α- and β-2-Oxabicyclo[4.1.0]heptane nucleosides 8-13 containing uracil and thymine have been synthesized starting from L-threo-hex-4-enopyranosides 5. The nucleosidation reaction performed with the O-acetyl derivative 7 affords only the β-anomer 8 while the nucleosidation of the O-methyl derivative 7 leads to the formation of α- and β-anomers. Antiviral, cytotoxicity and apoptotic activity have been investigated: no significant activity has been observed.

Synthesis and biological properties of 2-oxabicyclo[4.1.0]heptane nucleosides containing uracil, and thymine

CORSARO, Antonino;CHIACCHIO, Ugo;PISTARA', Venerando;
2006-01-01

Abstract

α- and β-2-Oxabicyclo[4.1.0]heptane nucleosides 8-13 containing uracil and thymine have been synthesized starting from L-threo-hex-4-enopyranosides 5. The nucleosidation reaction performed with the O-acetyl derivative 7 affords only the β-anomer 8 while the nucleosidation of the O-methyl derivative 7 leads to the formation of α- and β-anomers. Antiviral, cytotoxicity and apoptotic activity have been investigated: no significant activity has been observed.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11769/8955
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