Copper(II) mixed-ligand complexes with fluoroquinolones and an N-donor co-ligand: Structures and biological application

3 (2) have been synthesized and characterized by ultraviolet−visible (UV−vis) spectroscopy, Fourier transform infrared (FTIR) spectroscopy, mass spectrometry, thermogravimetric analysis/differential thermal analysis (TGA/ DTA), X-ray diffraction (XRD), scanning electron microscopy− energy-dispersive X-ray spectroscopy (SEM-EDX), and molar conductance, and supported by density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations. Square pyramidal and tetrahedral geometries are proposed for Cu(II) and Zn(II) complexes, respectively, and the XRD patterns showed the polycrystalline nature of the complexes. Furthermore, in vitro cytotoxic activity of the complexes was evaluated against the human breast cancer cell line (MCF-7). A Cu(II) centered complex with an IC 50 value of 4.09 μM was more effective than the Zn(II) centered complex and positive control, cisplatin, which displayed IC 50 values of 75.78 and 18.62 μM, respectively. In addition, the newly synthesized complexes experienced the innate antioxidant nature of the metal centers for scavenging the DPPH free radical (up to 81% at 400 ppm). The biological significance of the metal complexes was inferred from the highest occupied molecular orbital−lowest unoccupied molecular orbital (HOMO−LUMO) energy band gap, which was found to be 2.784 and 3.333 eV, respectively for 1 and 2, compared to the ligands, 1,10-phenathroline (4.755 eV) and chrysin (4.403 eV). Moreover, the molecular docking simulations against estrogen receptor alpha (ERα; PDB: 5GS4) were strongly associated with the in vitro biological activity results (E B and K i are −8.35 kcal/mol and 0.76 μM for 1, −7.52 kcal/mol and 3.07 μM for 2, and −6.32 kcal/mol and 23.42 μM for cisplatin). However, more research on in vivo cytotoxicity is suggested to confirm the promising cytotoxicity results.

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“…The absence of a coordinating acetate ion in complex 2 could be due to its loss as a result of the operating cone voltage. 50 …”

Section: Resultsmentioning

confidence: 99%

“…Fragments associated with the coordinating ligands were observed as in complex 1 . The absence of a coordinating acetate ion in complex 2 could be due to its loss as a result of the operating cone voltage …”

Section: Resultsmentioning

confidence: 99%

Cytotoxicity and Antibacterial Potentials of Mixed Ligand Cu(II) and Zn(II) Complexes: A Combined Experimental and Computational Study

Alem

Desalegn

Damena³

et al. 2023

ACS Omega

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“…Selected vibrational frequencies (cm −1 ) Frontiers in Chemistry frontiersin.org determine the coordination mode of ciprofloxacin. In complex 2, the difference is found to be 214 cm −1 , inferring the monodentate coordination of COO donor group to the Cu(II) metal center (Patel et al, 2009;Lawal et al, 2020). Whereas, the stretching vibrational bands of 1,10-phenanthroline monohydrate ligand for νC = C (1,622 cm −1 ) and νC = C (1,586 cm −1 ) functional groups are shifted to 1,615 cm −1 (w) and 1,515 cm −1 (w) with decrease in intensity, respectively.…”

Section: Compoundmentioning

confidence: 97%

Cytotoxic mixed-ligand complexes of Cu(II): A combined experimental and computational study

et al. 2022

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Herein, we report the synthesis of mixed-ligand Cu(II) complexes of metformin and ciprofloxacin drugs together with 1,10-phenanthroline as a co-ligand. The synthesized complexes were characterized using different spectroscopic and spectrometric techniques. In vitro cytotoxic activity against human breast adenocarcinoma cancer cell line (MCF-7) as well as antibacterial activity against two gram-negative and two gram-positive bacterial strains were also investigated. The analyses of the experimental results were supported using quantum chemical calculations and molecular docking studies against estrogen receptor alpha (ERα; PDB: 5GS4). The cytotoxicity of the [Cu(II) (metformin) (1,10-phenanthroline)] complex (1), with IC50 of 4.29 µM, and the [Cu(II) (ciprofloxacin) (1,10-phenanthroline)] complex (2), with IC50 of 7.58 µM, were found to be more effective than the referenced drug, cisplatin which has IC50 of 18.62 µM against MCF-7 cell line. The molecular docking analysis is also in good agreement with the experimental results, with binding affinities of –7.35, –8.76 and –6.32 kcal/mol, respectively, for complexes 1, 2 and cisplatin against ERα. Moreover, complex 2 showed significant antibacterial activity against E. coli (inhibition diameter zone, IDZ, = 17.3 mm), P. aeruginosa (IDZ = 17.08 mm), and S. pyogen (IDZ = 17.33 mm), at 25 μg/ml compared to ciprofloxacin (IDZ = 20.0, 20.3, and 21.3 mm), respectively. Our BOILED-egg model indicated that the synthesized metal complexes have potentially minimal neurotoxicity than that of cisplatin.

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“…Co(II), Cd(II) and Cu(II) [22][23][24]. Despite the tremendous importance of the lanthanide metal ions, no studies were found regarding its complex formation with Gatifloxacin antibiotic ligand.…”

Section: Introductionmentioning

confidence: 99%

Complex Formation of Gatifloxacin Drug Belongs to Flouroquinolone Family for Biological Study

Mostafa

Abd-Elwahab

Salman

et al. 2021

J.Text.color. pol. sci.

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I N THIS work, the complexation reaction between La(III) ion and gatifloxacin drug belongs to flouroquinolone family was studied in an ethanolic solution. The coordination behavior of the formed complex was investigated by different techniques. The elemental analysis shows that the metal to ligand ratio of 1:1. The molar conductance measurement display the none electrolytic nature of the complex. The thermal behavior of the complex was investigated and the thermal decomposition pathways have been postulated showing that the final product is metal oxide and eight carbon atoms. Antibacterial and antifungal properties of the metal complex has also been examined against Gram positie bacteria (Bacillus Subtilis, and Staphylococcus aureus) and Gram negative bacteria (klebsiella pneumoniae, and Escherichia coli in addition to fungai (Candida albicans, Candida tropicalis, Aspergillus flavus, and Fusarium oxysporum).Gatifloxacin drug and its complex were found to be have variable degree of a remarkable biological activity.

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Copper(II) mixed-ligand complexes with fluoroquinolones and an N-donor co-ligand: Structures and biological application

Cited by 10 publications

References 36 publications

Cytotoxicity and Antibacterial Potentials of Mixed Ligand Cu(II) and Zn(II) Complexes: A Combined Experimental and Computational Study

Cytotoxicity and Antibacterial Potentials of Mixed Ligand Cu(II) and Zn(II) Complexes: A Combined Experimental and Computational Study

Cytotoxic mixed-ligand complexes of Cu(II): A combined experimental and computational study

Complex Formation of Gatifloxacin Drug Belongs to Flouroquinolone Family for Biological Study

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