A new approach to the synthesis of benzothiazole, benzoxazole, and pyridine nucleosides as potential antitumor agents.

A modified nitrogen and sulfur glycosylation reaction involving benzothiazole benzoxazole and pyridine nucleoside bases with furanose and pyranose sugars are described. Conformational analysis has been studied by homo- and heteronuclear two-dimensional NMR methods (2D DFQ-COSY, HMQC and HMBC). The N and S sites of glycosylation were determined from the 1H, 13C heteronuclear multiple-quantum coherence (HMQC) experiments.

Glycosylation of 2-thiohydantoin derivatives. Synthesis of some novel S-alkylated and S-glucosylated hydantoins.

3-Aryl-5-((Z)-arylidene)-3-aryl-2-(2-methylthioethyl)-2-thiohydantoins 3a-f and 3-aryl-5-((Z)-arylidene)-2-(2',3',4',6'-tetra-O-acetyl-beta-D-glucopyranosyl)-2-thiohydantoins 7a-n were prepared from the reaction of 3-aryl-5-((Z)-arylidene)-2-thiohydantoins 2a-n with methylthioethyl chloride or 2',3',4',6'-tetra-O-acetyl-alpha-D-glucopyranosyl bromide via three different routes. The compounds did not display any antiviral and antitumoral activity.

Synthesis of arylidenehydrazono- and glycopyranosylhydrazino-sulfonylbenzylidene-2,4-imidazolidinediones as potential antiviral and antitumoral agents.

A series of 5-[(Z)-(4-(2-(E)-arylidene)hydrazonosulfonylbenzylidene)]-2, 4-imidazolidinediones 6a-h and 5-[(Z)-(4-(2-beta-D-glycopyranosyl) hydrazinosulfonylbenzylidene)]-2,4-imidazolidinediones 10a-j were synthesized via two different routes. The compounds did not display any antiviral and antitumoral activity.