Synthesis and biological activity of 1-(2-deoxy-2-C-fluoromethyl- and 2-C-hydroxymethylarabinofuranosyl)-cytosines.
We newly synthesized 1-(2-deoxy-2-C-fluoromethyl- and 2-C-hydroxymethyl-arabinofuranosyl)cytosines and evaluated their biological activities. The syntheses of these compounds were achieved by radical deoxygenation of tert-alcohol of 2'-position of the corresponding fluorohydrine and acetoxymethyl derivative. 1-(2-Deoxy-2-C-fluoromethylarabinofuranosyl)cytosine (5) showed potent antileukemic and anticytomegalovirus activities.
Yoshimura
Y
Y
Research & Developmental Division, Yamasa Corporation, Chiba, Japan.
Saitoh
K
K
Ashida
N
N
Sakata
S
S
Sasaki
T
T
Matsuda
A
A
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line; D003561:Cytarabine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D003587:Cytomegalovirus / Q000187:drug effects; D006801:Humans
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D003561:Cytarabine; C084399:1-(2-deoxy-2-C-fluoromethylarabinofuranosyl)cytosine; C084400:1-(2-deoxy-2-C-hydroxymethylarabinofuranosyl)cytosine