(1E,6E)-1-(3,4,5-trihydroxyphenyl)-7-(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione

• 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-(3,4,5-trihydroxyphenyl)-7-(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
• 英文别名: (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(3,4,5-trihydroxyphenyl)hepta-1,6-diene-3,5-dione
• 化学式: C₁₉H₁₆O₇
• 分子量: 356.332
• InChiKey: UGAVYMWRQVLQHJ-GRSRPBPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  135
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  丁香醛 在 吡啶 、 boron trioxide 、 三氯化铝 、 硼酸三丁酯 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.25h， 生成 (1E,6E)-1-(3,4,5-trihydroxyphenyl)-7-(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of polyhydroxycurcuminoids

  摘要：

  A series of curcurnin analogs (1-3, 5a-5t) was synthesized through the condensation of appropriately protected hydroxy-benzaldehydes with acetylacetone, followed by deprotection. The antioxidant activity of these analogs was determined by superoxide free radical nitroblue tetrazolium and DPPH free radical scavenging methods and the polyhydroxycurcuminoids (5l-5s) displayed excellent antioxidant activity. These analogs showed cytotoxicity to lymphocytes and promising tumor-reducing activity on Dalton's lymphoma ascites tumor cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.06.050

文献信息

• Structure activity relationship study of curcumin analogues toward the amyloid-beta aggregation inhibitor
  作者：Hitoshi Endo、Yuri Nikaido、Mamiko Nakadate、Satomi Ise、Hiroyuki Konno

  DOI：10.1016/j.bmcl.2014.10.076

  日期：2014.12

  Inhibition of the amyloid beta aggregation process could possibly prevent the onset of Alzheimer's disease. In this article, we report a structure-activity relationship study of curcumin analogues for anti amyloid beta aggregation activity. Compound 7, the ideal amyloid beta aggregation inhibitor in vitro among synthesized curcumin analogues, has not only potent anti amyloid beta aggregation effects, but also water solubility more than 160 times that of curcumin. In addition, new approaches to improve water solubility of curcumin-type compounds are proposed. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis and biological evaluation of polyhydroxycurcuminoids
  作者：Somepalli Venkateswarlu、Marellapudi S. Ramachandra、Gottumukkala V. Subbaraju

  DOI：10.1016/j.bmc.2005.06.050

  日期：2005.12

  A series of curcurnin analogs (1-3, 5a-5t) was synthesized through the condensation of appropriately protected hydroxy-benzaldehydes with acetylacetone, followed by deprotection. The antioxidant activity of these analogs was determined by superoxide free radical nitroblue tetrazolium and DPPH free radical scavenging methods and the polyhydroxycurcuminoids (5l-5s) displayed excellent antioxidant activity. These analogs showed cytotoxicity to lymphocytes and promising tumor-reducing activity on Dalton's lymphoma ascites tumor cells. (c) 2005 Elsevier Ltd. All rights reserved.