A NOVEL TYPE OF SPIRONUCLEOSIDES - 2',5'-O-BIS-TBDMS URIDINE-3'-SPIRO-3''-ISOXAZOLIDIN-5''-ONE AND ITS THYMIDINE CONGENER

Citation
Jmj. Tronchet et al., A NOVEL TYPE OF SPIRONUCLEOSIDES - 2',5'-O-BIS-TBDMS URIDINE-3'-SPIRO-3''-ISOXAZOLIDIN-5''-ONE AND ITS THYMIDINE CONGENER, Nucleosides & nucleotides, 15(1-3), 1996, pp. 337-347
Citations number
14
Categorie Soggetti
Biology
Journal title
ISSN journal
07328311
Volume
15
Issue
1-3
Year of publication
1996
Pages
337 - 347
Database
ISI
SICI code
0732-8311(1996)15:1-3<337:ANTOS->2.0.ZU;2-C
Abstract
TSAO analogues, 2',5'-O-bis-TBDMS uridine-3'-spiro-3 ''-isoxazolidin-5 ''-on (9) and its thymidine congener 10, as well as model spiro sugar derivatives (3 and 4) have been prepared from the corresponding nitro nes through a stereospecific tandem nucleophilic attack. Compounds 9 a nd 10 which are bioisosters of TSAO-U and T respectively but which lac k an amino group on the spiro ring, were found inactive against both H IV-1 and HIV-2.