ENANTIOSELECTIVE INCLUSION BETWEEN TERBUTALINE ENANTIOMERS AND HYDROXYPROPYL-BETA-CYCLODEXTRIN

Solid inclusion complexes between terbutaline (racemate, S-(+)-enantio mer, and R-(-)-enantiomer, respectively) and hydroxypropyl-beta-cyclod extrin (HP-beta-CD) were prepared by the lyophilization method. Charac terization of each complex was achieved with differential scanning cal orimetry (DSC). Stoichiometry between terbutaline and HP-beta-CD was s tudied by UV spectroscopy, and stability constants between terbutaline (racemic, S-(+)-enantiomer and R-(-)-enantiomer) and HP-beta-CD was a lso determined by UV absorption and chromatographic retention method. Structural study to confirm exact location of chiral discrimination be tween terbutaline enantiomers and HP-beta-CD was performed by H-1 NMR spectroscopy. From this experiment, enantioselective binding of terbut aline enantiomers to HP-beta-CD was clearly demonstrated. (C) 1998 Pub lished by Elsevier Science B.V. All rights reserved.