Synthesis of fluorinated purine and 1-deazapurine glycosides as potential inhibitors of adenosine deaminase.
J Org Chem
; 76(8): 2899-903, 2011 Apr 15.
Article
en En
| MEDLINE
| ID: mdl-21395333
ABSTRACT
The synthesis of 2- and 6-trifluoromethylated purines and 1-deazapurines was performed by formal [3 + 3]-cyclization reactions of 5-aminoimidazoles with a set of trifluoromethyl-substituted 1,3-CCC- and 1,3-CNC-dielectrophiles. The corresponding fluorinated nucleosides were synthesized by glycosylation of 9-unsubstituted purines and 1-deazapurines with peracetylated ß-ribose, ß-glucose, and rhamnose and subsequent deprotection. These scaffolds can be considered as potential inhibitors of adenosine deaminase (ADA) and inosine monophosphate dehydrogenase (IMPDH) enzymes.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Purinas
/
Inhibidores de la Adenosina Desaminasa
/
Glicósidos
Límite:
Humans
Idioma:
En
Año:
2011
Tipo del documento:
Article