Synthesis and photosensitivity of isoxazolin-5-one glycosides.
Org Biomol Chem
; 13(13): 4025-30, 2015 Apr 07.
Article
en En
| MEDLINE
| ID: mdl-25723136
ABSTRACT
A novel procedure for the synthesis of isoxazolin-5-one glycosides starting from unprotected carbohydrates is described. The substrate scope of the one-pot synthetic protocol was explored using D-configured glucose, xylose, maltose, fructose, ribose and 2-deoxyribose. Naturally occurring 2-(ß-D-glucopyranosyl)-3-isoxazolin-5-one and four novel isoxazolin-5-one glycosides derived from xylose, maltose and fructose were synthesized and purified by flash chromatography. The compounds were characterized in terms of chemical structure, photophysical properties as well as pH stability. The photohydrolysis rates of the synthesized glycosides were compared with uridine as a standard to determine the quantum yields for the photoreactions in water.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Glicósidos
/
Isoxazoles
/
Luz
Idioma:
En
Revista:
Org Biomol Chem
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2015
Tipo del documento:
Article
País de afiliación:
Alemania