Synthesis, theoretical investigations, biocidal screening, DNA binding, in vitro cytotoxicity and molecular docking of novel Cu (II), Pd (II) and Ag (I) complexes of chlorobenzylidene Schiff base: Promising antibiotic and anticancer agents

Abstract

Three new Cu (II), Pd (II) and Ag (I) complexes of bidentate Schiff base ligand 2-[(4-chlorobenzylidene)amino] phenol (HL) were synthesized. The stoichiometric ratios and physicochemical properties of these complexes were determined using elemental analyses, magnetic measurements, infrared and UVvisible spectra, molar conductivity measurements and thermal analyses. The results revealed that the metal ions coordinated with through azomethine nitrogen and phenolic oxygen atoms. AgL and PdL complexes are present in a 1:1 molar ratio with square planar and tetrahedral geometry, respectively, while CuL 2 complex is present in a 1:2 molar ratio with octahedral geometry. The electronic structure and nonlinear optical parameters of HL and the studied 1:1 and 1:2 complexes were investigated theoretically at the DFT-B3LYP/6-311G** level of theory. The compounds were screened against various strains of bacteria and fungi. They displayed good results for inhibition against the studied pathogenic microorganisms. Absorption spectroscopic, viscosity and gel electrophoresis measurements were used for studying the interaction of the prepared complexes with calf thymus DNA (CT-DNA). The studied complexes showed a good interaction with CT-DNA via intercalation and groove modes. Moreover, molecular docking of these complexes was studied to understand the drug-DNA interactions and calculate the potential binding mode and energy. The anticancer effects of HL and its complexes, on selected human carcinoma cell lines, were determined. The cytotoxicity results showed that the prepared complexes are more potent than the Schiff base ligand.

Non-Linear Optical Property and Biological Assays of Therapeutic Potentials Under In Vitro Conditions of Pd(II), Ag(I) and Cu(II) Complexes of 5-Diethyl amino-2-({2-[(2-hydroxy-Benzylidene)-amino]-phenylimino}-methyl)-phenol

“…Motivated by the promising structural and biological properties of Schiff based metal complexes together with our perpetual engagement in this kind of research endeavor [14][15][16][17][18], here, we offer a facile approach for the synthesis and characterization of a novel tetradentate (N 2 O 2 ) Schiff base ligand (H 2 L), (L = 5-Diethylamino-2-({2-[(2-hydroxy-benzylidene)-amino]-phenylimino}-methyl)-phenol), and its metal complexes with Ag(I), Pd(II) and Cu(II) ions. Various spectroscopic, structural and analytical techniques combined with DFT calculations have been employed to deduce the composition, structure and geometry of the prepared complexes.…”

Synthesis and theoretical calculations of metal-antibiotic chelation with thiamphenicol:in vitroDNA and HSA binding, molecular docking, and cytotoxicity studies

“…The mixture was allowed to incubate for one hour before recording the absorbance. The binding constant K b was computed with the Benesi-Hildebrand equation, which is defined as 16,17 [DNA]/(e a À e f ) = [DNA]/(e b À e f ) + 1/K b (e a À e f ).…”

Nanofibers Based on Concentrated Collagen Hydrolysate Loaded with Essential Oils

“…For example, nano-sized Fe(II), Cd(II) and Zn(II) Schiff base complexes were tested on three selected bacteria (Escherichia coli, Microccus luteus and Serratia marcescence) and three fungi (Aspergillus flavus, Getrichm candidum and Fusarium oxysporum) [38]. In other paper, Abdel-Rahman et al [39][40][41] investigated the cytotoxicity of Cr(III),VO(II), Ni(II), Cu (II), Pd (II), Ag (I), Pd(II), Ag(I) and Cu(II) complexes against growth of carcinoma cells. It was reported that the antimicrobial resistance of these metal oxides is better than that of their Schiff base complex and could be explained by the small particles of metal oxides which possess a higher surface / volume ratio, contributing to the high efficiency of antibacterial activities.…”