Synthesis of Novel Valine-based Dipeptide Carboxamide Bearing Benzene Sulfonamide Moiety as Antimalarial Agent

Abstract

Syntheses of eleven novel Valine-based dipeptide carboxamide derivatives bearing benzensulphonamide are reported. These were achieved by facile amidation reaction of p- substituted benzenesulphonamoyl alkanamides with 2-amino-4-methyl-N-substituted phenyl butanamide using classical peptide coupling reagents. The chemical structures of the synthesized compounds were established by ¹H-NMR, ¹³C-NMR, ESI- HRMS, and FT-IR spectroscopic techniques. The synthesized compounds were evaluated for in vivo antimalarial against P. berghei. Haematological analysis was also evaluated on the synthesized compounds. At 50mg/kg body weight, the compounds 8e, 8g, 8i, 8k, 8d and 8h inhibited the multiplication of the parasite by 46-71% on day seven of post-treatment exposure comparable to the 67% reduction with artemisinin.