ANTIVIRAL ACTIVITY OF C-ALKYLATED PURINE NUCLEOSIDES OBTAINED BY CROSS-COUPLING WITH TETRAALKYLTIN REAGENTS

被引：109

作者：

VANAERSCHOT, AA ^{[1
]}

MAMOS, P ^{[1
]}

WEYNS, NJ ^{[1
]}

IKEDA, S ^{[1
]}

DECLERCQ, E ^{[1
]}

HERDEWIJN, PA ^{[1
]}

机构：

[1] CATHOLIC UNIV LEUVEN, REGA INST MED RES, EXPTL CHEMOTHERAPY LAB, B-3000 LOUVAIN, BELGIUM

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1993年 / 36卷 / 20期

关键词：

D O I：

10.1021/jm00072a013

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 mug/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).

引用

页码：2938 / 2942

页数：5

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