Synthesis and Anticancer Activity of Novel Coumarin Derivatives

  • Shi Lei ,
  • Li Ziqiu ,
  • Cui Xinxin ,
  • Zhu Ting ,
  • Pang Xiaojing ,
  • Li Longhui ,
  • Luo Defu ,
  • Liu Fangfang ,
  • Zhao Bingyu ,
  • Long Yue ,
  • Zhang Saiyang
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  • a College of Chemistry, Zhengzhou University, Zhengzhou 450001;
    b School of Pharmaceutical Sciences, Zhengzhou 450001;
    c School of Basic Medical Sciences, Zhengzhou University, Zhengzhou 450001

Received date: 2019-11-23

  Revised date: 2020-01-15

  Online published: 2020-04-09

Supported by

Project supported by the National Natural Sciences Foundations of China (Nos. 81703541, 81673322) and the China Postdoctoral Science Foundation (No. 2018M632812).

Abstract

Nineteen novel 3,4,5-trimethoxyphenyl coumarin derivatives have been synthesized and evaluated for antitumor activity against three human cancer cell lines (EC-109, PC-3 and MGC-803). These chemical structures were well characterized by NMR and HRMS spectroscopic methods. N-Benzyl-2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)-N-(3,4,5-trimethoxy-phenyl)acetamide) (4a) and N-((5-chlorobenzo[b]thiophen-3-yl)methyl)-2-((4-methyl-2-oxo-2H-chromen-7-yl)oxy)-N-(3,4,5-trimethoxyphenyl)acetamide) (4n) had better inhibitory activity against three kinds of tumor cells than 5-fluorouracil. Compound 4n showed the most potent antitumor activity against PC-3 cells with an IC50 value of 4.18 μmol/L.

Key words: coumarin; anticancer; synthesis

Cite this article

Shi Lei , Li Ziqiu , Cui Xinxin , Zhu Ting , Pang Xiaojing , Li Longhui , Luo Defu , Liu Fangfang , Zhao Bingyu , Long Yue , Zhang Saiyang . Synthesis and Anticancer Activity of Novel Coumarin Derivatives[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1598 -1607 . DOI: 10.6023/cjoc201911028

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