Synthesis and Evaluation of Antioxidant, Antibacterial, and Target Protein-Molecular Docking of Novel 5-Phenyl-2,4-dihydro-3H-1,2,4-triazole Derivatives Hybridized with 1,2,3-Triazole via the Flexible SCH2-Bonding

Russian Journal of General Chemistry volume 90, pages2419–2434(2020)Cite this article

Abstract

Synthesis of some new 5-phenyl-2,4-dihydro-3H-1,2,4-triazole derivatives as hybrids with 1,2,3-triazoles via a flexible bonding, and their antioxidant and antibacterial activity have been studied. IR, 1H and 13C NMR spectra have confirmed the chemical structures of the compounds. Antioxidant activity has been compared with BHA as a standard. Several tested compounds have demonstrated highly potent antioxidant activity. Antibacterial activity of the products has been evaluated against Gram-negative (Escherichia coli) and Gram-positive (Staphylococcus aureus) bacteria, and some of those have been characterized as the most potent against E. coli and S. aureus. Molecular docking to the active sites of VIM-2 Metallo-β-Lactamase (MBL) as a target protein has revealed that most compounds have displayed minimal binding energy and good affinity toward the active pocket.

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This research did not receive any grant and specific funding from funding agencies in the public, commercial, or not-for-profit sectors.

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Affiliations

  1. Chemistry Department, Faculty of Science, Alexandria University, Ibrahimia, P. O. Box 426, 21524, Alexandria, Egypt

    E. S. H. El Ashry

  2. Department of Medical Laboratory Technology, Faculty of Applied Health Sciences Technology, Pharos University, 21311, Alexandria, Egypt

    M. M. Elshatanofy

  3. Department of Pesticide Chemistry and Technology, Faculty of Agriculture, El-Shatby, Alexandria University, 21545, Alexandria, Egypt

    M. E. I. Badawy

  4. Department of Biochemistry, Faculty of Science, Alexandria University, Moharam Beik, 21547, Alexandria, Egypt

    K. M. Kandeel

  5. Department of Chemistry, Faculty of Science, Sohag University, 82524, Sohag, Egypt

    O. M. Elhady

  6. Department of Pharmaceutical Chemistry, Faculty of Pharmacy & Drug Manufacturing. Pharos University, 21311, Alexandria, Egypt

    M. A. Abdel-Sayed

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  1. E. S. H. El Ashry
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Correspondence to M. E. I. Badawy.

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Ashry, E.S.H.E., Elshatanofy, M.M., Badawy, M.E.I. et al. Synthesis and Evaluation of Antioxidant, Antibacterial, and Target Protein-Molecular Docking of Novel 5-Phenyl-2,4-dihydro-3H-1,2,4-triazole Derivatives Hybridized with 1,2,3-Triazole via the Flexible SCH2-Bonding. Russ J Gen Chem 90, 2419–2434 (2020). https://doi.org/10.1134/S1070363220120300

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Keywords:

  • 5-phenyl-2,4-dihydro-3H-1,2,4-triazole derivatives
  • antibacterial activity
  • antioxidants
  • molecular docking
  • ADMET