title: Synthesis and antiviral evaluation of α-D-2',3'-didehydro-2',3'-dideoxy-3'-C-hydroxymethyl nucleosides.
abstract: We have identified a selective S(N)2' reaction triggered by iodide ion that leads to the ring-opening of 2,2'-anhydro-α-nucleosides. By applying the method, we have synthesized α-D-2',3'-didehydro-2',3'-dideoxy-3'-C-hydroxymethyl nucleosides, designed as potential antiviral agents.
authors.affiliation: Biochemicals Division, Yamasa Corporation, Choshi, Chiba, Japan. k_yamada@yamasa.com
authors.forename: Kohei
authors.initials: K
authors.lastname: Yamada
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Hayakawa
authors.forename: Shinji
authors.initials: S
authors.lastname: Sakata
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Ashida
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Yoshimura
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D003587:Cytomegalovirus / Q000187:drug effects; D006678:HIV / Q000187:drug effects; D006801:Humans; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D018139:Simplexvirus / Q000187:drug effects; D014777:Virus Diseases / Q000188:drug therapy; D014780:Viruses / Q000187:drug effects*
chemical_list: D000998:Antiviral Agents; D009705:Nucleosides