Spectroscopic, geometrical structures, DNA and biological activity studies of azo rhodanine complexes

Copper(II), cobalt(II) and nickel(11) complexes have been synthesized by the reaction of metal acetate/chloride with 5-(2,3-dimethyl-1-phenylpyrazol-5-one azo)-2-thioxo-4-thiazolidinone (HL). The IR spectra showed that the HL ligand takes its usual anionic (L) to chelate acetate- M(II) through nitrogen atom of hydrazone group and oxygen atom of carbonyl group (rhodanine) forming a six-membered structures, while with copper chloride act as monobasic tridentate through the (-N=N-), enolic (C-O) and oxygen keto moiety group forming a five/six-membered structure. The X-ray diffraction patterns of ligand and complex show many diffraction peaks indicate the polycrystalline phase. Quantum chemical parameters and molecular structures of the complexes were theoretically computed and the results were studied. The ligand and its M(II) complexes are screened for their antimicrobial activities against some bacterial and fungal species. M(II) complexes showed antibacterial activity against Bacillus cereus and Klebsiella pneumoniae. The ligand and its M(II) complexes have high antifungal activity against Penicillium italicum. It was found that the HL ligand and its complexes have higher effect than miconazole; as standard drug against Penicillium italicum. Molecular docking was used to predict the binding between ligand (HL) and the receptors of 3hb5-oxidoreductase (breast cancer mutant 3hb5), 2q7k-hormone (prostate cancer mutant 2q7k), crystal structures of Escherichia coli (3t88) and Staphylococcus aureus (3q8u). Calf thymus DNA binding activity of the ligand and its complexes were studied by absorption spectra. (C) 2016 Elsevier B.V. All rights reserved.