Macrocyclic Cu(II) and Pd(II) complexes with new 16-membered tetradentate [N4] ligand: synthesis, characterization, 3D molecular modeling and in vitro anticancer and antimicrobial activities

El‐Boraey, Hanaa A.; EL-Gammal, Ohyla A.

doi:10.1007/s10847-017-0774-9

Cited by 25 publications

(5 citation statements)

References 47 publications

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“…[22,23] Copper is an essential component of several metalloproteins and enzymes, it plays a vital role in electron transfer reactions in a variety of cellular vch.de -www.vjc.wiley VCH GmbH -© 2022 Vietnam Academy of Science and Technology, Hanoi & Wiley activities. [24] Furthermore, the presence of various co-ligands with the Schiff base may influence the coordination geometry of the copper atom in the complexes, hence regulating the binding affinity with DNA/proteins. [25][26][27][28][29] The aim of the present study is, therefore, to prepare and characterize some Cu(II) Schiff base complexes of, (Z)-1,5-diphenyl-2-((thiophen-2-ylmethylene)amino)-1H-pyrrole-3carbonitrile (L 1 ) or (Z)-2-((2,4-dihydroxybenzylidene)amino)-1,5-diphenyl-1H-pyrrole-3carbonitrile (H2L 2 ) their biological effect on H.bacteriophora and S. carpocapsae nematodes was tested.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectral and thermal studies of new Schiff base copper(II) complexes with their biological effect on Entomopathogenic nematodes

El‐Boraey,

Abdel‐Rahman,

Atia

et al. 2022

Vietnam Journal of Chemistry

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New Schiff base ligands; (Z)‐1,5‐diphenyl‐2‐((thiophen‐2‐ylmethylene)amino)‐1H‐pyrrole‐3‐carbonitrile (L1); or (Z)‐2‐((2,4‐dihydroxybenzylidene)amino)‐1,5‐diphenyl‐1H‐pyrrole‐3‐carbonitrile (H2L2) and their Cu(II) complexes have been isolated and characterized using elemental analysis, spectral (FT‐IR, 1H NMR, UV/vis, EPR), molar conductivity and magnetic moment measurements, in addition to thermal techniques. FT‐IR spectra established that the Schiff base L1 coordinates as neutral bidentate or tridentate ligand. While the Schiff base H2L2 ligates as neutral or monobasic bidentate ligand. The EPR spectra indicated covalent nature of complexes [CuL1(OH)]Cl.2H2O (1), [CuL1(OH)(H2O)2]NO3.2H2O (2), [Cu(H2L2)Cl(H2O)3]Cl.H2O (5) and [Cu(HL2)NO3(H2O)3].H2O (6). The biological effect of Cu(II) ions, current ligands and complexes (1, 5) on the mortality and rate of reproduction of Entomopathogenic nematodes (Heterorhabditis bacteriophora and Steinernema carpocapsae) was studied. The results showed that, the obtained Schiff base ligands and their Cu(II) complexes make detoxification of the lethal effect of Cu(II) ions on the beneficial Entomopathogenic nematodes and complex (1) scored the highest reproduction potential.

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Section: Introductionmentioning

confidence: 99%

Synthesis, spectral and thermal studies of new Schiff base copper(II) complexes with their biological effect on Entomopathogenic nematodes

El‐Boraey,

Abdel‐Rahman,

Atia

et al. 2022

Vietnam Journal of Chemistry

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“…The intensities and/or positions of these peaks were changed or disappeared upon chelation. [ 49 ] The FT‐IR spectral data of the ligand (L) was characterized with peaks at 3440, 3382, 1623, 1119, and 691 cm −1 due to the stretching vibration of ν asy (NH 2 ) group, ν sym (NH 2 ) group, ν (C═N) functional group, ν ( N ‐pyridine), and ν (NH 2 ) bending , respectively. [ 50 ] The band at 1623 cm −1 due to the azomethine group of the Schiff base ligand was shifted to higher and lower frequencies (1621–1657 cm −1 ) after complexation, indicated metal ions linked to nitrogen atom of azomethine group.…”

Section: Resultsmentioning

confidence: 99%

Antibacterial and anticorrosion behavior of bioactive complexes of selected transition metal ions with new 2‐acetylpyridine Schiff base

Deghadi

Elsharkawy

Ashmawy

et al. 2022

Applied Organom Chemis

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Successful preparation of Schiff base 4‐(4‐aminophenoxy)‐N‐(1‐(pyridin‐2‐yl)ethylidene)aniline derived from refluxing of 4,4‐oxydianniline with 2‐acetylpyridine within 2 h in 1:1 molar ratio was performed. Different transition metal complexes were synthesized by reacting metal chlorides with the formed ligand in 1:1 molar ratio. Structural features of the complexes were obtained from different tools such as infrared (IR), 1H‐nuclear magnetic resonance (1H‐NMR), ultraviolet–visible (UV‐vis), molar conductivity, thermogravimetric (TG)/differential thermogravimetric (DTG), microanalysis, and mass spectrometry. All complexes had an octahedral structure and Schiff base acted as a neutral bidentate ligand that linked to metal centers via N‐azomethine and N‐pyridine atoms. Cr(III), Fe(III), and Ni(II) complexes were electrolytes while other complexes were nonelectrolytes. The molecular structure of Schiff base was optimized theoretically and its HOMO and LUMO energies were dictated by B3LYP/DFT calculations. The in vitro antibacterial activity versus some selected bacteria species showed that all prepared compounds were biologically active except Fe(III) complex against certain species and Co(II) complex had the highest biological activity values. Molecular docking was used to determine effective binding modes between ligand and its [Co(L)(H2O)2Cl2]·4H2O complex with active sites of 4WJ3, 4ME7, 4K3V, and 3T88 receptors. The strongest binding of Co(II) complex was with the 4ME7 receptor with lowest binding energy value −25.4 kcal mol−1. Schiff base as corrosion inhibitors for mild steel in 1.0‐M HCl had been investigated using electrochemical impedance spectroscopy (EIS), potentiodynamic polarization (PP), and electrochemical frequency modulation (EFM). The results showed that the inhibitor acts as a mixed‐type inhibitor. The inhibition efficiency increases with increasing inhibitor concentration to its maximum of 97.5% at 1 × 10−3 M solution. The adsorption model obeys the Langmuir isotherm, and Gibbs free energy was around −40 kJ/mol, indicating that it is spontaneously and chemically adsorbed on the surface. SEM/EDX results proved the sticking of a barrier film on the mild steel sample.

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“…gives adequate support to six coordination around the Ni(II) ion [34] 3), (4) (Table 2) is characteristic for the square planar geometry of the Cu(II) complexes [43].…”

Section: Magnetic Measurementsmentioning

confidence: 88%

Design, Spectroscopic Characterization, Thermal, 3D Molecular Modeling, XRD and in Vitro Antioxidant and Antimicrobial Screening of Novel N2O2 Tetradentate Schiff’s Base Metal Complexes

El‐Boraey

El-Din

EL-Gammal³

2021

Egypt. J. Chem.

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In the present study, new Co(II), Ni(II) and Cu(II) complexes were synthesized from the reaction of tetradentate Schiff's base ligand (H2L)= (N, N'-(pyridine-2,6-diyl) bis (2-(((Z)-(2-hydroxynaphthalen-1-yl) methylene) amino) benzamide that was synthesized via condensation of 2-amino-N-{2-[(2-amino-benzoylamino) pyridine]-benzamide} with 2-hydroxy-1naphthaldehyde. The ligand and its metal (II) complexes were characterized by microanalyses, magnetic, spectral, powder Xray diffraction (XRD) and thermal studies. An octahedral geometry has been proposed for [Co(L)(H2O)2].3H2O (1), [Ni(L)(H2O)2].1½H2O (2) and square planar for [Cu(L)](3) and [Cu(H2L)(OH)Br](4). EPR spectra of Cu(II) complexes are consistent with dx²-y² ground state. 3D molecular modeling studies have been carried out for ligand and complex (1). Average crystallite size (D) and dislocation density (δ) were calculated from XRD. All compounds were screened for their in vitro antioxidant activity. The results showed that the ligand possesses excellent activity compared to the reference (Ascorbic acid) and complex (4) was the most potent one. Moreover, the current compounds were tested for their antimicrobial activity.

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Macrocyclic Cu(II) and Pd(II) complexes with new 16-membered tetradentate [N4] ligand: synthesis, characterization, 3D molecular modeling and in vitro anticancer and antimicrobial activities

Cited by 25 publications

References 47 publications

Synthesis, spectral and thermal studies of new Schiff base copper(II) complexes with their biological effect on Entomopathogenic nematodes

Synthesis, spectral and thermal studies of new Schiff base copper(II) complexes with their biological effect on Entomopathogenic nematodes

Antibacterial and anticorrosion behavior of bioactive complexes of selected transition metal ions with new 2‐acetylpyridine Schiff base

Design, Spectroscopic Characterization, Thermal, 3D Molecular Modeling, XRD and in Vitro Antioxidant and Antimicrobial Screening of Novel N2O2 Tetradentate Schiff’s Base Metal Complexes

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