Zinc(ii) complex of (Z)-4-((4-Nitrophenyl)Amino)Pent-3-en-2-one, a potential antimicrobial agent: synthesis, characterization, antimicrobial screening, DFT calculation and docking study
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Date
2023
Journal Title
Journal ISSN
Volume Title
Publisher
Chemical Society of Ethiopia
Abstract
Herein, the synthesis and characterizations of (Z)-4-((4-nitrophenyl)amino)pent-3-en-2-one (HL)
ligand and its Zn(II) complex are reported. The compounds were characterized using elemental and
thermogravimetric (TGA) analysis, electrochemical studies, FTIR, UV-Vis, 1H and 13C{H}NMR, HRMS, and
PXRD techniques. Antimicrobial activity was screened on some Gram-positive and Gram-negative bacteria. DFT
predictions were achieved using B3LYP, ωB97XD and M06-2X functional with 6-31+G(d,p) and LANL2DZ basis
sets for nonmetallic and metallic atoms, respectively. The therapeutic potentials of the compounds were evaluated
based on protein binding affinity, ADME/T and drug-likeness properties. The experimental results revealed the
formation of a complex in which two ligands coordinated to the zinc ion in a tetrahedral arrangement through their
carbonyl and amino groups. The antimicrobial study showed that the complex possesses higher antimicrobial
activity than free ligand and the control (Streptomycin). B3LYP emerged as the best performing functional having
yielded the best IR spectra and geometrical parameters relative to the experimental data. The density functional
theory (DFT) predictions revealed that the complex is more active than the ligand, and its formation is
thermodynamically feasible and exothermic. The docking results revealed that the binding affinities of the
compounds are in agreement with the in-vitro data, and they possess drug-like properties.
Description
Keywords
Schiff base, Zinc complex, Antimicrobial, Docking study
Citation
Waziri. I et al. (2023). ZINC(II) COMPLEX OF (Z)-4-((4-NITROPHENYL)AMINO)PENT-3-EN-2-ONE, A POTENTIAL ANTIMICROBIAL AGENT: SYNTHESIS, CHARACTERIZATION, ANTIMICROBIAL SCREENING, DFT CALCULATION AND DOCKING STUDY. Bulletin of the Chemical Society of Ethiopia, 37(3), 633-651. doi:10.4314/bcse.v37i3.8