作者: Prem C. Srivastava , Michael V. Pickering , Lois B. Allen , David G. Streeter , Marie T. Campbell
DOI: 10.1021/JM00212A014
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摘要: A general reaction of glycosyl cyanides with liquid hydrogen sulfide in the presence 4-dimethylaminopyridine to provide corresponding glycosylthiocarboxamides is described. These were utilized as precursors for synthesis 2-D-ribofuranosylthiazole-4-carboxamide and 2-beta-D-ribofuranosylthiazole-5-carboxamide (23). The structural modification 2-beta-D-ribofuranosylthiazole-4-carboxamide (12) into 2-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)thiazole-4-carboxamide (15), 2-beta-D-ribofuranosylthiazole-4-thiocarboxamide (17), 2-(5-deoxy-beta-D-ribofuranosyl)thiazole-4-carboxamide (19) also thiazole nucleosides tested vitro activity against type 1 herpes virus, 3 parainfluenza 13 rhinovirus an vivo experiment was run virus. They evaluated potential inhibitors purine nucleotide biosynthesis. It shown that compounds (12 15) which possessed most significant antiviral active (40-70%) guanine