Enantioseparation of naproxen and fenoprofen on amylose tris (3-chloro-5-methylphenylcarbamate) chiral columns prepared by coating and covalent immobilization on the silica

Author: Ana Chokheli
Co-authors: Gvantsa Sheklashvili, Mariam Maisuradze
Keywords: Chromatography, Enantiomer, Elution order, Chiral selector
Annotation:

The goal of our research was the comparison of the separation of arylpropionic acid derivatives on the immobilized and coated columns, as well as calculation of thermodynamic parameters of enantioseparation in high-performance liquid chromatography. This can help to predict the right conditions of the analysis for the given compound and given column and to achieve the desired selectivity and enantiomer elution order. Arylpropionic acid derivateves belong to the group of widely used chiral drugs. They are non-steroidal anty-inflammatory drugs. They are used as painkillers and antipyretics. Separation of enantriomers of chiral drugs is important because the enantiomers commonly exhibit different pharmacological and toxic properties. We compared thermodynamic parameters of conventionally coated and immobilized columns, which had similar chiral selector. Analysis were performed at different temperatures and in different mobile phases. For analyzed compounds the difference in adsorption enthalpy and adsorption entropy were calculated for enantiomers 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.

Lecture files:

ნაპროქსენისა და ფენოპროფენის ენანტიომერების დაყოფის შესწავლა სილიკაგელზე ამილოზა ტრის(3-ქლორ-5-მეთილფენილკარბამატის დაფენით და კოვალენტური იმობილიზაციით მომზადებულ ქირალურ სვეტებზე [ka]