Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (4): 967-974.DOI: 10.6023/cjoc201611006 Previous Articles     Next Articles



黎秋, 汪雨, 胡孟金, 陈鹏, 游文玮, 赵培亮   

  1. 南方医科大学药学院 广东省新药筛选重点实验室 广州 510515
  • 收稿日期:2016-11-03 修回日期:2016-12-19 发布日期:2016-12-29
  • 通讯作者: 赵培亮
  • 基金资助:


Synthesis and Biological Activities of Novel 2,4-Diaminopyrimidine Derivatives Bearing Indole Moiety

Li Qiu, Wang Yu, Hu Mengjin, Chen Peng, You Wenwei, Zhao Peiliang   

  1. Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutica Science, Southern Medical University, Guangzhou 510515
  • Received:2016-11-03 Revised:2016-12-19 Published:2016-12-29
  • Contact: 10.6023/cjoc201611006
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21102069, 21372113), and the Project of Science and Technology New Star in Zhujiang Guangzhou City (No. 2012J2200051).

Based on our previous work, twenty-three novel 2,4-diaminopyrimidine derivatives bearing indole moiety were designed and synthesized. Structures of all compounds were elucidated by 1H NMR, 13C NMR and HRMS. Antiproliferative activities for all these compounds were evaluated by the method of methyl thiazolyl tetrazolium (MTT) assay against four cancer cell lines (HeLa, MD-MBA-231, PC-3 and HCT116), and the results demonstrated that some compounds possessed significant antitumor activities in vitro. Particularly, the most promising ethyl (2-((2-benzoyl-5-chloro-1H-indol-3-yl)amino)- 5-nitropyrimidin-4-yl)glycinate (8j) displayed 2.0- and 0.5-fold improvement compared to fluorouracil in inhibiting HCT116, and MD-MBA-231 cell proliferation with IC50 values of 23.15 and 36.88 mmol/L, respectively. These findings suggest that compound 8j may have potential to be developed as a promising lead for the design of novel anticancer small-molecule drugs.

Key words: indole, pyrimidine, synthesis, antiproliferative activity