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Design, synthesis and biological evaluation of some novel N-arylpyrazole derivatives bearing the sulfonamide moiety as cytotoxic agents

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Abstract

A series of novel N-arylpyrazole derivatives (4a–4l) bearing the sulfonamide moiety were synthesized by the condensation reaction of 1,3-dicarbonyl compounds with 4-hydrazinylbenzenesulfonamide. The structures of the obtained compounds were established on the basis of elemental (C, H, and N) and spectral analysis (1H NMR, 13C NMR, ESIMS, and FT-IR). These compounds were tested for their in vitro cytotoxic activity against three human tumor cell lines: MCF-7, Hela, and A549. The results showed that most of the obtained compounds exhibited promising cytotoxicity against the tested cell lines with low IC50 values. The pyrazole derivative 4k, bearing two methoxy groups on the 3-position and 4-position of the phenyl ring, was the most effective one. Its inhibition of cell growth of MCF-7 cells was better than that of celecoxib and cisplatin.

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Acknowledgments

This work was supported by the Nature Science Fund of Hebei Province (B2015201213, B2015201069), the Key Basic Research Special Foundation of Science Technology Ministry of Hebei Province (15962602D), the Key Research Project Foundation of Department of Education of Hebei Province (Grant No. ZH2012041).

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Authors and Affiliations

  1. Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding, 071002, China

    Xiaobo Duan, Yingxing Wang, Weipei Feng, Yaxing Yang, Hongyan Li, Shenghui Li, Xiaobing Yang, Jinchao Zhang, Shuxiang Wang, Guoqiang Zhou & Chuanqi Zhou

  2. Key Laboratory of Medicinal Chemistry and Molecular Diagnosis, Ministry of Education, Hebei University, Baoding, 071002, China

    Xiaobo Duan, Yingxing Wang, Weipei Feng, Yaxing Yang, Hongyan Li, Shenghui Li, Xiaobing Yang, Jinchao Zhang, Shuxiang Wang, Guoqiang Zhou & Chuanqi Zhou

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  1. Xiaobo Duan
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Correspondence to Shenghui Li, Jinchao Zhang or Shuxiang Wang.

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Duan, X., Wang, Y., Feng, W. et al. Design, synthesis and biological evaluation of some novel N-arylpyrazole derivatives bearing the sulfonamide moiety as cytotoxic agents. Res Chem Intermed 43, 271–281 (2017). https://doi.org/10.1007/s11164-016-2620-x

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