(1E,4E)-1-(3,4-dichlorophenyl)-5-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)penta-1,4-dien-3-one | 1357567-20-4

• 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-(3,4-dichlorophenyl)-5-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)penta-1,4-dien-3-one
• 英文别名: (1E,4E)-1-(3,4-dichlorophenyl)-5-[2,4-dimethoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]phenyl]penta-1,4-dien-3-one
• CAS: 1357567-20-4
• 化学式: C₂₈H₂₄Cl₂O₄
• 分子量: 495.402
• InChiKey: XNVFRJIJXHYVEX-AAEXJMFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 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)-4-{2,4-dimethoxy-6-[(E)-4-methoxystyryl]phenyl}but-3-en-2-one 、 3,4-二氯苯甲醛 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以69.2%的产率得到(1E,4E)-1-(3,4-dichlorophenyl)-5-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)penta-1,4-dien-3-one
  参考文献：
  名称：

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

  摘要：

  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.

  DOI：

  10.1016/j.bmc.2011.11.017

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.