Biologically active branched-chain aminocyclopentane tetraols from D-galactose

Michael Schalli, Patrick Weber, Seyed A. Nasseri, Ana Torvisco Gomez, Philipp Müller, Arnold Stütz*, Stephen G Withers, Andreas Wolfsgruber, Tanja Maria Wrodnigg

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


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 β-d-galactosidase inhibitors. In line with our findings on recently reported constitutional isomers featuring amino substituents, basic derivatives are medium activity inhibitors of β-d-galactosidases with side activities for β-glucosidases.
Original languageEnglish
Pages (from-to)861-870
JournalMonatshefte für Chemie - Chemical Monthly
Publication statusPublished - 2019


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