Synthesis of Some N-Substituted Sulfonamides Derived from Moringine as Lipoxygenase Inhibitors

Sulfonamides belong to an emerging class having good inhibitory effects. In the present work, a series of N-substituted derivatives of N-benzyl-4-chlorobenzenesulfonamide have been synthesized. The reaction of moringine (benzylamine; 1) with 4-chlorobenzenesulfonyl chloride (2) in aqueous medium yielded the parent molecule, N-benzyl-4-chlorobenzenesulfonamide (3). Alkyl/aralkyl halides, 4a-m, were reacted with 3 in polar aprotic medium to produce N-substituted derivatives, 5a-m. These synthesized products were characterized by 1H-NMR, IR and EI-MS spectra and screened against lipoxygenase (LOX) enzyme. These were found to be moderate inhibitors of this enzyme and could find their use as therapeutic agent for various inflammatory ailments