(E)-3-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)-1-(3,4-dimethylphenyl)prop-2-en-1-one | 1308656-26-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-3-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)-1-(3,4-dimethylphenyl)prop-2-en-1-one
• 英文别名: (E)-3-[2,4-dimethoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]phenyl]-1-(3,4-dimethylphenyl)prop-2-en-1-one
• CAS: 1308656-26-9
• 化学式: C₂₈H₂₈O₄
• 分子量: 428.528
• InChiKey: GHTZJJKYTDQHQI-PMYJVMGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde 、 3,4-二甲基苯乙酮 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以77%的产率得到(E)-3-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)-1-(3,4-dimethylphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular docking studies of resveratrol derivatives possessing chalcone moiety as potential antitubulin agents

  摘要：

  Twenty-three resveratrol derivatives possessing chalcone moiety were synthesized and characterized, and their biological activities were also evaluated as potential antiproliferation and tubulin polymerization inhibitors. Compound C19 exhibited the most potent activity in vitro, which inhibited the growth of HepG2, B16-F10, and A549 cell lines with IC50 values of 0.2, 0.1, and 1.4 mu g/mL, respectively. Compound C19 also exhibited significant tubulin polymerization inhibitory activity (IC50 = 2.6 mu g/mL). Docking simulation was performed to position compound C19 into the tubulin-colchicine binding site to determine the probable binding mode. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2011.03.001

文献信息

• Synthesis, biological evaluation, and molecular docking studies of resveratrol derivatives possessing chalcone moiety as potential antitubulin agents
  作者：Ban-Feng Ruan、Xiang Lu、Jian-Feng Tang、Yao Wei、Xiao-Liang Wang、Yan-Bin Zhang、Li-Sheng Wang、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2011.03.001

  日期：2011.4

  Twenty-three resveratrol derivatives possessing chalcone moiety were synthesized and characterized, and their biological activities were also evaluated as potential antiproliferation and tubulin polymerization inhibitors. Compound C19 exhibited the most potent activity in vitro, which inhibited the growth of HepG2, B16-F10, and A549 cell lines with IC50 values of 0.2, 0.1, and 1.4 mu g/mL, respectively. Compound C19 also exhibited significant tubulin polymerization inhibitory activity (IC50 = 2.6 mu g/mL). Docking simulation was performed to position compound C19 into the tubulin-colchicine binding site to determine the probable binding mode. (C) 2011 Published by Elsevier Ltd.