(1E,4E)-1-(2-((E)-4-methoxystyryl)-4,6-dimethoxyphenyl)-5-(3-methoxyphenyl)penta-1,4-dien-3-one | 1357566-83-6

• 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: (1E,4E)-1-(2-((E)-4-methoxystyryl)-4,6-dimethoxyphenyl)-5-(3-methoxyphenyl)penta-1,4-dien-3-one
• 英文别名: (1E,4E)-1-[2,4-dimethoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]phenyl]-5-(3-methoxyphenyl)penta-1,4-dien-3-one
• CAS: 1357566-83-6
• 化学式: C₂₉H₂₈O₅
• 分子量: 456.538
• InChiKey: TVYBMMZOIHCDJV-JTVZXOLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 20.0h， 生成 (1E,4E)-1-(2-((E)-4-methoxystyryl)-4,6-dimethoxyphenyl)-5-(3-methoxyphenyl)penta-1,4-dien-3-one
  参考文献：
  名称：

  26个1-芳基-5-（2-（苯乙烯基）苯基）戊-1,4-二烯-3-酮的1 H和13 C NMR光谱分配。

  摘要：

  DOI：

  10.1002/mrc.4993

文献信息

• Synthesis, biological evaluation and molecular docking studies of resveratrol derivatives possessing curcumin moiety as potent antitubulin agents
  作者：Ban-Feng Ruan、Xiang Lu、Ting-Ting Li、Jian-Feng Tang、Yao Wei、Xiao-Liang Wang、Shi-Li Zheng、Ri-Sheng Yao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2011.11.017

  日期：2012.1

  A series of resveratrol derivatives possessing curcumin moiety were synthesized and evaluated for their antiproliferative activity against three cancer cell lines including murine melanoma B16-F10, human hepatoma HepG2 and human lung carcinoma A549. Among them, compound C5 displayed the most potent in vitro antiproliferative activity against B16-F10 with IC50 value of 0.71 mu g/mL. Compound C5 also exhibited good tubulin polymerization inhibitory activity with IC50 value of 1.45 mu g/mL. Furthermore, docking simulation was carried out to position C5 into the tubulin-colchicine binding site to determine the probable binding mode. (C) 2011 Elsevier Ltd. All rights reserved.