Synthesis and Antitumor Activity of Novel Quinazoline Derivatives Containing Acrylamide

doi:10.6023/cjoc202005081

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (9): 2804-2810.DOI: 10.6023/cjoc202005081 Previous Articles Next Articles

含丙烯酰胺结构的喹唑啉衍生物的合成及抗肿瘤活性研究

张路野^a,b, 张洋^a,b, 汪正捷^a,b, 王涛^a,b, 李二冬^a,b, 刘丽敏^a,b, 刘秀娟^a,b, 郑甲信^a,b, 可钰^a,b, 单丽红^a,d, 刘宏民^a,b,c,d, 张秋荣^a,b,d

a 郑州大学药学院郑州 45000;
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;
c 省部共建食管癌防治国家重点实验室郑州 450052;
d 教育部药物制备关键技术重点实验室郑州 450001

收稿日期:2020-05-28 修回日期:2020-06-17 发布日期:2020-07-01
通讯作者: 张秋荣, 单丽红, 刘宏民 E-mail:zqr409@yeah.net;shlh@zzu.edu.cn;liuhm@zzu.edu.cn
基金资助:
国家自然科学基金（No.U1904163）、省部共建食管癌防治国家重点实验室开放基金（No.K2020000X）资助项目.

Synthesis and Antitumor Activity of Novel Quinazoline Derivatives Containing Acrylamide

Zhang Luye^a,b, Zhang Yang^a,b, Wang Zhengjie^a,b, Wang Tao^a,b, Li Erdong^a,b, Liu Limin^a,b, Liu Xiujuan^a,b, Zheng Jiaxin^a,b, Ke Yu^a,b, Shan Lihong^a,d, Liu Hongmin^a,b,c,d, Zhang Qiurong^a,b,d

a School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001;
b Collaborative Innovation Center of New Drug Research and Safety Evaluation of Henan Province, Zhengzhou 450001;
c State Key Laboratory of Esophageal Cancer Prevention & Treatment, Zhengzhou 450052;
d Key Laboratory of Advanced Drug Preparation Technologies, Ministry of Education, Zhengzhou 450001

Received:2020-05-28 Revised:2020-06-17 Published:2020-07-01
Supported by:
Project supported by the National Natural Science Foundation of China (No. U1904163), and the Opening Fund from State Key Laboratory of Esophageal Cancer Prevention & Treatment (No. K2020000X).

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Abstract

In order to find efficient and low toxicity anti-tumor drugs, a series of novel quinazoline derivatives containing N-(3-aminophenyl)acrylamide were synthesized and their antiproliferative activities were evaluated against three human cancer cell lines (H1975, PC-3, MGC-803) by using methyl thiazolyl tetrazolium (MTT) assay. The results showed that most compounds exhibited better antiproliferative activities against the four human tumor cell lines. Among them, N-(3-(2-((4-((4-chlorophenyl)amino)-7-methoxy-quinazolin-6-yl)oxy)acetamido)phenyl)acrylamide (13j) showed the best antiproliferative activity against H1975 and MGC-803 cancer cell lines with IC₅₀ values of (6.77±0.65) and (4.06±0.34) μmol/L, respectively. Its activity was better than the positive control gefitinib. In a nutshell, this work provides clues to discover antitumor agent based on the quinazoline scaffold.

Key words: acrylamide, quinazoline, synthesis, antiproliferative activity

Cite this article

Zhang Luye, Zhang Yang, Wang Zhengjie, Wang Tao, Li Erdong, Liu Limin, Liu Xiujuan, Zheng Jiaxin, Ke Yu, Shan Lihong, Liu Hongmin, Zhang Qiurong. Synthesis and Antitumor Activity of Novel Quinazoline Derivatives Containing Acrylamide[J]. Chinese Journal of Organic Chemistry, 2020, 40(9): 2804-2810.

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含丙烯酰胺结构的喹唑啉衍生物的合成及抗肿瘤活性研究

Synthesis and Antitumor Activity of Novel Quinazoline Derivatives Containing Acrylamide

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