PMID: 8581428Apr 1, 1995Paper

2-amino-9-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)-6-substituted-9H-purines: synthesis and anti-HIV activity

Bioorganic & Medicinal Chemistry
G A FreemanS A Short

Abstract

A series of 2-amino-9-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)-6- substituted-9H-purines was synthesized and tested for the ability to protect MT4 cells from the cytopathic effect of HIV-1IIIB. These compounds were prepared by a combination of chemical and enzymatic reactions. Some of the nucleoside analogs with 6-alkoxy, 6-alkylamino, or 6-arylamino substituents were active against HIV-1IIIB. Their IC50 values were in the range of 2-60 microM. In contrast, analogs with 6-thio, 6-alkylthio, 6-methyl, or 6-carbonitrile substituents did not protect cells from the cytopathic effect of HIV infection.

References

Nov 1, 1986·Proceedings of the National Academy of Sciences of the United States of America·P A FurmanH Mitsuya
Mar 1, 1989·Journal of Virological Methods·D R Averett
Oct 1, 1988·Journal of Medicinal Chemistry·P HerdewijnE De Clercq
Sep 15, 1988·Biochemical and Biophysical Research Communications·D A Carson, D B Wasson
Jun 30, 1987·Biochemical and Biophysical Research Communications·M BabaE De Clercq

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Citations

Jan 18, 2013·The Journal of Biological Chemistry·Pierre Alexandre Kaminski, Gilles Labesse
Mar 27, 2013·Applied Microbiology and Biotechnology·A Fresco-TaboadaJ Fernández-Lucas
Mar 18, 2016·Organic & Biomolecular Chemistry·S Vichier-GuerreS Pochet

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