methyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-5-methylhept-2-ynoate | 1226797-35-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-5-methylhept-2-ynoate
• 英文别名: methyl 4-[(E)-3-methoxy-3-oxoprop-1-enoxy]-5-methylhept-2-ynoate
• CAS: 1226797-35-8
• 化学式: C₁₃H₁₈O₅
• 分子量: 254.283
• InChiKey: XYFKMAQLMNKBLE-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-甲基丁醛 、 丙炔酸甲酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 methyl 4-((E)-2-(methoxycarbonyl)vinyloxy)-5-methylhept-2-ynoate
  参考文献：
  名称：

  Mitotic Arrest Induced by a Novel Family of DNA Topoisomerase II Inhibitors

  摘要：

  A small structure-focused library of propargylic enol ethers was prepared by means of a modular and efficient chemodifferentiating organocatalyzed multicomponent reaction. The most active compound (GI(50) 0.25 mu M) against solid tumor cells was selected as lead. Cell cycle analysis and immunoblotting demonstrated arrest at the metaphase, pointing out human topoisomerase II as plausible molecular target. In vitro assays were carried out, showing that the lead behaves as a catalytic inhibitor of the enzyme.

  DOI：

  10.1021/jm100155y

文献信息

• Mitotic Arrest Induced by a Novel Family of DNA Topoisomerase II Inhibitors
  作者：Leticia G. León、Carla Ríos-Luci、David Tejedor、Eduardo Pérez-Roth、Juan C. Montero、Atanasio Pandiella、Fernando García-Tellado、José M. Padrón

  DOI：10.1021/jm100155y

  日期：2010.5.13

  A small structure-focused library of propargylic enol ethers was prepared by means of a modular and efficient chemodifferentiating organocatalyzed multicomponent reaction. The most active compound (GI(50) 0.25 mu M) against solid tumor cells was selected as lead. Cell cycle analysis and immunoblotting demonstrated arrest at the metaphase, pointing out human topoisomerase II as plausible molecular target. In vitro assays were carried out, showing that the lead behaves as a catalytic inhibitor of the enzyme.