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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 10: 2875 - 2881

DOI: https://doi.org/10.6023/cjoc201903062

ARTICLES

Design, Synthesis and Antitumor Activity Evaluation of 4-Aminoquinazoline Derivatives Containing Urea Moiety

  • Erdong Li, ,
  • Yaqi Meng, ,
  • Luye Zhang, ,
  • Yang Zhang, ,
  • Jikuan Wang, ,
  • Danqing Zhang, ,
  • Panpan Song, ,
  • Jingchao Xin, ,
  • Na Li, ,
  • Jiaxin Zheng, ,
  • Yu Ke, ,
  • Hongmin Liu, ,
  • Qiurong Zhang,
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  • a School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001
    b Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001
    c Key Laboratory of Henan Province for Drug Quality and Evaluation, Zhengzhou 450001
    d Key Laboratory of Technology of Drug Preparation (Zhengzhou University), Ministry of Education, Zhengzhou 450001

Received date: 2019-03-27

  Revised date: 2019-05-20

  Online published: 2019-06-03

Supported by

Project supported by the National Natural Science Foundation of China(81430085);the Natural Science Foundation of Henan Province(182300410321);the Technology Department Project of Henan Province(No. 182102310249)

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Abstract

In order to find new anti-tumor drugs with targeted therapeutic effect, a series of novel 4-aminoquinazoline derivatives bearing urea moiety were designed, synthesized and evaluated for antitumor activity against four human cancer cell lines of MCF-7, MGC-803, SW620 and A549 using methyl thiazolyl tetrazolium (MTT) assay. Most of the target compounds exhibited excellent anti-tumor activity against the four human tumor cell lines. Among them, 2-((4-((3,4,5-trimethoxyphenyl)- amino)quinazolin-2-yl)-thio)-N-((3,4,5-trimethoxyphenyl)carbamoyl)acetamide (10p) showed the best antitumor activity against MGC-803, SW620 and A549 cancer cell lines with IC50 values of (7.02±0.46), (6.00±0.78) and (7.04±1.11) μmol? L –1, respectively. Its activity was comparable to the positive control of gefitinib. Molecular docking showed that compound 10p could bind well with EGFR, suggesting that it could be a potential antitumor agent.

Key words： urea moiety; 4-aminoquinazoline; synthesis; antitumor activity

Cite this article

Erdong Li, , Yaqi Meng, , Luye Zhang, , Yang Zhang, , Jikuan Wang, , Danqing Zhang, , Panpan Song, , Jingchao Xin, , Na Li, , Jiaxin Zheng, , Yu Ke, , Hongmin Liu, , Qiurong Zhang, . Design, Synthesis and Antitumor Activity Evaluation of 4-Aminoquinazoline Derivatives Containing Urea Moiety[J]. Chinese Journal of Organic Chemistry, 2019 , 39(10) : 2875 -2881 . DOI: 10.6023/cjoc201903062

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