4β-1''-[2''-(benzoyl)anilino]-4-desoxypodophyllotoxin

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素内酯
• 英文名称: 4β-1''-[2''-(benzoyl)anilino]-4-desoxypodophyllotoxin
• 英文别名: (5S,5aS,8aR,9R)-5-(2-benzoylanilino)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
• 化学式: C₃₅H₃₁NO₈
• 分子量: 593.633
• InChiKey: VAVLEWZEWRTESR-YZCUKXFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  鬼臼毒素 在 4 A molecular sieve 、 氢溴酸 、 四丁基碘化铵 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 8.75h， 生成 4β-1''-[2''-(benzoyl)anilino]-4-desoxypodophyllotoxin
  参考文献：
  名称：

  Synthesis and biological evaluation of new 4β-anilino- and 4β-imido-substituted podophyllotoxin congeners

  摘要：

  A series of C-4-anilino- and C-4-imido-substituted new podophyllotoxin congeners have been designed, synthesized, and evaluated for their cytotoxicity and DNA topoisomerase-11 (topo-II) inhibition potential. Some of these compounds have exhibited promising in vitro anticancer and topo-11 inhibition activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.06.032

文献信息

• [EN] 4-BETA-1''-`(2''-(SUBSTITUTED BENZOYL)ANILINO! PODOPHYLLOTOXIN ANALOGUES USEFUL AS ANTICANCER AGENTS<br/>[FR] NOUVEAUX ANALOGUES DE 4-BETA-1''-`[2''-( BENZOYL SUBSTITUE)ANILINO] PODOPHYLLOTOXINE UTILISES COMME AGENTS ANTICANCEREUX
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2003082876A1

  公开（公告）日：2003-10-09

  The present invention provides of formula (2) a new class of compounds 4β-1' [2'-benzoyl substituted}anilino] podophyllotoxin exhibiting anticancer activity and a process for preparing the same.

  本发明提供了一种新型化合物4β-1'[2'-苯甲酰基取代}苯胺基] 鬼臼毒素，具有抗癌活性，并提供了其制备方法。
• Synthesis and biological evaluation of new 4β-anilino- and 4β-imido-substituted podophyllotoxin congeners
  作者：Ahmed Kamal、N. Lakshmi Gayatri、D. Rajasekhar Reddy、P. S. Murali Mohan Reddy、M. Arifuddin、Sunanda G. Dastidar、Anand K. Kondapi、M. Rajkumar

  DOI：10.1016/j.bmc.2005.06.032

  日期：2005.11

  A series of C-4-anilino- and C-4-imido-substituted new podophyllotoxin congeners have been designed, synthesized, and evaluated for their cytotoxicity and DNA topoisomerase-11 (topo-II) inhibition potential. Some of these compounds have exhibited promising in vitro anticancer and topo-11 inhibition activity. (c) 2005 Elsevier Ltd. All rights reserved.