Enantioseparation of pyroglutamide derivatives ...
Type de document :
Article dans une revue scientifique
PMID :
URL permanente :
Titre :
Enantioseparation of pyroglutamide derivatives on polysaccharide based chiral stationary phases by high-performance liquid chromatography and supercritical fluid chromatography: A comparative study
Auteur(s) :
Baudelet, Davy [Auteur]
Schifano, Nadege [Auteur]
Ghinet, Alina [Auteur]
Dezitter, Xavier [Auteur]
Barbotin, Florent [Auteur]
Gautret, Philippe [Auteur]
Rigo, Benoit [Auteur]
Chavatte, Philippe [Auteur]
MILLET, Régis [Auteur]
Furman, Christophe [Auteur]
Vaccher, Claude [Auteur]
Lipka, Emmanuelle [Auteur]
Schifano, Nadege [Auteur]
Ghinet, Alina [Auteur]
Dezitter, Xavier [Auteur]
Barbotin, Florent [Auteur]
Gautret, Philippe [Auteur]
Rigo, Benoit [Auteur]
Chavatte, Philippe [Auteur]
MILLET, Régis [Auteur]
Furman, Christophe [Auteur]
Vaccher, Claude [Auteur]
Lipka, Emmanuelle [Auteur]
Titre de la revue :
Journal of chromatography. A
Nom court de la revue :
J. Chromatogr. A
Numéro :
1363
Pagination :
257-269
Date de publication :
2014-10-10
ISSN :
0021-9673
Mot(s)-clé(s) en anglais :
Amylose tris ((S)-1-phenylethylcarbamate)
Method validation
Supercritical fluid chromatography
Semi-preparative chromatography
Chiral separation
Method validation
Supercritical fluid chromatography
Semi-preparative chromatography
Chiral separation
Discipline(s) HAL :
Sciences du Vivant [q-bio]
Résumé en anglais : [en]
Analytical enantioseparation of three pyroglutamide derivatives with pharmacological activity against the purinergic receptor P2X7, was run in both high-performance liquid chromatography and supercritical fluid chromatography. ...
Lire la suite >Analytical enantioseparation of three pyroglutamide derivatives with pharmacological activity against the purinergic receptor P2X7, was run in both high-performance liquid chromatography and supercritical fluid chromatography. Four polysaccharide based chiral stationary phases, namely amylose and cellulose tris (3,5-dimethylphenylcarbamate), amylose tris ((S)-α-methylbenzylcarbamate) and cellulose tris (4-methylbenzoate) with various mobile phases consisted of either heptane/alcohol (ethanol and 2-propanol) or carbon dioxide/alcohol (methanol or ethanol) mixtures, were investigated. After analytical screenings, the best conditions were transposed, for compound 1, to semi-preparative scale. Each approach was fully validated to meet the International Conference on Harmonisation requirements and compared. Whereas the limits of detection and quantification were near six-fold better in HPLC than in SFC (respectively 0.20 and 0.66 μM versus 1.11 and 3.53 μM for one of the enantiomers), in terms of low solvent consumption (7.2 mL of EtOH versus 3.2 mL of EtOH plus 28.8 mL of toxic and inflammable heptane per injection in SFC and HPLC, respectively), time effective cost (9 min versus 40 min per injection in SFC and HPLC, respectively) and yields (98% versus 71% in SFC and HPLC, respectively), the latter method proved its ecological superiority.Lire moins >
Lire la suite >Analytical enantioseparation of three pyroglutamide derivatives with pharmacological activity against the purinergic receptor P2X7, was run in both high-performance liquid chromatography and supercritical fluid chromatography. Four polysaccharide based chiral stationary phases, namely amylose and cellulose tris (3,5-dimethylphenylcarbamate), amylose tris ((S)-α-methylbenzylcarbamate) and cellulose tris (4-methylbenzoate) with various mobile phases consisted of either heptane/alcohol (ethanol and 2-propanol) or carbon dioxide/alcohol (methanol or ethanol) mixtures, were investigated. After analytical screenings, the best conditions were transposed, for compound 1, to semi-preparative scale. Each approach was fully validated to meet the International Conference on Harmonisation requirements and compared. Whereas the limits of detection and quantification were near six-fold better in HPLC than in SFC (respectively 0.20 and 0.66 μM versus 1.11 and 3.53 μM for one of the enantiomers), in terms of low solvent consumption (7.2 mL of EtOH versus 3.2 mL of EtOH plus 28.8 mL of toxic and inflammable heptane per injection in SFC and HPLC, respectively), time effective cost (9 min versus 40 min per injection in SFC and HPLC, respectively) and yields (98% versus 71% in SFC and HPLC, respectively), the latter method proved its ecological superiority.Lire moins >
Audience :
Internationale
Vulgarisation :
Non
Établissement(s) :
CHU Lille
Inserm
Université de Lille
Inserm
Université de Lille
Équipe(s) de recherche :
Therapeutic innovation targetting inflammation
Date de dépôt :
2019-05-17T13:14:33Z