2-(3-hydroxy-phenyl)-2,3-dihydro-benzo[h]chromen-4-one | 110973-42-7

• 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: 2-(3-hydroxy-phenyl)-2,3-dihydro-benzo[h]chromen-4-one
• 英文别名: 2-(3-Hydroxy-phenyl)-2,3-dihydro-benzo[h]chromen-4-on；2-(3-Hydroxyphenyl)-2,3-dihydrobenzo[h]chromen-4-one
• CAS: 110973-42-7
• 化学式: C₁₉H₁₄O₃
• 分子量: 290.318
• InChiKey: KUGDQDGPCBZWJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3',4'-benzo-2',3-dihydroxychalcone 在 盐酸 作用下， 生成 2-(3-hydroxy-phenyl)-2,3-dihydro-benzo[h]chromen-4-one
  参考文献：
  名称：

  Suzuki et al., Sci. Rep. Tohoku Univ., Ser. 1: Phys., Chem., Astron., 1957, vol. 41, p. 42,44

  摘要：

  DOI：

文献信息

• Suzuki et al., Sci. Rep. Tohoku Univ., Ser. 1: Phys., Chem., Astron., 1957, vol. <I> 41, p. 42,44
  作者：Suzuki et al.

  DOI：——

  日期：——
• Fujise et al., Nippon Kagaku Zasshi, 1956, vol. 77, p. 1833
  作者：Fujise et al.

  DOI：——

  日期：——
• New 7,8-benzoflavanones as potent aromatase inhibitors: Synthesis and biological evaluation
  作者：Samir Yahiaoui、Catherine Fagnere、Christelle Pouget、Jacques Buxeraud、Albert-José Chulia

  DOI：10.1016/j.bmc.2007.10.057

  日期：2008.2.1

  Some natural compounds such as flavonoids are known to possess a moderate inhibitory activity against aromatase, this enzyme being an interesting target for hormone-dependent breast cancer treatment. It has been demonstrated that the modulation of flavonoid skeleton could increase anti-aromatase effect. Therefore, new 7,8-benzoflavanones were synthesized and tested for their activity toward aromatase inhibition. It was observed that the introduction of a benzo ring at position C-7 and C-8 on flavanone skeleton led to new potent aromatase inhibitors, the resulting 7,8-benzoflavanones being until nine times more potent than amino-gluthetimide (the first aromatase inhibitor used clinically). (C) 2007 Elsevier Ltd. All rights reserved.