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Synthesis and biological activity of 4'-thio-L-xylofuranosyl nucleosides
K N Tiwari1, L Messini, J A Montgomery
1Southern Research Institute, P.O. Box 55305, Birmingham, Alabama 35255-5305, USA.
Nucleosides, Nucleotides & Nucleic Acids
|September 21, 2001
Abstract:
A series of 4'-thio-L-xylofuranosyl nucleosides were prepared and evaluated as potential anticancer and antiviral agents. The details of a convenient and high-yielding synthesis of the carbohydrate precursor 1-O-acetyl-2,3,5-tri-O-benzyl-4-thio-L-xylofuranose (6) are presented. Proof of structure and configuration at all chiral centers of the nucleosides was obtained by proton and carbon NMR. All target compounds were evaluated in a series of human cancer cell lines in culture and as antiviral agents.