The Synthesis and Biological Evaluation of Sulfamoyl Nucleosides Related to Carbovir and Azt

Robert Vince; Phuong T. Pham

doi:10.1080/15257779508010723

The Synthesis and Biological Evaluation of Sulfamoyl Nucleosides Related to Carbovir and Azt

Robert Vince, Phuong T. Pham

Penn State Scranton

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	2051-2060
Number of pages	10
Journal	Nucleosides and Nucleotides
Volume	14
Issue number	9-10
DOIs	https://doi.org/10.1080/15257779508010723
State	Published - Nov 1 1995

All Science Journal Classification (ASJC) codes

Biochemistry
Genetics

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10.1080/15257779508010723

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abstract = "A series of 5{\textquoteright}-0-sulfamoylated carbocyclic 2{\textquoteright},3{\textquoteright}-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.",

author = "Robert Vince and Pham, {Phuong T.}",

note = "Funding Information: Acknowledgments. This work was supported by Public Health Service Grant CA23263 from the National Cancer Institute.",

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T1 - The Synthesis and Biological Evaluation of Sulfamoyl Nucleosides Related to Carbovir and Azt

AU - Vince, Robert

AU - Pham, Phuong T.

N1 - Funding Information: Acknowledgments. This work was supported by Public Health Service Grant CA23263 from the National Cancer Institute.

PY - 1995/11/1

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N2 - 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.

AB - 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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The Synthesis and Biological Evaluation of Sulfamoyl Nucleosides Related to Carbovir and Azt

Abstract

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