7-O-pivalyl puerarin | 934696-09-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-O-pivalyl puerarin
• 英文别名: 3-(4-hydroxyphenyl)-4-oxo-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-7-yl pivalate；[3-(4-hydroxyphenyl)-4-oxo-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-yl] 2,2-dimethylpropanoate
• CAS: 934696-09-0
• 化学式: C₂₆H₂₈O₁₀
• 分子量: 500.502
• InChiKey: BHEBSGACIDNIQC-WDVFSZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  163
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  三甲基乙酰氯 、 葛根素 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以69%的产率得到7-O-pivalyl puerarin
  参考文献：
  名称：

  The synthesis of puerarin derivatives and their protective effect on the myocardial ischemia and reperfusion injury

  摘要：

  Puerarin is a naturally occurring isoflavone and is frequently used for the treatment of cardiovascular symptoms in China. By the structural modification of the puerarin molecule at different positions, seven new puerarin derivatives were obtained, and their cardioprotective activities (in vitro and in vivo) were respectively evaluated. The finding that the activities of 3 and 8 markedly exceeded puerarin suggested that the acylated modification of phenolic hydroxyl at C-7 in the puerarin molecule may improve the cardioprotective activity, which will be an important reference for further structural optimization.

  DOI：

  10.1080/10286020.2010.505563

文献信息

• The synthesis of puerarin derivatives and their protective effect on the myocardial ischemia and reperfusion injury
  作者：Zhi-Qiang Feng、Ying-Yu Wang、Zong-Ru Guo、Feng-Ming Chu、Piao-Yang Sun

  DOI：10.1080/10286020.2010.505563

  日期：2010.10

  Puerarin is a naturally occurring isoflavone and is frequently used for the treatment of cardiovascular symptoms in China. By the structural modification of the puerarin molecule at different positions, seven new puerarin derivatives were obtained, and their cardioprotective activities (in vitro and in vivo) were respectively evaluated. The finding that the activities of 3 and 8 markedly exceeded puerarin suggested that the acylated modification of phenolic hydroxyl at C-7 in the puerarin molecule may improve the cardioprotective activity, which will be an important reference for further structural optimization.