New conformationally locked bicyclic N,O-nucleoside analogues of antiviral drugs.
In order to obtain rigidity within the sugar moiety of nucleosides, the bicyclic pyrimidine derivatives of N,O-isoxazolidines were designed and synthesized by using 1,3-dipolar cycloaddition of Delta(1)-pyrrolidine-1-oxide and the appropriate vinyl-nucleobases.
Procopio
Antonio
A
Dipartimento di Scienze Farmaco-Biologiche, Università della Magna Graecia, Complesso Niní Barbieri, 88021 Roccelletta di Borgia (Cz), Italy. procopio@unicz.it
Alcaro
Stefano
S
De Nino
Antonio
A
Maiuolo
Loredana
L
Ortuso
Francesco
F
Sindona
Giovanni
G
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis / Q000494:pharmacology; D049109:Cell Proliferation / Q000187:drug effects; D002522:Chlorocebus aethiops; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014709:Vero Cells; D014779:Virus Replication / Q000187:drug effects
D000998:Antiviral Agents; D019086:Bridged Bicyclo Compounds, Heterocyclic; D009705:Nucleosides