Synthesis and biological activity of 4 '-C-hydroxymethyl-2 '-fluoro-D-arabinofuranosylpurine nucleosides

Authors
Shortnacy-Fowler, AT Tiwari, KN Montgomery, JA Secrist, JA
Citation
At. Shortnacy-fowler et al., Synthesis and biological activity of 4 '-C-hydroxymethyl-2 '-fluoro-D-arabinofuranosylpurine nucleosides, NUCLEOS NUC, 20(4-7), 2001, pp. 747-750
Citations number
14
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
20
Issue
4-7
Year of publication
2001
Pages
747 - 750
Database
ISI
SICI code
1525-7770(2001)20:4-7<747:SABAO4>2.0.ZU;2-P
Abstract
A series of 4'-C-hydroxymethyl-2'-fluoro-D-arabinofuranosylpurine nucleosid es was prepared and evaluated for cytotoxicity in human tumor cell lines. A convenient synthesis of the carbohydrate precursor 4-C-hydroxymethyl-3,5-d i-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 targe t purine nucleosides.