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Organic & Biomolecular Chemistry

The international home of synthetic, physical and biomolecular organic chemistry.




Paper

Org. Biomol. Chem., 2010, 8, 433 - 441, DOI: 10.1039/b918576c


Synthesis and glycosidase inhibitory activity of noeurostegine—a new and potent inhibitor of -glucoside hydrolases

Tina Secher Rasmussen and Henrik Helligsø Jensen


A new, stable hemi-aminal nor-tropane christened noeurostegine was synthesised in 22 steps from levoglucosan and tested for inhibitory activity against glycoside hydrolases. Sweet almond and Thermotoga maritima-glucosidases, coffee bean -galactosidase, and Asp. oryzae-galactosidase were inhibited in the low micromolar region but significant tightening of binding to Ki 50 nM for almond -glucosidase was found to occur after pre-incubation. Yeast -glucosidase and E. coli-galactosidase were not inhibited at 1 mM.

Graphical abstract image for this article  (ID: b918576c)