Skip to main content
SpringerLink
Log in

Highly selective biotransformation of ginsenoside Rb1 to Rd by the phytopathogenic fungus Cladosporium fulvum (syn. Fulvia fulva)

  • Original Paper
  • Published:
Journal of Industrial Microbiology & Biotechnology

Abstract

Fourteen phytopathogenic fungi were tested for their ability to transform the major ginsenosides to the active minor ginsenoside Rd. The transformation products were identified by TLC and HPLC, and their structures were assigned by NMR analysis. Cladosporium fulvum, a tomato pathogen, was found to transform major ginsenoside Rb1 to Rd as the sole product. The following optimum conditions for transforming Rd by C. fulvum were determined: the time of substrate addition, 24 h; substrate concentration, 0.25 mg ml−1; temperature, 37°C; pH 5.0; and biotransformation period, 8 days. At these optimum conditions, the maximum yield was 86% (molar ratio). Further, a preparative scale transformation with C. fulvum was performed at a dose of 100 mg of Rb1 by a yield of 80%. This fungus has potential to be applied on the preparation for Rd in pharmaceutical industry.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Chen LQ, Kim MK, Lee JW, Lee YJ, Yang DC (2006) Conversion of major ginsenoside Rb1 to ginsenoside F2 by Caulobacter leidyia. Biotechnol Lett 28:1121–1127. doi:10.1007/s10529-006-9059-x

    Article  Google Scholar 

  2. Chi H, Ji GE (2005) Transformation of ginsenosides Rb1 and Re from Panax ginseng by food microorganisms. Biotechnol Lett 27:765–771. doi:10.1007/s10529-005-5632-y

    Article  PubMed  CAS  Google Scholar 

  3. Dong A, Ye M, Guo H, Zheng J, Guo D (2003) Microbial transformation of ginsenoside Rb1 by Rhizopus stolonifer and Curvularia lunata. Biotechnol Lett 25:339–344. doi:10.1023/A:1022320824000

    Article  PubMed  CAS  Google Scholar 

  4. Dou DQ, Chen YJ, Liang LH, Pang FG, Shimizu N, Takeda T (2001) Six new dammarane-type triterpene saponins from leaves of Panax ginseng. Chem Pharm Bull (Tokyo) 49:442–446. doi:10.1248/cpb.49.442

    Article  CAS  Google Scholar 

  5. Kim MK, Lee JW, Lee KY, Yang DC (2005) Microbial conversion of major ginsenoside Rb1 to pharmaceutically active minor ginsenoside Rd. J Microbiol 43:456–462

    PubMed  CAS  Google Scholar 

  6. Lee JK, Choi SS, Lee HK, Han KJ, Han EJ, Suh HW (2003) Effects of ginsenoside Rd and decursinol on the neurotoxic responses induced by kainic acid in mice. Planta Med 69:230–234. doi:10.1055/s-2003-38475

    Article  PubMed  CAS  Google Scholar 

  7. Luan H, Liu X, Qi X, Hu Y, Hao D, Cui Y, Yang L (2006) Purification and characterization of a novel stable ginsenoside Rb1-hydrolyzing β-d-glucosidase from China white jade snail. Process Biochem 41:1974–1980. doi:10.1016/j.procbio.2006.04.011

    Article  CAS  Google Scholar 

  8. Park JD, Rhee DK, Lee YH (2005) Biological activities and chemistry of saponins from Panax ginseng C. A Meyer Phytochem Rev 4:159–175. doi:10.1007/s11101-005-2835-8

    Article  CAS  Google Scholar 

  9. Shi Q, Hao Q, Bouissac J, Lu Y, Tian S, Luu B (2005) Ginsenoside-Rd from Panax notoginseng enhances astrocyte differentiation from neural stem cells. Life Sci 76:983–995. doi:10.1016/j.lfs.2004.07.026

    Article  PubMed  CAS  Google Scholar 

  10. Son JW, Kim HJ, Oh DK (2008) Ginsenoside Rd production from the major ginsenoside Rb1 by β-glucosidase from Thermus caldophilus. Biotechnol Lett 30:713–716. doi:10.1007/s10529-007-9590-4

    Article  PubMed  CAS  Google Scholar 

  11. Teng RW, Li HZ, Chen JT, Wang DZ, He YN, Yang CR (2002) Complete assignment of H-1 and C-13 NMR data for nine protopanaxatriol glycosides. Magn Reson Chem 40:483–488. doi:10.1002/mrc.1033

    Article  CAS  Google Scholar 

  12. Zeng S, Guan YY, Liu DY, He H, Wang W, Qiu QY, Wang XR, Wang YD (2003) Synthesis of 12-epi-ginsenoside Rd and its effects on contractions of rat aortic rings. Chin Pharmacol Bull 19:282–286

    Google Scholar 

Download references

Acknowledgments

This work was supported by the Program for New Century Excellent Talents in Universities (NCET-05-0321 to GT), the Specialized Research Fund for the Doctoral Program of Higher Education (20070200004 to YZ), the National Natural Science Foundation of China (30570417 to YZ), the program for Changjiang Scholars and Innovative Research Team (PCSIRT) in University (#IRT0519) and the Analysis and Testing Foundation of Northeast Normal University.

Author information

Authors and Affiliations

  1. Laboratory of Molecular Epigenetics of MOE, School of Life Sciences, Northeast Normal University, 130024, Changchun, People’s Republic of China

    Xuesong Zhao, Juan Wang, Jie Li, Ling Fu, Juan Gao, Xiuli Du, Hongtao Bi, Yifa Zhou & Guihua Tai

  2. Fuxin Advanced Polytechnic College, 123000, Fuxin, People’s Republic of China

    Xuesong Zhao

Authors
  1. Xuesong Zhao
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Juan Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Jie Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Ling Fu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Juan Gao
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Xiuli Du
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Hongtao Bi
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Yifa Zhou
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Guihua Tai
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Yifa Zhou or Guihua Tai.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zhao, X., Wang, J., Li, J. et al. Highly selective biotransformation of ginsenoside Rb1 to Rd by the phytopathogenic fungus Cladosporium fulvum (syn. Fulvia fulva). J Ind Microbiol Biotechnol 36, 721–726 (2009). https://doi.org/10.1007/s10295-009-0542-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10295-009-0542-y

Keywords

Search

Navigation