HPLC Separation of Racemic Basic Esters of Alkoxyphenylcarbamic Acid Using Two Teicoplanin Chiral Stationary Phases

Overview

This paper presents the results obtained with the use of two chiral stationary phases (CSP), based on a glycopeptide antibiotic agent – teicoplanin aglycone (CHIROBIOTIC TAG) and methylated teicoplanin aglycon m-TAG. Twenty-one racemic mixtures of 1-methyl-2-piperidinoethylesters of 2-, 3- a 4-alkoxyphenylcarbamic acid were examined. The investigation included interaction between separated substances and CSP, and the effect of separation of the enantiomers under study on the value of the resolution factor (Rij) under identical chromatographic conditions with the use of the method of high-performance liquid chromatography (HPLC). On the basis of obtained results, it is possible to report that CSP-CHIROBIOTIC TAG is more advantageous for these racemates, because it does not contain a saccharide part, with decrease the possibility of non-polar interactions which exert a negative effect on the Rij value.

Key words:
teicoplanin aglycone - m-TAG – basic derivates of phenylcarbamic acid - HPLC - separation of enantiomers – local anaesthetics