3,8-dihydroxy-9,10-dimethoxypterocarpan

• 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: 3,8-dihydroxy-9,10-dimethoxypterocarpan
• 英文别名: 9,10-dimethoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,8-diol
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: CHQXHOMGCLNJIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二甲氧基-1,4-苯醌 、 2H-1-benzopyran-7-ol 在 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以72%的产率得到3,8-dihydroxy-9,10-dimethoxypterocarpan
  参考文献：
  名称：

  Flavonoids in the Poisonous Plant Oxytropis falcata

  摘要：

  Three new flavonoids, oxytropisoflavans A (1) and B (2) and (6aR,11aR)-3,8-dihydroxy-9,10-dimethoxypterocarpan (3), together with 30 known flavonoids (4-33), were isolated from the aerial parts and roots of Oxytropis falcata. The absolute configurations of 3 and C-3 in 1 and 2 were deduced by circular dichroism. The structure of flavonoid 2 was confirmed by single-crystal X-ray diffraction analysis and that of flavonoid 3 by total synthesis of its racemate. Oxytropisoflavan A (1) is an unprecedented chalcan-isoflavan biflavonoid, whereas oxytropisoflavan B (2) possesses a rare modified A-ring. Pterocarpan 3 has good radical-scavenging activity in the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay.

  DOI：

  10.1021/np100339u