The present study was conducted to synthesis of  some new imine Cr(III), VO(II),  Mn(II) and Ni(II) complexes derived from the condensation of 2-amino phenol with 2-hydroxynapthaldehyde were synthesized. The prepared HNPN imine ligand was analyzed by its melting point, IR, 1H NMR and 13C NMR spectroscopies. The investigated HNPN imine complexes were characterized by elemental analysis, FT IR, Uv-vis  and thermal analysis (TGA). Moreover, the stability constants of the preparing complexes were determined spectrophotometrically. All the complexes were found to be monomeric 1: 1 (M: L) stoichiometry in nature with octahedral geometry for Cr(III), tetrahedral for Mn(II), square planner for Ni(II) and square pyramidal for VO(II). Moreover, the prepared imine ligand and their complexes were evaluated for antimicrobial effect against some types of bacteria and fungi. The results indicate that the metal complexes exhibit a stronger antibacterial and antifungal efficiency compared to their corresponding imine ligand. Moreover, the interaction of the investigated complexes with CT-DNA was checked using spectral studies, viscosity measurements and gel electrophoreses. In addition to,  the cytotoxic activity of the  prepared imine complexes on human colon carcinoma cells, (HCT-116 cell line),  hepatic cellular carcinoma cells, (HepG-2 cell line) and breast carcinoma cells (MCF-7 cell line)  has checked. Furthermore, the molecular docking into TRK (PDB: 1t46) was done for the optimization of the investigated compounds as potential TRK inhibitors.