title: Expanding the library of divalent fucosidase inhibitors with polyamino and triazole-benzyl bridged bispyrrolidines.
abstract: A small library of divalent fucosidase inhibitors containing pyrrolidine motifs and separated by polyamino and triazole-benzylated spacers was prepared and evaluated as α-fucosidase inhibitors. Although a weak multivalent effect was observed in polyamino derived dimers, useful structural information can be deduced about the length of the bridge, the number of nitrogen atoms present and the moieties close to the pyrrolidine. Within these investigations one of the best α-fucosidase inhibitors containing a pyrrolidine framework was obtained (18, Ki = 3.7 nM).
authors.affiliation: Université de Reims Champagne-Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, UFR des Sciences Exactes et Naturelles, 51687 Reims Cedex 2, France. jb.behr@univ-reims.fr.
authors.forename: Audrey
authors.initials: A
authors.lastname: Hottin
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/Prof. García González 1, E-41012, Sevilla, Spain. robina@us.es.
authors.forename: Sebastián
authors.initials: S
authors.lastname: Carrión-Jiménez
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/Prof. García González 1, E-41012, Sevilla, Spain. robina@us.es.
authors.forename: Elena
authors.initials: E
authors.lastname: Moreno-Clavijo
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/Prof. García González 1, E-41012, Sevilla, Spain. robina@us.es.
authors.forename: Antonio J
authors.initials: AJ
authors.lastname: Moreno-Vargas
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/Prof. García González 1, E-41012, Sevilla, Spain. robina@us.es.
authors.forename: Ana T
authors.initials: AT
authors.lastname: Carmona
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, c/Prof. García González 1, E-41012, Sevilla, Spain. robina@us.es.
authors.forename: Inmaculada
authors.initials: I
authors.lastname: Robina
authors.affiliation: Université de Reims Champagne-Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, UFR des Sciences Exactes et Naturelles, 51687 Reims Cedex 2, France. jb.behr@univ-reims.fr.
authors.forename: Jean-Bernard
authors.initials: JB
authors.lastname: Behr
mesh_terms: D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D008968:Molecular Conformation; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D005644:alpha-L-Fucosidase / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D004791:Enzyme Inhibitors; D011759:Pyrrolidines; D005644:alpha-L-Fucosidase