title: Synthesis of 2',3'-dideoxy-3'-fluoro-L-ribonucleosides as potential antiviral agents from D-sorbitol.
abstract: 2',3'-Dideoxy-3'-fluoro-L-ribonucleosides were synthesized as potential antiviral agents. The key intermediate, methyl 5-O-benzoyl-2,3-dideoxy-3-fluoro-L-ribofuranoside, which was prepared from D-sorbitol, was condensed with pyrimidine and purine bases to obtain the respective nucleosides. Among them, the cytosine analogue 2',3'-dideoxy-3'-fluoro-alpha-L-cytidine showed a moderate anti-HBV activity.
authors.affiliation: Department of Pharmaceutical and Biomedical Sciences, College of Pharmacy, The University of Georgia, Athens 30602, USA.
authors.forename: B K
authors.initials: BK
authors.lastname: Chun
authors.forename: R F
authors.initials: RF
authors.lastname: Schinazi
authors.forename: Y C
authors.initials: YC
authors.lastname: Cheng
authors.forename: C K
authors.initials: CK
authors.lastname: Chu
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis*; D003841:Deoxycytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D015224:Dideoxynucleosides / Q000138:chemical synthesis*; D005461:Fluorine; D006515:Hepatitis B virus / Q000187:drug effects; D013012:Sorbitol / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C418763:2',3'-dideoxy-3'-fluorocytidine; D000998:Antiviral Agents; D015224:Dideoxynucleosides; D003841:Deoxycytidine; D005461:Fluorine; D013012:Sorbitol