2,2’-((1Z-1’Z) (1,3-diphenylpropane-1,3-diylidene) bis (azanylylidene)) dibenzoic acid (H2L) Schiff base ligand, was obtained by condensation reaction between anthranilic acid and dibenzoyl methane in 2:1 ratio.A series of Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes was resulted from 1:1 (ligand: metal salt) reaction.The structural features of the synthesized ligand and its metal complexes was determined by elemental analyses, IR, 1H NMR, UV-Vis, ESR, mass spectra, conductivity and magnetic susceptibility measurements as well as thermal (TG/DTG) analyses. The analytical and spectroscopic tools showed that the complexes had composition of ML type with octahedral geometry. The IR results confirmed the tetradendate binding of the ligand involving two azomethine nitrogen atoms and two carboxylate oxygens. The Schiff base and its complexes have been screened for their antimicrobial activity against several bacterial organisms as (Streptococcus pneumoniae and Bacillus subtilis; Pseudomonas aeruginosa and Escherichia coli) and fungi (Aspergillus fumigatus; Syncephalastrum racemosum; Geotricum candidum and Candida albicans) by disk diffusion method.All the metal complexes have potent antimicrobial activity than the free ligand. Anticancer activity of the ligand and its metal complexes was evaluated against human cancer (MCF-7 cells viability).