Title :

Enantioseparation of pyroglutamide derivatives on polysaccharide based chiral stationary phases by high-performance liquid chromatography and supercritical fluid chromatography: A comparative study

Author(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]

Journal title :

Journal of chromatography. A

Abbreviated title :

J. Chromatogr. A

Volume number :

1363

Pages :

257-269

Publication date :

2014-10-10

ISSN :

0021-9673

English keyword(s) :

Amylose tris ((S)-1-phenylethylcarbamate)
Method validation
Supercritical fluid chromatography
Semi-preparative chromatography
Chiral separation

HAL domain(s) :

Sciences du Vivant [q-bio]

English abstract : [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. ...
Show more >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.Show less >

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

CHU Lille
Inserm
Université de Lille

Collections :

• Institut de Recherche Translationnelle sur l'Inflammation (INFINITE) - U1286

Research team(s) :

Therapeutic innovation targetting inflammation

Submission date :

2019-05-17T13:14:33Z