title: Exploring architectures displaying multimeric presentations of a trihydroxypiperidine iminosugar.
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-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.
authors.affiliation: Dipartimento di Chimica "Ugo Schiff", Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino (FI), Italy.
authors.forename: Camilla
authors.initials: C
authors.lastname: Matassini
authors.affiliation: Dipartimento di Chimica "Ugo Schiff", Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino (FI), Italy.
authors.forename: Stefania
authors.initials: S
authors.lastname: Mirabella
authors.affiliation: Dipartimento di Chimica "Ugo Schiff", Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino (FI), Italy.
authors.forename: Andrea
authors.initials: A
authors.lastname: Goti
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/ Prof. García González 1, E-41012, Sevilla, Spain.
authors.forename: Inmaculada
authors.initials: I
authors.lastname: Robina
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/ Prof. García González 1, E-41012, Sevilla, Spain.
authors.forename: Antonio J
authors.initials: AJ
authors.lastname: Moreno-Vargas
authors.affiliation: Dipartimento di Chimica "Ugo Schiff", Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino (FI), Italy.
authors.forename: Francesca
authors.initials: F
authors.lastname: Cardona
keywords: dendrimers; glycosidase inhibitors; iminosugars; multivalency; piperidine alkaloids