(E)-4',6-difluoro-3-hydroxy-3',4, 5'-trimethoxystilbene | 1394048-16-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-4',6-difluoro-3-hydroxy-3',4, 5'-trimethoxystilbene
• 英文别名: 4-fluoro-5-[(E)-2-(4-fluoro-3,5-dimethoxyphenyl)ethenyl]-2-methoxyphenol
• CAS: 1394048-16-8
• 化学式: C₁₇H₁₆F₂O₄
• 分子量: 322.308
• InChiKey: GBICFIVLLOPGCA-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-bromo-2-fluoro-1,3-dimethoxybenzene 、 6-fluoro-3-hydroxy-4-methoxystyrene 在 三乙醇胺 、 palladium diacetate 作用下， 反应 24.0h， 以56%的产率得到(E)-4',6-difluoro-3-hydroxy-3',4, 5'-trimethoxystilbene
  参考文献：
  名称：

  Synthesis and biological evaluation of novel (E) stilbene-based antitumor agents

  摘要：

  Several new (E) stilbenes were synthesized by a combination of a Wittig olefination followed by Mizoroki-Heck coupling reactions. These compounds were screened for antitumor activity in a panel of 8 human cancer cell lines by a colorimetric SRB assay. Several of these compounds exhibit strong cytotoxicity. The most active compound of this series showed an average IC50 value of 0.03 mu mol; it acts by apoptosis as shown by a dye-exclusion test, an extra acridine orange/ethidium bromide staining and DNA-laddering experiments. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.015

文献信息

• Synthesis and biological evaluation of novel (E) stilbene-based antitumor agents
  作者：René Csuk、Sabrina Albert、Bianka Siewert、Stefan Schwarz

  DOI：10.1016/j.ejmech.2012.06.015

  日期：2012.8

  Several new (E) stilbenes were synthesized by a combination of a Wittig olefination followed by Mizoroki-Heck coupling reactions. These compounds were screened for antitumor activity in a panel of 8 human cancer cell lines by a colorimetric SRB assay. Several of these compounds exhibit strong cytotoxicity. The most active compound of this series showed an average IC50 value of 0.03 mu mol; it acts by apoptosis as shown by a dye-exclusion test, an extra acridine orange/ethidium bromide staining and DNA-laddering experiments. (C) 2012 Elsevier Masson SAS. All rights reserved.