Cytotoxic Cu(II) Complexes with a Novel Quinoline Derivative Ligand: Synthesis, Molecular Docking, and Biological Activity Analysis.

Autor: Shumi G; School of Applied Natural Science, Department of Applied Chemistry, Adama Science and Technology University, Adama 1888, Ethiopia., Demissie TB; Department of Chemistry, University of Botswana, Gaborone P/Bag 00704, Botswana., Koobotse M; School of Allied Health Professions, University of Botswana, Gaborone P/Bag UB 0022, Botswana., Kenasa G; Department of Biology, College of Natural and Computational Science, Wollega University, P.O. Box: 395, Nekemte 251, Ethiopia., Beas IN; Botswana Institute for Technology Research and Innovation, Maranyane House, Plot No. 50654, Machel Drive, Gaborone Private Bag 0082, Botswana.; Department of Chemical Engineering, University of South Africa, P/Bag X6, Florida, Johannesburg 1710, South Africa., Zachariah M; School of Allied Health Professions, University of Botswana, Gaborone P/Bag UB 0022, Botswana., Desalegn T; School of Applied Natural Science, Department of Applied Chemistry, Adama Science and Technology University, Adama 1888, Ethiopia.
Jazyk: angličtina
Zdroj: ACS omega [ACS Omega] 2024 May 31; Vol. 9 (23), pp. 25014-25026. Date of Electronic Publication: 2024 May 31 (Print Publication: 2024).
DOI: 10.1021/acsomega.4c02129
Abstrakt: The utilization of metallodrugs as a viable alternative to organic molecules has gained significant attention in modern medicine. We hereby report synthesis of new imine quinoline ligand ( IQL )-based Cu(II) complexes and evaluation of their potential biological applications. Syntheses of the ligand and complexes were achieved by condensation of 7-chloro-2-hydroxyquinoline-3-carbaldehyde and 2,2'-thiodianiline, followed by complexation with Cu(II) metal ions. The synthesized ligand and complexes were characterized using UV-vis spectroscopy, TGA/DTA, FTIR spectroscopy, 1 H and 13 C NMR spectroscopy, and pXRD. The pXRD diffractogram analysis revealed that the synthesized ligand and its complexes were polycrystalline systems, with nanolevel average crystallite sizes of 13.28, 31.47, and 11.57 nm for IQL , CuL , and CuL 2 , respectively. The molar conductivity confirmed the nonelectrolyte nature of the Cu(II) complexes. The biological activity of the synthesized ligand and its Cu(II) complexes was evaluated with in vitro assays, to examine anticancer activity against the MCF-7 human breast cancer cell line and antibacterial activity against Gram-positive ( Staphylococcus aureus ) and Gram-negative ( Escherichia coli and Pseudomonas aeruginosa ) bacterial strains. The CuL complex had the highest cytotoxic potency against MCF-7 breast cancer cells, with an IC 50 of 43.82 ± 2.351 μg/mL. At 100 μg/mL, CuL induced the largest reduction of cancer cell proliferation by 97%, whereas IQL reduced cell proliferation by 53% and CuL 2 by 28%. The minimum inhibitory concentration for CuL was found to be 12.5 μg/mL against the three tested pathogens. Evaluation of antioxidant activity using 2,2-diphenyl-1-picrylhydrazyl revealed that CuL exhibited the highest antioxidant activity with IC 50 of 153.3 ± 1.02 μg/mL. Molecular docking results showed strong binding affinities of CuL to active sites of S. aureus , E. coli , and estrogen receptor alpha , indicating its high biological activity compared to IQL and CuL 2 .
Competing Interests: The authors declare no competing financial interest.
(© 2024 The Authors. Published by American Chemical Society.)
Databáze: MEDLINE
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