Synthesis of 1-(4-Thio-,-D-ribofuranosyl)-5-halogenouracils (). 5-Fluoro-4'-thiouridine and 5-Chloro-4'-thio-uridine

[摘要] The syntheses of anomeric mixtures of 1-(4-thio-¥á,¥â-D-ribofuranosyl)-5-fluoro-and 5-chlorouracils from their corresponding bis(trimethylsilyl) derivatives of 5-halogenouracils and 2,3,5-tri-O-acetyl-4-thio-¥á,¥â-D-ribofuranosyl chloride are described. Preliminary biochemical studies showed that in leukemia 1210 cells and Streptococcus faecium, the ¥â-anomeric 5-chloro-4'-thionucleoside is not greatly different from the corresponding 4'-oxygen analog. However, the 5-fluoro-4'-thionucleoside showed a growth inhibitory effect more than that of the oxygen counterpart. The potential chemotherapeutic use of the analog is to warrant further study.

[学科分类] 化学（综合）