Synthesis, characterization and antileishmanial activity of copper(II) and zinc(II) complexes with diamine ligands

Condé, Camila A. S. R.; Almeida, Mauro Vieira de; Silva, Gabrielle dos Santos Da; Sodré, Milena Barenco Pires de Abreu; Rodrigues, Juliany Cola Fernandes; Navarro, Maribel

doi:10.1007/s11243-022-00495-7

Cited by 7 publications

(6 citation statements)

References 38 publications

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“…The visualization of the DFT calculated frequencies confirmed that all the three metal ions were involved in binding to the ONN donor atoms of the ligand during complex formation ( Abd El-Halim et al, 2017 ; Ali et al, 2019 ; Indira et al, 2019 ). The presence of nitrate in both Cu(II) and Ni(II) complexes were confirmed by the strong and broad band IR peaks at 1380 and 1351 cm −1 , respectively, in agreement with previously reported studies for related complexes ( Ali et al, 2019 ; Condé et al, 2022 ). Weak O-H bending vibration was observed in the range of 1437–1460 cm −1 in all the three complexes, confirming the appearance of free bending hydroxyl (O-H) groups.…”

Section: Resultssupporting

confidence: 91%

“…This could be as a result of the Zn(II) complex’s low solubility, which impacts its ion mobility and molar conductance. A previous study suggested that the low molar conductivity of the Zn(II) complex may potentially be due to the absence of anions beyond the coordination sphere ( Condé et al, 2022 ). Furthermore, this analysis was found to be in line with the DFT optimized geometries ( vide infra ).…”

Section: Resultsmentioning

confidence: 99%

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Synthesis, characterization, and biological activities of zinc(II), copper(II) and nickel(II) complexes of an aminoquinoline derivative

Damena

Alem

Zeleke³

et al. 2022

Front. Chem.

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Interest is increasingly focused on the use of transition metal complexes as biochemical, medical, analytical, pharmaceutical, agronomic, anticancer, and antibacterial agents. In this study, three complexes of [Zn(H2L)Cl] (1), [Cu(H2L)(H2O)(NO3)] (2) and [Ni(H2L)(NO3)].2H2O (3) were synthesized from a 2-chloroquinoline-3-carbaldehyde derived ligand [H3L = ((E)-2-(((2-((2-hydroxyethyl)amino)quinolin-3-yl)methylene)amino)ethanol. The compounds were characterized using physicochemical and spectroscopic methods. The results demonstrate that the free ligand behaves as a tridentate ligand with one oxygen and two nitrogen (ONN) donor atoms in 1:1 metal:ligand ratio. The formation constants of the complexes were found to be (KZn(II) = 2.3 × 106, KCu(II) = 2.9 × 106, and KNi(II) = 3.8 × 105). The thermodynamic parameters indicated that the reactions were spontaneous with exothermic nature of metal-ligand interaction energies. Based on the analyses of the experimental (EDX, FTIR, PXRD, MS and TGA) and DFT results, a distorted tetrahedral, a distorted square pyramidal and square planar geometry for Zn(II), Cu(II) and Ni(II) complexes, respectively, were proposed. The B3LYP calculated IR frequencies and TD-B3LYP calculated absorption spectra were found to be in good agreement with the corresponding experimental results. The powder XRD data confirmed that the Zn(II), Cu(II) and Ni(II) complexes have polycrystalline nature with average crystallite sizes of 27.86, 33.54, 37.40 Å, respectively. In vitro antibacterial activity analyses of the complexes were studied with disk diffusion method, in which the complexes showed better activity than the precursor ligand. Particularly the Cu(II) complex showed higher percent activity index (62, 90%), than both Zn(II) (54, 82%) and Ni(II) (41, 68%) complexes against both E. coli and P. aeruginosa, respectively. Using the DPPH assay, the complexes were further assessed for their antioxidant capacities. All metal complexes showed improved antioxidant activity than the free ligand. Zn(II) and Cu(II) complexes, which had IC50 values of 10.46 and 8.62 μg/ml, respectively, showed the best antioxidant activity. The calculated results of Lipinski’s rule of five also showed that the target complexes have drug-like molecular nature and similarly, the results of binding mode of action of these compounds against E. coli DNA gyrase B and P. aeruginosa LasR.DNA were found to be in good agreement with the in vitro biological activities.

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Section: Resultssupporting

confidence: 91%

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, and biological activities of zinc(II), copper(II) and nickel(II) complexes of an aminoquinoline derivative

Damena

Alem

Zeleke³

et al. 2022

Front. Chem.

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“…Additionally, long-term usage of these leishmanicidal drugs renders them less effective. The inadequate acquaintance with the mechanistic action makes it difficult to overcome these adverse properties. , Recently, several studies on metal complexes having enhanced leishmanial potential are reported . However, there is still a desire for selective complexes with sulfur-bearing moieties to be preferred because of their similarities to natural products with promising activities against parasites causing leishmaniasis .…”

Section: Resultsmentioning

confidence: 99%

Thiophene-Derived Schiff Base Complexes: Synthesis, Characterization, Antimicrobial Properties, and Molecular Docking

et al. 2023

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Novel thiophene-derived Schiff base ligand DE, where DE is (E)-N 1 ,N 1 -diethyl-N 2 -(thiophen-2-ylmethylene)ethane-1,2-diamine, and the corresponding M(II) complexes, [M(DE)X 2 ] (M = Cu or Zn, X = Cl; M = Cd, X = Br), were prepared and structurally characterized. X-ray diffraction studies revealed that the geometry around the center of the M(II) complexes, [Zn(DE)Cl 2 ] and [Cd(DE)Br 2 ], could be best described as a distorted tetrahedral. In vitro antimicrobial screening of DE and its corresponding M(II) complexes, [M(DE)X 2 ], was performed. The complexes were more potent and showed higher activities against Escherichia coli, Staphylococcus aureus, and Pseudomonas aeruginosa, fungi Candida albicans, and protozoa Leishmania major compared to the ligand. Among the studied complexes, [Cd(DE)Br 2 ] exhibited the most promising antimicrobial activity against all the tested microbes compared to its analogs. These results were further supported by molecular docking studies. We believe that these complexes may significantly contribute to the efficient designing of metal-derived agents to treat microbial infections.

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“…57 Besides, in 2022, we demonstrated copper-diamine effects in L. amazonensis . 58 Both studies revealed how potent is the activity of the new hybrid molecules containing metallic ions, probably due to the ability to interfere with several important cellular targets. Some compounds are around 100 times more active than free drugs.…”

Section: Discussionmentioning

confidence: 99%

Synthesis, characterization, and biological evaluation of hybrid copper(ii) complexes containing azole drugs and planar ligands against neglected diseases

de Azevedo-França,

Feliciano dos Santos Ramos,

Messori

et al. 2024

New J. Chem.

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Synthesis, characterization and antileishmanial activity of copper(II) and zinc(II) complexes with diamine ligands

Cited by 7 publications

References 38 publications

Synthesis, characterization, and biological activities of zinc(II), copper(II) and nickel(II) complexes of an aminoquinoline derivative

Synthesis, characterization, and biological activities of zinc(II), copper(II) and nickel(II) complexes of an aminoquinoline derivative

Thiophene-Derived Schiff Base Complexes: Synthesis, Characterization, Antimicrobial Properties, and Molecular Docking

Synthesis, characterization, and biological evaluation of hybrid copper(ii) complexes containing azole drugs and planar ligands against neglected diseases

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