4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl 4-methylpiperazine-1-carboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl 4-methylpiperazine-1-carboxylate
• 英文别名: [4-(5,6,7-Trihydroxy-4-oxochromen-2-yl)phenyl] 4-methylpiperazine-1-carboxylate；[4-(5,6,7-trihydroxy-4-oxochromen-2-yl)phenyl] 4-methylpiperazine-1-carboxylate
• 化学式: C₂₁H₂₀N₂O₇
• 分子量: 412.399
• InChiKey: GFDQFAHLYHQQLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  120
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  野黄芩素 在 palladium 10% on activated carbon 、 氢气 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 二苯醚 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0~175.0 ℃ 、101.33 kPa 条件下， 反应 20.5h， 生成 4-(5,6,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl 4-methylpiperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis of scutellarein derivatives to increase biological activity and water solubility

  摘要：

  In order to improve the biological activity and water solubility of scutellarin (1), some derivatives of its main metabolite (scutellarein) were designed and synthesized. All the compounds were tested for their thrombin inhibition activity through the analyzation of thrombin time (TT), activated partial thromboplastin time (APTT), prothrombin time (PT) and fibrinogen (FIB). Their antioxidant activities were assessed by measuring their scavenging capacities toward 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and the ability to protect PC12 cells against H2O2-induced cytotoxicity, their water solubility were also assessed by ultraviolet (UV) spectrophotometer. The results showed that compound 8b demonstrated stronger anticoagulant and antioxidant activity, better water solubility compared with scutellarein (2), which warrants it as a promising agent for the treatment of ischemic cerebrovascular disease. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.09.047