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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, 12β-hydroxydammar-3-one-20 ( S )- O -β- d -glucopyranoside ( 7 ), 12β, 25-dihydroxydammar-( E )-20(22)-ene-3- O -β- d -glucopyranosyl-(1→2)-β- d -glucopyranoside ( 8 ), and 12β, 20 (... Full description

Journal Title: Applied Microbiology and Biotechnology 2008, Vol.77(6), pp.1345-1350
Main Author: Chen, Guang-Tong
Other Authors: Yang, Min , Song, Yan , Lu, Zhi-Qiang , Zhang, Jin-Qiang , Huang, Hui-Lian , Wu, Li-Jun , Guo, De-An
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0175-7598 ; E-ISSN: 1432-0614 ; DOI: 10.1007/s00253-007-1258-4
Link: http://dx.doi.org/10.1007/s00253-007-1258-4
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recordid: springer_jour10.1007/s00253-007-1258-4
title: Microbial transformation of ginsenoside Rb 1 by Acremonium strictum
format: Article
creator:
  • Chen, Guang-Tong
  • Yang, Min
  • Song, Yan
  • Lu, Zhi-Qiang
  • Zhang, Jin-Qiang
  • Huang, Hui-Lian
  • Wu, Li-Jun
  • Guo, De-An
subjects:
  • Ginsenoside Rb
  • Biotransformation
  • Acremonium strictum
ispartof: Applied Microbiology and Biotechnology, 2008, Vol.77(6), pp.1345-1350
description: Preparative-scale fermentation of ginsenoside Rb 1 ( 1 ) with Acremonium strictum AS 3.2058 gave three new compounds, 12β-hydroxydammar-3-one-20 ( S )- O -β- d -glucopyranoside ( 7 ), 12β, 25-dihydroxydammar-( E )-20(22)-ene-3- O -β- d -glucopyranosyl-(1→2)-β- d -glucopyranoside ( 8 ), and 12β, 20 ( R ), 25-trihydroxydammar-3- O -β- d -glucopyranosyl-(1→2)-β- 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.
language: eng
source:
identifier: ISSN: 0175-7598 ; E-ISSN: 1432-0614 ; DOI: 10.1007/s00253-007-1258-4
fulltext: fulltext
issn:
  • 1432-0614
  • 14320614
  • 0175-7598
  • 01757598
url: Link


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titleMicrobial transformation of ginsenoside Rb 1 by Acremonium strictum
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subjectGinsenoside Rb ; Biotransformation ; Acremonium strictum
descriptionPreparative-scale fermentation of ginsenoside Rb 1 ( 1 ) with Acremonium strictum AS 3.2058 gave three new compounds, 12β-hydroxydammar-3-one-20 ( S )- O -β- d -glucopyranoside ( 7 ), 12β, 25-dihydroxydammar-( E )-20(22)-ene-3- O -β- d -glucopyranosyl-(1→2)-β- d -glucopyranoside ( 8 ), and 12β, 20 ( R ), 25-trihydroxydammar-3- O -β- d -glucopyranosyl-(1→2)-β- 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.
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titleMicrobial transformation of ginsenoside Rb 1 by Acremonium strictum
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abstractPreparative-scale fermentation of ginsenoside Rb 1 ( 1 ) with Acremonium strictum AS 3.2058 gave three new compounds, 12β-hydroxydammar-3-one-20 ( S )- O -β- d -glucopyranoside ( 7 ), 12β, 25-dihydroxydammar-( E )-20(22)-ene-3- O -β- d -glucopyranosyl-(1→2)-β- d -glucopyranoside ( 8 ), and 12β, 20 ( R ), 25-trihydroxydammar-3- O -β- d -glucopyranosyl-(1→2)-β- 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.
copBerlin/Heidelberg
pubSpringer-Verlag
doi10.1007/s00253-007-1258-4
pages1345-1350
date2008-01