Synthesis and Antitumor Activity Evaluation of 2,4,6-Trisubstituted Pyrimidine Derivatives

doi:10.6023/cjoc201705013

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (10): 2725-2735.DOI: 10.6023/cjoc201705013 Previous Articles Next Articles

ARTICLE

2,4,6-三取代嘧啶衍生物的合成及体外抗肿瘤活性研究

宋攀攀^a,b, 栗娜^a,b, 崔飞^a,b, 辛景超^a,b, 张孝松^a,b, 曹钦坡^a,b, 王超杰^a,b, 戴文杰^a, 孟祥川^a, 刘梦^a, 常通航^a, 柳晴怡^a, 孙月红^a, 可钰^a,b, 张秋荣^a,b, 刘宏民^a,b

a 郑州大学药学院郑州 450001;
b 新药创制与药物安全性评价河南省协同创新中心郑州 450001

收稿日期:2017-05-08 修回日期:2017-05-23 发布日期:2017-06-07
通讯作者: 可钰, 张秋荣, 刘宏民 E-mail:ky@zzu.edu.cn;zqr406@sina.com;liuhm@zzu.edu.cn
基金资助:
国家自然科学基金（No.81430085）和郑州市科技局科研（No.141PQYJS554）资助项目.

Synthesis and Antitumor Activity Evaluation of 2,4,6-Trisubstituted Pyrimidine Derivatives

Song Panpan^a,b, Li Na^a,b, Cui Fei^a,b, Xin Jingchao^a,b, Zhang Xiaosong^a,b, Cao Qinpo^a,b, Wang Chaojie^a,b, Dai Wenjie^a, Meng Xiangchuan^a, Liu Meng^a, Chang Tonghang^a, Liu Qingyi^a, Sun Yuehonga^a, Ke Yu^a,b, Zhang Qiurong^a,b, Liu Hongmin^a,b

a School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001;
b Collaborative Innovation Center of New Drug Research and Saftry Evaluation, Zhengzhou 450001

Received:2017-05-08 Revised:2017-05-23 Published:2017-06-07
Contact: 10.6023/cjoc201705013 E-mail:ky@zzu.edu.cn;zqr406@sina.com;liuhm@zzu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No.81430085) and the Research Project of Science and Technology Bureau of Zhengzhou City (No.141PQYJS554).

1. Synthesis and Antitumor Activity Evaluation of 2,4,6-Trisubstituted Pyrimidine Derivatives.PDF(4261KB)

Abstract

With the aim of obtaining potential antitumor candidates with more efficiency and more economic value. 40 2,4,6-trisubstituted pyrimidine derivatives bearing chalcone moiety were synthesized via cyclization, chlorination, substitution with benzoylacetate and ethylacetoacetate as the starting materials. The structures of target products were confirmed by ¹H NMR, ^I3C NMR and HRMS. 2,4,6-Trisubstituted pyrimidine derivatives bearing chalcone moiety were evaluated for anticancer activity on four human cancer cell lines including EC-109, MGC-803, HepG-2 and MDA-MB-231 by CCK-8 (cell counting Kit-8) assay. Among them, (E)-1-(4-((2-(((1H-benzo[d]imidazol-2-yl)methyl)thio)-6-methylpyrimidin-4-yl)amino)-phe-nyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (13u) were more cytotoxic against MGC-803 and MDA-MB-231 cell lines, with IC₅₀ values of 0.99 and 1.77 μmol·L^-1, respectively.

Key words: 2,4,6-trisubstituted pyrimidine, chalcone, antitumor

Cite this article

Song Panpan, Li Na, Cui Fei, Xin Jingchao, Zhang Xiaosong, Cao Qinpo, Wang Chaojie, Dai Wenjie, Meng Xiangchuan, Liu Meng, Chang Tonghang, Liu Qingyi, Sun Yuehonga, Ke Yu, Zhang Qiurong, Liu Hongmin. Synthesis and Antitumor Activity Evaluation of 2,4,6-Trisubstituted Pyrimidine Derivatives[J]. Chin. J. Org. Chem., 2017, 37(10): 2725-2735.

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2,4,6-三取代嘧啶衍生物的合成及体外抗肿瘤活性研究

Synthesis and Antitumor Activity Evaluation of 2,4,6-Trisubstituted Pyrimidine Derivatives

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