dorsilurin H | 1094298-40-4

• 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: dorsilurin H
• 英文别名: 5,6-(2,2-dimethyldihydropyrano)-7,3'-dihydroxy-8-prenyl-4'-(2S-hydroxy-3-methylbut-3-enyl)flavonol；5,9-dihydroxy-8-[3-hydroxy-4-[(2S)-2-hydroxy-3-methylbut-3-enyl]phenyl]-2,2-dimethyl-6-(3-methylbut-2-enyl)-3,4-dihydropyrano[2,3-f]chromen-10-one
• CAS: 1094298-40-4
• 化学式: C₃₀H₃₄O₇
• 分子量: 506.596
• InChiKey: RPAGHTUIKDMNCP-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  dorsilurin H 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 [(2S)-1-[4-[5,9-dihydroxy-2,2-dimethyl-6-(3-methylbut-2-enyl)-10-oxo-3,4-dihydropyrano[2,3-f]chromen-8-yl]-2-hydroxyphenyl]-3-methylbut-3-en-2-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Triprenylated Flavonoids from Dorstenia psilurus and Their α-Glucosidase Inhibition Properties

  摘要：

  Six new unusual C-4'-prenylated flavonols, dorsilurins F-K (1-6), together with six known compounds were isolated from the roots of Dorstenia psilurus, and their structures were elucidated on the basis of spectroscopic evidence. The isolated compounds exhibited moderate to low alpha-glucosidase inhibitory activity. Dorsilurin F (1), with three unmodified prenyl groups, was the most active, while dorsilurin K (6), with only one unmodified prenyl group, was the least active compound. Furthermore, NMR data of dorsilurin C (7), isolated some years ago from the same plant, have been revised.

  DOI：

  10.1021/np800509u