(E)-3-(3-prop-2-ynoxyphenyl)-1-(2,3,4-trimethoxyphenyl)prop-2-en-1-one | 1217264-12-4

• 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)-3-(3-prop-2-ynoxyphenyl)-1-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
• CAS: 1217264-12-4
• 化学式: C₂₁H₂₀O₅
• 分子量: 352.387
• InChiKey: BNRSGICIOHHHGO-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(3-azido-2-hydroxy-propoxy)-3,5-dimethyl-5H-thiophen-2-one 、 (E)-3-(3-prop-2-ynoxyphenyl)-1-(2,3,4-trimethoxyphenyl)prop-2-en-1-one 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 16.0h， 以22%的产率得到3-[2-hydroxy-3-(4-{4-[3-(2,3,4-trimethoxy-phenyl)-propenyl]-phenoxymethyl}-[1,2,3]triazol-1-yl)-propoxy]-3,5-dimethyl-5H-thiophen-2-one
  参考文献：
  名称：

  Comparison of the antiplasmodial and falcipain-2 inhibitory activity of β-amino alcohol thiolactone-chalcone and isatin-chalcone hybrids

  摘要：

  The synthesis and biological evaluation of two novel series of natural-product-like hybrids based on the chalcone, thiolactone and isatin scaffolds is herein described. Results for a 36-member beta-amino alcohol triazole library showed that the thiolactone-chalcones, with IC(50)s ranging from 0.68 to 6.08 mu M, were more active against W2 strain Plasmodium falciparum than the isatin-chalcones with IC(50)s of 14.9 mu M or less. Also of interest is falcipain-2 inhibitory activity displayed by the latter, whereas the thiolactone-chalcones lacked enzyme inhibitory activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.017

文献信息

• Comparison of the antiplasmodial and falcipain-2 inhibitory activity of β-amino alcohol thiolactone-chalcone and isatin-chalcone hybrids
  作者：Renate H. Hans、Jiri Gut、Philip J. Rosenthal、Kelly Chibale

  DOI：10.1016/j.bmcl.2010.02.017

  日期：2010.4

  The synthesis and biological evaluation of two novel series of natural-product-like hybrids based on the chalcone, thiolactone and isatin scaffolds is herein described. Results for a 36-member beta-amino alcohol triazole library showed that the thiolactone-chalcones, with IC(50)s ranging from 0.68 to 6.08 mu M, were more active against W2 strain Plasmodium falciparum than the isatin-chalcones with IC(50)s of 14.9 mu M or less. Also of interest is falcipain-2 inhibitory activity displayed by the latter, whereas the thiolactone-chalcones lacked enzyme inhibitory activity. (C) 2010 Elsevier Ltd. All rights reserved.