Exploring chiral separation of ...
Type de document :
Article dans une revue scientifique
PMID :
URL permanente :
Titre :
Exploring chiral separation of 3-carboxamido-5-aryl isoxazole derivatives by supercritical fluid chromatography on amylose and cellulose tris dimethyl- and chloromethyl phenylcarbamate polysaccharide based stationary phases
Auteur(s) :
Zehani, Yasmine [Auteur]
Lemaire, Lucas [Auteur]
Ghinet, Alina [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
MILLET, Régis [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Chavatte, Philippe [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Vaccher, Claude [Auteur]
Lipka, Emmanuelle [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Lemaire, Lucas [Auteur]
Ghinet, Alina [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
MILLET, Régis [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Chavatte, Philippe [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Vaccher, Claude [Auteur]
Lipka, Emmanuelle [Auteur]
Lille Inflammation Research International Center - U 995 [LIRIC]
Titre de la revue :
Journal of chromatography. A
Nom court de la revue :
J. Chromatogr. A
Numéro :
1467
Pagination :
473-481
Date de publication :
2016-10-07
ISSN :
0021-9673
Mot(s)-clé(s) en anglais :
Small-scale preparative separation
Thermodynamic study
Lux cellulose (tris-3-chloro-4-methylphenylcarbamate)
Lux amylose (tris-5-chloro-2-methylphenylcarbamate)
Amylose and cellulose (tris-3,5-dimethylphenylcarbamate)
Thermodynamic study
Lux cellulose (tris-3-chloro-4-methylphenylcarbamate)
Lux amylose (tris-5-chloro-2-methylphenylcarbamate)
Amylose and cellulose (tris-3,5-dimethylphenylcarbamate)
Discipline(s) HAL :
Sciences du Vivant [q-bio]
Résumé en anglais : [en]
Four polysaccharide based chiral stationary phases were chosen, two chlorinated: Lux™ Amylose-2 (tris-5-chloro-2-methylphenylcarbamate of amylose) and Lux™ Cellulose-2 (tris-3-chloro-4-methylphenylcarbamate of cellulose) ...
Lire la suite >Four polysaccharide based chiral stationary phases were chosen, two chlorinated: Lux™ Amylose-2 (tris-5-chloro-2-methylphenylcarbamate of amylose) and Lux™ Cellulose-2 (tris-3-chloro-4-methylphenylcarbamate of cellulose) and two methylated: Chiralpak AD-H (tris-3,5-dimethylphenylcarbamate of amylose) and Chiralcel OD-H (tris-3,5-dimethylphenylcarbamate of cellulose) to separate four 3-carboxamido-5-aryl isoxazole derivatives by supercritical fluid chromatography. The effect of chiral stationary phase, co-solvent nature (MeOH, EtOH, 2-PrOH and ACN) and percentage (10-20%), temperature (20-45°C) and chemical structure of the compounds on retention, resolution and elution order were thoroughly studied. In addition, thermodynamic parameters were determined from the linear portion of the Van't Hoff plots. For all the derivatives, the Lux™ Cellulose-2 and Chiralpak AD-H provided excellent resolutions (R=9.78) in short run time (under 6min). The preparation of about 10mg of each of the eight enantiomers was achieved successfully on a Chiralpak AD-H with various percentages of ethanol as a co-solvent. Lastly, the enantiomeric purity of each of the eight individual enantiomer generated was determined and found higher than 98%.Lire moins >
Lire la suite >Four polysaccharide based chiral stationary phases were chosen, two chlorinated: Lux™ Amylose-2 (tris-5-chloro-2-methylphenylcarbamate of amylose) and Lux™ Cellulose-2 (tris-3-chloro-4-methylphenylcarbamate of cellulose) and two methylated: Chiralpak AD-H (tris-3,5-dimethylphenylcarbamate of amylose) and Chiralcel OD-H (tris-3,5-dimethylphenylcarbamate of cellulose) to separate four 3-carboxamido-5-aryl isoxazole derivatives by supercritical fluid chromatography. The effect of chiral stationary phase, co-solvent nature (MeOH, EtOH, 2-PrOH and ACN) and percentage (10-20%), temperature (20-45°C) and chemical structure of the compounds on retention, resolution and elution order were thoroughly studied. In addition, thermodynamic parameters were determined from the linear portion of the Van't Hoff plots. For all the derivatives, the Lux™ Cellulose-2 and Chiralpak AD-H provided excellent resolutions (R=9.78) in short run time (under 6min). The preparation of about 10mg of each of the eight enantiomers was achieved successfully on a Chiralpak AD-H with various percentages of ethanol as a co-solvent. Lastly, the enantiomeric purity of each of the eight individual enantiomer generated was determined and found higher than 98%.Lire moins >
Langue :
Anglais
Audience :
Internationale
Vulgarisation :
Non
Établissement(s) :
Université de Lille
CHU Lille
Inserm
CHU Lille
Inserm
Collections :
Équipe(s) de recherche :
Modélisation biopharmaceutique et pharmacocinétique
Therapeutic innovation targetting inflammation
Therapeutic innovation targetting inflammation
Date de dépôt :
2019-02-26T17:11:43Z
2021-06-09T10:36:16Z
2021-06-09T10:36:16Z