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Synthesis and anticancer activity evaluation of a quinoline-based 1,2,3-triazoles

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Abstract

A small library of methylthio- or methylseleno-quinolyl-linked 1,4-disubstituted 1,2,3-triazole conjugates has been synthesized from the halogenopropargylthio- or halogenopropargylseleno-quinolines through one-pot click reaction. The ability of all of the synthesized compounds to inhibit the proliferation of the C-32, T-47D, and SNB-19 cell lines was determined using the WST-1 assay. The cytotoxic properties of these new, modified derivatives of quinolyl-triazoles were comparable to those of cisplatin. Two of them, 1-benzyl-4-[methylseleno-(6-chloro-4-quinolyl)]-1H-1,2,3-triazole (2e) and 1-benzyl-4-[methylseleno-(8-bromo-4-quinolyl)]-1H-1,2,3-triazole (2j) demonstrated significant activity on the C-32 and SNB-19 cell lines.

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Acknowledgements

This research was supported by the Medical University of Silesia, grant No. KNW-1–006/K/6/O.

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Authors and Affiliations

  1. Department of Organic Chemistry, The Medical University of Silesia, Jagiellońska 4, Sosnowiec, 41-200, Poland

    Krzysztof Marciniec & Stanisław Boryczka

  2. Department of Molecular Biology, The Medical University of Silesia, Jedności 8, Sosnowiec, 41-200, Poland

    Małgorzata Latocha

  3. Institute of Pharmacology, Polish Academy of Sciences, Smętna 12, Kraków, 31-343, Poland

    Rafał Kurczab

Authors
  1. Krzysztof Marciniec
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  2. Małgorzata Latocha
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  3. Rafał Kurczab
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  4. Stanisław Boryczka
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Correspondence to Krzysztof Marciniec.

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Marciniec, K., Latocha, M., Kurczab, R. et al. Synthesis and anticancer activity evaluation of a quinoline-based 1,2,3-triazoles. Med Chem Res 26, 2432–2442 (2017). https://doi.org/10.1007/s00044-017-1943-5

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  • DOI: https://doi.org/10.1007/s00044-017-1943-5

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