New Schiff base ligand (DPMN) was synthesized from the condensation of 2-hydroxy-5-nitrobenzaldehyde and 2-amino-4,6-dimethoxypyrimidine which was confirmed by spectroscopic and analytical methods. Solid air stable copper nanoparticles (DPMN-CuNPs) were synthesized from its copper chloride salt and it is stabilized by the prepared Schiff base ligand by phase transfer assisted synthesis which is a modified Brust-Schiffrin technique. The formation of ligand stabilized copper nanoparticles was confirmed by UV–Visible and FT-IR spectroscopic techniques. The size, surface morphology and quality of DPMN-CuNPs were analyzed by SEM and TEM techniques. Antioxidant activities of DPMN and DPMN-CuNPs with DPPH, SOD, peroxide and nitrous oxide were analyzed by electronic absorption spectroscopy. DNA interaction between DPMN and DPMN-CuNPs with CT-DNA was carried out using electronic absorption, fluorescence, viscometric measurements and cyclic voltammetric techniques. Interaction between BSA and the synthesized compounds analyzed by electronic absorption spectroscopy, Antimicrobial studies confirmed that the synthesized DPMN-CuNPs possess significant biological activities than DPMN. Anticancer results suggest that prepared DPMN-CuNPs have significant anticancer activity against different cancer cell lines and least toxic effect against the normal (NHDF) cell line. Other than the positive response in biological evaluation, our DPMN-CuNPs possess good catalytic activity in methyl orange reduction, methylene blue degradation and nitro phenol reduction.