The synthesis and biological evaluation of sulfamoyl nucleosides related to carbovir and AZT

A series of 5'-(O) under bar-sulfamoylated carbocyclic 2',3'-dideoxy nucleosides was synthesized and evaluated for antitumor and anti-HIN activities. In this study, we have combined the phosphate mimicking features of the sulfamoyl group with our previously reported antiviral carbocyclic nucleoside, carbovir. In a related strategy, the sufamoyl moiety was used as a replacement for the alpha-phosphate of AZT-triphosphate in an analog designed to examine a membrane permeable HIV reverse transcriptase inhibitor. Some of the analogs exhibited significant in vitro anticancer activity.