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 μg mL–1, respectively.

Single-run chemo- and enantio-selective high-performance liquid chromatography separation of tramadol and its principal metabolite, O-desmethyltramadol, using a chlorinated immobilized amylose-based chiral stationary phase under multimodal elution conditions / Cantatore, C.; La Regina, G.; Ferretti, R.; Silvestri, R.; Cirilli, R.. - In: SEPARATION SCIENCE PLUS. - ISSN 2573-1815. - (2022). [10.1002/sscp.202200009]

Single-run chemo- and enantio-selective high-performance liquid chromatography separation of tramadol and its principal metabolite, O-desmethyltramadol, using a chlorinated immobilized amylose-based chiral stationary phase under multimodal elution conditions

La Regina, G.;Silvestri, R.;
2022

Abstract

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 μg mL–1, respectively.
2022
amylose tris(3-chloro-5-methylphenylcarbamate); enantioseparation; green analysis; high-performance liquid chromatography; O-desmethyltramadol; tramadol
01 Pubblicazione su rivista::01a Articolo in rivista
Single-run chemo- and enantio-selective high-performance liquid chromatography separation of tramadol and its principal metabolite, O-desmethyltramadol, using a chlorinated immobilized amylose-based chiral stationary phase under multimodal elution conditions / Cantatore, C.; La Regina, G.; Ferretti, R.; Silvestri, R.; Cirilli, R.. - In: SEPARATION SCIENCE PLUS. - ISSN 2573-1815. - (2022). [10.1002/sscp.202200009]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1622472
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