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-alkynecatalyzed 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.
Exploring architectures displaying multimeric presentations of a trihydroxypiperidine iminosugar / Matassini, Camilla; Mirabella, Stefania; Goti, Andrea; Robina, Inmaculada; Moreno-Vargas, Antonio J.; Cardona, Francesca. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - STAMPA. - 11:(2015), pp. 2631-2640. [10.3762/bjoc.11.282]
Exploring architectures displaying multimeric presentations of a trihydroxypiperidine iminosugar
MATASSINI, CAMILLA;MIRABELLA, STEFANIA;GOTI, ANDREA;CARDONA, FRANCESCA
2015
Abstract
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-alkynecatalyzed 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.
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