(1E,4Z,6E)-1,7-bis(2,5-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one | 1400942-75-7

• 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,4Z,6E)-1,7-bis(2,5-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one
• CAS: 1400942-75-7
• 化学式: C₂₃H₂₄O₆
• 分子量: 396.44
• InChiKey: HBMIQTXQJGUIBG-JLOHDDGOSA-N

物化性质

• 熔点：
  105-107 °C
• 沸点：
  598.4±50.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  异香兰素 、 (1E,4Z,6E)-1,7-bis(2,5-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one 在 吡啶 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以87.57%的产率得到(1E,6E)-1,7-bis(2,5-dimethoxyphenyl)-4-(3-hydroxy-4-methoxybenzylidene)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
• 作为产物：
  描述：

  香草醛 在 boric anhydride 作用下， 以 乙酸乙酯 为溶剂， 反应 43.0h， 生成 (1E,4Z,6E)-1,7-bis(2,5-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one
  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.