The present study focuses on the synthesis and characterization of L-proline dithiocarbamate and its L-prodtc metal(II) (M = Ni2+, Cu2+ and Se2+) complexes. The ligand was synthesized in the presence of an alkali through the reaction of one mole of carbon disulphide and L-proline in ethanol under ice cold condition. The solubility of this ligand in the media is attributed to its high hygroscopic character and therefore, its metal(II) complexes were synthesized using a freshly prepared ligand. The characterization of the metal(II) complexes were carried out by molar conductance, magnetic susceptibility, elemental analysis, TGA/DTA, mass, IR, Raman, UV-Visible, 1H and 13C NMR spectroscopic studies. The biological activity of all the metal(II) complexes has been examined using an inhibition method for bacteria and pathogenic fungus, which will assess their possible antibacterial, antioxidant, anticancer activities and anti-inflammatory. It has been observed that Se(L-Prodtc)2 exhibits anticancer activity against breast cancer cells (MCF7) and also observed that antioxidant activity of Se(L-Prodtc)2 is more as compared to standard BHT, whereas Cu(L-Prodtc)2 complex shows appreciable anti-inflammatory activity.