A novel imidazole nucleoside containing a diaminodihydro-S-triazine as a substituent: inhibitory activity against the West Nile virus NTPase/helicase.
Nucleosides Nucleotides Nucleic Acids
; 24(10-12): 1775-88, 2005.
Article
em En
| MEDLINE
| ID: mdl-16438047
ABSTRACT
The attempted synthesis of a ring-expanded guanosine (1) containing the imidazo[4,5-e][1,3]diazepine ring system by condensation of 1-(2'-deoxy-beta-D-erythropentofuranosyl)-4-ethoxycarbonylimidazole-5-carbaldehyde (2) with guanidine resulted in the formation of an unexpected product, 1-(2'-deoxy-beta-D-erythropentofuranosyl)-5-(2, 4-diamino-3, 6-dihydro-1,3, 5-triazin-6-yl)imidazole-4-carboxamide (7). The structure as well as the pathway of formation of 7 was corroborated by isolation of the intermediate, followed by its conversion to the product. Nucleoside 7 showed promising in vitro anti-helicase activity against the West Nile virus NTPase/helicase with an IC50 of 3-10 microg/mL.
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Bases de dados:
MEDLINE
Assunto principal:
Antivirais
/
Proteínas Virais
/
Vírus do Nilo Ocidental
/
RNA Helicases
/
Imidazóis
Idioma:
En
Revista:
Nucleosides Nucleotides Nucleic Acids
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2005
Tipo de documento:
Article
País de afiliação:
Estados Unidos