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Biologically active branched-chain aminocyclopentane tetraols from d-galactose

TitleBiologically active branched-chain aminocyclopentane tetraols from d-galactose
Publication TypeJournal Article
Year of Publication2019
AuthorsSchalli, M, Weber, P, Nasseri, SA, Gomez, ATorvisco, Mueller, P, Stuetz, AE, Withers, SG, Wolfsgruber, A, Wrodnigg, TM
JournalMONATSHEFTE FUR CHEMIE
Volume150
Pagination861-870
Date PublishedMAY
ISSN0026-9247
Abstract

From 1,2;3,4-di-O-isopropylidene-d-galactopyranose, a series of highly functionalized branched-chain cyclopentanes was easily available. The initial partially protected cyclopentane tetraol is a versatile central intermediate and was exploited as subject to various highly regio- and stereoselective structural alterations with a view to prepare selective -d-galactosidase inhibitors. In line with our findings on recently reported constitutional isomers featuring amino substituents, basic derivatives are medium activity inhibitors of -d-galactosidases with side activities for beta-glucosidases. {[}GRAPHICS] .

DOI10.1007/s00706-019-02428-0