Synthesis, surfactant properties and ...
Type de document :
Article dans une revue scientifique
URL permanente :
Titre :
Synthesis, surfactant properties and antimicrobial activities of methyl glycopyranoside ethers
Auteur(s) :
Belmessieri, Dorine [Auteur]
Gozlan, Charlotte [Auteur]
Duclos, Marie-Christine [Auteur]
Molinier, Valérie [Auteur]
Aubry, Jean-Marie [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Dumitrescu, Oana [Auteur]
Lina, Gérard [Auteur]
Redl, Andreas [Auteur]
Duguet, Nicolas [Auteur]
Lemaire, Marc [Auteur]
Gozlan, Charlotte [Auteur]
Duclos, Marie-Christine [Auteur]
Molinier, Valérie [Auteur]
Aubry, Jean-Marie [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Dumitrescu, Oana [Auteur]
Lina, Gérard [Auteur]
Redl, Andreas [Auteur]
Duguet, Nicolas [Auteur]
Lemaire, Marc [Auteur]
Titre de la revue :
European journal of medicinal chemistry
Numéro :
128
Pagination :
98-106
Date de publication :
2017-03-10
Discipline(s) HAL :
Chimie/Chimie organique
Résumé en anglais : [en]
A series of amphiphilic methyl glucopyranoside ethers incorporating various alkyl chain lengths has been synthesized from commercially available methyl glucopyranosides following an acetalisation/hydrogenolysis sequence. ...
Lire la suite >A series of amphiphilic methyl glucopyranoside ethers incorporating various alkyl chain lengths has been synthesized from commercially available methyl glucopyranosides following an acetalisation/hydrogenolysis sequence. The amphiphilic properties of ethers and acetal intermediates were evaluated. Both families exhibit excellent surfactant properties with a maximum efficiency obtained for compounds bearing a linear dodecyl chain (CMC = 0.012 mM, γsat. = 30 mN m−1). Antimicrobial activity studies revealed an efficient activity (0.03 < MIC < 0.12 mM) against Gram-positive bacteria such as Listeria monocytogenes, Enterococcus faecalis, Enterococcus faecium and Staphylococcus aureus. More importantly, these compounds were found to be active against multi-resistant strains such as vancomycin-, methicillin- and daptomycin-resistant strains. Finally, it was found that antimicrobial activities are closely related to physicochemical properties and are also influenced by the nature of the carbohydrate moiety.Lire moins >
Lire la suite >A series of amphiphilic methyl glucopyranoside ethers incorporating various alkyl chain lengths has been synthesized from commercially available methyl glucopyranosides following an acetalisation/hydrogenolysis sequence. The amphiphilic properties of ethers and acetal intermediates were evaluated. Both families exhibit excellent surfactant properties with a maximum efficiency obtained for compounds bearing a linear dodecyl chain (CMC = 0.012 mM, γsat. = 30 mN m−1). Antimicrobial activity studies revealed an efficient activity (0.03 < MIC < 0.12 mM) against Gram-positive bacteria such as Listeria monocytogenes, Enterococcus faecalis, Enterococcus faecium and Staphylococcus aureus. More importantly, these compounds were found to be active against multi-resistant strains such as vancomycin-, methicillin- and daptomycin-resistant strains. Finally, it was found that antimicrobial activities are closely related to physicochemical properties and are also influenced by the nature of the carbohydrate moiety.Lire moins >
Langue :
Anglais
Audience :
Internationale
Vulgarisation :
Non
Établissement(s) :
ENSCL
CNRS
Centrale Lille
Univ. Artois
Université de Lille
CNRS
Centrale Lille
Univ. Artois
Université de Lille
Collections :
Équipe(s) de recherche :
Colloïdes catalyse oxydation (CÏSCO)
Date de dépôt :
2019-09-25T14:06:38Z