A Note on Chiral Ion-Pair Chromatography of Novel Basic Antihypertensive Agents

Abstract

Since Schill et al. first reported chiral ion-pair high-performance liquid chromatography (HPLC) in 1981 [1], much work has been carried out using this technique [2,3]. However, apart from the use of L-quinine to resolve the racemates of some acidic drugs [5], it has been used almost exclusively for the enantiomeric resolution of β-blockers. This is due to this class of compound having the necessry features for chiral recognition by the acidic chiral ion-pairing reagents used, D-10-camphorsulphonic acid and N-benzyloxycarbonyl-glycyl-proline. The chiral centre is very close to the basic centre of the molecule and also contains a functional group capable of hydrogen-bonding interaction with the carbonyl groups on the acidic chiral ion-pair reagents [3].