Journal of Molecular Liquids p. 711 - 739 (2016)
Update date:2022-08-05
Topics: Antimicrobial Activities Thermal Properties Polymeric Complexes Supramolecular Structure
El-Sonbati
Diab
El-Bindary
Ghoneim
Mohesien
Abd El-Kader
A series of new ligands 5-(4′-alkylphenylazo)-3-phenylamino-2-thioxothiazolidin-4-one (HLn) were synthesized from the coupling of 3-phenylamino-2-thioxothiazolidin-4-one with aniline and its p-derivatives. These ligands and their Co(II) polymeric complexes of the [(Co)2(Ln)2(HLn)(CH3COO)2(H2O)2]n have been deduced from elemental analyses, IR, 1H-NMR, X-ray diffraction and mass spectra as well as magnetic and thermal measurements. IR and 1H NMR studies reveal that the ligands (HLn) exist in the tautomeric enol/hydrazo form in both states with intramolecular hydrogen bonding. The important infrared (IR) spectral bands imply that HLn is coordinated to the metal ion in a monobasic tetradentate via NH (hydrazone), oxygen of the carbonyl group (CO), nitrogen of the NH (3-phenylamine) and thion sulfur (CS) group. The complexes are polymeric, non-electrolytes, paramagnetic and octahedral six-coordinated. The molecular and electronic structures of the investigated compounds (HLn) were also studied using quantum chemical calculations. The salmon sperm DNA (SS-DNA) binding activity of the ligands (HLn) was studied by absorption spectra. The interaction between ligands (HLn) and SS-DNA shows hypochromism effect coupled with obvious bathochromism. The values of binding constant are correlated with Hammett's constant (σR). The cytotoxic activity of ligands (HLn) and their Co(II) complexes were tested against two human cancer HePG-2 (Hepatocellular carcinoma) and MCF-7 (breast cancer). The antioxidant activities of ligands (HLn) and their Co(II) complexes were performed by ABTS method. The antimicrobial activity of ligands HLn and their Co(II) complexes were tested against Gram negative bacteria (Escherichia coli), Gram positive bacteria (Staphylococcus aureus) and yeast (Candida albicans).
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