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Issue 2, 2010
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Synthesis and glycosidase inhibitory activity of noeurostegine—a new and potent inhibitor of β-glucoside hydrolases

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Abstract

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 maritimaβ-glucosidases, coffee bean α-galactosidase, and Asp. oryzaeβ-galactosidase were inhibited in the low micromolar region but significant tightening of binding to Ki 50 nM for almond β-glucosidase was found to occur after pre-incubation. Yeast α-glucosidase and E. coliβ-galactosidase were not inhibited at 1 mM.

Graphical abstract: Synthesis and glycosidase inhibitory activity of noeurostegine—a new and potent inhibitor of β-glucoside hydrolases

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Publication details

The article was received on 08 Sep 2009, accepted on 19 Oct 2009 and first published on 23 Nov 2009


Article type: Paper
DOI: 10.1039/B918576C
Org. Biomol. Chem., 2010,8, 433-441

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

    T. S. Rasmussen and H. H. Jensen, Org. Biomol. Chem., 2010, 8, 433
    DOI: 10.1039/B918576C

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