Title: Thiosugars. X. Novel nucleoside analogues derived from 4-thio-L-lyxofuranose
Authors: Wirsching, Jörn ×
Voss, Jürgen
Giesler, Anja
Kopf, Jürgen
Adiwidjaja, Gunadi
Balzarini, Jan
De Clercq, Erik #
Issue Date: Oct-2003
Series Title: Nucleosides, nucleotides & nucleic acids vol:22 issue:10 pages:1867-97
Abstract: 1-O-Acetyl-2,3,5-tri-O-benzyl-4-thio-L-lyxofuranose 1 was transformed into O-benzyl- and O-acetyl-protected 1-(4-thio-L-lyxofuranosyl) nucleoside derivatives by use of the TMSOTf method. Debenzylation with boron tribromide or deacetylation with sodium methoxide yielded the corresponding pyrimidine (7-11, 17, 18, 26 and 27) and purine (29 and 34) nucleoside analogues. The anomeric configurations were determined by NMR spectroscopy and, in the case of the 5-halo- (7-9) and nitrouridine derivative 11 and the 6-methylcytidine derivative 27, by X-ray structural analyses.--The unprotected nucleosides were not anti-virically inhibitory at 250 microM.
ISSN: 1525-7770
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
× corresponding author
# (joint) last author

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