Synthesis and biological activity of substituted 3-fluoro/3-trifluoromethyl 10H-phenothiazines, its ribofuranosides and sulfones

The present article describes the synthesis of new fluorinated 10H-phenothiazines by Smiles rearrangement. The reaction of these synthesized phenothiazines with sugar (beta-d-ribofuranose 1-acetate-2,3,5-tribenzoate) afforded the new ribofuranosides and the oxidation of these synthesized phenothiazines with 30% hydrogen peroxide in glacial acetic acid resulted in the formation of 10H-phenothiazine sulfones. 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 analysis and spectroscopic data.