Issue 30, 2012
From the journal:

RSC Advances

Unprecedented spiro-annelated sugar isoureas, guanidines and amidines as new families of glycosidase inhibitors†‡

Penélope Merino-Montiel,a   Óscar López*a  and  José G. Fernández-Bolañosa  

* Corresponding authors

a Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/Profesor García González 1, Seville, Spain
E-mail: osc-lopez@us.es
Fax: +34 954624960
Tel: +34 954559997

Abstract

We report the synthesis and evaluation of the hitherto unknown spiranic isoureas, guanidines and amidines derived from carbohydrates as novel glycosidase inhibitors. The effect of the heterocyclic moiety and its substituents on the inhibition was studied, and as a result, a potent α-galactosidase inhibitor (Ki 35 μM) bearing an isoureido motif was achieved.

Graphical abstract: Unprecedented spiro-annelated sugar isoureas, guanidines and amidines as new families of glycosidase inhibitors

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Article information

DOI
https://doi.org/10.1039/C2RA21561F
Article type
Paper
Submitted
25 Jul 2012
Accepted
21 Sep 2012
First published
25 Sep 2012

RSC Adv., 2012,2, 11326-11335

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Unprecedented spiro-annelated sugar isoureas, guanidines and amidines as new families of glycosidase inhibitors

P. Merino-Montiel, Ó. López and J. G. Fernández-Bolaños, RSC Adv., 2012, 2, 11326 DOI: 10.1039/C2RA21561F

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