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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 9: 2804 - 2810

DOI: https://doi.org/10.6023/cjoc202005081

Synthesis and Antitumor Activity of Novel Quinazoline Derivatives Containing Acrylamide

  • Zhang Luye ,
  • Zhang Yang ,
  • Wang Zhengjie ,
  • Wang Tao ,
  • Li Erdong ,
  • Liu Limin ,
  • Liu Xiujuan ,
  • Zheng Jiaxin ,
  • Ke Yu ,
  • Shan Lihong ,
  • Liu Hongmin ,
  • Zhang Qiurong
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  • 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 date: 2020-05-28

  Revised date: 2020-06-17

  Online 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 . DOI: 10.6023/cjoc202005081

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