1.
Carbohydr Res
; 272(2): C5-9, 1995 Aug 11.
Artigo
em Inglês
| MEDLINE
| ID: mdl-7497474
Assuntos
Antibacterianos/síntese química , Carboidratos/química , Amino Açúcares/química , Aminoglicosídeos , Antibacterianos/farmacologia , Sequência de Carboidratos , Glicosilação , Bactérias Gram-Negativas/efeitos dos fármacos , Bactérias Gram-Positivas/efeitos dos fármacos , Espectroscopia de Ressonância Magnética , Testes de Sensibilidade Microbiana , Dados de Sequência Molecular , Estrutura Molecular
2.
J Antibiot (Tokyo)
; 48(7): 683-95, 1995 Jul.
Artigo
em Inglês
| MEDLINE
| ID: mdl-7649869
RESUMO
Novel pseudodisaccharide-type aminocyclitol antibiotic models, built up from D-arabinose, D-ribose, D-glucosamine, L-ristosamine and L-acosamine have been synthesized by the glycosylation of suitably protected (azido)deoxyinosose aglycones derived by the Ferrier carbocyclic ring transformation of carbohydrate precursors. An alternative approach to related pseudodisaccharides, based on the Ferrier carbocyclization of reducing disaccharides, has also been elaborated. This latter method extends the scope of the Ferrier reaction, by demonstrating that acid-labile 2-deoxydisaccharides can also be readily transformed into the corresponding pseudodisaccharides under the slightly acidic conditions of this ring-transformation.