(E,E',E'',E''')-N,N',N'',N'''-[(1,2-ethenyliden)tetrakis[methylenoxy(2,1-naphthalinediyl)methylidyne]tetrakis[1,2,4-triazol-4-amine] and its novel homo-dinuclear Mn(II), Ni(II), Cu(II), and Zn(II) complexes have been synthesized and characterized by elemental analyses, spectroscopic data (i.e., IR, H-1 and C-13 NMR, UV-Vis), electrospray ionisation mass spectra, XRD, DSC, molar conductivity, and magnetic susceptibility measurements. The absorption bands observed in the electronic spectra and magnetic moment values confirm an octahedral environment around the metal ion. The molar conductivity measurements confirm the non-ionic character of these complexes. The DNA cleavage activities of the Schiff base and its homo-dinuclear complexes are also investigated. Results suggest that all the complexes used can be evaluated as nuclease mimics.