Since the time of Ehrlich (1854-1915) the antimicrobial activity of synthetic, non-chemotherapeutic compounds
like phenothiazines and methylene blue, has been known. This article reports synthesis of some new 10Hphenothiazines,
their sulfones and nucleosides, which have shown antimicrobial activity to a good extent against some selected
strains of fungi, Gram positive and Gram negative bacteria leading us to a possibly potent class of antimicrobial
agents. Reported 10H-phenothiazines were prepared using smiles rearrangement. These synthesized 10H-phenothiazines
yield sulfones on oxidation with 30% hydrogen peroxide in glacial acetic acid and form nucleosides when treated with β-D-ribofuranose-1-acetate-2,3,5-tribenzoate (sugar). Structural assignment is done by spectral and elemental investigations.
Keywords: Antimicrobial activity, nucleosides, 10H-phenothiazines, smiles rearrangement, sulfones.
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