title: Simultaneous enantiomeric analysis of pharmacologically active compounds in environmental samples by chiral LC-MS/MS with a macrocyclic antibiotic stationary phase.
abstract: This paper presents a multi-residue method for direct enantioselective separation of chiral pharmacologically active compounds in environmental matrices. The method is based on chiral liquid chromatography and tandem mass spectrometry detection. Simultaneous chiral discrimination was achieved with a macrocyclic glycopeptide-based column with antibiotic teicoplanin as a chiral selector working under reverse phase mode. For the first time, enantioresolution was reported for metabolites of ibuprofen: carboxyibuprofen and 2-hydroxyibuprofen with this chiral stationary phase. Moreover, enantiomers of chloramphenicol, ibuprofen, ifosfamide, indoprofen, ketoprofen, naproxen and praziquantel were also resolved. The overall performance of the method was satisfactory in terms of linearity, precision, accuracy and limits of detection. The method was successfully applied for monitoring of pharmacologically active compounds at enantiomeric level in influent and effluent wastewater and in river water. In addition, the chiral recognition and analytical performance of the teicoplanin-based column was critically compared with that of the α1-acid glycoprotein chiral stationary phase. Copyright © 2017 John Wiley & Sons, Ltd.
authors.affiliation: Department of Chemistry, University of Bath, Bath, BA2 7AY, UK.
authors.forename: Dolores
authors.initials: D
authors.lastname: Camacho-Muñoz
authors.affiliation: Department of Chemistry, University of Bath, Bath, BA2 7AY, UK.
authors.forename: Barbara
authors.identifier: 0000-0002-6809-2875
authors.initials: B
authors.lastname: Kasprzyk-Hordern
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry*; D056148:Chromatography, Reverse-Phase; D007052:Ibuprofen / Q000032:analysis; D047028:Macrocyclic Compounds / Q000032:analysis; D004364:Pharmaceutical Preparations / Q000032:analysis*; D010666:Phenylpropionates / Q000032:analysis*; D045483:Rivers / Q000737:chemistry; D052616:Solid Phase Extraction; D013237:Stereoisomerism; D053719:Tandem Mass Spectrometry; D017334:Teicoplanin / Q000737:chemistry*; D062065:Wastewater / Q000032:analysis; D014874:Water Pollutants, Chemical / Q000032:analysis*
chemical_list: D000900:Anti-Bacterial Agents; D007052:Ibuprofen; D047028:Macrocyclic Compounds; D004364:Pharmaceutical Preparations; D010666:Phenylpropionates; D017334:Teicoplanin; D062065:Wastewater; D014874:Water Pollutants, Chemical
keywords: acid-glycoprotein; chiral analysis; river water; teicoplanin; wastewater