Chromone Schiff base complexes: synthesis, structural elucidation, molecular modeling, antitumor, antimicrobial, and DNA studies of Co(II), Ni(II), and Cu(II) complexes

New mononuclear Fe (III), Cu (II), Ag (I), ZrO ( IV) and UO2(VI) complexes were synthesized by the reaction of metal ions with (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime. The structures of the metal complexes were characterized using analytical, spectral (infrared, electronic, 1H NMR, electron spin resonance (ESR), and mass), magnetic moment, molar conductance, thermal gravimetric analysis, and powder X‐ray diffraction (XRD) measurements. All complexes have octahedral geometries except the Cu (II) complex, which has square planar geometry, and the UO2(VI) complex, in which the coordination number is seven. The ligand acts as a (neutral, monoanionic or dianionic) tridentate with N2O coordinating sites: N‐azomethine, N‐triazine, and O‐oxime. Fluorescence spectral studies were carried out in solid state and in dimethylformamide (DMF). The kinetic parameters of the thermal decomposition stages were calculated using Coats–Redfern equations. The morphological structures of the ligand and some complexes were determined using XRD. The molecular orbital calculations were carried out for the ligand and metal complexes using the Hyperchem 7.52 program on the basis of the PM3 level. The antimicrobial activities of the ligand and its complexes were investigated towards the microorganisms S. aureus and B. subtilis as Gram‐positive bacteria, S. typhimurium and E. coli as Gram‐negative bacteria, C. albicans, and A. fumigatus. The ligand and its complexes showed antitumor activity against Hep G‐2 cell lines, where Cu (II) and Ag (I) complexes seem to be promising as they showed IC50 values that are lower than and comparable to that of the antitumor drug doxorubicin.

Section: Resultssupporting

confidence: 90%

Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic, biological, and theoretical studies of new complexes from (E)‐3‐(2‐(5, 6‐ diphenyl‐1,2,4‐ triazin‐3‐ yl)hydrazono)butan‐2‐ one oxime

Samy

2020

“…The magnetic moment value of the pure copper(II) complex 1 is 2 BM, pointing to the presence of one unpaired electron . The electronic spectrum of complex 1 exhibits an absorption band at 590 nm, which may be due to the 2 E g → 2 T 2g transition corresponding to a distorted octahedral geometry . The electronic spectrum of Cu II ‐complex/NaY shows one band about 600 nm, which may be attributed to 2 B 1g → 2 A 1g transition, indicating a square‐planar configuration …”

Section: Resultsmentioning

confidence: 99%

New less toxic zeolite‐encapsulated Cu(II) complex nanomaterial for dual applications in biomedical field and wastewater remediation

Khalil

Kishk

EL-Mekkawi

et al. 2019

A new dual‐functional Cu(II) complex and its nanohybrid form encapsulated into NaY zeolite cavities were synthesized. The synthesized compounds were characterized using elemental analyses, X‐ray fluorescence, infrared, 1H NMR, electronic, electron spin resonance and mass spectra, powder X‐ray diffraction, surface area and transmission electron microscopy in addition to conductivity and magnetic susceptibility measurements. The encapsulated Cu(II) complex was catalytically tested for degradation of industrial wastewater. The decolorization and mineralization results indicate that the Cu(II) complex encapsulated into zeolite host is an effective heterogeneous catalyst for real industrial wastewater remediation. In addition, both free and encapsulated Cu(II) complexes were tested as anti‐microbial and anti‐tumour agents. The results show that the Cu(II) complex encapsulated into zeolite has a high activity (IC50 = 14.4 μg ml−1). The results of in vivo toxicity experiments indicate that the Cu(II) complex encapsulated into zeolite is a less toxic biocompatible material (LD50 = 1245 mg kg−1). The catalytic properties, cytotoxicity and toxicity of the new nanohybrid Cu(II) complex encapsulated into zeolite make it a promising eco‐friendly and biocompatible material for water remediation and biomedical applications.

“…Apoptosis or programmed cell death is characterized by blebbing of the plasma membrane, chromatin condensation and cell shrinkage . On comparison of the cytotoxicity of the investigated compounds with results in the literature, OVAPPd shows a potent activity against MCF‐7 and HepG‐2 cancer cell lines.…”

Section: Resultsmentioning

confidence: 99%

“…Metals like zinc(II), chromium(III) and copper(II) have great affinity for coordination because of their small size and high nuclear charge. The development of metal–drug adducts as chemotherapeutic agents basically depends on the ability of the metallodrug to provoke DNA cleavage . It is worth mentioning that metal chelate pharmacological efficacy mainly depends on the nature of metal ions and ligands.…”

Section: Introductionmentioning

confidence: 99%

Fabrication, spectroscopic characterization, calf thymus DNA binding investigation, antioxidant and anticancer activities of some antibiotic azomethine Cu(II), Pd(II), Zn(II) and Cr(III) complexes

Abu‐Dief

El-Sagher

Shehata

2019

110

This study was conducted to prepare novel azomethine chelates of Cu(II), Pd(II), Zn(II) and Cr(III) with tridentate dianionic azomethine OVAP ligand 2-[(2-hydroxyphenylimino)methyl]-6-methoxyphenol. The prepared compounds were characterized using elemental analyses and spectral, conductivity, magnetic and thermal measurements. The spectroscopic data suggest that the parent azomethine ligand binds to the investigated metal ions through both deprotonated phenol oxygen and azomethine nitrogen atoms, and adopts distorted octahedral geometry in the case of Cr(III) and Cu(II) ions while tetrahedral and square planar geometries for Zn(II) and Pd(II) ions, respectively. In order to confirm the molecular geometry of the investigated azomethine chelator and its complexes, theoretical density functional theory calculations were employed. Correlation between experimental observations and theoretical calculations of geometry optimization results are in a good agreement. Absorption titration was used to explore the interaction of the investigated azomethine metal chelates with calf thymus DNA, and the binding constant as well as Gibbs free energy were evaluated. Viscosity measurements and gel electrophoresis studies suggest intercalative and replacement binding modes of the azomethine metal chelates with calf thymus DNA. Additionally, the antimicrobial activity of the complexes was screened against some pathogenic bacteria and fungi. This biological study shows that the complexes exhibit a marked inhibitory effect compared to the corresponding ligand and standard drugs.Furthermore, the effect of the novel compounds as antioxidants was determined by reduction of 1,1-diphenyl-2-picrylhydrazyl and compared with that of vitamin C. Finally, in vitro cell proliferation via MTT assay was investigated against colon carcinoma cells (HCT-116), hepatic cellular carcinoma cells (HepG-2(and breast carcinoma cells (MCF-7) to calculate the cytotoxicity of the prepared compounds. Cell proliferation is inhibited for all compounds and in a dose-dependent manner in the sequence of OVAPPd > OVAPCu > OVAPZn > OVAPCr > OVAP azomethine ligand.