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 ( 1 H and 13 C), mass spectra and elemental analysis. Antimicrobial activity against three bacterial strains and three fungal strains at two different concentrations, 100 and 200 μg/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 μg/mL.