title: Synthesis and glycosidase inhibitory activity of 1-amino-3,6-anhydro-1-deoxy-D-sorbitol derivatives.
abstract: 3,6-Anhydro-1-(aryl or alkylamino)-1-deoxy-D-sorbitol derivatives have been prepared in four steps from isosorbide, a by-product from the starch industry. The inhibitory activities of these new compounds have been evaluated towards 13 glycosidases. A first lead-compound was identified, which inhibited beta-N-acetylglucosaminidase from bovine kidney (82% inhibition at 1mM).
authors.affiliation: UCO2M, UMR CNRS 6011, Université du Maine, Avenue O. Messiaen, 72085 Le Mans Cedex 09, France.
authors.forename: Stéphane
authors.initials: S
authors.lastname: Guillarme
authors.forename: Jean-Bernard
authors.initials: JB
authors.lastname: Behr
authors.forename: Claudia
authors.initials: C
authors.lastname: Bello
authors.forename: Pierre
authors.initials: P
authors.lastname: Vogel
authors.forename: Christine
authors.initials: C
authors.lastname: Saluzzo
mesh_terms: D000818:Animals; D002417:Cattle; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D007547:Isosorbide / Q000737:chemistry; D007668:Kidney / Q000201:enzymology; D013012:Sorbitol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D004791:Enzyme Inhibitors; D013012:Sorbitol; D006026:Glycoside Hydrolases; D007547:Isosorbide