Synthesis and Antioxidant Properties of New Substituted 8-Methyl-6-phenyl-5,6-dihydro-4H-1,3,2-benzodioxaphosphocine-2-oxide Derivatives

A new route for the synthesis of substituted 8-methyl-6-phenyl-5,6-dihydro-4H-1,3,2benzodioxaphosphocine- 2-oxide derivatives has been developed by using cinnamic acid and p-cresol via condensation, reduction, and followed by phosphorylation steps. The title compounds were characterized by IR, H-1, C-13, P-31, and mass spectral studies and elemental analysis. The title compounds have been investigated for their antioxidant activity with respect to their IC50 values using 2,2-diphenyl-1-picrylhydrazyl, NO radical scavenging activities, and reducing power assay. The results obtained from the aforementioned methods revealed that 2-phenylamino derivatives have shown greater free radical scavenging activity when compared with those of the phenoxy derivatives and is attributed to the presence of secondary amino group, which is able to produce free radicals easily.