Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection
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 liqu...
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| Format: | Article |
| Language: | English |
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MDPI AG
2016-11-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/21/11/1578 |
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| author | Lakshmi Narayana Chennuru Thirupathi Choppari Ramakrishna Prasad Nandula Tong Zhang Pilar Franco |
| author_facet | Lakshmi Narayana Chennuru Thirupathi Choppari Ramakrishna Prasad Nandula Tong Zhang Pilar Franco |
| author_sort | Lakshmi Narayana Chennuru |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-11T16:55:02Z |
| format | Article |
| id | doaj.art-e772e214848946349c111c17a1fe5fb8 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T16:55:02Z |
| publishDate | 2016-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-e772e214848946349c111c17a1fe5fb82022-12-22T00:58:00ZengMDPI AGMolecules1420-30492016-11-012111157810.3390/molecules21111578molecules21111578Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet DetectionLakshmi Narayana Chennuru0Thirupathi Choppari1Ramakrishna Prasad Nandula2Tong Zhang3Pilar Franco4Daicel Chiral Technologies India, Pvt Ltd, Lab n° 4A, IKP Knowledge Park, Shameerpet, Hyderabad 500078, IndiaDaicel Chiral Technologies India, Pvt Ltd, Lab n° 4A, IKP Knowledge Park, Shameerpet, Hyderabad 500078, IndiaDaicel Chiral Technologies India, Pvt Ltd, Lab n° 4A, IKP Knowledge Park, Shameerpet, Hyderabad 500078, IndiaChiral Technologies Europe, Parc d’Innovation, Bd. Gonthier d’Andernach, Illkirch F‑67400, FranceChiral Technologies Europe, Parc d’Innovation, Bd. Gonthier d’Andernach, Illkirch F‑67400, FranceThe 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.http://www.mdpi.com/1420-3049/21/11/1578pregabalinzwitterionic selectorchiral stationary phasesdirect enantiomer separation by HPLCmass spectrometryultraviolet detectionmethod optimization |
| spellingShingle | Lakshmi Narayana Chennuru Thirupathi Choppari Ramakrishna Prasad Nandula Tong Zhang Pilar Franco Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection Molecules pregabalin zwitterionic selector chiral stationary phases direct enantiomer separation by HPLC mass spectrometry ultraviolet detection method optimization |
| title | Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection |
| title_full | Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection |
| title_fullStr | Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection |
| title_full_unstemmed | Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection |
| title_short | Direct Separation of Pregabalin Enantiomers Using a Zwitterionic Chiral Selector by High Performance Liquid Chromatography Coupled to Mass Spectrometry and Ultraviolet Detection |
| title_sort | direct separation of pregabalin enantiomers using a zwitterionic chiral selector by high performance liquid chromatography coupled to mass spectrometry and ultraviolet detection |
| topic | pregabalin zwitterionic selector chiral stationary phases direct enantiomer separation by HPLC mass spectrometry ultraviolet detection method optimization |
| url | http://www.mdpi.com/1420-3049/21/11/1578 |
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