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Antiviral activity of C-alkylated purine nucleosides obtained by cross-coupling with tetraalkyltin reagents.

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).

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Van Aerschot AA,Mamos P,Weyns NJ,Ikeda S,De Clercq E,Herdewijn PA

doi

10.1021/jm00072a013

subject

Has Abstract

pub_date

1993-10-01 00:00:00

pages

2938-42

issue

20

eissn

0022-2623

issn

1520-4804

journal_volume

36

pub_type

杂志文章

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