Synthesis and Antimicrobial Activity of Some New Pyrimidine Nucleosides and Their Analogs.

Glycosylation of 2-oxo(sulfanylidene)-3-phenyl-6-[4-(propan-2-yl)phenyl]pyrimidine-5-carbo-nitritles with glucosyl and galactosyl bromides in the presence of potassium hydroxide afforded mixtures of N- and O- or N- and S-glycosides which were deacetylated with triethylamine to give the corresponding free nucleosides. Alkylation of the same pyrimidinecarbonitriles with 3-chloropropan-1-ol and epichlorohydrin yielded N- and S-derivatives. The structure of the new compounds was established using spectral data. Some of the synthesized compounds showed moderate activity against gram-positive and gram-negative bacteria and fungi. [ABSTRACT FROM AUTHOR]