title: Short synthesis and antiviral evaluation of C-fluoro-branched cyclopropyl nucleosides.
abstract: A series of novel fluorocyclopropyl nucleosides were synthesized using the Simmons-Smith reaction as a key reaction starting from 1,3-dihydroxyacetone. All the nucleosides synthesized were assayed against several viruses. Among the compounds synthesized, the 5-fluorouracil analogue 15 showed significant anti-HCMV activity (9.22 microM).
authors.affiliation: Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul, Republic of Korea.
authors.forename: Chang Hyun
authors.initials: CH
authors.lastname: Oh
authors.forename: Joon Hee
authors.initials: JH
authors.lastname: Hong
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D003521:Cyclopropanes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D015497:HIV-1 / Q000254:growth & development*; D006564:Herpesviridae / Q000254:growth & development*; D006801:Humans; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014779:Virus Replication / Q000187:drug effects*
chemical_list: D000998:Antiviral Agents; D003521:Cyclopropanes; D006845:Hydrocarbons, Fluorinated; D009705:Nucleosides; C030797:cyclopropane