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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 6: 1731 - 1736

DOI: https://doi.org/10.6023/cjoc202001034

Synthesis and Antitumor Activity Evaluation of Novel Hydrazone-Substituted Pyrimidine Derivatives

  • Zhang Yang ,
  • Zhang Luye ,
  • Liu Limin ,
  • Wang Tao ,
  • Meng Yaqi ,
  • Li Na ,
  • Li Erdong ,
  • Wang Zhengjie ,
  • Liu Xiujuan ,
  • Zheng Jiaxin ,
  • Shan Lihong ,
  • Liu Hongmin ,
  • Zhang Qiurong
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  • a School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001;
    b Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001;
    c Key Laboratory of Advanced Drug Preparation Technologies, Ministry of Education, Zhengzhou 450001;
    d Key Laboratory of Henan Province for Drug Quality and Evaluation, Zhengzhou 450001;
    e State Key Laboratory of Esophageal Cancer Prevention & Treatment, Zhengzhou University, Zhengzhou 450052

Received date: 2020-01-31

  Revised date: 2020-03-21

  Online published: 2020-04-10

Supported by

Project supported by the National Natural Science Foundation of China (No. 81773562) and the National Key Research Program of Proteins (No. 2018YFE0195100) and the Openning Fund from State Key Laboratory of Esophageal Cancer Prevention & Treatment (No. K2020000X).

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Abstract

In order to find more effective antitumor drugs, a series of novel hydrazone-substituted pyrimidine derivatives were designed, synthesized and evaluated for their antitumor activity against five different human cancer cell lines including MCF-7 (human breast cancer cell), MGC-803 (human gastric cancer cell), PC-3 (human prostate cancer cell), Hela (human cervical cancer cell) and A549 (human lung cancer cell) using methyl thiazolyl tetrazolium (MTT) assay. Most of the target compounds showed moderate to potent antitumor activity against five selected cancer cell lines. Among them, 2-(prop-2-yn-1-ylthio)-4-(2-(pyridin-2-ylmethylene)-hydrazinyl)-6-(trifluoromethyl)pyrimidine (12l) displayed the most potent anti-proliferative activity against PC-3 cell line (IC50=1.37 μmol·L-1), which was significantly better than the positive control drug 5-fluorouracil. This work provided clues to discover new antitumor agents.

Key words： hydrazone; pyrimidine derivatives; synthesis; antitumor activity

Cite this article

Zhang Yang , Zhang Luye , Liu Limin , Wang Tao , Meng Yaqi , Li Na , Li Erdong , Wang Zhengjie , Liu Xiujuan , Zheng Jiaxin , Shan Lihong , Liu Hongmin , Zhang Qiurong . Synthesis and Antitumor Activity Evaluation of Novel Hydrazone-Substituted Pyrimidine Derivatives[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1731 -1736 . DOI: 10.6023/cjoc202001034

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