Synthesis and biological activity of novel 3-(4-methylthio benzene sulfonyl)-2,4-dimethyl/2,4-diphenyl/4-methyl-2-phenyl/2-ethoxy-4-methyl/ 2, 4-diethoxy–1,5-benzothiazepines

An efficient synthesis of novel 2,3,4-trisubstituted 1,5-benzothiazepines 5a-e incorporating sulfonyl group is described. Compounds 5a-e were synthesized by the reaction of 3-(4-methylthio benzene sulfonyl)-2,4-dimethyl/2,4-diphenyl/4-methyl-2-phenyl/2-ethoxy-4-methyl/2,4-diethoxy propane-1,3-dione 4a-e with 2-aminobenzenethiol in acidic condition. Formation of compounds 4a-e were achieved by the reaction of 4-methylthio benzene sulfonyl chloride (2) with 2,4-dimethyl/2,4-diphenyl/4-methyl-2-phenyl/2-ethoxy-4-methyl /2,4-diethoxy propane-1,3-dione 3a-e. The structure of the compounds has been established by elemental, IR, 1H NMR, 13C NMR and Mass spectral analyses. The in vitro antibacterial and antifungal activities of the synthesized substituted 1,5-benzothiazepines were investigated against two bacterial strains, viz. Staphylococcus aureus and Klebsiella pneumonie and two fungal strains, viz. Aspergillus niger and Candida albicans. The compound 5c was found to more active against all tested microorganisms.