We developed a cryo-HPLC/UV method for the simultaneous determination of artemisinin (1), - dihydroartemisinin (2), -dihydroartemisinin (2), and a ubiquitous thermal decomposition product of 2 (designated as diketoaldehyde, 3), starting from the International Pharmacopoeia monograph on dihydroartemisinin. The method takes for the first time the on-column epimerization process of 2 into consideration. Chromatographic separation was obtained under reversed-phase conditions on a Symmetry C18 column (3.5m particle size) with a mobile phase consisting of acetonitrile–water 60:40 (v/v), delivered at 0.60–1.00 ml/min flow-rates, with ultraviolet detection at low wavelength ( = 210 nm). Low temperatures (T = 0–10 ◦C) were selected on the grounds of a diastereoselective dynamic HPLC (DHPLC) study performed at different temperatures, aimed at identifying the best experimental conditions capable of minimizing the on-column interconversion process.

On-column epimerization of dihydroartemisinin: An effective analytical approach to overcome the shortcomings of the International Pharmacopoeia monograph / W., Cabri; Ciogli, Alessia; D'Acquarica, Ilaria; M., DI MATTIA; B., Galletti; Gasparrini, Francesco; F., Giorgi; S., Lalli; Pierini, Marco; Simone, Patrizia. - In: JOURNAL OF CHROMATOGRAPHY. B. - ISSN 1570-0232. - STAMPA. - 875:(2008), pp. 180-191. [10.1016/j.jchromb.2008.06.037]

On-column epimerization of dihydroartemisinin: An effective analytical approach to overcome the shortcomings of the International Pharmacopoeia monograph

CIOGLI, Alessia;D'ACQUARICA, Ilaria;GASPARRINI, Francesco;PIERINI, MARCO;SIMONE, PATRIZIA
2008

Abstract

We developed a cryo-HPLC/UV method for the simultaneous determination of artemisinin (1), - dihydroartemisinin (2), -dihydroartemisinin (2), and a ubiquitous thermal decomposition product of 2 (designated as diketoaldehyde, 3), starting from the International Pharmacopoeia monograph on dihydroartemisinin. The method takes for the first time the on-column epimerization process of 2 into consideration. Chromatographic separation was obtained under reversed-phase conditions on a Symmetry C18 column (3.5m particle size) with a mobile phase consisting of acetonitrile–water 60:40 (v/v), delivered at 0.60–1.00 ml/min flow-rates, with ultraviolet detection at low wavelength ( = 210 nm). Low temperatures (T = 0–10 ◦C) were selected on the grounds of a diastereoselective dynamic HPLC (DHPLC) study performed at different temperatures, aimed at identifying the best experimental conditions capable of minimizing the on-column interconversion process.
2008
Dihydroartemisinin (DHA); Antimalarials; Epimerization study; Cryo-HPLC; Dynamic HPLC (DHPLC); Computer simulation
01 Pubblicazione su rivista::01a Articolo in rivista
On-column epimerization of dihydroartemisinin: An effective analytical approach to overcome the shortcomings of the International Pharmacopoeia monograph / W., Cabri; Ciogli, Alessia; D'Acquarica, Ilaria; M., DI MATTIA; B., Galletti; Gasparrini, Francesco; F., Giorgi; S., Lalli; Pierini, Marco; Simone, Patrizia. - In: JOURNAL OF CHROMATOGRAPHY. B. - ISSN 1570-0232. - STAMPA. - 875:(2008), pp. 180-191. [10.1016/j.jchromb.2008.06.037]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/359900
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