Regioselective Hydroxylation and Glucosylation of Flavanones with Cultured Plant Cells of Eucalyptus perriniana

Cultured plant cells of Eucalyptus perriniana catalyzed reduction regioselective hydroxylation and regioselective glycosylation of flavanones. (2 S)-Flavanone was converted into (2 S)-flavan-4-ol (2 S)-flavan-4,7-diol (2 S)-flavan-7-ol (2 S)-flavan-7-yl glucoside and (2 S)-flavan-7-yl gentiobioside. The cells glucosylated (2 S)-flavan-6-ol to (2 S)-flavan-6-yl glucoside. (2 S)-Flavan-2′-ol was transformed to (2 S)-flavan-2′,4-diol (2 S)-flavan-2′,7-diol (2 S)-flavan-2′-yl glucoside. In addition (2 S)-flavan-4′-ol was transformed to (2 S)-flavan-4,4′-diol (2 S)-flavan-4′,7-diol (2 S)-flavan-4′-yl glucoside.