Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides

Herein we present the synthesis and structural analysis of novel -O-(N)-glycosides. The biphasic reaction of NHS and acetobromo-α-D-glucose or D-galactose gives the β anomer glycoside in a straightforward manner. Further hydrazinolysis and condensation with decanal afforded the desired products. The...

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Detalles Bibliográficos
Autores: Bejarano Rengel, Natividad, Lafuente, María Leticia, Esteche, Juliana, Santiago, Cintia C., Rojas, Agustín Hugo, Ponzinibbio, Agustín
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2020
País:Argentina
Institución:Universidad Nacional de La Plata
Repositorio:SEDICI (UNLP)
Idioma:inglés
OAI Identifier:oai:sedici.unlp.edu.ar:10915/118924
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/118924
Access Level:acceso abierto
Palabra clave:Química
Amphiphilic carbohydrates
-O-(N)-glycosides
NMR
Descripción
Sumario:Herein we present the synthesis and structural analysis of novel -O-(N)-glycosides. The biphasic reaction of NHS and acetobromo-α-D-glucose or D-galactose gives the β anomer glycoside in a straightforward manner. Further hydrazinolysis and condensation with decanal afforded the desired products. Their complete structures, including the anomeric and E/Z double bond configurations, were determined by spectroscopic analysis.