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

Autor: Atsushi Kato, George W. J. Fleet, Frédéric Becq, V. Cendret, Ren Iwaki, Yves Blériot, Dominic S. Alonzi, Gabriele Twigg, Jérôme Marrot, Jérôme Désiré, Caroline Norez, Martine Mondon, Nathalie Fontelle, Isao Adachi, J. Bertrand, Terry D. Butters, Yuki Hirokami, Shinpei Nakagawa

Publikováno v: Organic and Biomolecular Chemistry
Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2014, 12 (44), pp.8977-8996. ⟨10.1039/c4ob00325j⟩

International audience; 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

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9df19fe8903285113c414326ac9b5ab3
https://hal.archives-ouvertes.fr/hal-01311606

Synthesis of N-alkylated noeurostegines and evaluation of their potential as treatment for Gaucher's disease

Autor: Sarah Allman, Gabriele Twigg, Tina Secher Rasmussen, Henrik H. Jensen, Terry D. Butters

Publikováno v: Rasmussen, T S, Jensen, H H, Allman, S, Twigg, G & Butters, T 2011, ' Synthesis of N-alkylated noeurostegines and evaluation of their potential as treatment for Gaucher's disease ', Bioorganic & Medicinal Chemistry, vol. 21 .

The potent and selective inhibitor of β-glucosidases, noeurostegine, was evaluated as an inhibitor of glucocerebrosidase (GCase) to give an IC(50) value of 0.4 μM, being 250- and 150-fold better than N-butyl and N-nonyl noeurostegine, respectively.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d5ce8c5d2eade716ea485001c825ebe7
https://pure.au.dk/portal/da/publications/synthesis-of-nalkylated-noeurostegines-and-evaluation-of-their-potential-as-treatment-for-gauchers-disease(3aa122bd-5107-4af4-a05f-d46465740080).html