N- and C-alkylation of seven-membered iminosugars generates potent glucocerebrosidase inhibitors and F508del-CFTR correctors

The glycosidase inhibitory properties of synthetic C-alkyl and N-alkyl six-membered iminosugars have been extensively studied leading to therapeutic candidates. The related seven-membered iminocyclitols have been less examined despite the report of promising structures. Using an in house ring enlarg...

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Veröffentlicht in:	Organic & biomolecular chemistry 2014-11, Vol.12 (44), p.8977-8996
Hauptverfasser:	Désiré, J, Mondon, M, Fontelle, N, Nakagawa, S, Hirokami, Y, Adachi, I, Iwaki, R, Fleet, G W J, Alonzi, D S, Twigg, G, Butters, T D, Bertrand, J, Cendret, V, Becq, F, Norez, C, Marrot, J, Kato, A, Blériot, Y
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkylation Catalysis Chemical Sciences Crystallography, X-Ray Cystic Fibrosis Transmembrane Conductance Regulator - antagonists & inhibitors Cystic Fibrosis Transmembrane Conductance Regulator - genetics Cystic Fibrosis Transmembrane Conductance Regulator - metabolism Enzyme Inhibitors - chemical synthesis Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology Glucosylceramidase - antagonists & inhibitors Glucosylceramidase - metabolism Humans Imino Sugars - chemical synthesis Imino Sugars - chemistry Imino Sugars - pharmacology Models, Molecular Molecular Conformation Structure-Activity Relationship
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