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Synthesis, Antiproliferative, and Molecular Docking Studies of 3-Mercapto-1,2,4-Triazole Derivatives as Combretastatin A-4 Analogs

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Pharmaceutical Chemistry Journal Aims and scope

In the present work, a series of 1,2,4-triazole derivatives are designed as combretastatin A-4 analogs with the 4-nitrophenyl group and different aliphatic alkyl substituents, the designed compounds were synthesized and characterized by FT-IR, 1H NMR,13C NMR spectroscopy, and mass spectrometry. The synthesized compounds were tested as antiproliferative agents against human cancer laryngeal (Hep-2) cell line, the cytotoxicity of the synthesized compounds was evaluated by the treatment of a human normal kidney (Vero) cell line. The obtained results revealed that compound 5c, which has a n-propyl substituent, is the most active one and has lowest cytotoxicity against normal cells. This compound has the lowest IC50 value within the tested series; consequently, compound 5c could be considered a promising antiproliferative agent and a good candidate for further pharmacological studies. Molecular docking studies were implemented to determine the affinity of the synthesized compound toward the colchicine binding site.

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Authors and Affiliations

  1. College of Pharmacy, University of Babylon, Babylon, Iraq

    Asim A. Balakit & Ali H. Alsadoon

  2. Department of Chemistry, Faculty of Science, University of Al al-Bayt, Al-Mafraq, Jordan

    Rajab Abu-El-Halawa

  3. Department of Human Anatomy, College of Medicine, University of Babylon, Babylon, Iraq

    Rana A. Ghaleb

  4. Institute of Medical Sciences, University of Aberdeen, Aberdeen, UK

    Sanad Alfadhel

  5. Department of Chemistry, College of Science, Mustansiriyah University, Baghdad, Iraq

    Nabel B. Ayrim

  6. Ministry of Health, Merjan Teaching Hospital, Babylon, Iraq

    Elaf S. Alsultan

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  1. Asim A. Balakit
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  2. Rajab Abu-El-Halawa
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  3. Ali H. Alsadoon
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  4. Rana A. Ghaleb
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Correspondence to Asim A. Balakit.

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Balakit, A.A., Abu-El-Halawa, R., Alsadoon, A.H. et al. Synthesis, Antiproliferative, and Molecular Docking Studies of 3-Mercapto-1,2,4-Triazole Derivatives as Combretastatin A-4 Analogs. Pharm Chem J 57, 1001–1007 (2023). https://doi.org/10.1007/s11094-023-02977-z

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  • DOI: https://doi.org/10.1007/s11094-023-02977-z

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