Biotransformation of digitoxigenin by ginseng hairy root cultures
- 31 December 1990
- journal article
- Published by Elsevier BV in Phytochemistry
- Vol. 29 (3), 837-843
- https://doi.org/10.1016/0031-9422(90)80029-g
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 β-D- gentiobioside and digitoxigenin β-D-sophoroside using 1H and 13C NMR 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.Keywords
This publication has 18 references indexed in Scilit:
- Biotransformation of aromatic carboxylic acids by root culture of Panax ginsengPhytochemistry, 1988
- Biotransformation of phenylacetic acid and 2-phenyl- propionic acid in suspension culture of offea arabicaPhytochemistry, 1988
- Glycosylation of 2-phenylpropionic acid and its ethyl ester in suspension cultures of Nicotiana tabacum, Dioscoreophyllum cumminsii and Aconitum japonicum☆Phytochemistry, 1987
- Further studies on dammarane-saponins of ginseng roots.CHEMICAL & PHARMACEUTICAL BULLETIN, 1984
- Cardenolide analogues. Part 12. 13C N.m.r. of semi-synthetic glycosides and side-chain modified geninsJournal of the Chemical Society, Perkin Transactions 1, 1981
- Biotransformation of digitoxigenin by cell suspension cultures of Digitalis purpureaPhytochemistry, 1980
- Biotransformation of testosterone and other androgens by suspension cultures of Nicotiana tabacum “Bright yellow”Phytochemistry, 1974
- Studies of oligosaccharides. XVI. Structure-activity relationship of variations in the sugar moiety of digitoxin.CHEMICAL & PHARMACEUTICAL BULLETIN, 1974
- Studies on the Saponins of Ginseng. I. Structures of Ginsenoside-Ro, -Rb1, -Rb2, -Rc and -RdCHEMICAL & PHARMACEUTICAL BULLETIN, 1974
- «α»‐, «β»‐ und «δ»‐Anhydrodigitoxigenin. Glykoside und Aglykone, 293. MitteilungHelvetica Chimica Acta, 1967