Microbial transformation of ginsenoside Rb(1) by Acremonium strictum.
Preparative-scale fermentation of ginsenoside Rb(1) (1) with Acremonium strictum AS 3.2058 gave three new compounds, 12beta-hydroxydammar-3-one-20 (S)-O-beta-D -glucopyranoside (7), 12beta, 25-dihydroxydammar-(E)-20(22)-ene-3-O-beta-D -glucopyranosyl-(1-->2)-beta-D -glucopyranoside (8), and 12beta, 20 (R), 25-trihydroxydammar-3-O-beta-D -glucopyranosyl-(1-->2)-beta-D -glucopyranoside (9), along with five known compounds, ginsenoside Rd (2), gypenoside XVII (3), ginsenoside Rg(3) (4), ginsenoside F(2) (5), and compound K (6). The structural elucidation of these metabolites was based primarily on one- and two-dimensional nuclear magnetic resonance and high-resolution electron spray ionization mass spectra analyses. Among these compounds, 2-6 are also the metabolites of ginsenoside Rb(1) in mammals. This result demonstrated that microbial culture parallels mammalian metabolism; therefore, A. strictum might be a useful tool for generating mammalian metabolites of related analogs of ginsenosides for complete structural identification and for further use in pharmaceutical research in this series of compounds. In addition, the biotransformation kinetics was also investigated.
College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, 110016, People's Republic of China.
Guang-Tong
GT
Chen
Min
M
Yang
Yan
Y
Song
Zhi-Qiang
ZQ
Lu
Jin-Qiang
JQ
Zhang
Hui-Lian
HL
Huang
Li-Jun
LJ
Wu
De-An
DA
Guo
D000164:Acremonium / Q000378:metabolism*; D002855:Chromatography, Thin Layer; D005285:Fermentation; D036145:Ginsenosides / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008954:Models, Biological
D036145:Ginsenosides; C442759:ginsenoside Rb1