Synthesis, structural, spectral and antimicrobial activity studies of copper-nalidixic acid complex with 1,10-phenanthroline: DFT and molecular docking

Aycan, Tuğba; Öztürk, Filiz; Doruk, Tuğrul; Demir, Serkan; Fidan, Melek; Paşaoğlu, Hümeyra

doi:10.1016/j.saa.2020.118639

Cited by 15 publications

(6 citation statements)

References 85 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Frontier molecule orbitals play important role in chemical reactivity and E GAP (E HOMO –E LUMO ) is a measure of the chemical reactivity of molecules. [ 41 ] The simulated Highest Occupied Molecular Orbital (HOMO) and Lowest Unoccupied Molecular Orbital (LUMO) isosurfaces with their energy values of the ligand and its complex are given in Figure S4. The HOMO of ligand mainly localized on the bonding π‐orbital of benzene ring, while the LUMO of ligand localized on the antibonding π‐orbital of C–N in the ring.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, crystal structure, density functional theory calculations, and antimicrobial activity of silver(I) complex derived from 2‐aminobenzothiazole ligand

Jiang

Lei

et al. 2021

Applied Organom Chemis

View full text Add to dashboard Cite

Reaction of silver nitrate with 2‐aminobenzothiazole (abbreviated as Habt) in methanol at 45°C gave mononuclear complex of formula [Ag (Habt)2]NO3•CH3OH. The structure of the complex was characterized by infrared (IR) spectra, single crystal X‐ray diffraction, and elemental analysis. X‐ray diffraction analysis indicated that the title complex was crystallized in the triclinic crystal system with space group P–1, in which silver(I) ion was coordinated to two 2‐aminobenzothiazole ligands through the benzothiazol nitrogen atom. Theoretical study of the complex was carried out by density functional theory (DFT) B3LYP method. The antimicrobial effects of the ligand and its silver(I) complex were evaluated by bio‐microcalorimetry on the growth of Schizosaccharomyces pombe (S. pombe). Some quantitative metabolic parameters, such as growth rate constant (k), maximum heat power (Pmax), inhibition ratio (I), and half inhibition concentration (IC50), were derived from the metabolic power–time curves of S. pombe growth. The half inhibition concentration (IC50) of the ligand was calculated to be 2.58 × 10−3 mol L−1. The complex could strongly influence the lag phase of S. pombe.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis, crystal structure, density functional theory calculations, and antimicrobial activity of silver(I) complex derived from 2‐aminobenzothiazole ligand

Jiang

Lei

et al. 2021

Applied Organom Chemis

View full text Add to dashboard Cite

show abstract

“…For a quantitative investigation of the electronic transitions, FMOs, together with some low-and high-lying orbitals, can be used. FMOs play an important role in chemical reactivity and E gap (E HOMO À E LUMO ) is a measure of the chemical reactivity of molecules (Aycan et al, 2020). The UV-Vis characteristics of I were predicted by TD-DFT calculations.…”

Section: D-hámentioning

confidence: 99%

Design, synthesis and spectroscopic and structural characterization of novelN-(2-hydroxy-5-methylphenyl)-2,3-dimethoxybenzamide: DFT, Hirshfeld surface analysis, antimicrobial activity, molecular docking and toxicology

Çakmak¹,

Aycan²,

Öztürk³

et al. 2022

Acta Crystallogr C

Self Cite

View full text Add to dashboard Cite

The novel compound N-(2-hydroxy-5-methylphenyl)-2,3-dimethoxybenzamide, C16H17NO4, I, was prepared by a two-step reaction and then characterized by elemental analysis and X-ray diffraction (XRD) methods. Moreover, its spectroscopic properties were investigated by FT–IR and 1H and 13C NMR. Compound I crystallized in the monoclinic space group P21/c and the molecular geometry is not planar, being divided into three planar regions. Supramolecular structures are formed by connecting units via hydrogen bonds. The ground-state molecular structure of I was optimized by the DFT-B3LYP/6-31G(d,p) method and the theoretical structure was compared with that obtained by X-ray diffraction. Intermolecular interactions in the crystal network were studied by two-dimensional (2D) and three-dimensional (3D) Hirshfeld analyses. The calculated electronic transition results were examined and the molecular electrostatic potentials (MEPs) were also determined. The in vitro antimicrobial activities of I against three Gram-positive bacteria, three Gram-negative bacteria and two fungi were determined. The compound was compared with several control drugs and showed better activity than the amoxicillin standard against Gram-positive bacteria B. subtilis, S. aureus and E. faecalis, and Gram-negative bacteria E. coli, K. pneumoniae and P. aeruginosa. The density functional theory (DFT)-optimized structure of the small molecule was used to perform molecular docking studies with proteins from experimentally studied bacterial and fungal organisms using AutoDock to determine the most preferred binding mode of the ligand within the protein cavity. A druglikeness assay and ADME (absorption, distribution, metabolism and excretion) and toxicology studies were carried out and predict a good drug-like character.

show abstract

“…Derivatives of 2,2'-bipyridine (Bipy) and 1,10phenanthroline (Phen) are good chelating ligands for the synthesis of metal complexes, the antibacterial properties of which are being actively studied [20][21][22][23]. The work of Turkish researchers [20] describes the synthesis and study of antibacterial properties mixligand coordination compound…”

Section: N-donor Ligandsmentioning

confidence: 99%

“…A series of bivalent metal complexes (20a-20c and 21a-21c) with Schiff base ligands 1-(5-(4-fluorophenyl)isoxazol-3-ylimino)methyl)napthalen-2-ol (HL 20 ) and 2-(5-(4-fluorophenyl)isoxazol-3-ylimino)methyl)-4-methylphenol (HL 21 ) have been synthesized [32]. The antimicrobial screening results displayed that the Schiff base ligands HL 20 and HL 21 were moderately active against bacterial and fungal strains whereas the corresponding metal complexes 20a-20c and 21a-21c show higher activity than free Schiff base ligands. From the above results it is concluded that, among all, copper complexes 20c and 21c show highest potential activity against mentioned bacterial and fungal species.…”

Section: N-donor Ligandsmentioning

confidence: 99%

Recent Studies on the Antimicrobial Activity of Copper Complexes

Zalevskaya

Gur’eva

2021

Russ J Coord Chem

View full text Add to dashboard Cite

The analysis of publications in 2020, devoted to the synthesis of copper(II) complexes and the study of their antimicrobial properties, indicates that this area of medicinal chemistry is promising. Organic compounds of various classes were studied as starting ligands. First of all, these are N-donor imines, amines, heterocyclic compounds, as well as N,O-donor ligands and sulfur-containing ligands. In most works, the fact of a higher biological activity of the metal complex in comparison with the corresponding ligand was established. Evaluating the influence of the nature of the metal on the antimicrobial activity of the metal complex, the authors most often come to the conclusion that it is copper(II) complexes that are the most effective inhibitors of the growth of pathogenic bacteria. The scale of the studies presented indicates a high interest in this group of metal complexes, and the results indicate good prospects for using copper complexes as antimicrobial drugs.

show abstract

Synthesis, structural, spectral and antimicrobial activity studies of copper-nalidixic acid complex with 1,10-phenanthroline: DFT and molecular docking

Cited by 15 publications

References 85 publications

Synthesis, crystal structure, density functional theory calculations, and antimicrobial activity of silver(I) complex derived from 2‐aminobenzothiazole ligand

Synthesis, crystal structure, density functional theory calculations, and antimicrobial activity of silver(I) complex derived from 2‐aminobenzothiazole ligand

Design, synthesis and spectroscopic and structural characterization of novelN-(2-hydroxy-5-methylphenyl)-2,3-dimethoxybenzamide: DFT, Hirshfeld surface analysis, antimicrobial activity, molecular docking and toxicology

Recent Studies on the Antimicrobial Activity of Copper Complexes

Contact Info

Product

Resources

About