2'-hydroxy-3,4-methylenedioxy-4'-prenyloxychalcone | 886588-96-1

• 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: 2'-hydroxy-3,4-methylenedioxy-4'-prenyloxychalcone
• 英文别名: 2'-hydroxy-3,4-methylenedioxy-4'-(γ,γ-dimethylallyloxy)chalcone；(E)-3-(benzo[d][1,3]dioxol-5-yl)-1-[2-hydroxy-4-(3-methylbut-2-enyloxy)phenyl]prop-2-en-1-one；(E)-3-(1,3-benzodioxol-5-yl)-1-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-one
• CAS: 886588-96-1
• 化学式: C₂₁H₂₀O₅
• 分子量: 352.387
• InChiKey: VTDOBQWZVFBVGQ-XVNBXDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2'-hydroxy-3,4-methylenedioxy-4'-prenyloxychalcone 生成 2'-hydroxy-3,4-methylenedioxy-4'',4'',5-trimethyldihydrofurano(2'',3'':4',3')chalcone
  参考文献：
  名称：

  Islam Azizih, Rafiqul Anam M., Amzad Hossain M., J. Indian. Chem. Soc., 71 (1994) N 3, S 147-150

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二羟基苯乙酮 在 potassium carbonate 、 potassium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 8.0h， 生成 2'-hydroxy-3,4-methylenedioxy-4'-prenyloxychalcone
  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

• Islam, Azizul; Anam, M. Rafiqul; Hossain, M. Amzad, Journal of the Indian Chemical Society, 1994, vol. 71, # 3, p. 147 - 150
  作者：Islam, Azizul、Anam, M. Rafiqul、Hossain, M. Amzad

  DOI：——

  日期：——
• 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.
• Islam Azizih, Rafiqul Anam M., Amzad Hossain M., J. Indian. Chem. Soc., 71 (1994) N 3, S 147-150
  作者：Islam Azizih, Rafiqul Anam M., Amzad Hossain M.

  DOI：——

  日期：——