Synthesis and structure activity relationships of 5-substituted-4 '-thio-beta-D-arabinofuranosylcytosines

Authors
Tiwari, KN Shortnacy-Fowler, AT Cappellacci, L Waud, WR Parker, WB Montgomery, JA Secrist, JA
Citation
Kn. Tiwari et al., Synthesis and structure activity relationships of 5-substituted-4 '-thio-beta-D-arabinofuranosylcytosines, NUCLEOS NUC, 19(10-12), 2000, pp. 2005-2017
Citations number
13
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
19
Issue
10-12
Year of publication
2000
Pages
2005 - 2017
Database
ISI
SICI code
1525-7770(2000)19:10-12<2005:SASARO>2.0.ZU;2-1
Abstract
Four 5-substituted (chloro, fluoro, bromo, methyl) 1-(4-thio-beta -D-arabin ofuranosyl)cytosines and their a anomers were synthesized by a facile route in high yields. All of these nucleosides were evaluated for cytotoxicity a gainst a panel of human tumor cell lines in vitro. Only 5-fluoro-1-(4-thio- beta -D-arabinofuranosyl)cytosine was found to be highly cytotoxic in all t he cell lines and was further evaluated in vivo.