preparation thereof, the use thereof as antitumor drugs and pharmaceutical compositions containing them.

  具有抗肿瘤活性的新型紫杉醇衍生物，其制备方法，作为抗肿瘤药物的用途以及含有它们的药物组合物。
• WO2008/12003
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2008/11992
  申请人：——

  公开号：——

  公开（公告）日：——
• Semisynthesis, Biological Activity, and Molecular Modeling Studies of C-Ring-Modified Camptothecins
  作者：Cristian Samorì、Andrea Guerrini、Greta Varchi、Gabriele Fontana、Ezio Bombardelli、Stella Tinelli、Giovanni Luca Beretta、Serena Basili、Stefano Moro、Franco Zunino、Arturo Battaglia

  DOI：10.1021/jm801153y

  日期：2009.2.26

  The synthesis, biological activity, and molecular modeling studies of C-ring-rnodified camptothecins are reported. A general synthetic protocol, based on "C-5 camptothecin (C-5-CPT) enolate chemistry", allows one to obtain various C5-substituted analogues. All new Compounds, obtained as 1:1 epimeric mixtures, were tested for their antiproliferative activity. Experimental data showed that all novel derivatives are less active than the reference compounds and that one of the two epimers; is more active than the other. Molecular docking simulations were performed to achieve more insight into the interactions between the new C5-modified CPTs and Topo I. A good correlation was observed when the data of cytotoxicity and the values calculated for the free binding energy were combined.