Issue 37, 2016
From the journal:

Organic & Biomolecular Chemistry

Bicyclic isoureas derived from 1-deoxynojirimycin are potent inhibitors of β-glucocerebrosidase†

Alen Sevšek,a   Maša Čelan,a   Bibi Erjavec,a   Linda Quarles van Ufford,a   Javier Sastre Toraño,a   Ed E. Moret,a   Roland J. Pieters*a  and  Nathaniel I. Martin*a  

* Corresponding authors

a Utrecht Institute for Pharmaceutical Sciences, Utrecht University, Universiteitsweg 99, 3584 CG Utrecht, The Netherlands
E-mail: n.i.martin@uu.nl

Abstract

A series of bicyclic isourea derivatives were prepared from 1-deoxynojirimycin using a concise synthetic protocol proceeding via a guanidino intermediate. Inhibition assays with a panel of glycosidases revealed that these deoxynojirimycin-derived bicyclic isoureas display very potent inhibition against human recombinant β-glucocerebrosidase with IC50 values in the low nanomolar range.

Graphical abstract: Bicyclic isoureas derived from 1-deoxynojirimycin are potent inhibitors of β-glucocerebrosidase

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Article information

DOI
https://doi.org/10.1039/C6OB01735E
Article type
Communication
Submitted
10 Aug 2016
Accepted
30 Aug 2016
First published
30 Aug 2016

Org. Biomol. Chem., 2016,14, 8670-8673

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Bicyclic isoureas derived from 1-deoxynojirimycin are potent inhibitors of β-glucocerebrosidase

A. Sevšek, M. Čelan, B. Erjavec, L. Quarles van Ufford, J. Sastre Toraño, E. E. Moret, R. J. Pieters and N. I. Martin, Org. Biomol. Chem., 2016, 14, 8670 DOI: 10.1039/C6OB01735E

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