Abstract
In the present work, a series of {4-[(2-alkyloxy/aralkyloxy-3,5-dichlorophenyl)sulfonyl]-1-piperazinyl}(2-furyl)methanones was synthesized through a linear bi-step approach. The synthesis was initiated by the coupling of 2-furyl(1-piperazinyl)methanone (1) with 3,5-dichloro-2-hydroxybenzenesulfonyl chloride (2) under dynamic pH control in aqueous alkaline medium to form parent compound, {4-[(3,5-dichloro-2-hydroxyphenyl)sulfonyl]-1-piperazinyl}(2-furyl)methanone (3). Then, the O-substitution reaction on nucleophile 3 was carried out by treating it with different alkyl/aralkyl halides (4a-1) in the presence of lithium hydride (LiH) and N,N-dimethylformamide (DMF) to obtained the designed {4-[(2-alkoxy/aralkyloxy-3,5-dichlorophenyl)sulfonyl]-1-piperazinyl}(2-furyl)methanones (5a-1). These synthesized compounds were screened against alpha-glucosidase enzyme and some of them exhibited considerable inhibitory activity. Additionally, compounds were also evaluated for hemolytic and cytotoxic profile.