(E)-1-(4-hydroxyphenyl)-3-(4-pyrrolidin-1-ylphenyl)prop-2-en-1-one | 1437743-44-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-(4-hydroxyphenyl)-3-(4-pyrrolidin-1-ylphenyl)prop-2-en-1-one
• CAS: 1437743-44-6
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: VXLYMPKTVKYQMC-LFYBBSHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 生成 (E)-1-(4-hydroxyphenyl)-3-(4-pyrrolidin-1-ylphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Chalcones, inhibitors for topoisomerase I and cathepsin B and L, as potential anti-cancer agents

  摘要：

  In order to diversify the pharmacological activity of chalcones and extend the scaffold of topoisomerase and cathepsins B and L inhibitors, we have designed and synthesized total 18 chalcone compounds and tested their biological activity. In the topoisomerase inhibition test, most analogues in group III and IV except compound 11 exhibited more efficient topoisomerase I inhibitory activity than camptothecin at 20 lM. Compounds 15, 16 and 18 in group IV showed significant cathepsin B and L inhibitory activity. Among the compounds, compound 15 was most active with IC50 values of 1.81 +/- 0.05 mu M on cathepsin B and 3.15 +/- 0.07 mu M on cathepsin L, respectively. Compound 15 also showed most potent cytotoxic activity against T47D and SNU638 cells with IC50 values of 1.37 +/- 0.05 mu M and 0.62 +/- 0.01 mu M, respectively. Overall, although more compounds should be tested and analyzed for clear SAR against topoisomerase I and cathepsin B and L, compound 15 showed consistent inhibitory ability on the tested assays, which can implicate the cytotoxic activity of compound 15 on topoisomerase I and cathepsin B and L inhibitory pathways. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.106