The HPLC enantiomeric separation of thirteen flavanones was accomplished in the normalphase
mode using six polysaccharide-based chiral stationary phases namely, Chiralcel® OD-H, Chiralcel
® OD, Chiralcel® OJ, Chiralpak® AD, Chiralpak® IA and Chiralpak® IB and various n- alkane/
alcohol mobile phases. The enantioseparation of flavanone and its eight mono substituted derivatives
is reported including four methoxylatedflavanones in positions; 4’, 5, 6 and 7, respectively, and
four hydroxylated in positions 2’, 4’, 6 and 7, respectively. Furthermore, the enantioseparation of the two aglyconeshesperetin,
naringenin and the diasteriomeric separation of their flavanone glycosides hesperidin and naringin were achieved.
The chiral recognition mechanism of each stationary phase is suggested based on the chemical structure and conformation
of the chiral selector.