title: Synthesis of 2',3'-cyclohexene bicyclic nucleoside analogues as antiviral compounds.
abstract: Chiral syntheses of a series of hexahydroisobenzofuran (HIBF) nucleosides have been accomplished via glycosylation of a stereo-defined (syn-isomer) sugar motif with the appropriate silylated bases. All nucleoside analogues were obtained in 52-71% yield as a mixture of alpha- and beta-anomeric products increasing the breadth of the novel nucleosides available for screening. Nucleoside derivatives were tested as inhibitor of HIV-1 in human peripheral blood mononuclear (PBM) cells.
authors.affiliation: Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006-Oviedo, Asturias, Spain.
authors.forename: Alba
authors.initials: A
authors.lastname: Díaz-Rodríguez
authors.forename: Susana
authors.initials: S
authors.lastname: Fernández
authors.forename: Yogesh S
authors.initials: YS
authors.lastname: Sanghvi
authors.forename: Emmanuel A
authors.initials: EA
authors.lastname: Theodorakis
authors.forename: Vicente
authors.initials: V
authors.lastname: Gotor
authors.forename: Miguel
authors.initials: M
authors.lastname: Ferrero
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001572:Benzofurans / Q000737:chemistry*; D053138:Cyclohexenes / Q000737:chemistry; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D007963:Leukocytes, Mononuclear / Q000821:virology; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D019380:Anti-HIV Agents; D001572:Benzofurans; D053138:Cyclohexenes; D009705:Nucleosides