7,8-benzo-4'-hydroxy-flavan-4-ol | 1309607-55-3

• 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: 7,8-benzo-4'-hydroxy-flavan-4-ol
• 英文别名: 2-(4-hydroxyphenyl)-3,4-dihydro-2H-benzo[h]chromen-4-ol
• CAS: 1309607-55-3
• 化学式: C₁₉H₁₆O₃
• 分子量: 292.334
• InChiKey: SREWADCFMKTRDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7,8-benzo-4'-hydroxy-flavan-4-ol 、 N,N'-羰基二咪唑 以 四氢呋喃 为溶剂， 生成 2,4-cis-7,8-benzo-4'-hydroxy-4-(imidazol-1-yl)flavan 、 2,4-trans-7,8-benzo-4'-hydroxy-4-(imidazol-1-yl)flavan
  参考文献：
  名称：

  Lead optimization of 4-imidazolylflavans: New promising aromatase inhibitors

  摘要：

  Our previous studies have shown that several 7-substituted-4-imidazolylflavans are potent inhibitors of aromatase. These compounds were designed considering the anti-aromatase effect of some natural flavonoids and the importance of an azole ring for synthetic inhibitors such as letrozole or anastrozole towards binding to the heme iron of aromatase. In this study, we report the optimization of these lead compounds by the modulation of flavan A ring. The resulting 7,8-benzo-4-imidazolylflavans were tested in order to assess their ability to inhibit aromatase. Biological data concerning enantiomers obtained from the chiral separation of the racemate compound 4-imidazolyl-7-methoxyflavan are also presented. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.043