Representative examples of the title compounds including bicyclic analogs (7–9) in which a perhydro-l,3-oxazine is ortho-iused to the furanose ring, have been prepared in good to excellent yields. Compounds 5 and 7 showed marked activity against HTV-1 and HTV-2 replication in CEM cells (50% inhibitory concentration: 0.80-4.3(ig/mL). Their di-O-acetylated (6) and mono-O-acetylated (8) derivatives were considerably less effective. To the best of our knowledge, these fi-D-threo anti-HIV nucleoside analogs constitute the first examples of anti-HTV active nucleosides bearing this configuration.
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