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Original scientific paper

https://doi.org/10.2478/aiht-2020-71-3318

Chiral separation of beta-blockers by high-performance liquid chromatography and determination of bisoprolol enantiomers in surface waters

Marijana Pocrnić orcid id orcid.org/0000-0002-2314-2656 ; Department of Chemistry, Faculty of Science, University of Zagreb, Zagreb, Croatia
Martin Ansorge ; Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Prague, Czech Republic
Magda Dovhunová orcid id orcid.org/0000-0002-2130-3268 ; Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Prague, Czech Republic
Eva Tesařová ; Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Prague, Czech Republic
Nives Galić ; Department of Chemistry, Faculty of Science, University of Zagreb, Zagreb, Croatia


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Abstract

Beta-blockers are chiral compounds with enantiomers that have different bioactivity, which means that while one is active, the other can be inactive or even harmful. Due to their high consumption and incomplete degradation in waste water, they may reach surface waters and affect aquatic organisms. To address this issue we developed a chromatographic method suitable for determining beta-blocker enantiomers in surface waters. It was tested on five beta-blockers (acebutolol, atenolol, bisoprolol, labetalol and metoprolol) and validated on bisoprolol enantiomers. Good enantioseparation of all analysed beta-blockers was achieved on the Chirobiotic V column with the mobile phase composed of methanol/acetic acid/triethylamine (100/0.20/0.15 v/v/v) at a flow rate of 0.5 mL/min and column temperature of 45 °C. Method proved to be linear in the concentration range from 0.075 μg/mL to 5 μg/mL, and showed good recovery. The limits of bisoprolol enantiomer detection were 0.025 μg/mL and 0.026 μg/mL and of quantification 0.075 μg/mL and 0.075 μg/mL. Despite its limitations, it seems to be a promising method for bisoprolol enantiomer analysis in surface water samples. Further research could focus on waste water analysis, where enantiomer concentrations may be high. Furthermore, transferring the method to a more sensitive one such as liquid chromatography coupled with tandem mass spectrometry and using ammonium acetate as the mobile phase additive instead of acetic acid and triethylamine would perhaps yield much lower limits of detection and quantification.

Keywords

acebutolol, atenolol, Chirobiotic V column, Croatia, Czech Republic, enantioseparation, HPLC, labetalol, metoprolol, water analysis

Hrčak ID:

236210

URI

https://hrcak.srce.hr/236210

Article data in other languages: croatian

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