title: Synthesis of 5-substituted 2'-deoxyuridine-5'- phosphonate analogues and evaluation of their antiviral activity.
abstract: A small series of 5-(hetero)aryl-modified nucleoside phosphonates was synthesized via an 8-step procedure including a Wittig reaction and Suzuki-Miyaura coupling. An unanticipated anomerization during phosphonate deprotection allowed us to isolate both anomers of the 5-substituted 2'-deoxy-uridine phosphonates and assess their antiviral activity against a broad panel of viruses.
authors.affiliation: Laboratory for Medicinal Chemistry, Faculty of Pharmaceutical Sciences, Ghent University, Gent, Belgium.
authors.forename: Sara Van
authors.initials: SV
authors.lastname: Poecke
authors.forename: Davy
authors.initials: D
authors.lastname: Sinnaeve
authors.forename: José C
authors.initials: JC
authors.lastname: Martins
authors.forename: Jan
authors.initials: J
authors.lastname: Balzarini
authors.forename: Serge Van
authors.initials: SV
authors.lastname: Calenbergh
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D009705:Nucleosides / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000998:Antiviral Agents; D009705:Nucleosides; D063065:Organophosphonates