Enzymatic preparation of ginsenosides Rg2, Rh1, and F1

Chemical & Pharmaceutical Bulletin
Sung-Ryong KoYukio Suzuki

Abstract

During investigation of the hydrolysis of a protopanaxatriol-type saponin mixture by various glycoside hydrolases, crude preparations of beta-galactosidase from Aspergillus oryzae and lactase from Penicillium sp. were found to produce two minor saponins, ginsenoside Rg(2) [6-O-(alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranosyl)-20(S)-protopanaxatriol] and ginsenoside Rh(1) (6-O-beta-D-glucopyranosyl-20(S)-protopanaxatriol), respectively, in high yields. Moreover, a naringinase preparation from Penicillium decumbens readily gave an intestinal bacterial metabolite, ginsenoside F(1) (20-O-beta-D-glucopyranosyl-20(S)-protopanaxatriol), as the main product, with a small amount of 20(S)-protopanaxatriol from a protopanaxatriol-type saponin mixture. Also, a hesperidinase from Penicillium sp. selectively hydrolyzed ginsenoside Re into ginsenoside Rg(1). This is the first report on the enzymatic preparation of minor saponins, ginsenosides Rg(2) and Rh(1), and of an intestinal bacterial metabolite, ginsenoside F(1), with high efficiency from a protopanaxatriol-type saponin mixture.

References

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Citations

Oct 6, 2007·Chemical & Pharmaceutical Bulletin·Sung-Ryong KoByung-Goo Cho
Dec 3, 2009·Chemical & Pharmaceutical Bulletin·Nguyen Huu TungYoung Ho Kim
Aug 6, 2010·Chemical & Pharmaceutical Bulletin·Nguyen Huu TungYoung Ho Kim
Apr 9, 2010·Applied Microbiology and Biotechnology·Chang-Su ParkDeok-Kun Oh
May 6, 2011·Applied Microbiology and Biotechnology·Maria H Ribeiro
Dec 5, 2013·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Dae Young LeeNam-In Baek
Sep 19, 2015·Critical Reviews in Biotechnology·Kyung-Chul Shin, Deok-Kun Oh
May 10, 2016·Journal of Ginseng Research·Yu WangWan-Taek Im
May 30, 2013·Journal of Ginseng Research·Jae Sik RyuYoon Hwa Jeong
Mar 27, 2010·Journal of Applied Microbiology·Y HanYuqing Zhao
Apr 27, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lingxin XiongPingya Li
May 26, 2017·International Journal of Molecular Sciences·Jae Won LeeDae Young Lee
Jul 24, 2014·Preventive Nutrition and Food Science·Elijah NyakudyaYong-Seob Jeong
May 28, 2019·Natural Products and Bioprospecting·Jia-Huan ShangYing-Jun Zhang
Aug 5, 2005·Chemical & Pharmaceutical Bulletin·Srguleng QianFengxie Jin

Related Concepts

ginsenoside-Rg2, (3beta,6alpha,12beta,20R)-isomer
Ginsenoside F1
ginsenoside Rh1
Enzyme Activation
Panax ginseng
Exoglycosidases
Plant Extracts
Plant Leaves
Ginsenosides

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