5,7-dihydroxy-3'-bromo-8-(3,3-dimethylallyl)-flavone | 1075171-28-6

• 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: 5,7-dihydroxy-3'-bromo-8-(3,3-dimethylallyl)-flavone
• 英文别名: 2-(3-Bromophenyl)-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• CAS: 1075171-28-6
• 化学式: C₂₀H₁₇BrO₄
• 分子量: 401.257
• InChiKey: DMJBDVNCTFUZAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (+/-)-5,7-dihydroxy-3'-bromo-8-(3,3-dimethylallyl)-flavanone 在 吡啶 、 碘 作用下， 反应 6.0h， 以66%的产率得到5,7-dihydroxy-3'-bromo-8-(3,3-dimethylallyl)-flavone
  参考文献：
  名称：

  Identification of SVM-based classification model, synthesis and evaluation of prenylated flavonoids as vasorelaxant agents

  摘要：

  Support vector machine (SVM) was applied to predict vasorelaxation effect of different structural molecules. A good classification model had been established, and the accuracy in prediction for the training, test, and overall datasets was 93.0%, 82.6%, and 89.5%, respectively. Furthermore, the model was used to predict the activity of a series of prenylated flavonoids. According to the estimated result, eleven molecules 1-11 were selected and synthesized. Their vasodilatory activities were determined experimentally in rat aorta rings that were pretreated with phenylephrine ( PE). Structure-activity relationship (SAR) analysis revealed that flavanone derivatives showed the most potent activities, while flavone and chalcone derivatives exhibited medium activities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.031