Synthesis and evaluation as glycosidase inhibitors of 2,5-imino-D-glucitoland 1,5-imino-D-mannitol related derivatives

Authors
McCort, I Fort, S Dureault, A Depezay, JC
Citation
I. Mccort et al., Synthesis and evaluation as glycosidase inhibitors of 2,5-imino-D-glucitoland 1,5-imino-D-mannitol related derivatives, BIO MED CH, 8(1), 2000, pp. 135-143
Citations number
19
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
8
Issue
1
Year of publication
2000
Pages
135 - 143
Database
ISI
SICI code
0968-0896(200001)8:1<135:SAEAGI>2.0.ZU;2-0
Abstract
Selectively functionalized 2,5-imino-D-glucitol and 1,5-imino-D-mannitol de rivatives were synthesized and tested as precursors of hydrolytically resis tant pseudo-disaccharides. Among them N-acetyl-6-amino-6-deoxy-2,5-imino-D- glucitol (11) and N-acetyl-6-amino-6-deoxy- 1,5-imino-D-mannitol (12) were found potent and specific inhibitors against beta-D-glucosidase and alpha-L -fucosidase, respectively. (C) 2000 Elsevier Science Ltd. All rights reserv ed.