Synthesis, Structural Characterization, and Computational Studies of Novel Co(II) and Zn(II) Fluoroquinoline Complexes for Antibacterial and Antioxidant Activities.

Autor: Damena T; Department of Chemistry, Wachemo University, P.O. Box 667 Hossana, Ethiopia., Desalegn T; Department of Applied Chemistry, Adama Science and Technology University, P.O. Box 1888 Adama, Ethiopia., Mathura S; School of Chemistry, University of the Witwatersrand, Johannesburg 2050, South Africa., Getahun A; Department of Biology, Wachemo University, P.O. Box 667 Hossana, Ethiopia., Bizuayehu D; Department of Chemistry, Wachemo University, P.O. Box 667 Hossana, Ethiopia., Alem MB; Department of Physics, University of Pretoria, Private Bag X20, Hatfield 0028, South Africa.; National Institute for Theoretical and Computational Sciences (NITheCS), Dimbaza 5600, South Africa., Gadisa S; Department of Physics, Wachemo University, P.O. Box 667 Hossana, Ethiopia., Zeleke D; Department of Chemistry, Salale University, P.O. Box 245 Fitche, Ethiopia., Demissie TB; Department of Chemistry, University of Botswana, Notwane Rd, P/bag UB, 00704 Gaborone, Botswana.
Jazyk: angličtina
Zdroj: ACS omega [ACS Omega] 2024 Aug 15; Vol. 9 (34), pp. 36761-36777. Date of Electronic Publication: 2024 Aug 15 (Print Publication: 2024).
DOI: 10.1021/acsomega.4c05560
Abstrakt: Research into heterocyclic ligands has increased in popularity due to their versatile applications in the biomedical field. Quinoline derivatives with their transition metal complexes are popular scaffolding molecules in the ongoing pursuit of newer and more effective bioactive molecules. Subsequently, this work reports on the synthesis and possible biological application of new Zn(II) and Co(II) complexes with a bidentate quinoline derivative ligand (H 2 L ), [(H 2 L ):( E )-2-(((6-fluoro-2-((2-hydroxyethyl)amino)quinolin-3-yl)methylene)amino)ethanol]. The ligand and its metal complexes were structurally characterized by spectroscopic methods ( 1 H NMR, 13 C NMR, Fourier transform infrared (FTIR), UV-vis, fluorescence, and mass spectroscopy), as well as by thermogravimetric and elemental analysis methods. The spectroscopic findings were further supported by density functional theory (DFT) and time-dependent (TD)-DFT calculations. The biological application was examined by investigating the inhibitory action of the complexes against bacterial strains using diffusion and agar dilution methods, and their profiles against two Gram-positive and Gram-negative bacterial strains were supported by molecular docking analysis. To rationalize the in vitro activity and establish the possible mechanism of action, the interactions and binding affinity of the ligand and complexes were investigated against three different bacterial enzymes ( Escherichia coli DNA gyrase (PDB ID 6f86), E. coli dihydrofolate reductase B (PDB ID: 7r6g), and Staphylococcus aureus tyrosyl-tRNA synthetase (PDB ID: 1JIJ)) using AutoDock with the standard protocol. The MIC value of 0.20 μg/mL for zinc complex against E. coli and associated binding affinities -7.2 and -9.9 kcal/mol with DNA gyrase (PDB ID 6f86) and dihydrofolate reductase B (PDB ID: 7r6g), as well as the MIC value of 2.4 μg/mL for cobalt(II) complex against Staphylococcus aureus and the associated binding affinity of -10.5 kcal/mol with tyrosyl-tRNA synthetase (PDB ID: 1JIJ), revealed that the complexes' inhibitory actions were strong and comparable with those of the standard drug in the experiments. In addition, the ability of the new quinoline-based complexes to scavenge 1,1-diphenyl-picrylhydrazyl radicals was investigated; the findings suggested that the complexes exhibit potent antioxidant activities, which may be of therapeutic significance.
Competing Interests: The authors declare no competing financial interest.
(© 2024 The Authors. Published by American Chemical Society.)
Databáze: MEDLINE
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