New Efficient Eco‐Friendly Supported ...
Document type :
Article dans une revue scientifique: Article original
DOI :
Title :
New Efficient Eco‐Friendly Supported Catalysts for the Synthesis of Amides with Antioxidant and Anti‐Inflammatory Properties
Author(s) :
Dufrénoy, Pierrick [Auteur]
Facteurs de Risque et Déterminants Moléculaires des Maladies liées au Vieillissement - U 1167 [RID-AGE]
JUNIA [JUNIA]
Charlet, Rogatien [Auteur]
Faculté de Médecine Henri Warembourg - Université de Lille
Hechelski, Marie [Auteur]
Daïch, Adam [Auteur]
Unité de Recherche en Chimie Organique et Macromoléculaire [URCOM]
Waterlot, Christophe [Auteur]
Laboratoire de Génie Civil et Géo-Environnement (LGCgE) - ULR 4515 [LGCgE]
Jawhara, Samir [Auteur]
Ghinet, Alina [Auteur]
JUNIA [JUNIA]
Facteurs de Risque et Déterminants Moléculaires des Maladies liées au Vieillissement - U 1167 [RID-AGE]
Facteurs de Risque et Déterminants Moléculaires des Maladies liées au Vieillissement - U 1167 [RID-AGE]
JUNIA [JUNIA]
Charlet, Rogatien [Auteur]
Faculté de Médecine Henri Warembourg - Université de Lille
Hechelski, Marie [Auteur]
Daïch, Adam [Auteur]
Unité de Recherche en Chimie Organique et Macromoléculaire [URCOM]
Waterlot, Christophe [Auteur]
Laboratoire de Génie Civil et Géo-Environnement (LGCgE) - ULR 4515 [LGCgE]
Jawhara, Samir [Auteur]

Ghinet, Alina [Auteur]
JUNIA [JUNIA]
Facteurs de Risque et Déterminants Moléculaires des Maladies liées au Vieillissement - U 1167 [RID-AGE]
Journal title :
ChemMedChem
Pages :
459-467
Publisher :
Wiley-VCH Verlag
Publication date :
2020-02-12
ISSN :
1860-7179
HAL domain(s) :
Chimie
English abstract : [en]
Abstract A new environmentally friendly approach for the synthesis of idrocilamide ( 1 ), a marketed myorelaxant and anti‐inflammatory agent, is reported herein. The synthetic strategy involves a solvent‐free aminolysis ...
Show more >Abstract A new environmentally friendly approach for the synthesis of idrocilamide ( 1 ), a marketed myorelaxant and anti‐inflammatory agent, is reported herein. The synthetic strategy involves a solvent‐free aminolysis reaction catalyzed by zinc‐containing species (ZnCl 2 , montmorillonite K10 (MK10) impregnated with ZnCl 2 or eco‐catalysts). The latter have been prepared from the aerial parts of Lolium perenne L. plants grown on contaminated soils from northern France without and with thermal activation at 120 °C and supported on MK10 (Ecocat1 and Ecocat2, respectively). The best aminolysis catalysts in the current study (ZnCl 2 and Ecocat2) were selected for additional aminolyses. Compared to ZnCl 2 , Ecocat2 had the advantage of being reusable over five test runs and constituted a sustainable catalyst allowing a green route to idrocilamide. Synthesized derivatives 1 – 4 , 6 and 9 were first evaluated for their effect on reactive oxygen species (ROS) generation from macrophages and displayed antioxidant properties by preventing ROS production. Next, the analysis of the effect of molecules 1 – 4 , 6 and 9 on macrophage migration between epithelial cells to human opportunistic fungus Candida albicans indicated that molecules 2 – 4 , 6 and 9 exert anti‐inflammatory properties via reducing macrophage migration while the parent idrocilamide ( 1 ) did not show any significant effect. This work opens the way for the discovery of new analogues of idrocilamide with improved properties.Show less >
Show more >Abstract A new environmentally friendly approach for the synthesis of idrocilamide ( 1 ), a marketed myorelaxant and anti‐inflammatory agent, is reported herein. The synthetic strategy involves a solvent‐free aminolysis reaction catalyzed by zinc‐containing species (ZnCl 2 , montmorillonite K10 (MK10) impregnated with ZnCl 2 or eco‐catalysts). The latter have been prepared from the aerial parts of Lolium perenne L. plants grown on contaminated soils from northern France without and with thermal activation at 120 °C and supported on MK10 (Ecocat1 and Ecocat2, respectively). The best aminolysis catalysts in the current study (ZnCl 2 and Ecocat2) were selected for additional aminolyses. Compared to ZnCl 2 , Ecocat2 had the advantage of being reusable over five test runs and constituted a sustainable catalyst allowing a green route to idrocilamide. Synthesized derivatives 1 – 4 , 6 and 9 were first evaluated for their effect on reactive oxygen species (ROS) generation from macrophages and displayed antioxidant properties by preventing ROS production. Next, the analysis of the effect of molecules 1 – 4 , 6 and 9 on macrophage migration between epithelial cells to human opportunistic fungus Candida albicans indicated that molecules 2 – 4 , 6 and 9 exert anti‐inflammatory properties via reducing macrophage migration while the parent idrocilamide ( 1 ) did not show any significant effect. This work opens the way for the discovery of new analogues of idrocilamide with improved properties.Show less >
Language :
Anglais
Peer reviewed article :
Oui
Audience :
Internationale
Popular science :
Non
Source :