In this research, a new guanidine ligand was synthesized from the condensation reaction of 1,2-hydrazinedicarboximidamide and indol-3-carboxaldehyde and its derived metal transition complexes of Co (II), Ni (II), Mn (II), Cu (II) and Cr (III) have been synthesized by reaction of metal chlorides with guanidine ligand in the molar ratio 2:1 (M:L). The guanidine ligand and its metal complexes were characterized by different spectroscopic and analytical techniques, these studies result suggests that the metal complexes have tetrahedral geometry. The cytotoxic activity of the guanidine Schiff base and its metal complexes were studied on hepatoma cellular carcinoma (HCAM) cell line.