TY - JOUR
T1 - Biologically active branched-chain aminocyclopentane tetraols from D-galactose
AU - Schalli, Michael
AU - Weber, Patrick
AU - Nasseri, Seyed A.
AU - Torvisco Gomez, Ana
AU - Müller, Philipp
AU - Stütz, Arnold
AU - Withers, Stephen G
AU - Wolfsgruber, Andreas
AU - Wrodnigg, Tanja Maria
PY - 2019
Y1 - 2019
N2 - 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.
AB - 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.
U2 - 10.1007/s00706-019-02428-0
DO - 10.1007/s00706-019-02428-0
M3 - Article
SN - 0026-9247
VL - 150
SP - 861
EP - 870
JO - Monatshefte für Chemie - Chemical Monthly
JF - Monatshefte für Chemie - Chemical Monthly
ER -