Sulfonamide and carbamate derivatives of 6-chloropurine: synthesis, characterization and antimicrobial activity evaluation

A series of new sulfonamide derivatives, 9-(substitutedbenzenesulfonyl)-6-chloro-9H-purines 7(a-e) and carbamate derivatives, 6-chloro-purine-9-carboxylic acid substituted alkyl/arylester 9(a-d), have been synthesized through an intermediate, sodium salt of 6-chloro-9(H)-purine (6) which was prepared by the treatment of 6-chloro-9(H)-purine (4) with sodium hydride. Structures of the newly synthesized compounds were elucidated by IR, NMR (1H and13C), mass spectra and elemental analysis. Antimicrobial activity against three bacterial strains and three fungal strains at two different concentrations, 100 and 200 mu g/mL including MIC values was investigated. Bio-screening data disclosed that most of the sulfonamide derivatives, 7a, 7c and 7d, and one carbamate derivative 9a showed promising antimicrobial activity having MIC values in the range of 18.0-25.0 mu g/mL.