Chiral determination of various adrenergic drugs by thin-layer chromatography using molecularly imprinted chiral stationary phases prepared with α-agonists

Abstract

Thin-layer chromatography (TLC) based on molecularly imprinted polymers (MIPs) of α-agonists as chiral stationary phases was applied to the determination of enantiomers of various adrenergic drugs including α- and β-agonists and β-antagonists (β-blockers). In this study, three MIPs imprinted with (+)-ephedrine, (+)-pseudoephedrine and (+)-norephedrine plus a non-imprinted polymer (non-MIP) were prepared, processed and coated on a glass support as thin layers. Then enantiomeric determination of adrenergic drugs was carried out by development of their racemates on the TLC plates, using established conditions. From the results, the racemates of the compounds used as print molecules were well separated into two isomers on the MIP-plates, except on the plate based on MIP of (+)-norephedrine. Most adrenergic drugs structurally related to print molecules were completely resolved into two spots with the MIP plates. In general, the retention of (+)-isomers (or 1S-isomers) was greater than that of (–)-isomers (or 1R-isomers), indicating the stereoselectivity of the MIPs with the former isomers. Moreover, the role between the chemical structures of the analytes with chiral recognition of the MIPs has been investigated. The proposed method enables rapid determination of enantiomers and screening of large numbers for optical purity of adrenergic drugs.