Hosoda Ryusuke, Horio Yoshiyuki, Shimoda Kei, Hamada Manabu, Hamada Hatsuyuki, Hamada Hiroki
Department of Pharmacology, School of Medicine, Sapporo Medical University, Sapporo 060-8556, Japan.
Nat Prod Commun. 2013 Jul;8(7):905-6.
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.
培林桉培养的植物细胞催化了黄烷酮的还原、区域选择性羟基化和区域选择性糖基化反应。(2S)-黄烷酮被转化为(2S)-黄烷-4-醇、(2S)-黄烷-4,7-二醇、(2S)-黄烷-7-醇、(2S)-黄烷-7-基葡萄糖苷和(2S)-黄烷-7-基龙胆二糖苷。这些细胞将(2S)-黄烷-6-醇糖基化为(2S)-黄烷-6-基葡萄糖苷。(2S)-黄烷-2'-醇被转化为(2S)-黄烷-2',4-二醇、(2S)-黄烷-2',7-二醇、(2S)-黄烷-2'-基葡萄糖苷。此外,(2S)-黄烷-4'-醇被转化为(2S)-黄烷-4,4'-二醇、(2S)-黄烷-4',7-二醇、(2S)-黄烷-4'-基葡萄糖苷。