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New maleimide 1,2,3-triazole hybrids: design, synthesis, anticancer, and antimicrobial activities

Monatshefte für Chemie - Chemical Monthly volume 151, pages 1609–1619 (2020)Cite this article

Abstract

A new series of maleimide triazole hybrid compounds namely 3-chloro-1-[(1-aryl-1H-1,2,3-triazol-4-yl)methyl]-4-(arylamino)-1H-pyrrole-2,5-dione have been prepared. Our synthetic strategy starts via the reaction of 2,3-dichloromaleic anhydride with propargyl amine followed by chlorine displacement with arylamine and subsequent formation of a triazole utilizing copper(I) catalyzed azide-alkyne cycloaddition reaction, that generates the designed triazole nucleus. The produced hybrid compounds were identified using various physicochemical properties of the pure compounds. The synthesized compounds were screened for antimicrobial activities against Escherichia coli, Pseudomonas aeruginosa, and Bacillus spizizenii. While selected compounds were tested for their anticancer activities against T47D, HCT 116, and VERO cell lines.

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Acknowledgements

We wish to thank The Hashemite University for financial support. RAA thanks Research institute for Science and Engineering (RISE) and the funded project 1902142080.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, The Hashemite University, P.O. Box 330127, Zarqa, 13133, Jordan

    Bader A. Salameh, Kayed A. Abu-Safieh & Eman H. Al-Hushki

  2. Department of Clinical Pharmacy and Therapeutics, Applied Science Private University, Amman, 11931, Jordan

    Wamidh H. Talib & Israa A. Al-ataby

  3. Department of Chemistry, Faculty of Sciences, University of Sharjah, 27272, Sharjah, UAE

    Raed A. Al-Qawasmeh

Authors
  1. Bader A. Salameh
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  2. Kayed A. Abu-Safieh
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  3. Eman H. Al-Hushki
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  4. Wamidh H. Talib
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  5. Israa A. Al-ataby
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  6. Raed A. Al-Qawasmeh
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Correspondence to Bader A. Salameh.

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Salameh, B.A., Abu-Safieh, K., Al-Hushki, E.H. et al. New maleimide 1,2,3-triazole hybrids: design, synthesis, anticancer, and antimicrobial activities. Monatsh Chem 151, 1609–1619 (2020). https://doi.org/10.1007/s00706-020-02685-4

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  • DOI: https://doi.org/10.1007/s00706-020-02685-4

Keywords

  • Alkynes
  • Antitumor agents
  • Heterocycles
  • Triazole
  • Maleimide