Issue 8, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis and evaluation of anti-HIV activity of 3-azido-4-(hydroxymethyl)tetrahydrofuran derivatives containing 2-(thymin-1-yl)methyl, 2-(cytosin-1-yl)methyl or 2-(adenin-9-yl)methyl substituents – a new series of AZT analogues

Anne G. Olsen,a   Claus Nielsenb  and  Jesper Wengel †*a  

* Corresponding authors

a Center for Synthetic Bioorganic Chemistry, Department of Chemistry, University of Copenhagen, Universitetsparken 5, Copenhagen, Denmark

b Retrovirus Laboratory, Department of Virology, Statens Serum Institut, Copenhagen, Denmark

Abstract

The three monocyclic AZT analogues 6, 7 and 8 {3-azido-4-(hydroxymethyl)tetrahydrofuran derivatives containing 2-[(thymin-1-yl)methyl], 2-[(cytosin-1-yl)methyl] and 2-[(adenin-9-yl)methyl] substituents} are synthesized via methyl 3-azido-3-deoxy-2-O,4-C-methylene-D-ribofuranoside 13 as key intermediate. All nucleoside analogues proved to be devoid of anti-HIV activity in MT-4 cells.

Graphical abstract: Synthesis and evaluation of anti-HIV activity of 3-azido-4-(hydroxymethyl)tetrahydrofuran derivatives containing 2-(thymin-1-yl)methyl, 2-(cytosin-1-yl)methyl or 2-(adenin-9-yl)methyl substituents – a new series of AZT analogues

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Article information

DOI
https://doi.org/10.1039/B009109J
Article type
Paper
Submitted
14 Nov 2000
Accepted
22 Jan 2001
First published
16 Feb 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 900-904

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Synthesis and evaluation of anti-HIV activity of 3-azido-4-(hydroxymethyl)tetrahydrofuran derivatives containing 2-(thymin-1-yl)methyl, 2-(cytosin-1-yl)methyl or 2-(adenin-9-yl)methyl substituents – a new series of AZT analogues

A. G. Olsen, C. Nielsen and J. Wengel<img border="0" src="https://www.rsc.org/images/entities/char_200a.gif" alt=" " xmlns="http://www.rsc.org/schema/rscart38" />, J. Chem. Soc., Perkin Trans. 1, 2001, 900 DOI: 10.1039/B009109J

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