New lactam-containing benzenesulfonamides: design, synthesis, and in silico and in vitro studies

Abstract

A virtual set of new lactam-containing derivatives of arylsulfonylglycines 1a-d and 2a-d was designed and analyzed using structure-activity computer models (web-services PASS Online, AntiBac-Pred, and GUSAR Acutetoxicity). The antimicrobial activity against Staphylococcus aureus along with l ow toxicity was predicted for these derivatives. Compounds 1a-d and 2a-d were synthesized by the reactions of N-trimethylsilyl lactams with 4-substituted [(phenyl)sulfonyl]aminoacetyl chlorides. The structures of new compounds were confi rmed by IR spectroscopy, NMR spectroscopy, and elemental analysis data. According to the results of studies in vitro, compounds 1a-d and 2a-d effi ciently suppress the growth of S. aureus. Lactam-containing benzenesulfonamides bearing the bromine atom or methyl or nitro group at position 4 manifested the most pronounced activity.