Synthesis, characterization, DFT calculations and molecular docking studies of metal (II) complexes

Ekennia, Anthony C.; Osowole, Aderoju A.; Olasunkanmi, Lukman O.; Onwudiwe, Damian C.; Olubiyi, Olujide O.; Ebenso, Eno E.

doi:10.1016/j.molstruc.2017.08.085

Cited by 58 publications

(38 citation statements)

References 50 publications

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“…It was used in the study reported here to determine the free radical scavenging ability of the dithiocarbamate salts DTL1–DTL6 and their Co(III) complexes 1 – 6 . DPPH has an unpaired electron in its structure and the ability of any antioxidant compounds to scavenge this electron depends on the electron or hydrogen radical donating ability . In its radical form, DPPH is known to have a strong absorption at 517 nm giving a purple color, which turns to yellow upon reduction by an antioxidant compound to form reduced DPP‐H .…”

Section: Resultsmentioning

confidence: 99%

Co(III) N,N′‐diarylformamidine dithiocarbamate complexes: Synthesis, characterization, crystal structures and biological studies

Oladipo

Omondi

Mocktar

2020

Applied Organom Chemis

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Three symmetric N,N‐diarylformamidine dithiocarbamates, N,N′‐bis(2,6‐dimethylphenyl)formamidine dithiocarbamate (DTL1), N,N′‐bis(2,6‐disopropylphenyl)formamidine dithiocarbamate (DTL2) and N,N′‐dimesitylformamidine dithiocarbamate (DTL3), and three unsymmetric ones, N′‐(2,6‐dichlorophenyl‐N‐(2,6‐dimethylphenyl)formamidine dithiocarbamate (DTL4), N′‐(2,6‐dichlorophenyl)‐N‐(2,6‐diisopropylphenyl)formamidine dithiocarbamate (DTL5) and N′‐(2,6‐dichlorophenyl)‐N‐mesitylformamidine dithiocarbamate (DLT6), were reacted with chloridocobalt(III) in water to give Co‐(DTL1)3 (1), Co‐(DTL2)3 (2), Co‐(DTL3)3 (3), Co‐(DTL4)3 (4), Co‐(DTL5)3 (5) and Co‐(DTL6)3 (6). All the dithiocarbamates and complexes were characterized using 1H NMR, 13C NMR, Fourier transform infrared, UV–visible and mass spectra and the purity confirmed by elemental analysis. In addition, crystal structures of complexes 1, 2, 4 and 5 were determined, confirming the formation of mononuclear species in which the Co(III) centers coordinated to six sulfur atoms from three dithiocarbamate ligands resulting in distorted octahedral geometries. All complexes showed moderate to good antibacterial activities against Gram‐negative bacteria Escherichia coli, Salmonella typhimurium, Klebsiella pneumoniae and Pseudomonas aeruginosa even at low concentrations. None of the six were active against Gram‐positive bacterium methicillin‐resistant Staphylococcus aureus and only active against S. aureus at high concentrations. Complexes 5 and 6 were found to be more active than ciprofloxacin against S. typhimurium, E. coli, P. aeruginosa and K. pneumoniae and complexes with chloro‐substituted ligands generally had enhanced activities. Antioxidant activities of the dithiocarbamate salts and their Co(III) complexes were also investigated using DPPH assay and the complexes were found to be more efficient. Complex 2 with an IC50 value of 2.84 × 10−4 mM displayed the highest activity of all compounds tested, even outdoing ascorbic acid. The radical scavenging ability of the complexes followed the order 2 > 1 > ascorbic acid >3 > 4 > 6 > 5.

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Section: Resultsmentioning

confidence: 99%

Co(III) N,N′‐diarylformamidine dithiocarbamate complexes: Synthesis, characterization, crystal structures and biological studies

Oladipo

Omondi

Mocktar

2020

Applied Organom Chemis

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“…For example, the reactions of the pro‐oxidants Fe 2+ and Cu + with superoxide (Haber–Weiss reaction) and hydrogen peroxide (Fenton reaction) have been implicated as some of the sources of hydroxyl radicals . Hence, metal chelation by an antioxidant is one of the most important mechanisms of secondary antioxidant action because it decreases the pro‐oxidant effect by reducing redox potentials and stabilizing the oxidized form of the metal . Heterocyclic compounds containing N, O and S donor atoms have been reported to have good antioxidant potential due to their excellent chelating abilities .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, molecular docking, biological activity and density functional theory studies of novel 1,4‐naphthoquinone derivatives and Pd(II), Ni(II) and Co(II) complexes

Ekennia

Osowole

Onwudiwe

et al. 2018

Applied Organom Chemis

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Two novel heterocyclic ligands, 2-[(5-fluoro-1,3-benzothiazol-2-yl)amino]naphthalene-1,4-dione (HL 1 ) and 2-[(5-methyl-1,3-benzothiazol-2-yl)amino]naphthalene-1,4-dione (HL 2 ), and their Pd(II), Ni(II) and Co(II) complexes were prepared and characterized using 1 H NMR, 13 C NMR, infrared and UV-visible spectroscopic techniques, elemental analysis, magnetic susceptibility, thermogravimetry and molar conductance measurements. The infrared spectral data showed that the chelation behaviours of the ligands towards the transition metal ions were through one of the carbonyl oxygen and deprotonated nitrogen atom of the secondary amine group. Molar conductance results confirmed that the complexes are non-electrolytes in dimethylsulfoxide. The geometries of the complexes were deduced from magnetic susceptibility and UV-visible spectroscopic results. Second-order perturbation analysis using density functional theory calculation revealed a stronger intermolecular charge transfer between ligand and metal ion in [NiL 1 (H 2 O) 2 (CH 3 COO-)] and CoL 1 compared to the other complexes. The in vitro antibacterial activity of the compounds against some clinically isolated bacteria strains showed varied activities. [NiL 1 (H 2 O) 2 (CH 3 COO-)] exhibited the best antibacterial results with a minimum inhibitory concentration of 50 μg mL −1 . The molecular interactions of the compounds with various drug targets of some bacterial organisms were established in a bid to predict the possible mode of antibacterial action of the compounds. The ferrous ion chelating ability of the

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“…These values might correspond to a low spin octahedral arrangement for FeL, and square‐planar arrangement for CoL and CuL, whereas the μ eff values of NiL and ZnL reveal their diamagnetic characters. Accordingly, this suggests a square‐planar environment for the NiL complex, however ZnL might be either square planar or distorted tetrahedral since it always adopts a four‐coordination mode with completely filled d‐orbital . The conflict in the ZnL arrangement required another technique to show the exact 3D structure, which was clarified by quantum calculations.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, Modeling, and Antimicrobial Activity of Fe^III, Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on Tri‐substituted Imidazole Ligand

Ismael

Abdou

Abdel‐Mawgoud

2018

Zeitschrift anorg allge chemie

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The reaction of the synthesized 2‐(4,5‐diphenyl‐1H‐imidazol‐2‐yl) phenol, (HL) ligand with FeIII, CoII, NiII, CuII, and ZnII ions at room temperature resulted in the formation of the five complexes; [Fe(L)2(H2O)(Cl)]·2H2O and [M(L)2)]·nH2O [M = Co, Zn (n = 2), Ni, Cu (n = 1)]. The ligand and its complexes were characterized based on elemental analyses, spectral, magnetic and molar conductance measurements. The molecular and electronic structure of the ligand and its complexes was optimized theoretically and the quantum chemical parameters were calculated. The results revealed an interesting geometrical variation; octahedral for FeL, seesaw for CoL, distorted square planar for NiL and CuL, as well a tetrahedral arrangement for ZnL. The HL ligand and its metal complexes were screened against the growth of pathogenic bacteria [Escherichia coli (G–) and Bacillus cereus (G+)] and fungi (Aspergillus fumigatus) in terms of the minimum inhibitory concentration (MIC). The metal complexes showed high enhancement as antimicrobial candidates with lower MIC values compared with their parent ligand. Structure activity relationship formula was quantified by correlating the experimental MIC values with theoretical electronic chemical properties. Molecular docking of the complexes against CYP51B protein of A. fumigatus, the target enzyme for the antimicrobial reagents, was achieved to find the best orientation of the substrate, which would form a stable complex with overall minimum energy. The docking results enhanced the activity of the imidazole‐based complexes as promising antimicrobial candidates.

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Synthesis, characterization, DFT calculations and molecular docking studies of metal (II) complexes

Cited by 58 publications

References 50 publications

Co(III) N,N′‐diarylformamidine dithiocarbamate complexes: Synthesis, characterization, crystal structures and biological studies

Co(III) N,N′‐diarylformamidine dithiocarbamate complexes: Synthesis, characterization, crystal structures and biological studies

Synthesis, characterization, molecular docking, biological activity and density functional theory studies of novel 1,4‐naphthoquinone derivatives and Pd(II), Ni(II) and Co(II) complexes

Synthesis, Characterization, Modeling, and Antimicrobial Activity of Fe^III, Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on Tri‐substituted Imidazole Ligand

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Synthesis, characterization, DFT calculations and molecular docking studies of metal (II) complexes

Cited by 58 publications

References 50 publications

Co(III) N,N′‐diarylformamidine dithiocarbamate complexes: Synthesis, characterization, crystal structures and biological studies

Co(III) N,N′‐diarylformamidine dithiocarbamate complexes: Synthesis, characterization, crystal structures and biological studies

Synthesis, characterization, molecular docking, biological activity and density functional theory studies of novel 1,4‐naphthoquinone derivatives and Pd(II), Ni(II) and Co(II) complexes

Synthesis, Characterization, Modeling, and Antimicrobial Activity of FeIII, CoII, NiII, CuII, and ZnII Complexes Based on Tri‐substituted Imidazole Ligand

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Synthesis, Characterization, Modeling, and Antimicrobial Activity of Fe^III, Co^II, Ni^II, Cu^II, and Zn^II Complexes Based on Tri‐substituted Imidazole Ligand