Exploring architectures displaying multimeric presentations of a trihydroxypiperidine iminosugar

The synthesis of new multivalent architectures based on a trihydroxypiperidine α-fucosidase inhibitor is reported herein. Tetravalent and nonavalent dendrimers were obtained by means of the click chemistry approach involving the copper azide-alkyne-catalyzed cycloaddition (CuAAC) between suitable sc...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2015-12, Vol.11 (1), p.2631-2640
Main Authors: Matassini, Camilla, Mirabella, Stefania, Goti, Andrea, Robina, Inmaculada, Moreno-Vargas, Antonio J, Cardona, Francesca
Format: Article
Language:English
Subjects:
Chemistry
dendrimers
Full Research Paper
glycosidase inhibitors
iminosugars
multivalency
piperidine alkaloids
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Summary:The synthesis of new multivalent architectures based on a trihydroxypiperidine α-fucosidase inhibitor is reported herein. Tetravalent and nonavalent dendrimers were obtained by means of the click chemistry approach involving the copper azide-alkyne-catalyzed cycloaddition (CuAAC) between suitable scaffolds bearing terminal alkyne moieties and an azido-functionalized piperidine as the bioactive moiety. A preliminary biological investigation is also reported towards commercially available and human glycosidases.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.11.282