(1E,6E)-1,7-bis(2,3-dimethoxyphenyl)-4-(3-fluoro-4-hydroxybenzylidene)hepta-1,6-diene-3,5-dione | 1400942-83-7

• 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: (1E,6E)-1,7-bis(2,3-dimethoxyphenyl)-4-(3-fluoro-4-hydroxybenzylidene)hepta-1,6-diene-3,5-dione
• 英文别名: (1E,6E)-1,7-bis(2,3-dimethoxyphenyl)-4-[(3-fluoro-4-hydroxyphenyl)methylidene]hepta-1,6-diene-3,5-dione
• CAS: 1400942-83-7
• 化学式: C₃₀H₂₇FO₇
• 分子量: 518.539
• InChiKey: IKLOGKIVISDABR-WSGPNKEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  乙酰丙酮 在 吡啶 、 boric anhydride 、 溶剂黄146 作用下， 以 乙酸乙酯 、 甲苯 为溶剂， 反应 37.5h， 生成 (1E,6E)-1,7-bis(2,3-dimethoxyphenyl)-4-(3-fluoro-4-hydroxybenzylidene)hepta-1,6-diene-3,5-dione
  参考文献：
  名称：

  Synthesis, cytotoxicity of new 4-arylidene curcumin analogues and their multi-functions in inhibition of both NF-κB and Akt signalling

  摘要：

  A series of new 4-arylidene curcumin analogues (4-arylidene-1,7-bisarylhepta-1,6-diene-3,5-diones) were synthesized and found to be potent antiproliferative agents against a panel of cancer cell lines at submicromolar to low micromolar concentrations by SRB assay. Their inhibitory abilities against NF-kappa B was evaluated by High Content Analysis (HCA) based immunofluorescence assay; and the Akt signalling inhibition was determined by fluorescence polarization assay and western blot respectively. The Structure Activity Relationship was discussed. Our results revealed that 4-arylidene curcumin analogues may work in a multi-targets manner in cancer cell. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.039

文献信息

• Synthesis, cytotoxicity of new 4-arylidene curcumin analogues and their multi-functions in inhibition of both NF-κB and Akt signalling
  作者：Yinglin Zuo、Jianing Huang、Binhua Zhou、Shuni Wang、Weiyan Shao、Cuige Zhu、Li Lin、Gesi Wen、Hongyang Wang、Jun Du、Xianzhang Bu

  DOI：10.1016/j.ejmech.2012.07.039

  日期：2012.9

  A series of new 4-arylidene curcumin analogues (4-arylidene-1,7-bisarylhepta-1,6-diene-3,5-diones) were synthesized and found to be potent antiproliferative agents against a panel of cancer cell lines at submicromolar to low micromolar concentrations by SRB assay. Their inhibitory abilities against NF-kappa B was evaluated by High Content Analysis (HCA) based immunofluorescence assay; and the Akt signalling inhibition was determined by fluorescence polarization assay and western blot respectively. The Structure Activity Relationship was discussed. Our results revealed that 4-arylidene curcumin analogues may work in a multi-targets manner in cancer cell. (C) 2012 Elsevier Masson SAS. All rights reserved.