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Synthesis and pharmacological evaluation of new disulfides linked to 1,2,4-triazole bearing urea moiety

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Abstract

The present work involves the synthesis of a series of new disulfides linked to 1,2,4-triazole bearing urea moiety through multistep reaction. The in vitro cytotoxicity of the compounds in three human cancer cell lines (SMMC-7721, A549, Hela) and one normal cell line (L929) was evaluated via CCK-8 assay. Among the synthesized compounds, 3-(4-fluorophenylcarbamoylamino)-5-(n-butyldi-sulfanyl)-1,2,4-triazole (7c) was found to have the greatest antiproliferative activity against SMMC-7721 cells (IC50 = 1.10 µM) and showed better activity than the lead compound (PX-12, IC50 = 4.05 µM) and the reference drug (5-FU, IC50 = 5.62 µM) did. The IC50 value of 7c in L929 cells was 13.4 times higher than that in the SMMC-7721 cells. Therefore, compound 7c exhibited better potency and specificity compared with PX-12 and 5-FU, and was identified as a promising anticancer lead compound for further development.

Graphical Abstract

Some target compounds exhibited excellent growth inhibitory effect against various cancer cells.

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Acknowledgements

The authors are grateful to the Tianjin Municipal Natural Science Foundation (18JCYBJC94900) for financial support.

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin, 300384, China

    Rui Tang, Shuai Zhang, Xiaojia Liu, Jinbiao Liu, Wei Li, Hongying Wang, Caiwen Li & Baoquan Chen

  2. The Third Hospital of Xingtai, Xingtai, 054000, China

    Haichuan Zhao

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  1. Rui Tang
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  2. Haichuan Zhao
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  4. Xiaojia Liu
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Tang, R., Zhao, H., Zhang, S. et al. Synthesis and pharmacological evaluation of new disulfides linked to 1,2,4-triazole bearing urea moiety. Med Chem Res 32, 1736–1748 (2023). https://doi.org/10.1007/s00044-023-03100-3

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