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Enantioseparation of propranolol, amlodipine and metoprolol by electrochromatography using an open tubular capillary modified with β-cyclodextrin and poly(glycidyl methacrylate) nanoparticles

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Abstract

The inner wall of a capillary was coated with glycidyl methacrylate (GMA) to form tentacle-type coating, and poly(glycidyl methacrylate) nanoparticles (PGMA NPs) were then immobilized on the film. Ethanediamine-β-cyclodextrin as chiral selector was covalently bonded into the PGMA NPs through the ring-open reaction. The materials were characterized by SEM, TEM and FT-IR. The modified column was applied to the enantioseparation of the racemates of propranolol, amlodipine and metoprolol. Compared to a capillary with a single layer of CD-PGMA (without GMA coating) and to a CD-GMA system (without PGMA nanoparticles), the performance of the capillary is strongly improved. The effects of buffer pH value and applied voltage were optimized. Best resolutions (propranolol: 1.27, metoprolol: 1.01 and amlodipine: 2.93) were obtained when using the PGMA-coated capillary system. The run-to-run, day-to-day and column-to-column reproducibility were tested and found to be highly attractive. The new stationary phase is likely to have a large potential and scope in that it may also be applied to chiral separations of other enantiomers, such as amino acids and biogenic amines.

Schematic presentation of the preparation of a capillary column with glycidyl methacrylate (GMA) coating which was then immobilized with poly(glycidyl methacrylate) nanoparticles and ethanediamine-β-cyclodextrin. This novel open tubular column was applied to construct capillary electrochromatography system for separation of basic racemic drugs.

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Acknowledgements

This work was supported by the Natural Science Foundation of Jiangsu Province (Program No.: BK20141353) and the Project of the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).

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Authors and Affiliations

  1. Department of Analytical Chemistry, China Pharmaceutical University, No.24 Tongjiaxiang, Nanjing, 210009, People’s Republic of China

    Xiaodong Sun, Yingxiang Du, Shiyuan Zhao, Zhifeng Huang & Zijie Feng

  2. Key Laboratory of Drug Quality Control and Pharmacovigilance (Ministry of Education), China Pharmaceutical University, Nanjing, 210009, People’s Republic of China

    Yingxiang Du

  3. State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009, People’s Republic of China

    Yingxiang Du

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  1. Xiaodong Sun
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  2. Yingxiang Du
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  5. Zijie Feng
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Correspondence to Yingxiang Du.

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Sun, X., Du, Y., Zhao, S. et al. Enantioseparation of propranolol, amlodipine and metoprolol by electrochromatography using an open tubular capillary modified with β-cyclodextrin and poly(glycidyl methacrylate) nanoparticles. Microchim Acta 186, 128 (2019). https://doi.org/10.1007/s00604-018-3163-1

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