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化学学报
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化学学报 ›› 2009, Vol. 67 ›› Issue (8): 819-824. 上一篇    下一篇

研究论文

3-胺基取代苯并吡喃酮类化合物的设计合成及抗肿瘤活性

董环文 李 科 郑灿辉 刘 嘉 吕志良
李铁军 刘超美*

  

  1. (第二军医大学药学院 上海 200433)

  • 投稿日期:2008-10-03 修回日期:2008-11-24 发布日期:2009-04-28
  • 通讯作者: 刘超美

Synthesis and Antitumor Activity of Novel 3-(Substituted Amino)- chromone Derivatives

Dong, Huanwen Li, Ke Zheng, Canhui Liu, Jia Lü, Zhiliang
Li, Tiejun Liu, Chaomei*
  

  1. (College of Pharmacy, Second Military Medical University, Shanghai 200433)
  • Received:2008-10-03 Revised:2008-11-24 Published:2009-04-28
  • Contact: Liu, Chaomei

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被引次数

24 | 3

根据生物电子等排原理, 设计并合成了一系列新颖的3-胺基取代苯并吡喃酮类化合物. 通过1H NMR, 13C NMR, MS, IR及元素分析确定其结构. 抗肿瘤活性测试结果表明, 部分该系列化合物对人结肠癌细胞株HCT116和人肝癌细胞株7721具有较好的抑制活性, 其中化合物6c, 6f, 6i, 6m和6o对人肝癌细胞株7721的半数抑制浓度(IC50)值均小于对照品姜黄素(IC50＝10.53 μmol•L－1), 化合物6f对人结肠癌细胞株HCT116和人肝癌细胞株7721的IC50值分别为5.57和4.92 μmol•L－1, 均小于姜黄素的相应值.

关键词: 苯并吡喃酮, Buchwald-Hartwig偶联反应, 抗肿瘤活性

A series of new chromone analogues bearing a substituted arylamine moiety at position-3 were designed and synthesized by a key intermediate 3-iodo-7-methoxy-4H-chromen-4-one (5). All the synthesized compounds exhibited certain antitumor activities against two kinds of human tumor cell lines, colon cancer cell HCT116 and liver cancer cell 7721, in vitro. Five compounds (6c, 6f, 6i, 6m and 6o) were identified as the most promising candidates with the IC50 values in the range of 4.92～12.59 μmol•L－1.

Key words: chromone, buchwald-Hartwig coupling reaction, antitumor activity