JOURNAL OF THE CZECH PHARMACEUTICAL SOCIETY AND THE SLOVAK PHARMACEUTICAL SOCIETY

Čes. slov. farm. 2005, 54(6):256-261

Interconversion of Stereochemically Unstable Chiral Drugs: Utilization of Chromatographic Techniques for the Study of Enantiomerization, Calculation of Thermodynamic Parameters Part I: Theoretical Aspects

A. Fedurcová1, J. Lehotay1, J. Čižmárik2
1 Slovenská technická univerzita v Bratislave, Fakulta chemickej a potravinárskej technológie, Katedra analytickej chémie, SR
2 Univerzita Komenského v Bratislave, Farmaceutická fakulta, Katedra farmaceutickej chémie, SR

The paper explains the theoretical aspects of the process of enantiomerization and describes its characteristic features (generation of a plateau). In addition, some complications are presented that are produced by enantiomerization either from analytical or pharmacological points of view. It also defines the way of how to calculate energy barriers of enantiomerization according to the methods used for the separation of racemic mixtures (stopped-flow or dynamic chromatography). Mathematic models useful in deconvolution of chromatograms are also described. With the use of dynamic methods it is not possible to quantitatively evaluate the obtained chtromatograms and calculate thermodynamic parameters without computer-assisted deconvolution.

Keywords: enantiomerization; racemization; interconversion; configuration unstable drugs; kinetic rate constants

Received: April 13, 2005; Accepted: July 18, 2005; Published: June 1, 2005  Show citation

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Fedurcová A, Lehotay J, Čižmárik J. Interconversion of Stereochemically Unstable Chiral Drugs: Utilization of Chromatographic Techniques for the Study of Enantiomerization, Calculation of Thermodynamic Parameters Part I: Theoretical Aspects. Čes. slov. farm. 2005;54(6):256-261.
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