Four azo dye ligands (AF1 – AF4)) and their complexes with Mn (II), Fe(III), Co(II) and Cu(II) ions were studied both in solution and in solid state. In solution, the stoichiometry of the formed complexes, studied by conductometric technique, was found to be (1:1), (1:2) and (2:1) (M:L). The proton – reagent stability constants of the free ligands and the metal – reagent formation constants of the formed complexes were determined by potentiometric titration technique. The prepared solid complexes were characterized by elemental analysis, electronic spectra, FTIR, TGA and magnetic susceptibility measurement. Based on spectral data, different electronic d – d transitions within the complexes were assigned in terms of Tanabe - Sugano diagrams where octahedral geometry was deduced for all of them. The antimicrobial activity showed that selected compounds exhibit high activity against Escherichia coli, Staphylococcus aureus and Candida glabrata. These studies were supported by docking theoretical calculations. The cytotoxic activities of some selected metal complexes were tested against HEPG2 cell line. The studied complexes seem to be promising as anticancer agents with IC50 values ranged from 41 – 71 µg/ml. A group of measurements involving DMOL3 program in materials studio package shaped for the recognized of wide scale Density Function Theory (DFT) were applied. From this study, the quantum chemical parameters and some energetic properties of ligand AF1 and its complexes were determined.