Synthesis and structure activity relationships of 5-substituted-4'-thio-beta-D-arabinofuranosylcytosines.
Four 5-substituted (chloro, fluoro, bromo, methyl) 1-(4-thio-beta-D-arabinofuranosyl)cytosines and their alpha anomers were synthesized by a facile route in high yields. All of these nucleosides were evaluated for cytotoxicity against 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 the cell lines and was further evaluated in vivo.
Tiwari
K N
KN
Southern Research Institute, Birmingham, Alabama 35255-5305, USA.
Shortnacy-Fowler
A T
AT
Cappellacci
L
L
Waud
W R
WR
Parker
W B
WB
Montgomery
J A
JA
Secrist
J A
JA
D001087:Arabinonucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D013329:Structure-Activity Relationship
D001087:Arabinonucleosides; C411255:4'-thio-arabinofuranosylcytosine