Journal
SEPARATION SCIENCE PLUS
Volume 5, Issue 5, Pages 99-104Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/sscp.202200009
Keywords
amylose tris(3-chloro-5-methylphenylcarbamate); enantioseparation; green analysis; high-performance liquid chromatography; O-desmethyltramadol; tramadol
Categories
Funding
- AIRCIG 2020 [24703]
- Institute Pasteur Italy -Fondazione CenciBolognetti
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This study developed a direct method for separating the enantiomers of the pain medicine tramadol and its active metabolite in a single run. Through optimizing the normal-phase and reversed-phase conditions and using ethanol as a solvent, the simultaneous separation of the enantiomers was achieved. The use of an ethanol-water-diethylamine mobile phase showed promising performance for the separation.
A direct enantio- and chemo-selective high-performance liquid chromatography method was developed for separating the enantiomers of the pain medicine tramadol and its O-desmethyl active metabolite in a single run. The simultaneous separation was achieved on the immobilized-type amylose tris(3-chloro-5-methylphenylcarbamate) chiral stationary phase. The method was optimized in normal-phase and reversed-phase using ethanol as an organic modifier. It was demonstrated that ethanol is a valid alternative to the predominant high-performance liquid chromatography solvents in use for the preparation of reversed-phase eluents such as methanol and acetonitrile. With the green mobile phase ethanol-water-diethylamine, 80:20:0.1 (v/v/v) the limits of quantification for the (+)/(-)-enantiomers of tramadol and its O-desmethyl active metabolite were 1.14/1.16 and 1.33/1.40 mu g mL(-1), respectively.
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