Chiral Separation and Determination of the Enantiomeric Purity of Tetrahydronaphthalenic Derivatives, Melatoninergic Ligands, by HPLC using β–Cyclodextrins

Abstract

Baseline separation of synthetic tetrahydronaphthalenic derivatives, potential melatoninergic compounds was achieved using β-cyclodextrin. Enantioresolution of these tetralins and determination of their enantiomeric purity was developped using HPLC on a commercially (β-CD) and (HP-β-CD)-bonded columns. The effects of the composition of the mobile phase and temperature column on the retention of the enantiomers and their resolution were studied. Separation with C18 column and β-CD in the mobile phase as chiral selector was also investigated for comparison with the above method. The stability constants of the inclusion complexes were calculated. The influence of the structure of the different solutes was examined. The complete resolution in a short run time of the three tetralin compounds was obtained using Cyclobond I 2000 (β-CD). The detection limits are about 0.02 to 0.1% and the enantiomer impurities were determined.