title: Comparison of column performances in direct high-performance liquid chromatographic enantioseparation of 1- or 3-methyl-substituted tetrahydroisoquinoline analogs. Application of direct and indirect methods.
abstract: The enantioseparability of 1- or 3-methyl-substituted tetrahydroisoquinolines was investigated by direct and indirect high-performance liquid chromatography. Alpha- and beta-cyclodextrin-, macrocyclic glycopeptide- and cellulose-based chiral columns and isothiocyanate- and Sanger-type chiral derivatizing agents (CDAs) were applied to attain satisfactory enantioseparation. Of the chiral columns, beta-cyclodextrin-, vancomycin- and teicoplanin-containing macrocyclic glycopeptide-based columns appeared to be most suitable; of the CDAs, (1S,2R)-1-acetoxy-1-phenyl-2-propyl isothiocyanate was most favorable. The differences between the selectivities of the columns and CDAs were compared and optimized to yield the best resolution.
authors.affiliation: Department of Inorganic and Analytical Chemistry, University of Szeged, H-6720 Szeged, Dóm tér 7, Hungary. apeter@chem.u-szeged.hu
authors.forename: Antal
authors.initials: A
authors.lastname: Péter
authors.forename: Mária
authors.initials: M
authors.lastname: Péter
authors.forename: István
authors.initials: I
authors.lastname: Ilisz
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation / Q000379:methods*; D013237:Stereoisomerism; D044005:Tetrahydroisoquinolines / Q000302:isolation & purification*
chemical_list: D044005:Tetrahydroisoquinolines