A Convergent Strategy for the Synthesis of Second-Generation Iminosugar Clusters Using 'Clickable' Trivalent Dendrons

Autor:	Céline Tarnus, Mathieu L. Lepage, Jérémy P. Schneider, Philippe Compain, Antoine Joosten, Anne Bodlenner
Rok vydání:	2014
Předmět:	chemistry.chemical_classification Mannosidase Cyclodextrin Stereochemistry Chemistry Organic Chemistry Iminosugar Clickable Physical and Theoretical Chemistry Combinatorial chemistry 3. Good health
Zdroj:	European Journal of Organic Chemistry. 2014:1866-1872
ISSN:	1434-193X
Popis:	A convergent strategy to access high-valency iminosugar clusters based on two successive CuI-catalysed azide–alkyne cycloadditions is reported. The key step of this approach relies on the grafting of azide-armed trivalent iminosugar dendrons onto polyalkyne “clickable” scaffolds, thus tripling their initial valency. As a proof of concept, the synthesis of cyclodextrin-based clusters containing the highest number of peripheral iminosugar ligands reported to date has been achieved. Evaluation of these compounds as mannosidase inhibitors revealed one of the strongest multivalent effects observed so far in glycosidase inhibition.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::bff5e4a22c5c9e69073c34b7f3420f1c https://doi.org/10.1002/ejoc.201301583 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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