(E)-3-(3,4-dihydroxyphenyl)-N-{3-[3-(3,4-dihydroxyphenyl)acrylamido]phenyl}acrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(3,4-dihydroxyphenyl)-N-{3-[3-(3,4-dihydroxyphenyl)acrylamido]phenyl}acrylamide
• 英文别名: (E)-3-(3,4-dihydroxyphenyl)-N-{3-[3-(3,4-dihydroxyphenyl)acryloylamino]phenyl}-acrylamide；(E)-3-(3,4-dihydroxyphenyl)-N-[3-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]phenyl]prop-2-enamide
• 化学式: C₂₄H₂₀N₂O₆
• 分子量: 432.433
• InChiKey: HCAAZYYMEVPLNZ-JMQWPVDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  139
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  TRANS-咖啡酸 、 间苯二胺 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 以22.6%的产率得到(E)-3-(3,4-dihydroxyphenyl)-N-{3-[3-(3,4-dihydroxyphenyl)acrylamido]phenyl}acrylamide
  参考文献：
  名称：

  Synthesis and evaluation of multifunctional ferulic and caffeic acid dimers for Alzheimer’s disease

  摘要：

  In this study, a series of novel ferulic and caffeic acid dimers was designed and synthesised, and their multifunctional properties against Alzheimer's disease (AD) were evaluated. Results showed that our multifunctional strategy was great supported by enhancing the inhibition of A beta(1-42) self-induced aggregation. Moreover, 7b also had potent protective effects against glutamate-induced cell death without significant cell toxicity in mouse hippocampal neuronal HT22 cells and 10c effectively scavenged diphenylpicrylhydrazyl free radicals. Collectively, these data strongly encourage further optimisation of 7b as a new hit to develop multifunctional agents for the treatment of AD.[GRAPHICS].

  DOI：

  10.1080/14786419.2016.1219862

文献信息

• Synthesis and evaluation of multifunctional ferulic and caffeic acid dimers for Alzheimer’s disease
  作者：Xi-xin He、Xiao-hong Yang、Rui-ying Ou、Ying Ouyang、Sheng-nan Wang、Zi-wei Chen、Shi-jun Wen、Rong-biao Pi

  DOI：10.1080/14786419.2016.1219862

  日期：2017.3.19

  In this study, a series of novel ferulic and caffeic acid dimers was designed and synthesised, and their multifunctional properties against Alzheimer's disease (AD) were evaluated. Results showed that our multifunctional strategy was great supported by enhancing the inhibition of A beta(1-42) self-induced aggregation. Moreover, 7b also had potent protective effects against glutamate-induced cell death without significant cell toxicity in mouse hippocampal neuronal HT22 cells and 10c effectively scavenged diphenylpicrylhydrazyl free radicals. Collectively, these data strongly encourage further optimisation of 7b as a new hit to develop multifunctional agents for the treatment of AD.[GRAPHICS].