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.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / pharmacology*
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Antiviral Agents / chemical synthesis*
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Antiviral Agents / pharmacology*
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Carbohydrate Conformation
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Drug Screening Assays, Antitumor
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Humans
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Microbial Sensitivity Tests
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Nuclear Magnetic Resonance, Biomolecular
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Stereoisomerism
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Thionucleosides / chemical synthesis*
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Thionucleosides / pharmacology*
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Xylose / analogs & derivatives*
Substances
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Antineoplastic Agents
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Antiviral Agents
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Thionucleosides
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Xylose