Novel solid Co(II), Ni(II), Cu(II) and Zn(II) complexes of sulpha drug Schiff base ligand (HL) derived from condensation of sulphaquinoxaline and naphthaldehyde namely, 2-{4-[(2-hydroxynaphthalen-1-yl) methyleneamino] benzenesulfonamido} quinoxalin (HNMABSQ), in addition new mixed ligand complexes with 8-hydroxyquinoline (8-HQ) or 1,10 Phenanthroline (1,10 Phen) with HL and these metal (II) ions were synthesized. The structure of complexes were proposed in light of analytical, IR, 1H-NMR, Mass, UV-Vis, ESR spectral data, magnetic and thermal studies. The molar conductance data reveal that all the metal chelates were non-electrolytes. The kinetic and thermodynamic parameters for decomposition steps in Co(II), Ni(II) and Cu(II) complexes thermo grams were calculated. On the basis of these studies, most complexes have octahedral geometry but few can attain the square planar arrangement. 3D modeling of the ligand and its metal complexes were studied by PM3 method, also the heat of formations, HOMO, LUMO and dipole moments were calculated to confirm the geometry of the ligand and its complexes. Schiff base ligand and its metal complexes were tested for antimicrobial activities. Nano-Cu- Schiff base complex was synthesized and characterized by scanning electron microscopy (SEM) and its biological activities were studied. The Cu nano complex had higher antibacterial and antifungal activity than the ligand and its metal complexes. Also, all tested compounds inhibited the growth of the liver cancer cell.