Enantioseparation performance of superficially porous particle vancomycin-based chiral stationary phases in supercritical fluid chromatography and high performance liquid chromatography; applicability for psychoactive substances

被引:30
作者
Folprechtova, Denisa [1 ]
Kalikova, Kveta [1 ]
Kadkhodaei, Kian [2 ]
Reiterer, Cornelia [2 ]
Armstrong, Daniel W. [3 ]
Tesarova, Eva [1 ]
Schmid, Martin G. [2 ]
机构
[1] Charles Univ Prague, Fac Sci, Dept Phys & Macromol Chem, Hlavova 2030, Prague 12843, Czech Republic
[2] Karl Franzens Univ Graz, Inst Pharmaceut Sci, Dept Pharmaceut Chem, Graz, Austria
[3] Univ Texas Arlington, Dept Chem & Biochem, Arlington, TX 76019 USA
关键词
Vancomycin; Novel psychoactive substances; Enantioseparation; SFC; HPLC;
D O I
10.1016/j.chroma.2020.461846
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Novel psychoactive substances (NPS) are synthetic compounds that have been designed to produce the physiological and psychological effects of known recreational drugs, while circumventing current drug control laws and scheduling guidelines. Such "designer drugs" pose problems in detection and prevention of use, and they are no less dangerous than known controlled substances. Among the various classes of NPS, many are chiral. As they are synthetic products, most are racemates. Not unexpectedly, there is limited information about different the pharmacological and toxicological properties of their pure enantiomers. Hence, fast and reliable enantioselective methods are of great interest. In this work, superficially porous particle (SPP) vancomycin-based chiral stationary phases were used for development of fast enantioselective separation methods for various classes of NPS in supercritical fluid chromatography and liquid chromatography. The NPS tested included pyrovalerones, benzofurans, phenidines and phenidates. The effect of mobile phase composition on the retention and resolution of NPS in supercritical fluid chromatography was examined. The amount as well as the ratios of additives used is crucial for enantioseparation efficiency. Results showed the high enantioselective potential of vancomycin-based columns in both chromatographic techniques; 88% of NPS tested were enantioseparated in supercritical fluid chromatography and 69% of NPS tested were enantioseparated in liquid chromatography. Moreover, under optimized conditions, simultaneous enantioseparations of some NPS were achieved, which indicates great suitability of vancomycin-based columns for this purpose. The proposed methods can serve as guides for method development and for enantioseparation of further upcoming NPS. (C) 2020 Elsevier B.V. All rights reserved.
引用
收藏
页数:7
相关论文
共 40 条
  • [1] Chiral separations of cathinone and amphetamine-derivatives: Comparative study between capillary electrochromatography, supercritical fluid chromatography and three liquid chromatographic modes
    Albals, Dima
    Vander Heyden, Yvan
    Schmid, Martin G.
    Chankvetadze, Bezhan
    Mangelings, Debby
    [J]. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2016, 121 : 232 - 243
  • [2] Chromatographic and electrophoretic strategies for the chiral separation and quantification of d- and I-threo methylphenidate in biological matrices
    Allen, Serena A.
    Pond, Brooks B.
    [J]. BIOMEDICAL CHROMATOGRAPHY, 2014, 28 (11) : 1554 - 1564
  • [3] Enantiomeric separation of new cathinone derivatives designer drugs by capillary electrochromatography using a chiral stationary phase, based on amylose tris(5-chloro-2-methylphenylcarbamate)
    Aturki, Zeineb
    Schmid, Martin G.
    Chankvetadze, Bezhan
    Fanali, Salvatore
    [J]. ELECTROPHORESIS, 2014, 35 (21-22) : 3242 - 3249
  • [4] Why do people use new psychoactive substances? Development of a new measurement tool in six European countries
    Benschop, Annemieke
    Urban, Robert
    Kapitany-Foveny, Mate
    Van Hout, Marie Claire
    Dabrowska, Katarzyna
    Felvinczi, Katalin
    Hearne, Evelyn
    Henriques, Susana
    Kalo, Zsuzsa
    Kamphausen, Gerrit
    Silva, Joana Paula
    Wieczorek, Lukasz
    Werse, Bernd
    Bujalski, Michal
    Korf, Dirk
    Demetrovics, Zsolt
    [J]. JOURNAL OF PSYCHOPHARMACOLOGY, 2020, 34 (06) : 600 - 611
  • [5] Comparison of ultra high performance supercritical fluid chromatography, ultra high performance liquid chromatography, and gas chromatography for the separation of synthetic cathinones
    Carnes, Stephanie
    O'Brien, Stacey
    Szewczak, Angelica
    Tremeau-Cayel, Lauriane
    Rowe, Walter F.
    McCord, Bruce
    Lurie, Ira S.
    [J]. JOURNAL OF SEPARATION SCIENCE, 2017, 40 (17) : 3545 - 3556
  • [6] From concept(ion) to life after death/the grave: The "natural' history and life cycle(s) of novel psychoactive substances (NPS)
    Corkery, John Martin
    Orsolini, Laura
    Papanti, Duccio
    Schifano, Fabrizio
    [J]. HUMAN PSYCHOPHARMACOLOGY-CLINICAL AND EXPERIMENTAL, 2017, 32 (03)
  • [7] Determination of chiral cathinone in fresh samples of Catha edulis
    Dhabbah, Abdulrhman M.
    [J]. FORENSIC SCIENCE INTERNATIONAL, 2020, 307
  • [8] European Monitoring Centre for Drugs and Drug Addiction, 2019, EUR DRUG REP
  • [9] Macrocyclic glycopeptide-based chiral selectors for enantioseparation in sub/supercritical fluid chromatography
    Folprechtova, Denisa
    Kalikova, Kveta
    [J]. ANALYTICAL SCIENCE ADVANCES, 2021, 2 (1-2): : 15 - 32
  • [10] Enantioselective potential of teicoplanin- and vancomycin-based superficially porous particles-packed columns for supercritical fluid chromatography
    Folprechtova, Denisa
    Kozlov, Oleksandr
    Armstrong, Daniel W.
    Schmid, Martin G.
    Kalikova, Kveta
    Tesarova, Eva
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2020, 1612