Liquid chromatography separation of the chiral prodrug eslicarbazepine acetate and its main metabolites in polar organic mode. Application to their analysis after in vitro metabolism.

Servais, Anne-Catherine; Janicot, Bertrand; Takam, Arnold; Crommen, Jacques; Fillet, Marianne

doi:10.1016/j.chroma.2016.07.022

Article (Scientific journals)

Liquid chromatography separation of the chiral prodrug eslicarbazepine acetate and its main metabolites in polar organic mode. Application to their analysis after in vitro metabolism.

Servais, Anne-Catherine; Janicot, Bertrand; Takam, Arnold et al.

2016 • In Journal of Chromatography. A, 1467, p. 306-311

Peer Reviewed verified by ORBi

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https://hdl.handle.net/2268/202947

DOI
10.1016/j.chroma.2016.07.022

PubMed
27439356

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Keywords :

Chiral stationary phase; Eslicarbazepine acetate; In vitro metabolites; Liquid chromatography

Abstract :

[en] A LC method using a chiral stationary phase (CSP) with cellulose tris(3-chloro-4-methylphenylcarbamate) as chiral selector in polar organic mode (POM) was developed for the separation of the biopharmaceutic classification system (BCS) class II chiral prodrug eslicarbazepine acetate (ESL) and its main metabolites, namely eslicarbazepine, its optical antipode, (R)-licarbazepine, and the achiral oxcarbazepine (OXC). The percentage of methanol (MeOH) in the mobile phase containing acetonitrile (ACN) as the main solvent was found to significantly influence analyte retention and resolution. A reversal of elution order of OXC and (R)-licarbazepine was observed, depending on the MeOH percentage in the mobile phase. The optimized mobile phase consisted of ACN/MeOH/acetic acid/diethylamine (95/5/0.2/0.07; v/v/v/v). The potential of this chemo- and enantioselective LC method combined with solid-phase extraction (SPE) was then evaluated for in vitro metabolism studies using ESL as a model case. Only eslicarbazepine could be detected after incubation of ESL in human liver microsome systems.

Research Center/Unit :

CIRM - Centre Interdisciplinaire de Recherche sur le Médicament - ULiège

Disciplines :

Pharmacy, pharmacology & toxicology

Author, co-author :

Servais, Anne-Catherine ; Université de Liège > Département de pharmacie > Analyse des médicaments

Janicot, Bertrand

Takam, Arnold

Crommen, Jacques ; Université de Liège > Département de pharmacie > Département de pharmacie

Fillet, Marianne ; Université de Liège > Département de pharmacie > Analyse des médicaments

Language :

English

Title :

Liquid chromatography separation of the chiral prodrug eslicarbazepine acetate and its main metabolites in polar organic mode. Application to their analysis after in vitro metabolism.

Publication date :

2016

Journal title :

Journal of Chromatography. A

ISSN :

0021-9673

eISSN :

1873-3778

Publisher :

Elsevier, Amsterdam, Netherlands

Volume :

1467

Pages :

306-311

Peer reviewed :

Peer Reviewed verified by ORBi

Commentary :

Available on ORBi :

since 28 October 2016

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