1'',4''-[bis-(4'-O-demethyl-4β-O-4-desoxypodophyllotoxin)]butanediol

• 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: 1'',4''-[bis-(4'-O-demethyl-4β-O-4-desoxypodophyllotoxin)]butanediol
• 英文别名: (5S,5aR,8aR,9R)-5-[4-[[(5S,5aR,8aR,9R)-9-(4-hydroxy-3,5-dimethoxyphenyl)-8-oxo-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-5-yl]oxy]butoxy]-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
• 化学式: C₄₆H₄₆O₁₆
• 分子量: 854.862
• InChiKey: OVRDULWSAIVBHP-DDZFEBCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  62
• 可旋转键数：
  13
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  185
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  4'-去甲基表鬼臼毒素 在 碘代三甲硅烷 、 barium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 1'',4''-[bis-(4'-O-demethyl-4β-O-4-desoxypodophyllotoxin)]butanediol
  参考文献：
  名称：

  Synthesis and evaluation of ether-linked demethylepipodophyllotoxin dimers

  摘要：

  A series of novel ether-linked dimers of demethylepipodophyllotoxin are topoisomerase II poisons that exhibit higher levels of double-stranded versus single-stranded DNA cleavage than their corresponding monomers. The dimers also have higher levels of tumor cell cytotoxicity than the monomers, lending support to the two-drug model for interaction of demethylepipodophyllotoxins with human topoisomerase II alpha. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.082

文献信息

• Synthesis and evaluation of ether-linked demethylepipodophyllotoxin dimers
  作者：Norma Dunlap、Tracy L.J. Salyard、Anuradha Liyana Pathiranage、Jeannie Stubblefield、Steven L. Pitts、Rachel E. Ashley、Neil Osheroff

  DOI：10.1016/j.bmcl.2014.10.082

  日期：2014.12

  A series of novel ether-linked dimers of demethylepipodophyllotoxin are topoisomerase II poisons that exhibit higher levels of double-stranded versus single-stranded DNA cleavage than their corresponding monomers. The dimers also have higher levels of tumor cell cytotoxicity than the monomers, lending support to the two-drug model for interaction of demethylepipodophyllotoxins with human topoisomerase II alpha. (C) 2014 Elsevier Ltd. All rights reserved.