title: Inhibition of β-carbonic anhydrases from Brucella suis with C-cinnamoyl glycosides incorporating the phenol moiety.
abstract: A small series of C-glycosides containing the phenol moiety was tested for the inhibition of the β-class carbonic anhydrases (βCAs, EC 4.2.1.1) from Brucella suis. Many compounds showed activities in the micromolar or submicromolar range and excellent selectivity for pathogen CAs over human isozymes. Glycosides incorporating the 3-hydroxyphenyl moiety showed the best inhibition profile, and therefore this functionality represents lead for the development of novel anti-infectives with a new mechanism of action.
authors: a LADECOR, Departamento de Química, Facultad de Ciencias Exactas , Universidad Nacional de La Plata , La Plata , Argentina .
authors: Leonardo E
authors: LE
authors: Riafrecha
authors: b Laboratorio di Chimica Bioinorganica , Universitá degli Studi di Firenze , Sesto Fiorentino (Firenze) , Italy .
authors: Daniela
authors: D
authors: Vullo
authors: c Centre d'Études d'Agents Pathogènes et Biotechnologies pour la Santé (CPBS), CNRS-Université Montpellier 1-Université Montpellier , Montpellier Cedex , France .
authors: Safia
authors: S
authors: Ouahrani-Bettache
authors: c Centre d'Études d'Agents Pathogènes et Biotechnologies pour la Santé (CPBS), CNRS-Université Montpellier 1-Université Montpellier , Montpellier Cedex , France .
authors: Stephan
authors: S
authors: Köhler
authors: d Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-ENSCM-UM1-UM2, Bâtiment de Recherche Max Mousseron, Ecole Nationale Supérieure de Chimie de Montpellier , Montpellier Cedex , France , and.
authors: Pascal
authors: P
authors: Dumy
authors: d Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-ENSCM-UM1-UM2, Bâtiment de Recherche Max Mousseron, Ecole Nationale Supérieure de Chimie de Montpellier , Montpellier Cedex , France , and.
authors: Jean-Yves
authors: JY
authors: Winum
authors: b Laboratorio di Chimica Bioinorganica , Universitá degli Studi di Firenze , Sesto Fiorentino (Firenze) , Italy .|e NEUROFARBA Department , Section of Pharmaceutical Chemistry, Università degli Studi di Firenze , Sesto Fiorentino (Florence) , Italy.
authors: Claudiu T
authors: CT
authors: Supuran
authors: a LADECOR, Departamento de Química, Facultad de Ciencias Exactas , Universidad Nacional de La Plata , La Plata , Argentina .
authors: Pedro A
authors: PA
authors: Colinas
mesh_terms: D041021:Brucella suis / Q000201:enzymology*; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002256:Carbonic Anhydrases / Q000378:metabolism*; D004305:Dose-Response Relationship, Drug; D006027:Glycosides / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D006027:Glycosides; D010636:Phenols; D002256:Carbonic Anhydrases
keywords: Antibacterial; carbohydrate; carbonic anhydrase