Citation: 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 shu

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

Zhang Yang ^a,b ,
Zhang Luye ^a,b ,
Liu Limin ^a,b ,
Wang Tao ^a,b ,
Meng Yaqi ^a,b ,
Li Na ^a,b ,
Li Erdong ^a,b ,
Wang Zhengjie ^a,b ,
Liu Xiujuan ^a,b ,
Zheng Jiaxin ^a,c ,
Shan Lihong ^a,b,c,d,, ,
Liu Hongmin ^a,b,c,d,e,, ,
Zhang Qiurong ^a,b,c,d,,

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

Corresponding author: Shan Lihong, shlh@zzu.edu.cn Liu Hongmin, liuhm@zzu.edu.cn Zhang Qiurong, zqr409@yeah.net
Received Date: 31 January 2020
Revised Date: 21 March 2020
Available Online: 10 April 2020
Fund Project: the National Key Research Program of Proteins 2018YFE0195100the National Natural Science Foundation of China 81773562Project 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)the Openning Fund from State Key Laboratory of Esophageal Cancer Prevention & Treatment K2020000X

Figures(2)

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.
- hydrazone,
- pyrimidine derivatives,
- synthesis,
- antitumor activity
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