RESUMEN
The present article describes the synthesis of new 4H-1,4-benzothiazines via condensation and oxidative cyclization of substituted 2-aminobenzenethiols with ß-diketones/ß-ketoesters in dimethyl sulfoxide. The oxidation of these synthesized 4H-1,4-benzothiazines with 30% hydrogen peroxide in glacial acetic acid yielded 4H-1,4-benzothiazine sulfones and the reaction of these synthesized benzothiazines with sugar (ß-D-ribofuranose-1-acetate-2,3,5-tribenzoate) afforded the new ribofuranosides. These compounds were evaluated for their antioxidant and antimicrobial activities (using broth microdilution method). The structural assignments of the synthesized compounds were made on the basis of elemental analyses and spectroscopic data.
Asunto(s)
Antiinfecciosos/química , Antioxidantes/química , Ribosa/análogos & derivados , Sulfonas/química , Tiazinas/química , Antiinfecciosos/síntesis química , Antiinfecciosos/farmacología , Antioxidantes/síntesis química , Antioxidantes/farmacología , Bacterias/efectos de los fármacos , Infecciones Bacterianas/tratamiento farmacológico , Compuestos de Bifenilo/química , Radicales Libres/química , Hongos/efectos de los fármacos , Humanos , Micosis/tratamiento farmacológico , Picratos/química , Ribosa/síntesis química , Ribosa/farmacología , Relación Estructura-Actividad , Sulfonas/síntesis química , Sulfonas/farmacología , Tiazinas/síntesis química , Tiazinas/farmacologíaRESUMEN
The present article describes the synthesis of new 10H-phenothiazines using the Smiles rearrangement. These synthesized phenothiazines on oxidation with 30% hydrogen peroxide in glacial acetic acid yield sulfones, and when treated with sugar give ribofuranosides. These compounds are evaluated for their anthelmintic and antimicrobial activities. The structural assignment of the synthesized compounds is made on the basis of elemental analysis and spectroscopic data.