Temperature dependence of Separation of fenoprofen enantiomers using amylose tris(3,5-dimethylphenylcarbamate) coated on silica gel as stationary phase in High-Performance Liquid Chromatography

Author: Aluda Tchelidze
Keywords: Enantiomers, Thermodinamic parameters, temperature influence
Annotation:

The goal of our research was the calculation of thermodynamic parameters of enantioseparation in high-performance liquid chromatography. This can help to predict the suitable analytical conditions for the given compound on given column and to achieve the desired selectivity and enantiomer elution order. Also we compared thermodynamic parameters using amylose tris(3,5-dimethylphenyl carbamate) coated on silica gel as stationary phase. Analyses were performed at different temperatures and in different mobile phases. For analyzed compounds, the difference in adsorption enthalpy and adsorption entropy betveen enantiomers were calculated using the plot of natural logarithm of the separation factor versus the reciprocal of the absolute temperature. We studied if the enantioseparation mechanism was controlled by enthalpic or entropic term and what was the influence of temperature on retention and separation. For the experiment several weakly acidic compounds were chosen, particularly arylpropionic acid derivatives, which are nonsteroidal anti-inflammatory drugs (NSIDs). They are used as painkillers and antipyretics. It is important to separate their stereoisomers, as frequently only one enantiomer has pharmacological activity and the other one is inactive or even toxic. Firstly we analyzed 28 chiral substances, from theese results we choose four chiral compounds, in particular: Fenoprofen, Flurbiprofen, Ibuprofen and Ketoprofen. In this thesis only the behavior of one chiral substance-fenoprofen is described in detail.