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