(E)-1-[4-(allyloxy)-2-hydroxyphenyl]-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one | 1351986-16-7

• 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-(allyloxy)-2-hydroxyphenyl]-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• 英文别名: (E)-1-(2-hydroxy-4-prop-2-enoxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
• CAS: 1351986-16-7
• 化学式: C₂₁H₂₂O₆
• 分子量: 370.402
• InChiKey: GGFZPVUMYNJORJ-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-allyloxy-2-hydroxyacetophenone 、 3,4,5-三甲氧基苯甲醛 在 potassium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以62%的产率得到(E)-1-[4-(allyloxy)-2-hydroxyphenyl]-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Structure–activity relationships of chalcone analogs as potential inhibitors of ADP- and collagen-induced platelet aggregation

  摘要：

  In an effort to develop potent antiplatelet agents, 12 O-prenylated (2-13) and 10 O-allylated (14-23) chalcones were synthesized and screened for in vitro inhibitory effects on aggregation of washed rabbit platelets induced by ADP (20 mu M) and collagen (10 mu g/mL). In addition, the platelet aggregation activity of previously synthesized Mannich bases of heterocyclic chalcones (MBHC) (24-62) was evaluated. The preliminary structure-activity relationships suggested that the antiplatelet activity was governed to a great extent by the presence of a pyridyl ring-B and a hydroxy group at position C-3' in ring-A of the MBHC templates. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2011.08.004

文献信息

• Structure–activity relationships of chalcone analogs as potential inhibitors of ADP- and collagen-induced platelet aggregation
  作者：M. Vijaya Bhaskar Reddy、Wei-Jern Tsai、Keduo Qian、Kuo-Hsiung Lee、Tian-Shung Wu

  DOI：10.1016/j.bmc.2011.08.004

  日期：2011.12

  In an effort to develop potent antiplatelet agents, 12 O-prenylated (2-13) and 10 O-allylated (14-23) chalcones were synthesized and screened for in vitro inhibitory effects on aggregation of washed rabbit platelets induced by ADP (20 mu M) and collagen (10 mu g/mL). In addition, the platelet aggregation activity of previously synthesized Mannich bases of heterocyclic chalcones (MBHC) (24-62) was evaluated. The preliminary structure-activity relationships suggested that the antiplatelet activity was governed to a great extent by the presence of a pyridyl ring-B and a hydroxy group at position C-3' in ring-A of the MBHC templates. (C) 2011 Published by Elsevier Ltd.