Separation of ephedrine and pseudoephedrine enantiomers using a polysaccharide‐based chiral column: A normal phase liquid chromatography–high‐resolution mass spectrometry approach

Chiral considerations are found to be very much relevant in various aspects of forensic toxicology and pharmacology. In forensics, it has become increasingly important to identify the chirality of doping agents to avoid legal arguments and challenges to the analytical findings. The scope of this stu...

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Bibliographic Details
Published in:Chirality (New York, N.Y.) N.Y.), 2019-08, Vol.31 (8), p.568-574
Main Authors: Karakka Kal, Abdul Khader, Karatt, Tajudheen K., Sayed, Ramy, Philip, Moses, Meissir, Samir, Nalakath, Jahfar
Format: Article
Language:English
Subjects:
Amylose
Biological properties
Biological samples
Chirality
Chromatography
Column chromatography
Drugs
Enantiomers
Ephedrine
Forensic science
Forensic toxicology
high‐resolution mass spectrometry
Ions
Liquid chromatography
Mass spectrometry
Mass spectroscopy
normal phase chiral chromatography
Pharmacology
Polysaccharides
pseudoephedrine
Scientific imaging
Separation
Spectroscopy
Stationary phase
Toxicology
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Summary:Chiral considerations are found to be very much relevant in various aspects of forensic toxicology and pharmacology. In forensics, it has become increasingly important to identify the chirality of doping agents to avoid legal arguments and challenges to the analytical findings. The scope of this study was to develop an liquid chromatography–mass spectrometry (LCMS) method for the enantiomeric separation of typical illicit drugs such as ephedrines (ie, 1S,2R(+)‐ephedrine and 1R,2S(−)‐ephedrine) and pseudoephedrine (ie, R,R(−)‐pseudoephedrine and S,S(+)‐pseudoephedrine) by using normal phase chiral liquid chromatography–high‐resolution mass spectrometry technique. Results show that the Lux i‐amylose‐1 stationary phase has very broad and balancing‐enantio‐recognition properties towards ephedrine analogues, and this immobilized chiral stationary phase may offer a powerful tool for enantio‐separation of different types of pharmaceuticals in the normal phase mode. The type of mobile phase and organic modifier used appear to have dramatic influences on separation quality. Since the developed method was able to detect and separate the enantiomers at very low levels (in pico grams), this method opens easy access for the unambiguous identification of these illicit drugs and can be used for the routine screening of the biological samples in the antidoping laboratories.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.23104