Synthesis and biological activity of 4 '-thio-L-xylofuranosyl nucleosides

Authors
Tiwari, KN Messini, L Montgomery, JA Secrist, JA
Citation
Kn. Tiwari et al., Synthesis and biological activity of 4 '-thio-L-xylofuranosyl nucleosides, NUCLEOS NUC, 20(4-7), 2001, pp. 743-746
Citations number
8
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
20
Issue
4-7
Year of publication
2001
Pages
743 - 746
Database
ISI
SICI code
1525-7770(2001)20:4-7<743:SABAO4>2.0.ZU;2-T
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 a nd configuration at all chiral centers of the nucleosides was obtained by p roton and carbon NMR. All target compounds were evaluated in a series of hu man cancer cell lines in culture and as antiviral agents.