title: Truncated phosphonated C-1'-branched N,O-nucleosides: a new class of antiviral agents.
abstract: Truncated phosphonated C-1'-branched N,O-nucleosides have been synthesized in good yields by 1,3-dipolar cycloaddition methodology, starting from N-methyl-C-(diethoxyphosphoryl)nitrone 7. Preliminary biological assays show that β-anomers are able to inhibit HIV in vitro infection at concentrations in the micromolar range. Higher SI values with respect to AZT indicated that the compounds were endowed with low cytotoxicity.
authors.affiliation: Dipartimento Farmaco-Chimico, Università of Messina, 98168 Messina, Italy. robromeo@unime.it
authors.forename: Roberto
authors.initials: R
authors.lastname: Romeo
authors.forename: Caterina
authors.initials: C
authors.lastname: Carnovale
authors.forename: Salvatore V
authors.initials: SV
authors.lastname: Giofrè
authors.forename: Giovanni
authors.initials: G
authors.lastname: Romeo
authors.forename: Beatrice
authors.initials: B
authors.lastname: Macchi
authors.forename: Caterina
authors.initials: C
authors.lastname: Frezza
authors.forename: Francesca
authors.initials: F
authors.lastname: Marino-Merlo
authors.forename: Venerando
authors.initials: V
authors.lastname: Pistarà
authors.forename: Ugo
authors.initials: U
authors.lastname: Chiacchio
mesh_terms: D019380:Anti-HIV Agents / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002478:Cells, Cultured; D004353:Drug Evaluation, Preclinical; D015658:HIV Infections / Q000188:drug therapy; D015368:Human T-lymphotropic virus 1 / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D007963:Leukocytes, Mononuclear / Q000821:virology; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D055601:Organic Chemistry Phenomena; D063065:Organophosphonates / Q000737:chemistry; D013329:Structure-Activity Relationship; D015215:Zidovudine / Q000494:pharmacology
chemical_list: D019380:Anti-HIV Agents; D000998:Antiviral Agents; D009589:Nitrogen Oxides; D009705:Nucleosides; D063065:Organophosphonates; C015388:nitrones; D015215:Zidovudine