Synthesis of 5H-dibenz[b,f]azepine and its derivatives bearing different functional groups was performed. The compounds thus synthesised were evaluated for their antioxidant activities by following two well established assays: inhibitory activity on human low density lipoprotein (LDL) oxidation and lipid peroxidation activity in an egg liposome model system. Among the compounds, (a) and (d) significantly inhibited human LDL oxidation and liposome peroxidation, whereas compounds (b), (c), (e) and (f) showed less activity. Butylated hydroxy anisole (BHA) and ascorbic acid (AA) were used as reference antioxidant compounds. Comparative studies with the synthesised compounds were also performed.