Syntheses of sugar-related trihydroxyazepanes from simple carbohydrates and their activities as reversible glycosidase inhibitors

Authors
Andersen, SM Ekhart, C Lundt, I Stutz, AE
Citation
Sm. Andersen et al., Syntheses of sugar-related trihydroxyazepanes from simple carbohydrates and their activities as reversible glycosidase inhibitors, CARBOHY RES, 326(1), 2000, pp. 22-33
Citations number
17
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
00086215 → ACNP
Volume
326
Issue
1
Year of publication
2000
Pages
22 - 33
Database
ISI
SICI code
0008-6215(20000519)326:1<22:SOSTFS>2.0.ZU;2-H
Abstract
Five diastereomeric trideoxy-1,6-iminohexitols were synthesised, and their inhibitory activities were determined against selected glycosidases. For co mparison, 1,4,5-trideoxy-l,5-imino-D-lyxo-hexitol, the 4-deoxy derivative o f 1-deoxymannojirimicin, was prepared by enzymatic isomerisation of 6-azido -3,6-dideoxy-D-riho-hexose into the corresponding 2-ulose and subsequent hy drogenation accompanied by intramolecular reductive amination. (C) 2000 Els evier Science Ltd. All rights reserved.