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Molecules 2016, 21(11), 1578; doi:10.3390/molecules21111578

Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection

1
Daicel Chiral Technologies India, Pvt Ltd, Lab n° 4A, IKP Knowledge Park, Shameerpet, Hyderabad 500078, India
2
Chiral Technologies Europe, Parc d’Innovation, Bd. Gonthier d’Andernach, Illkirch F‑67400, France
*
Author to whom correspondence should be addressed.
Academic Editor: Yoshio Okamoto
Received: 31 October 2016 / Revised: 14 November 2016 / Accepted: 15 November 2016 / Published: 19 November 2016
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Abstract

The chromatographic resolution of pregabalin enantiomers has been often achieved by derivatization of the molecule, in order to reach enough sensitivity at low concentrations of the minor enantiomer present in the active principle. In the present article, the development and optimization of two liquid chromatographic methods are presented for the direct resolution of pregabalin enantiomers on a chiral stationary phase (CSP) containing a zwitterionic selector derived from cinchona alkaloid and sulfonic acid (CHIRALPAK ZWIX). The key parameters for the separation as well as the compatibility of chromatographic conditions with different detection modes (ultraviolet and mass spectrometry) were investigated. The resulting methods were found to be selective, of high performance and low limits of detection (2 µg/mL by UV and 1 ng/mL by MS, respectively) and quantification (6 µg/mL by UV and 5 ng/mL by MS, respectively) for the minor enantiomer which is considered as a chiral impurity. View Full-Text
Keywords: pregabalin; zwitterionic selector; chiral stationary phases; direct enantiomer separation by HPLC; mass spectrometry; ultraviolet detection; method optimization pregabalin; zwitterionic selector; chiral stationary phases; direct enantiomer separation by HPLC; mass spectrometry; ultraviolet detection; method optimization
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MDPI and ACS Style

Chennuru, L.N.; Choppari, T.; Nandula, R.P.; Zhang, T.; Franco, P. Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection. Molecules 2016, 21, 1578.

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