Synthesis and biological study of novel methylene-bis-benzofuranyl-[1,5]-benzothiazepines

A series of novel methylene-bis-[1,5]-benzothiazepines 4 andmethylene-bis-benzofuranyl-[1,5]-benzothiazepines 5 were prepared by the reaction of methylene-bis-chalcones 3 with 2-aminothiophenol followed by the condensation with α-bromoacetophenone. The structures of the synthesized compounds were confirmed by their IR, 1H, 13C NMR and Mass spectral analyses. All the synthesized compounds were tested for their antimicrobial activity against Gram-positive, Gram-negative bacteria and fungi. Among the synthesized compounds, the compounds 4f, 4g, 5f and 5g were found to be the most active against Bacillus subtilis, Bacillus sphaericus, Staphylococcus aureus, Klebsiella aerogenes and Chromobacterium violaceum. Similarly these compounds showed potent antifungal effect against Candida albicans, Aspergillus fumigatus, Trichophyton rubrum, and Trichophyton mentagrophytes. It is interesting to note that the compounds with heterocyclic ring substituents at the 4th position of benzothiazepine system displayed notable antibacterial activity, almost equal to that of streptomycin and penicillin.