Synthesis, Characterization, and Studying of New Azo-Azomethine Ligand and Its Complexes: Analysis of Their Biological Activity

Abstract. The study includes the preparation of a new azo-azomethine ligand derivative for the “6-amino-penicillinic acid” compound from the reaction of the Schiff base compound (Z)-3-((3-hydroxybenzylidene) amino) phenol) with 6-amino-penicillinic acid and linking them by the azo bond. The study also examines the physical properties of the tridentate ligand (azo-azomethine ligand) and identifies its composition by various techniques such as1HNMR, mass spectroscopy, UV-visible, and FTIR. The result indicates that the prepared ligand acted as a tridentate ligand and used this ligand to prepare different complexes by reacting it with transition metal ions such as Cu (II), Ni (II), and Fe (II) in (1:2) molar ratio. The characterization of the structure and shape of the complexes has been done by using ultraviolet, infrared, magnetic sensitivity, and electrical conductivity techniques. The obtained results from the electronic absorption spectra and magnetic susceptibility measurements of the complexes show the octahedral shape, d2sp3, sp3d2 hybridization for all complexes. The investigative results of this infrared spectroscopy also show that the prepared ligand acts as tridentate ligand and the active groups in the azo-azomethine ligand (HL) have been coordinated to the metal ions in OON tridentate style. Besides, the biological activity and the minimum inhibitory concentration MIC have been studied and determined using the dish method. Based on the obtained results, the inhibition zone of ligand (HL) and its complexes have been calculated as well. the MIC study shows that the prepared compounds has inhibition activity against Staphylococcus aureus bacteria and clearly affects the ability of pathogenic bacteria (S. aureus) to produce virulence factors such as biofilms and hemolysin toxins.
Keywords: 6-Amino penicillanic; azo- azomethine ligand; Antibacterial activity