The HPLC enantioseparation of the last generation antidepressive drug milnacipran (±)-1 was investigated on different cellulose-based chiral stationary phases (CSPs). On carbamate-type columns, Chiralcel OD and OD-H (±)-1 could be separated with alpha value about 1.20 but the resolution was quite low because of the tailing of the peaks. Direct determination of (±)-1 with high selectivity and resolution was obtained on Chiralcel OJ in normal phase mode elution. Precolumn derivatization of milnacipran with Fmoc-Cl gave compound (±)-2 which was enantioseparated on all the investigated CSPs and allowed enhanced UV or fluorimetric detection. The Chiralpak IB, that could be considered the immobilized version of Chiralcel OD-H, was found completely ineffective in the chiral recognition of (±)-1 and moderately efficient in the separation of (±)-2.

Chiral HPLC analysis of milnacipran and its FMOC-derivative on cellulose-based stationary phases

Patti A;Pedotti S;Sanfilippo C
2008

Abstract

The HPLC enantioseparation of the last generation antidepressive drug milnacipran (±)-1 was investigated on different cellulose-based chiral stationary phases (CSPs). On carbamate-type columns, Chiralcel OD and OD-H (±)-1 could be separated with alpha value about 1.20 but the resolution was quite low because of the tailing of the peaks. Direct determination of (±)-1 with high selectivity and resolution was obtained on Chiralcel OJ in normal phase mode elution. Precolumn derivatization of milnacipran with Fmoc-Cl gave compound (±)-2 which was enantioseparated on all the investigated CSPs and allowed enhanced UV or fluorimetric detection. The Chiralpak IB, that could be considered the immobilized version of Chiralcel OD-H, was found completely ineffective in the chiral recognition of (±)-1 and moderately efficient in the separation of (±)-2.
2008
Istituto di Chimica Biomolecolare - ICB - Sede Pozzuoli
Cellulose-based chiral stationary phase
Chiral drug
Enantioselective HPLC
Fmoc-derivative
Milnacipran
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/169699
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