C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases

A small series of C-glycosides containing the methoxyaryl moieties was tested for the inhibition of the β-class carbonic anhydrases (CAs, EC 4.2.1.1) from <i>Cryptococcus neoformans</i> and <i>Brucella suis</i>. Many compounds showed activities in the micromolar or submicromo...

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Bibliographic Details
Authors: Riafrecha, Leonardo Ezequiel, Vullo, Daniela, Supuran, Claudiu T., Colinas, Pedro Alfonso
Format: article
Status:Published version
Publication Date:2014
Country:Argentina
Institution:Universidad Nacional de La Plata
Repository:SEDICI (UNLP)
Language:English
OAI Identifier:oai:sedici.unlp.edu.ar:10915/124089
Online Access:http://sedici.unlp.edu.ar/handle/10915/124089
Access Level:Open access
Keyword:Ciencias Exactas
Carbohydrate
carbonic anhydrase
pathogen
Description
Summary:A small series of C-glycosides containing the methoxyaryl moieties was tested for the inhibition of the β-class carbonic anhydrases (CAs, EC 4.2.1.1) from <i>Cryptococcus neoformans</i> and <i>Brucella suis</i>. Many compounds showed activities in the micromolar or submicromolar range and excellent selectivity for pathogen CAs over human isozymes. The deprotected glycosides incorporating the 6-methoxy-2-naphthyl moiety showed the best inhibition profile and therefore represent leads for the development of novel anti-infectives with a new mechanism of action.