4'-BRANCHED NUCLEOSIDES .1. MOLECULAR-STRUCTURE OF CONFORMATIONALLY RESTRICTED NUCLEOSIDE ANALOGS 4'-OXYMETHYL-2',3'-ANHYDRORIBOADENOSINE AND 4'-OXYMETHYL-2',3'-ANHYDROLYXOCYTIDINE - SYNTHESIS AND ANTIVIRAL ACTIVITY

Citation
Gv. Gurskaya et al., 4'-BRANCHED NUCLEOSIDES .1. MOLECULAR-STRUCTURE OF CONFORMATIONALLY RESTRICTED NUCLEOSIDE ANALOGS 4'-OXYMETHYL-2',3'-ANHYDRORIBOADENOSINE AND 4'-OXYMETHYL-2',3'-ANHYDROLYXOCYTIDINE - SYNTHESIS AND ANTIVIRAL ACTIVITY, Molecular biology, 30(4), 1996, pp. 540-546
Citations number
14
Categorie Soggetti
Biology
Journal title
ISSN journal
00268933
Volume
30
Issue
4
Year of publication
1996
Part
2
Pages
540 - 546
Database
ISI
SICI code
0026-8933(1996)30:4<540:4N.MOC>2.0.ZU;2-D
Abstract
Nucleosides with conformational restrictions in the carbohydrate moiet y -4'-oxymethyl-2',3'-anhydroriboadenosine and 4'-oxymethyl-2',3'-anhy drolyxocytidine - were synthesized, subjected to X-ray analysis, and t ested for antiviral activity. Synthesis involved condensation of the c orresponding carbohydrate synthon with silyl derivatives of heterocycl ic bases, with SnCl4 catalysis. The conformations of the resulting mol ecules proved to coincide with those of 2',3'-anhydroriboadenosine and 2',3'-anhydrolyxothymidine studied earlier. However, both 4'-oxymethy l derivatives were devoid of anti-HIV activity; the possible causes of this are discussed.