8-benzoyl-5-isopropyl-γ-carboline | 1158628-41-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 8-benzoyl-5-isopropyl-γ-carboline
• 英文别名: Phenyl-(5-propan-2-ylpyrido[4,3-b]indol-8-yl)methanone
• CAS: 1158628-41-1
• 化学式: C₂₁H₁₈N₂O
• 分子量: 314.387
• InChiKey: UDFNBEIWLCNPCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-isopropyl-γ-carboline 、 苯甲酰氯 在 aluminum (III) chloride 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以67%的产率得到8-benzoyl-5-isopropyl-γ-carboline
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel γ-carboline ketones as anticancer agents

  摘要：

  A series of novel gamma-carboline ketones were designed, synthesized and evaluated for their cytotoxic activity in vitro against six human cancer cell lines (A549, SGC, HCT116, MCF-7, K562 and K562R). Biological evaluation revealed that almost all of the new compounds displayed moderate to potent cytotoxic activities against the tested cells. Among them, seven of the fourteen new compounds show more potent cytotoxic activities against K562R cell line than that of the positive control, taxol. Primary mechanism research on the most potent compound 6f indicated that it was a potent tubulin polymerization inhibitor, with IC(50) value of 4.3 mu M, equivalent to that of CA-4, and arresting cell cycle in G(2)/M phase. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.057

文献信息

• Design, synthesis, and biological evaluation of novel γ-carboline ketones as anticancer agents
  作者：Jing Chen、Tao Liu、Rui Wu、Jianshu Lou、Xiaowu Dong、Qiaojun He、Bo Yang、Yongzhou Hu

  DOI：10.1016/j.ejmech.2011.01.057

  日期：2011.4

  A series of novel gamma-carboline ketones were designed, synthesized and evaluated for their cytotoxic activity in vitro against six human cancer cell lines (A549, SGC, HCT116, MCF-7, K562 and K562R). Biological evaluation revealed that almost all of the new compounds displayed moderate to potent cytotoxic activities against the tested cells. Among them, seven of the fourteen new compounds show more potent cytotoxic activities against K562R cell line than that of the positive control, taxol. Primary mechanism research on the most potent compound 6f indicated that it was a potent tubulin polymerization inhibitor, with IC(50) value of 4.3 mu M, equivalent to that of CA-4, and arresting cell cycle in G(2)/M phase. (c) 2011 Elsevier Masson SAS. All rights reserved.