1-(4-Methoxystyryl)-9-(3-phenylpropyl)-β-carboline | 1103587-70-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-(4-Methoxystyryl)-9-(3-phenylpropyl)-β-carboline
• 英文别名: 1-[2-(4-Methoxyphenyl)ethenyl]-9-(3-phenylpropyl)pyrido[3,4-b]indole
• CAS: 1103587-70-7
• 化学式: C₂₉H₂₆N₂O
• 分子量: 418.538
• InChiKey: OIMUADDHJPNKBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-Methoxystyryl)-9-(3-phenylpropyl)-β-carboline 、 溴甲苯 以 乙酸乙酯 为溶剂， 以60%的产率得到1-(4-methoxystyryl)-2-benzyl-9-(3-phenylpropyl)-β-carbolinium bromide
  参考文献：
  名称：

  Synthesis and cytotoxic activities of 1-benzylidine substituted β-carboline derivatives

  摘要：

  A series of new beta-carboline derivatives, bearing a benzylidine substituent at position-1, has been prepared and evaluated in vitro against a panel of human cell lines. The N-2-benzylated beta-carbolinium bromates represented the most interesting cytotoxic activities. In particular, compounds 19 were found to be the most potent compounds with IC50 values lower than 5 mu M against 10 strains human tumor cell lines. These results confirmed that the N-2-benzyl substituent on the beta-carboline ring played an important role in the modulation of the cytotoxic activities and suggested that further development of such compounds may be interest. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.043
• 作为产物：
  描述：

  1-methyl-9-(3-phenylpropyl)-β-carboline 、 4-甲氧基苯甲醛 在 乙酸酐 作用下， 以53%的产率得到1-(4-Methoxystyryl)-9-(3-phenylpropyl)-β-carboline
  参考文献：
  名称：

  Synthesis and cytotoxic activities of 1-benzylidine substituted β-carboline derivatives

  摘要：

  A series of new beta-carboline derivatives, bearing a benzylidine substituent at position-1, has been prepared and evaluated in vitro against a panel of human cell lines. The N-2-benzylated beta-carbolinium bromates represented the most interesting cytotoxic activities. In particular, compounds 19 were found to be the most potent compounds with IC50 values lower than 5 mu M against 10 strains human tumor cell lines. These results confirmed that the N-2-benzyl substituent on the beta-carboline ring played an important role in the modulation of the cytotoxic activities and suggested that further development of such compounds may be interest. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.043