Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars - CNRS - Centre national de la recherche scientifique Accéder directement au contenu
Article Dans Une Revue Tetrahedron Letters Année : 2010

Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars

Résumé

Acetonides are the only protecting groups used in the syntheses of isoDAB from d-ribose and of isoLAB from d-tagatose. isoDAB is a potent and highly specific competitive α-glucosidase inhibitor (for rice α-glucosidase, Ki = 4 μM for isoDAB compared to Ki 14 μM for DAB). isoDAB is not an--whereas DAB is a potent--inhibitor of glycogen phosphorylase. This is the first example of any potent inhibition of glycosidases by a carbon-branched iminosugar pyrrolidine. Although isoLAB shows no inhibition of any glycosidase, preliminary experiments suggest that isoLAB partially rescues the defective F508del-CFTR function and so may have a role in the study of cystic fibrosis.

Dates et versions

hal-00580537 , version 1 (28-03-2011)

Identifiants

Citer

Daniel Best, Sarah F Jenkinson, Waldo A. Saville, Dominic S Alonzi, Mark R Wormald, et al.. Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars. Tetrahedron Letters, 2010, 51 (32), pp.4170-4174. ⟨10.1016/j.tetlet.2010.05.131⟩. ⟨hal-00580537⟩
63 Consultations
0 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More