(E)-3-chloro-1-(3-(furan-2-yl)acryloyl)-5,6-dihydropyridin-2(1H)-one

• 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: (E)-3-chloro-1-(3-(furan-2-yl)acryloyl)-5,6-dihydropyridin-2(1H)-one
• 英文别名: 5-chloro-1-[(E)-3-(furan-2-yl)prop-2-enoyl]-2,3-dihydropyridin-6-one
• 化学式: C₁₂H₁₀ClNO₃
• 分子量: 251.669
• InChiKey: AWBAGEJBYQNAOS-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(fur-2-yl)crotonic acid 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-3-chloro-1-(3-(furan-2-yl)acryloyl)-5,6-dihydropyridin-2(1H)-one
  参考文献：
  名称：

  Novel non-trimethoxylphenyl piperlongumine derivatives selectively kill cancer cells

  摘要：

  Piperlongumine (PL) is a natural alkaloid with broad biological activities. Twelve analogues have been designed and synthesized with non-substituted benzyl rings or heterocycles in this work. Most of the compounds showed better anticancer activities than the parent PL without apparent toxicity in normal cells. Elevation of cellular ROS levels was one of the main anticancer mechanisms of these compounds. Cell apoptosis and cell cycle arrest for the best compound ZM90 were evaluated and similar mechanism of action with PL was demonstrated. The SAR was also characterized, providing worthy directions for further optimization of PL compounds. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.04.035

文献信息

• Novel non-trimethoxylphenyl piperlongumine derivatives selectively kill cancer cells
  作者：Youjun Zhang、Hao Ma、Yuelin Wu、Zhongli Wu、Zhengguang Yao、Wannian Zhang、Chunlin Zhuang、Zhenyuan Miao

  DOI：10.1016/j.bmcl.2017.04.035

  日期：2017.6

  Piperlongumine (PL) is a natural alkaloid with broad biological activities. Twelve analogues have been designed and synthesized with non-substituted benzyl rings or heterocycles in this work. Most of the compounds showed better anticancer activities than the parent PL without apparent toxicity in normal cells. Elevation of cellular ROS levels was one of the main anticancer mechanisms of these compounds. Cell apoptosis and cell cycle arrest for the best compound ZM90 were evaluated and similar mechanism of action with PL was demonstrated. The SAR was also characterized, providing worthy directions for further optimization of PL compounds. (C) 2017 Elsevier Ltd. All rights reserved.