A set of cyclopentanoid α-galactosidase ligands was prepared from a partially protected ω-eno-aldose a reliable (2 + 3)-cycloaddition protocol with slightly modified conditions. The obtained -benzylisoxazolidine ring was selectively opened and the configuration of the hydroxymethylgroup was inverted. Consecutive deprotection provided an aminocyclopentane, which was -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.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9029992 | PMC |
| http://dx.doi.org/10.1039/d1ra02507d | DOI Listing |
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A set of cyclopentanoid α-galactosidase ligands was prepared from a partially protected ω-eno-aldose a reliable (2 + 3)-cycloaddition protocol with slightly modified conditions. The obtained -benzylisoxazolidine ring was selectively opened and the configuration of the hydroxymethylgroup was inverted. Consecutive deprotection provided an aminocyclopentane, which was -alkylated to furnish a set of potential α-galactosidase inhibitors.
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