title: Synthesis and biological activity of 1-(2-deoxy-2-C-fluoromethyl- and 2-C-hydroxymethylarabinofuranosyl)-cytosines.
abstract: 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.
authors.affiliation: Research & Developmental Division, Yamasa Corporation, Chiba, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Yoshimura
authors.forename: K
authors.initials: K
authors.lastname: Saitoh
authors.forename: N
authors.initials: N
authors.lastname: Ashida
authors.forename: S
authors.initials: S
authors.lastname: Sakata
authors.forename: T
authors.initials: T
authors.lastname: Sasaki
authors.forename: A
authors.initials: A
authors.lastname: Matsuda
mesh_terms: 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
chemical_list: D000970:Antineoplastic Agents; D000998:Antiviral Agents; D003561:Cytarabine; C084399:1-(2-deoxy-2-C-fluoromethylarabinofuranosyl)cytosine; C084400:1-(2-deoxy-2-C-hydroxymethylarabinofuranosyl)cytosine