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Chinese Journal of Organic Chemistry >

2016 , Vol. 36 >Issue 7: 1626 - 1635

DOI: https://doi.org/10.6023/cjoc201602004

Articles

Synthesis and Antitumor Activity Evaluation of 3,6-Substituted- 1,2,4-triazolo[3,4-a]phthalazine Derivatives

  • Wang Chaojie ,
  • Cao Qinpo ,
  • Yang Hui ,
  • Song Panpan ,
  • Xue Dengqi ,
  • Cui Fei ,
  • Gu Yifei ,
  • Zhang Xiaosong ,
  • Tian Yanan ,
  • Zhang Qiurong ,
  • Liu Hongmin
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  • a. School of Pharmaceutical Sciences, Zhengzhou 450001;
    b. Collaborative Innovation Center of New Drug Research and Saftry Evaluation, Zhengzhou 450001

Received date: 2016-02-01

  Revised date: 2016-03-03

  Online published: 2016-03-28

Supported by

Project supported by the National Natural Science Foundation of China (No. 81430085), and the Basic Research Project of Henan Province (No. 142300410328).

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Abstract

With the aim of obtaining potential antitumor candidates with more efficiency and more economic value. A series of 3,6-substituted-1,2,4-triazolo[3,4-a]phthalazine derivatives were synthesized. The target products were obtained via cyclization, chlorination, substitution, cyclization, substituted with phthalic anhydride used as the starting material. The structures of target products are confirmed by 1H NMR, I3C NMR, HRMS. A series of 3,6-substituted-1,2,4-triazolo[3,4-a] phthalazine derivatives was evaluated for anticancer activity on four human cancer cell lines including EC-9706, HeLa and MCF-7 by MTT assay. Among them, compound 5d was more cytotoxic against EC-9706 and HeLa cell lines, with IC50 values ranging from 3.9 to 4.5 μmol·L-1, which are superior or comparable to 5-Fuorouracil. Flow cytometry analysis indicated that compound 5d induced the cellular early apoptosis and cell cycle arrest in G2/M phase in EC-9706.

Key words： Triazole; Phthalazine; Antitumor; Apoptosis; Cell cycle arrest

Cite this article

Wang Chaojie , Cao Qinpo , Yang Hui , Song Panpan , Xue Dengqi , Cui Fei , Gu Yifei , Zhang Xiaosong , Tian Yanan , Zhang Qiurong , Liu Hongmin . Synthesis and Antitumor Activity Evaluation of 3,6-Substituted- 1,2,4-triazolo[3,4-a]phthalazine Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(7) : 1626 -1635 . DOI: 10.6023/cjoc201602004

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