Chem. J. Chinese Universities ›› 2019, Vol. 40 ›› Issue (6): 1184.doi: 10.7503/cjcu20180709

• Organic Chemistry • Previous Articles     Next Articles

Dynamic Biotransformation of Protopanaxadiol-ginsenosides and Preparation of Minor Ginsenosides C-K or F2

XIAO Yongkun1,2,3, LIU Chunying4, YU Hongshan1(), YI Tea-Hoo2(), XU Longquan1, SONG Jianguo1, IM Wan-Teak5, SUN Changkai6, JIN Fengxie1   

  1. 1. College of Biotechnology, Dalian Polytechnic University, Dalian 116034, China
    2. Department of Oriental Medicinal Biotechnology, Kyung Hee University, Gyeonggi-do 446-701, Korea
    3. Sunflower Pharmaceutical Group(Tianjin) Drug Research Institute, Tianjin 300457, China
    4. College of Life Science and Technology, Dalian University, Dalian 116622, China
    5. Department of Biotechnology, Hankyoung National University, Kyonggi-do 456-749, Korea
    6. Department of Biomedical Engineering, Dalian University of Technology, Dalian 116024, China
  • Received:2018-10-19 Online:2019-06-10 Published:2019-04-24
  • Supported by:
    †Supported by the Major Projects of China National Science and Technology “Significant New Drugs Creation” Project of China(No.2012ZX09503001?003) and the National High?end Foreign Expert Project of China(No.GDT20152100019).

Abstract:

In order to efficiently produce high-bioactive minor ginsensoide C-K or F2, the protopanaxadiol(PPD) ginsenosides from American ginseng were converted by the enzyme from Aspergillus niger g.848 strain. The mass fractions of PPD ginsenosides were 49.6% Rb1, 25.9% Rd, 19.3% Rc and 5.23% Rb2, respectively. In fermentation, when the PPD-ginsenosides as a ginsenosidase-inducer, the 10%—15% ginsenosidase activity was increased than that of ginseng-extract ginsenosidase-inducer. The two enzymes were all the Ginsenosidase typ1-I. However, the enzyme by the ginsenosidase-inducer could hydrolyze almost PPD-ginsenosides into C-K, but the enzyme by ginseng extract-inducer hydrolyzed PPD-ginsenosides into F2, C-K, C-Mc and C-Y. When reacted for 1.5 h to 3 h, the main product was F2. When reacted for over 12 h, the main product was C-K. In the C-K preparation, 40 g of PPD-ginsenosides was reacted at 45 ℃ and pH=5.0 for 24 h to get 23 g product containing over 87%(mass fraction) C-K, the C-K molar yield was 85%. In the F2 preparation, 40 g PPD-ginsenosides was reacted at 45 ℃ and pH=5.0 for 2.5 h to get 26 g product containing 58%(mass fraction) of F2 and 27% of C-K, the molar yield was 50.4% for F2, and 29.5% for C-K. Therefore, according to biotransformation of the enzyme by PPD-ginsenosides-inducer, the 85% of C-K, or 50% of F2 was successfully prepared from PPD ginsenosides of American ginseng. The results are very usable for ginseng development.

Key words: Protopanaxadiol ginsenoside, Ginsenoside biotransformation, Ginsenoside F2, Ginsenoside C-K, Aspegillus niger

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