Chiang Mai Journal of Science

A new heterocycle 1,2,3-oxathiazino[5,6-c]quinolin-5(6H)one-2,2-dioxide analogues have been generated by annelating quinolone and oxathiazine scaffolds in to a single core. 3-Formyl-4-hydroxy quinolin-2-one and chlorosulfonyl isocyanate underwent smooth cyclisation to afford title compounds in good yields. All the newly synthesized compounds were characterized by various spectroscopic techniques. Among the tested, screening results indicate that products 3c-e demonstrated promising antibacterial activity against Gram +ve (S. aureus) and 3c-d against Gram -ve (E. coli) strains at 5 mg. Compound 3e displayed best anticoagulant activity. In silico investigations of the designed compounds revealed that none of them violated rule of five suggesting them as good antibacterial agents.