New α-galactosidase-inhibiting aminohydroxycyclopentanes.

ABSTRACT: A set of cyclopentanoid α-galactosidase ligands was prepared from a partially protected ω-eno-aldose via a reliable (2 + 3)-cycloaddition protocol with slightly modified conditions. The obtained N-benzylisoxazolidine ring was selectively opened and the configuration of the hydroxymethylgroup was inverted. Consecutive deprotection provided an aminocyclopentane, which was N-alkylated to furnish a set of potential α-galactosidase inhibitors. Their glycosidase inhibitory activities were screened with a panel of standard glycosidases of biological significance.

SUBMITTER: Weber P 

PROVIDER: S-EPMC9029992 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature