ITEM METADATA RECORD
Title: Antiviral activity of C-alkylated purine nucleosides obtained by cross-coupling with tetraalkyltin reagents
Authors: Van Aerschot, Arthur ×
Mamos, P
Weyns, N J
Ikeda, S
De Clercq, Erik
Herdewijn, Piet #
Issue Date: Oct-1993
Publisher: ACS Publications
Series Title: Journal of Medicinal Chemistry vol:36 issue:20 pages:2938-42
Abstract: 2-, 6-, And 8-alkylated (methyl, ethyl, and vinyl) adenosine analogues were synthesized by a palladium-catalyzed cross-coupling of a tetraalkyltin with the halogenated purine nucleosides. The synthesis of the 8-substituted analogues was accomplished using a transient protection procedure. The 6-alkylated-9-beta-D-ribofuranosylpurines as well as 2-ethyladenosine were cytotoxic at relatively low concentrations (0.8-10 micrograms/mL). 8-Methyladenosine was a potent and selective inhibitor of vaccinia virus, whereas 8-ethyl- and 8-vinyladenosine were specifically inhibitory to respiratory syncytial virus. 8-Vinyladenosine displayed particular activity against herpes simplex virus (type 1).
ISSN: 0022-2623
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
Medicinal Chemistry (Rega Institute)
× corresponding author
# (joint) last author

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