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A Swift One-Pot Solvent-Free Synthesis of Benzimidazole Derivatives and Their Metal Complexes: Hydrothermal Treatment, Enzymatic Inhibition, and Solubilization Studies

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Abstract

Three benzimidazole derivatives, 1-(1H-benzimidazol-2-yl)ethanol (HBE), 1H-benzimidazol-2-yl(diphenyl)methanol (BDM) and 1,2-bis(1H-benzimidazol-2-yl)ethane-1,2-diol (BHBED), have been synthesized following the one-pot rapid green protocol. Complexes of benzimidazole derivatives with six 3d transition metals, Cu(II), Mn(II), Zn(II), Fe(II), Co(II), and Ni(II), have been synthesized by free hydrothermal method. The synthesized products have been characterized by FTIR, 1H, and 13C NMR, and mass spectroscopy, and CHN analysis, and 2:1 ligand to metal stoichiometry has been confirmed. The synthesized ligands and metal complexes have been tested for antioxidant potential (DPPH), inhibitory activity including inhibition of acetylcholinesterase (AChE), butyrylcholinesterase (BChE), lipoxygenase (LOX), α-glucosidase. Micellar solubilization of the metal complexes has been studied in sodium dodecyl sulphate (SDS) by UV-Vis spectroscopy and conductivity. The selected complexes of nickel, zinc and cobalt have demonstrated interaction with SDS, and the value of critical micellar concentration increased in all cases.

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ACKNOWLEDGMENTS

Authors gratefully acknowledge contributions from the Department of Chemistry, The Islamia University Bahawalpur and the Department of Chemistry, University of Agriculture, Faisalabad.

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Authors and Affiliations

  1. Department of Chemistry, Islamia University, 63100, Bahawalpur, Pakistan

    M. B. Taj

  2. Department of Chemistry, University of Sahiwal, 57000, Sahiwal, Pakistan

    M. B. Taj

  3. Department of Chemistry, Quaid-e-Azam University, 44000, Islamabad, Pakistan

    A. Raheel & S. A. Tırmizi

  4. Department of Biochemistry, College of Science, University of Jeddah, 80203, Jeddah, Saudi Arabia

    W. Alelwani, D. Hajjar, A. Makki, A. M. Alnajeebi & N. A. Babteen

  5. Department of Chemistry, University of Agriculture, 38000, Faisalabad, Pakistan

    S. Noor

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  1. M. B. Taj
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  2. A. Raheel
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Correspondence to M. B. Taj or S. Noor.

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Taj, M.B., Raheel, A., Alelwani, W. et al. A Swift One-Pot Solvent-Free Synthesis of Benzimidazole Derivatives and Their Metal Complexes: Hydrothermal Treatment, Enzymatic Inhibition, and Solubilization Studies. Russ J Gen Chem 90, 1533–1543 (2020). https://doi.org/10.1134/S107036322008023X

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