人参毛状根培养物对洋地黄毒苷配基的生物转化。

Biotransformation of digitoxigenin by ginseng hairy root cultures.

作者信息

Kawaguchi K, Hirotani M, Yoshikawa T, Furuya T

机构信息

Medicinal Plant Garden, School of Pharmaceutical Sciences, Kitasato University, Kanagawa, Japan.

出版信息

Phytochemistry. 1990;29(3):837-43. doi: 10.1016/0031-9422(90)80029-g.

DOI:10.1016/0031-9422(90)80029-g

PMID:1366480

Abstract

Five new compounds (three esters and two glycosides) and seven previously reported compounds were isolated as biotransformation products of digitoxigenin by ginseng hairy root cultures. The new esters and glycosides were elucidated as digitoxigenin stearate, digitoxigenin palmitate, digitoxigenin myristate, 3-epidigitoxigenin beta-D-gentiobioside and digitoxigenin beta-D-sophoroside using 1H and 13CNMR and FAB mass spectral data. Biotransformations involving esterification (of stearic acid, palmitic acid, myristic acid and lauric acid) and glycosylation (of gentiobiose and sophorose) of digitoxigenin have been demonstrated for the first time in the plant cell and tissue cultures. The hairy roots showed high glycosylation ability to the digitoxigenin molecule.

摘要

人参毛状根培养物将洋地黄毒苷元转化为生物转化产物，从中分离出5种新化合物（3种酯和2种糖苷）以及7种先前报道过的化合物。利用1H和13C NMR以及FAB质谱数据，将新的酯和糖苷鉴定为洋地黄毒苷元硬脂酸酯、洋地黄毒苷元棕榈酸酯、洋地黄毒苷元肉豆蔻酸酯、3-表洋地黄毒苷元β-D-龙胆二糖苷和洋地黄毒苷元β-D-槐糖苷。首次在植物细胞和组织培养中证明了涉及洋地黄毒苷元的酯化反应（硬脂酸、棕榈酸、肉豆蔻酸和月桂酸）和糖基化反应（龙胆二糖和槐糖）。毛状根对洋地黄毒苷元分子表现出高糖基化能力。