Glycoside Mimics from Glycosylamines: Recent Progress

Glycosylamines are valuable sugar derivatives that have attracted much attention as synthetic intermediates en route to iminosugar-C-glycosyl compounds. Iminosugars are among the most important glycomimetics reported to date due to their powerful activities as inhibitors of a wide variety of glycosi...

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Main Authors: Cyril Nicolas, Olivier R. Martin
Format: Article
Language:English
Published: MDPI AG 2018-07-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/7/1612
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author Cyril Nicolas
Olivier R. Martin
author_facet Cyril Nicolas
Olivier R. Martin
author_sort Cyril Nicolas
collection DOAJ
description Glycosylamines are valuable sugar derivatives that have attracted much attention as synthetic intermediates en route to iminosugar-C-glycosyl compounds. Iminosugars are among the most important glycomimetics reported to date due to their powerful activities as inhibitors of a wide variety of glycosidases and glycosyltransferases, as well as for their use as pharmacological chaperones. As they provide ready access to these important glycoside mimics, we have reviewed the most significant glycosylamine-based methodologies developed to date, with a special emphasis on the literature reported after 2006. The groups of substrates covered include N-alkyl- and N-benzyl-glycosylamines, N-glycosylhydroxylamines, N-(alkoxycarbonyl)-, and N-tert-butanesulfinyl-glycosylamines.
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spelling doaj.art-b39ac51155864ea9a48089e777755b8a2022-12-22T03:24:32ZengMDPI AGMolecules1420-30492018-07-01237161210.3390/molecules23071612molecules23071612Glycoside Mimics from Glycosylamines: Recent ProgressCyril Nicolas0Olivier R. Martin1Institute of Organic and Analytical Chemistry, UMR 7311, University of Orleans and CNRS, Rue de Chartres, BP 6759, 45067 Orleans CEDEX 2, FranceInstitute of Organic and Analytical Chemistry, UMR 7311, University of Orleans and CNRS, Rue de Chartres, BP 6759, 45067 Orleans CEDEX 2, FranceGlycosylamines are valuable sugar derivatives that have attracted much attention as synthetic intermediates en route to iminosugar-C-glycosyl compounds. Iminosugars are among the most important glycomimetics reported to date due to their powerful activities as inhibitors of a wide variety of glycosidases and glycosyltransferases, as well as for their use as pharmacological chaperones. As they provide ready access to these important glycoside mimics, we have reviewed the most significant glycosylamine-based methodologies developed to date, with a special emphasis on the literature reported after 2006. The groups of substrates covered include N-alkyl- and N-benzyl-glycosylamines, N-glycosylhydroxylamines, N-(alkoxycarbonyl)-, and N-tert-butanesulfinyl-glycosylamines.http://www.mdpi.com/1420-3049/23/7/1612addition reactionsglycosylaminesiminosugar-C-glycosidesglycomimetics
spellingShingle Cyril Nicolas
Olivier R. Martin
Glycoside Mimics from Glycosylamines: Recent Progress
Molecules
addition reactions
glycosylamines
iminosugar-C-glycosides
glycomimetics
title Glycoside Mimics from Glycosylamines: Recent Progress
title_full Glycoside Mimics from Glycosylamines: Recent Progress
title_fullStr Glycoside Mimics from Glycosylamines: Recent Progress
title_full_unstemmed Glycoside Mimics from Glycosylamines: Recent Progress
title_short Glycoside Mimics from Glycosylamines: Recent Progress
title_sort glycoside mimics from glycosylamines recent progress
topic addition reactions
glycosylamines
iminosugar-C-glycosides
glycomimetics
url http://www.mdpi.com/1420-3049/23/7/1612
work_keys_str_mv AT cyrilnicolas glycosidemimicsfromglycosylaminesrecentprogress
AT olivierrmartin glycosidemimicsfromglycosylaminesrecentprogress