title: Synthesis and biological activity of 4'-C-hydroxymethyl-2'-fluoro-D-arabinofuranosylpurine nucleosides.
abstract: A series of 4'-C-hydroxymethyl-2'-fluoro-D-arabinofuranosylpurine nucleosides was prepared and evaluated for cytotoxicity in human tumor cell lines. A convenient synthesis of the carbohydrate precursor 4-C-hydroxymethyl-3,5-di-O-benzoyl-2-fluoro-alpha-D-arabinofuranosyl bromide (13) was developed. Coupling of 13 with the sodium salt of 2,6-dichloropurine led to five target purine nucleosides.
authors.affiliation: Southern Research Institute, P.O. Box 55305, Birmingham, Alabama 35255-5305, USA.
authors.forename: A T
authors.initials: AT
authors.lastname: Shortnacy-Fowler
authors.forename: K N
authors.initials: KN
authors.lastname: Tiwari
authors.forename: J A
authors.initials: JA
authors.lastname: Montgomery
authors.forename: J A
authors.initials: JA
authors.lastname: Secrist
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001087:Arabinonucleosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D000970:Antineoplastic Agents; D001087:Arabinonucleosides; D011684:Purine Nucleosides