Design, Synthesis and Anticancer Activity Studies of Novel Trimethoxyphenyl-quinoline Derivatives

doi:10.6023/cjoc201909016

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (4): 978-987.DOI: 10.6023/cjoc201909016 Previous Articles Next Articles

新型三甲氧基苯基喹啉衍生物的设计、合成及抗肿瘤活性研究

吴博文^a,c, 崔鑫鑫^a,c, 朱挺^a,c, 王胜辉^b, 陆超凡^b, 王金杰^a,c, 党贺祥^a,c, 张赛扬^a,b,d, 丁丽娜^a,c, 金成允^a,c

a 新药创制与药物安全性评价河南省协同创新中心郑州 450001;
b 郑州大学基础医学院郑州 450001;
c 教育部药物制备关键技术重点实验室郑州 450001;
d 郑州大学河南省先进技术研究院郑州 450001

收稿日期:2019-09-10 修回日期:2019-11-21 发布日期:2020-05-06
通讯作者: 张赛扬, 丁丽娜, 金成允 E-mail:saiyangz@zzu.edu.cn;dinglina123@126.com;cyjin@zzu.edu.cn
基金资助:
国家自然科学基金（Nos.81703541，81673322）和中国博士后科学基金（No.2018M632812）资助项目.

Design, Synthesis and Anticancer Activity Studies of Novel Trimethoxyphenyl-quinoline Derivatives

Wu Bowen^a,c, Cui Xinxin^a,c, Zhu Ting^a,c, Wang Shenghui^b, Lu Chaofan^b, Wang Jinjie^a,c, Dang Hexiang^a,c, Zhang Saiyang^a,b,d, Ding Li'na^a,c, Jin Chengyun^a,c

a Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, Zhengzhou 450001;
b School of Basic Medical Sciences, Zhengzhou University, Zhengzhou 450001;
c Key Laboratory of Advanced Drug Preparation Technologies, Ministry of Education, Zhengzhou 450001;
c Henan Institute of Advanced Technology, Zhengzhou University, Zhengzhou 450001

Received:2019-09-10 Revised:2019-11-21 Published:2020-05-06
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 81703541, 81673322) and the China Postdoctoral Science Foundation (No. 2018M632812).

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Abstract

With the expectation to find out novel and effective anti-tumor agents, a series of novel trimethoxyphenyl-quinoline hybrids were designed, synthesized and evaluated for antiproliferative activity against three human cancer cell lines (EC-109, human esophageal cancer cells; PC-3, human prostate cancer cells; MGC-803, human gastric cancer cells). N-(3-(Chloromethyl)benzyl)-3,4,5-trimethoxy-N-(quinolin-8-yl)benzamide (12j) showed the most potent antitumor activity against PC-3 cells with IC₅₀ value of 9.23 μmol/L. Meanwhile, compound 12j inhibited the cell viability and colony formation of PC-3 cells. Further mechanism studies revealed that compound 12j could arrest PC-3 cells in G2/M phase and induce cell apoptosis via activating intrinsic and extrinsic apoptosis pathway.

Key words: quinoline, trimethoxyphenyl, anticancer, cell cycle arrest, apoptosis

Cite this article

Wu Bowen, Cui Xinxin, Zhu Ting, Wang Shenghui, Lu Chaofan, Wang Jinjie, Dang Hexiang, Zhang Saiyang, Ding Li'na, Jin Chengyun. Design, Synthesis and Anticancer Activity Studies of Novel Trimethoxyphenyl-quinoline Derivatives[J]. Chinese Journal of Organic Chemistry, 2020, 40(4): 978-987.

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新型三甲氧基苯基喹啉衍生物的设计、合成及抗肿瘤活性研究

Design, Synthesis and Anticancer Activity Studies of Novel Trimethoxyphenyl-quinoline Derivatives

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