Synthesis of new mannosyl, galactosyl and glucosyl theophylline nucleosides with potential activity as antagonists of adenosine receptors. DEMA-induced cyclization of glycosylideneiminouracils.
Carbohydr Res
; 343(5): 855-64, 2008 Apr 07.
Article
em En
| MEDLINE
| ID: mdl-18275941
ABSTRACT
The synthesis of D-mannosyl, D-galactosyl and D-glucosyl theophylline nucleosides by diethoxymethyl acetate (DEMA)-induced cyclization of 4-amino-5-glycosylideneimino-1,3-dimethyluracil is reported. 8-Methyltheophylline derivatives of the same sugars were also prepared by Ac(2)O/H(+)-induced cyclization of their imine precursors. This approach has allowed beta-D-mannopyranosyl-, alpha-D-galactofuranosyl- and beta-D-glucofuranosyltheophylline nucleosides to be synthesized for the first time. The inhibition of specific binding at A(1), A(2A), A(2B) and A(3) adenosine receptors in the mannose derivatives is also reported.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Teofilina
/
Uracila
/
Antagonistas de Receptores Purinérgicos P1
/
Nucleosídeos
Limite:
Humans
Idioma:
En
Revista:
Carbohydr Res
Ano de publicação:
2008
Tipo de documento:
Article
País de afiliação:
Espanha