Anti-HIV Derivatives of 1-(2,3-Dideoxy-3-N-hydroxyamino-β-D-threo-pentofuranosyl)thymine

Autor: Karel Capek, Jan Balzarini, Michel Geoffroy, Martina Zsély, Erik De Clercq, István Komáromi, Jean M. J. Tronchet
Rok vydání: 1994
Předmět:
Zdroj: Nucleosides and Nucleotides. 13:1871-1889
ISSN: 0732-8311
DOI: 10.1080/15257779408010670
Popis: Representative examples of the title compounds including bicyclic analogs (7–9) in which a perhydro-1,3-oxazine is ortho-fused to the furanose ring, have been prepared in good to excellent yields. Compounds 5 and 7 showed marked activity against HIV-1 and HIV-2 replication in CEM cells (50% inhibitory concentration: 0.80–4.3μg/mL). Their di-O-acetylated (6) and mono-O-acetylated (8) derivatives were considerably less effective. To the best of our knowledge, these β-D-threo anti-HIV nucleoside analogs constitute the first examples of anti-HIV active nucleosides bearing this configuration.
Databáze: OpenAIRE