New Schiff base Derivatives Bearing Sulfonamide Moiety: Synthesis, In vitro Antimicrobial Activity, DFT Calculations, ADMET and Molecular Docking Study
نویسندگان
1 Ecole Supérieur des Sciences Appliquées Alger (ESSA), Place des Martyrs, Algiers, ALGERIA
2 Hydrometallurgy and Molecular Inorganic Chemistry Laboratory, Faculty of Chemistry, Houari Boumediene Sciences and Technology University, Algiers, ALGERIA
3 Hydrometallurgy and Molecular Inorganic Chemistry Laboratory, Faculty of Chemistry, Houari Boumediene Sciences and Technology University, Algiers, ALGERIA
4 Laboratoire de Physico-Chimie Théorique et de Chimie Informatique, Faculty of Chemistry, Houari Boumediene Sciences and Technology University, Algiers, ALGERIA
5 Hydrometallurgy and Molecular Inorganic Chemistry Laboratory, Faculty of Chemistry, Houari Boumediene Sciences and Technology University, Algiers, ALGERIA
6 Laboratoire de thermodynamique et de modélisation moléculaire, Faculty of Chemistry, Houari Boumediene Sciences and Technology University, Algiers, ALGERIA
7 Laboratoire de Physico-Chimie Théorique et de Chimie Informatique, Faculty of Chemistry, Houari Boumediene Sciences and Technology University, Algiers, ALGERIA
doi
10.30492/ijcce.2023.1987960.5829چکیده
In the present work (E)-4-((4-(benzyloxy) benzylidene) amino)-N-(5-methylisoxazol-3-yl) benzenesulfonamide (L1) and (E)-N-(5-methylisoxazol-3-yl)-4-((4-nitrobenzylidene) amino) benzenesulfonamide (L2) have been successfully prepared in alcoholic medium with Hydrochloric acid HCl as a catalytic agent. L1 and L2 have been characterized by elemental analysis, FT-IR, 1H NMR, 13C-NMR, SM, and UV-visible spectroscopy. Theoretical calculations were performed at the DFT level of theory using the B3LYP functional and the 6-31G (d, p) basis set, and electronic properties were calculated using the Time-Dependent Density Functional Theory (TD-DFT) method. In addition to the optimized geometrical structure, Frontiers molecular orbital HOMO/LUMO and NBO charges have been investigated to describe the chemical reactivity of the compounds. The vibrational wavenumbers were calculated and they correlated well with the experimental data. The antibacterial activity of the ligands was tested. The results revealed that the synthesized compound exhibited good to moderate antibacterial activity. Furthermore, interactions between synthesized compounds and bacterial proteins were evaluated by molecular docking while pharmacokinetics and toxicity were studied by ADMET analysis.
