3,7-dihydroxy-3'-(4-hydroxy-3-methylbutyl)-4',5,6-trimethoxyflavone

• 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: 3,7-dihydroxy-3'-(4-hydroxy-3-methylbutyl)-4',5,6-trimethoxyflavone
• 英文别名: 3,7-dihydroxy-2-[3-(4-hydroxy-3-methylbutyl)-4-methoxyphenyl]-5,6-dimethoxy-4H-chromen-4-one；3,7-Dihydroxy-2-[3-(4-hydroxy-3-methylbutyl)-4-methoxyphenyl]-5,6-dimethoxy-4H-1-benzopyran-4-one；3,7-dihydroxy-2-[3-(4-hydroxy-3-methylbutyl)-4-methoxyphenyl]-5,6-dimethoxychromen-4-one
• 化学式: C₂₃H₂₆O₈
• 分子量: 430.455
• InChiKey: WLKFOJZKYWLYJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 3,7-dihydroxy-3'-(4-hydroxy-3-methylbutyl)-4',5,6-trimethoxyflavone 在 吡啶 作用下， 反应 24.0h， 以13 mg的产率得到Acetic acid 7-acetoxy-2-[3-(4-acetoxy-3-methyl-butyl)-4-methoxy-phenyl]-5,6-dimethoxy-4-oxo-4H-chromen-3-yl ester
  参考文献：
  名称：

  Thrombin Inhibitory Constituents fromDuranta repens

  摘要：

  The C-alkylated flavonoids 3,7,4'-trihydroxy-3'-(4-hydroxy-3-methylbutyl)-5,6-dimethoxyflavone (1), 3,7dihydroxy-3'-(4-hydroxy-3-methylbutyl)-5,6,4'-trimethoxyflavone (2) and the trans-clerodane diterpenoids 6 beta hydroxy-15,16-epoxy-5 beta ,8 beta ,9 beta ,10 alpha -cleroda-3,13,(16),14-trien-oic acid (3) and the trans-clerodane diterpenoids 6 beta -hydroxy-15,16-epoxy 5 beta ,8 beta ,9 beta ,10 alpha -cleroda-3,13(16),14-trien-18-oic acid (4) were isolated from Duranta repens. Their structures and the relative configuration of 3 and 4 were determined by spectroscopic methods (H-1- and C-13-NMR, IR, and MS) and 2D-NMR experiments. The known flavonoid 5 is also reported for the first time from this species. The compounds 1, 3, and 5 showed significant enzyme-inhibitory activity against thrombin.

  DOI：

  10.1002/1522-2675(20010321)84:3<649::aid-hlca649>3.0.co;2-5

文献信息

• Thrombin Inhibitory Constituents fromDuranta repens
  作者：Itrat Anis、Erum Anis、Saeed Ahmed、Ghulam Mustafa、Abdul Malik、Zareen Amtul、Atta-ur-Rahman

  DOI：10.1002/1522-2675(20010321)84:3<649::aid-hlca649>3.0.co;2-5

  日期：2001.3.21

  The C-alkylated flavonoids 3,7,4'-trihydroxy-3'-(4-hydroxy-3-methylbutyl)-5,6-dimethoxyflavone (1), 3,7dihydroxy-3'-(4-hydroxy-3-methylbutyl)-5,6,4'-trimethoxyflavone (2) and the trans-clerodane diterpenoids 6 beta hydroxy-15,16-epoxy-5 beta ,8 beta ,9 beta ,10 alpha -cleroda-3,13,(16),14-trien-oic acid (3) and the trans-clerodane diterpenoids 6 beta -hydroxy-15,16-epoxy 5 beta ,8 beta ,9 beta ,10 alpha -cleroda-3,13(16),14-trien-18-oic acid (4) were isolated from Duranta repens. Their structures and the relative configuration of 3 and 4 were determined by spectroscopic methods (H-1- and C-13-NMR, IR, and MS) and 2D-NMR experiments. The known flavonoid 5 is also reported for the first time from this species. The compounds 1, 3, and 5 showed significant enzyme-inhibitory activity against thrombin.