Title: Synthesis and antiviral activity of 3'-heterocyclic substituted 3'-deoxythymidines
Authors: Wigerinck, P ×
Van Aerschot, Arthur
Janssen, Gerardus
Claes, Paul
Balzarini, Jan
De Clercq, Erik
Herdewijn, Piet #
Issue Date: Feb-1990
Series Title: Journal of Medicinal Chemistry vol:33 issue:2 pages:868-873
Abstract: Various 3'-deoxythymidine analogues with an heterocyclic five-membered ring in the 3'-erythro position have been synthesized. The pyrrol-1-yl (3) and the 1,2,4-triazol-4-yl (5) compounds were synthesized from 1-(3-amino-2,3-dideoxy-beta-D-erythro-pentofuranosyl)thymine. The pyrazol-1-yl (16a), imidazol-1-yl (16b), and 1,2,4-triazol-1-yl (16c) derivatives were obtained by epoxide opening of the corresponding 1-(2,3-anhydro-beta-D-lyxofuranosyl)thymines followed by 2'-deoxygenation. Only the 3'-pyrrol-1-yl derivative showed marginal antiviral activity against human immunodeficiency virus.
ISSN: 0022-2623
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Medicinal Chemistry (Rega Institute)
Laboratory of Virology and Chemotherapy (Rega Institute)
× corresponding author
# (joint) last author

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