title: Chiral separation of new designer drugs (Cathinones) on chiral ion-exchange type stationary phases.
abstract: We present the enantioseparation of new designer drugs from the cathinone family on structurally different chiral ion-exchange type stationary phases. A novel strong cation-exchange type chiral stationary phase was synthesized and its performance compared with previously reported ion-exchange type chiral stationary phases. The influence of structural elements of the chiral selectors on their chromatographic performance was studied and the possibilities of tuning chromatographic parameters by varying the polarity of the employed mobile phases were determined. Evidence is provided that a change in mobile phase composition strongly influences the solvation shell of the polarized and polarizable units of the selectors and analytes, as well as ionizable mobile phase additives. Furthermore, the structural features of the selectors (e.g. the size of aromatic units and their substitution pattern) are shown to play a key role in the effective formation of diastereomeric complexes with analytes. Thus, we have achieved the enantioseparation of all test analytes with a mass spectrometry-compatible mobile phase with a chiral strong cation-exchange type stationary phase.
authors.affiliation: Department of Organic Chemistry, University of Chemistry and Technology Prague, Technická 5, CZ-166 28 Prague 6, Czech Republic; Department of Analytical Chemistry, University of Vienna, Währinger Strasse 38, A-1090 Vienna, Austria.
authors.forename: Denise
authors.initials: D
authors.lastname: Wolrab
authors.affiliation: Department of Analytical Chemistry, University of Vienna, Währinger Strasse 38, A-1090 Vienna, Austria.
authors.forename: Peter
authors.initials: P
authors.lastname: Frühauf
authors.affiliation: Department of Organic Chemistry, University of Chemistry and Technology Prague, Technická 5, CZ-166 28 Prague 6, Czech Republic.
authors.forename: Alena
authors.initials: A
authors.lastname: Moulisová
authors.affiliation: Forensic laboratory of biologically active substances, University of Chemistry and Technology Prague, Technická 5, CZ-166 28 Prague 6, Czech Republic.
authors.forename: Martin
authors.initials: M
authors.lastname: Kuchař
authors.affiliation: Department of Analytical Chemistry, University of Vienna, Währinger Strasse 38, A-1090 Vienna, Austria.
authors.forename: Christopher
authors.initials: C
authors.lastname: Gerner
authors.affiliation: Department of Analytical Chemistry, University of Vienna, Währinger Strasse 38, A-1090 Vienna, Austria.
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Lindner
authors.affiliation: Department of Organic Chemistry, University of Chemistry and Technology Prague, Technická 5, CZ-166 28 Prague 6, Czech Republic. Electronic address: michal.kohout@vscht.cz.
authors.forename: Michal
authors.initials: M
authors.lastname: Kohout
mesh_terms: D000470:Alkaloids / Q000032:analysis / Q000737:chemistry*; D002411:Cation Exchange Resins / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D002852:Chromatography, Ion Exchange / Q000379:methods; D015198:Designer Drugs / Q000032:analysis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D002411:Cation Exchange Resins; D015198:Designer Drugs; C023665:cathinone
keywords: Cathinones; Chiral ion exchanger; Chiral stationary phase; Enantiomer separation; New designer drugs