A series of 5’-0-sulfamoylated carbocyclic 2’,3’-dideoxy nucleosides was synthesized and evaluated for antitumor and anti-HIV 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 a-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.
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Acknowledgments. This work was supported by Public Health Service Grant CA23263 from the National Cancer Institute.