For the development of novel antimicrobial and anticancer agents, complexation process between four azo dye ligands (AF1 – AF4)) and 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 greater values of the latter reflect the high stability of the complexes. 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 are supported by docking theoretical calculations to examine the binding interaction between the ligand AF2 and its complexes with the active site of DNA (HIV-1 reverse transcriptase (RT) in complex with TMC278).The cytotoxic activities of some selected metal complexes were tested against HEPG2 cell line. The relation between surviving cells and concentration of testing complexes is plotted to get the survival curve of each tumor 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.