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Benzimidazole-Acrylonitrile Hybrid Derivatives Act As Potent Urease Inhibitors With Possible Fungicidal Activity Publisher Pubmed



Es Moghadam Ebrahim SAEEDIAN ; Am Alsadi Abdullah MOHAMMED ; Ms Moghadam Mahdis SADEGHI ; B Bayati BAHAREH ; M Talebi MEYSAM ; M Amanlou MASSOUD ; M Amini MOHSEN ; Rj Abdeljalil Raid JAMIL
Authors

Source: Future Medicinal Chemistry Published:2024


Abstract

Aim: A series of benzimidazole-acrylonitrile derivatives TM1–TM53 were designed with urease inhibition approach. Materials & methods:TM1–TM53 were synthesized and characterized (1H Nuclear Magnetic Resonance (NMR), 13C NMR, Mass Spectroscopy (MS) and IR) and subjected to urease inhibition assay using commercial assay kit. A molecular docking study was also performed using Autodock tool software. Results: Except six compounds, target molecules exhibited a higher urease inhibition effect (IC50: 1.22–28.45 μM) than hydroxyurea (IC50: 100 μM). kinetic study on TM11, clarified its mode of action as a mixed inhibitor. A molecular docking study on TM6, TM11 and TM21, was performed and the results showed the main residues inside the active site of the enzyme. All TM1–TM53 were also studied in silico using molecular docking techniques to evaluate their potential to inhibit succinate dehydrogenase in comparison to fluxapyroxad as standard. Docking study revealed the high potential of TM1–TM53 as a fungicides. Conclusion: Obtained results exhibited the high activity of benzimidazole-acrylonitrile derivatives as urease inhibitors and their possible potential as fungicide agents. So, it will be beneficial to do more bioactivity investigation on this family of compounds. © 2024 Elsevier B.V., All rights reserved.
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