Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (11): 2377-2382.DOI: 10.6023/cjoc201506030 Previous Articles     Next Articles



陈仕杰a, 和龙a,b, 王雪微a, 龚显峰a, 张华a,b   

  1. a 黑龙江大学功能有机重点实验室 哈尔滨 150080;
    b 国药一心制药有限公司 长春 130012
  • 收稿日期:2015-06-25 修回日期:2015-07-27 发布日期:2015-08-26
  • 通讯作者: 张华
  • 基金资助:

    黑龙江省教育厅科学技术研究(No. 12521417)资助项目.

Synthesis and Cytotoxic Activity of Imatinib Derivatives

Chen Shijiea, He Longa,b, Wang Xueweia, Gong Xianfenga, Zhang Huaa,b   

  1. a Key Laboratory of Applied Organic, Heilongjiang University, Harbin 150080;
    b Sinopharm A-Think Pharmaceuticals Co., Ltd., Changchun 130012
  • Received:2015-06-25 Revised:2015-07-27 Published:2015-08-26
  • Supported by:

    Project supported by the Foundation of Heilongjiang Educational Committee (No. 12521417).

Fourteen derivatives of imatinib have been prepared by condensation of (L)-N-acylation amino acid with N-(5-amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidine amine (6), which was prepared from 3-acetyl-pyrimidin and 2-methyl-5-nitroaniline through the reactions of addition, condensation, cyclization and reduction, respectively. The structures of all target compounds were characterized by IR, 1H NMR, 13C NMR and HRMS techniques. They were evaluated for cytotoxic activity against human Leukemia cells (K562), human non-small-cell-lung cancer cells lines (A549) and human hepatoma cell lines (HepG-2) by methyl thiazolyl tetrazolium (MTT) method. The results showed the cytotoxic activities of compounds 7d,7i,7j,7k,7l, 7n against human Leukemia cells (K562) and human non-small-cell-lung cancer cell lines (A549), compounds 7a, 7d,7e against human hepatoma cell lines (HepG-2) were comparable to those of imatinib.

Key words: imatinib derivatives, synthesis, methyl thiazolyl tetrazolium (MTT) assay