Bøjstrup Marie, Lundt Inge
Department of Chemistry, Technical University of Denmark, Building 201, DK-2800, Kgs. Lyngby, Denmark.
Org Biomol Chem. 2005 May 7;3(9):1738-45. doi: 10.1039/b501824b. Epub 2005 Apr 1.
Four aminocyclopentanols, as mimics of putative intermediates in the hydrolysis of alpha-d-galactosides, have been synthesized through a number of stereoselective transformations using the cis-fused cyclopentane-1,4-lactone (1R, 5S, 7R, 8R)-7,8-dihydroxy-2-oxabicyclo[3.3.0]oct-3-one as a chiral building block. The compounds were tested towards various glycosidases but showed no anomer selectivity in the inhibition of alpha- and beta-galactosidases.