(E)-4-(((2-hydroxyphenyl)imino)methyl)benzene-1,2-diol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-(((2-hydroxyphenyl)imino)methyl)benzene-1,2-diol
• 英文别名: N-(3,4-dihydroxybenzylidene)-o-hydroxyaniline
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: BSVVLXIGPDFSEZ-RIYZIHGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.05
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-氨基苯酚 、 3,4-二羟基苯甲醛 以 乙醇 为溶剂， 反应 2.0h， 以55%的产率得到(E)-4-(((2-hydroxyphenyl)imino)methyl)benzene-1,2-diol
  参考文献：
  名称：

  Design, synthesis and biological evaluation of imine resveratrol derivatives as multi-targeted agents against Alzheimer's disease

  摘要：

  A series of imine resveratrol derivatives (1-20) have been designed, synthesized, and evaluated as multi-targeted compounds for the treatment of Alzheimer's disease (AD).In vitro studies show that most of the molecules exhibit a significant ability to inhibit self-induced and Cu2+-induced beta-amyloid (A beta(1-42)) aggregation, and to function as potential antioxidants and biometal chelators. In particular, compound 9 is a potential lead compound for AD treatment (for compound 9, IC50 = 14.1 mu M for the antioxidant activity using DPPH free radical method; 64.6% at 20 mu M for self-induced A beta aggregation). Moreover, it is capable of decreasing reactive oxygen species (ROS) induced by Cu-A beta and shows good neuroprotective effects in human SH-SY5Y neuroblastoma cells. Taken together, these results suggest that 9 might be a promising lead compound for AD treatment. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.068

文献信息

• US4176198A
  申请人：——

  公开号：US4176198A

  公开（公告）日：1979-11-27
• US4187317A
  申请人：——

  公开号：US4187317A

  公开（公告）日：1980-02-05
• US4198349A
  申请人：——

  公开号：US4198349A

  公开（公告）日：1980-04-15
• US4230727A
  申请人：——

  公开号：US4230727A

  公开（公告）日：1980-10-28
• US4235929A
  申请人：——

  公开号：US4235929A

  公开（公告）日：1980-11-25