Structural variation of the 3-acetamido-4,5,6-trihydroxyazepane iminosugar through epimerization and C-alkylation leads to low micromolar HexAB and NagZ inhibitors-Reference-Cited by-同舟云学术

Structural variation of the 3-acetamido-4,5,6-trihydroxyazepane iminosugar through epimerization and C-alkylation leads to low micromolar HexAB and NagZ inhibitors

Published:2022 Issue:3 Volume:20 Page:619-629
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Bouquet J.¹,Auberger N.¹^ORCID,Ashmus R.²,King D.²,Bordes A.¹,Fontelle N.¹,Nakagawa S.³,Madden Z.²,Proceviat C.²,Kato A.³^ORCID,Désiré J.¹^ORCID,Vocadlo D. J.²^ORCID,Blériot Y.¹^ORCID

Affiliation:

1. Université de Poitiers, IC2MP, UMR CNRS 7285, OrgaSynth Team, Glyco group, 4 rue Michel Brunet, 86073 Poitiers cedex 09, France

2. Department of Chemistry, Simon Fraser University, 8888 University Drive, Burnaby, British Columbia, V5S 1P6, Canada

3. Department of Hospital Pharmacy, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan

Abstract

Epimerization/C-alkylation of a seven-membered iminosugar with a broad hexosaminidase inhibition spectrum leads to low micromolar HexAB and NagZ inhibitors.

Funder

Natural Sciences and Engineering Research Council of Canada

Canada Research Chairs

Michael Smith Foundation for Health Research

Canadian Institutes of Health Research

Association Vaincre la Mucoviscidose

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D1OB02280F

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