Synthesis and glycosidase inhibitory activity of 1-amino-3,6-anhydro-1-deoxy-D-sorbitol derivatives.
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).
Guillarme
Stéphane
S
UCO2M, UMR CNRS 6011, Université du Maine, Avenue O. Messiaen, 72085 Le Mans Cedex 09, France.
Behr
Jean-Bernard
JB
Bello
Claudia
C
Vogel
Pierre
P
Saluzzo
Christine
C
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
D004791:Enzyme Inhibitors; D013012:Sorbitol; D006026:Glycoside Hydrolases; D007547:Isosorbide