Synthesis of 2',3'-cyclohexene bicyclic nucleoside analogues as antiviral compounds.
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.
Díaz-Rodríguez
Alba
A
Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006-Oviedo, Asturias, Spain.
Fernández
Susana
S
Sanghvi
Yogesh S
YS
Theodorakis
Emmanuel A
EA
Gotor
Vicente
V
Ferrero
Miguel
M
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
D019380:Anti-HIV Agents; D001572:Benzofurans; D053138:Cyclohexenes; D009705:Nucleosides