Biotransformation pathways of ginsenoside Rb1 to compound K by β-glucosidases in fungus Paecilomyces Bainier sp. 229

Process Biochemistry

Volumn 45, Issue 9, 2010, Pages 1550-1556

  Yan, Qin ^a   Zhou, Wei ^a   Shi, XunLong ^a   Zhou, Pei ^a   Ju, DianWen ^a   Feng, MeiQing ^a  

^a FUDAN UNIVERSITY   (China)

Author keywords

Glucosidase; Biotransformation pathway; Ginsenoside Rb1; Metabolite

Indexed keywords

BIOTRANSFORMATION PATHWAY; COMPOUND K; GINSENOSIDE RB1; GINSENOSIDE-RD; GINSENOSIDES; GLUCOSIDASE; METABOLIC PATHWAYS; MICROBIAL ENZYMES; PAECILOMYCES; REVERSE PHASE HPLC; TLC ANALYSIS;

BIOCONVERSION; HYDROLYSIS; METABOLISM; METABOLITES;

PHARMACODYNAMICS;

FUNGI; PANAX; PANAX GINSENG;

EID: 77955058494     PISSN: 13595113     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.procbio.2010.06.007     Document Type: Article

References (28)

1. Yahara S., Kaji K., Tanaka O. Further study on damarane-type saponins of roots, leaves, flower buds, and fruits of Panax ginseng C.A. Maeyer. Chem Pharm Bull 1979, 27:92-99.
2. Luo Z., Lu Q., Liu S. Screening and identification of novel gens involved in biosynthesis of ginsenoside in Panax ginseng plant. ACTA Biochem Biophys Sin 2003, 35:554-560.
3. Park J.H. Sun ginseng - a new processed ginseng with fortified activity. Food Ind Nutr 2004, 9:23-27.
4. Odani T., Tanizawa H., Takino Y. Studies on the absorpation, distribution, excretion and metabolism of ginseng saponins: II. The absorption, distribution and excretion of ginsenoside Rg1 in the rats. Chem Pharm Bull 1983, 31:292-298.
5. Takino T. Studies on the pharmacodynamics of ginsenoside Rg1, Rb1, and Rb2 in rats. Yakugaku Zasshi 1994, 114:550-564.
6. Cacao T., Kanaoka M., Kobashi K. Appearance of compound K, a major metabolite of ginsenoside Rb1 by intestinal bacterial, in rat plasma after oral administration measurement of compound K by enzyme immunoassay. Biol Pharm Bull 1998, 21:245-249.
7. Bae E.A., Choo M.K., Park E.K., Park S.Y., Shin H.Y., Kim D.H. Metabolism of ginsenoside Rc by human intestinal bacteria and its related antiallergic activity. Biol Pharm Bull 2002, 25:743-747.
8. Hasegawa H. Proof of the mysterious efficacy of ginseng: basic and clinical trials: metabolic activation of ginsenoside: deglycosylation by intestinal bacteria and esterification with fatty acid. J Pharmacol Sci 2004, 95:153-157.
9. Tachikawa E., Kudo K., Hasegawa H., Kashimoto T., Sasaki K., Miyazaki M., et al. In vitro inhibition of adrenal catecholamine secretion by steroidal metabolites of ginseng saponins. Biochem Pharmacol 2003, 68:441-452.
10. Oh S.H., Yin H.Q., Lee B.H. Role of the Fas/Fas ligand death receptor pathway in ginseng saponin metabolite induced apoptosis in HepG2 cells. Arch Pharm Res 2004, 27:402-406.
11. Zhou W., Feng M.Q., Li J.Y., Zhou P. Studies on the preparation, crystal Structure and bioactivity of ginsenoside compound K. J Asian Nat Prod Res 2006, 8:519-527.
12. Zhou W., Feng M.Q., Li X.W., Yan Q., Zhou C., Li J.Y., et al. X-ray structure investigation of glucopyranosyl-protopanaxadiol and antitumor effect on Lewis lung carcinnima in vivo. Chem Biodivers 2009, 6:380-388.
13. Han B.H., Park M.H., Han Y.N., Woo L.K., Sankawa U., Yahara S., et al. Degradation of ginseng saponins under mild acidic conditions. Planta Med 1982, 44:146-149.
14. Hyun Ch, Ji G.E. Transformation of ginsenosides Rb1 and Re from Panax ginseng by food microorganisms. Biotechnol Lett 2005, 27:765-771.
15. Bae E.A., Shin J.E., Kim D.H. Metabolism of ginsenoside Re by human intestinal microflora and its estrogenic effect. Biol Pharm Bull 2005, 28(10):1903-1908.
16. Ko S.R., Choi K.J., Uchida K., Suzuki Y. Enzymatic preparation of ginsenosides Rg2, Rh1, and F1 from protopanaxatriol-type ginseng saponin mixture. Planta Med 2003, 69:285-286.
17. Zhou W., Yan Q., Li J.Y., Zhang X.C., Zhou P. Biotransformation of Panax notoginseng Saponins into Ginsenoside compound K production by Paecilomyces Bainier sp. 229. J Appl Microbial 2008, 104:699-706.
18. Zhao X.S., Gao L., Wang J., Bi H.T., Gao J., Dua X.L., et al. A novel ginsenoside Rb1-hydrolyzing b-d-glucosidase from Cladosporium fulvum. Process Biochem 2009, 44:612-618.
19. Zhou W., Li J.Y., Li X.W., Yan Q., Zhou P. Development and validation of reversed-phase HPLC method for quantitative determination of ginsennoside Rb1, Rd, F2 and compound K during the process of biotransformation of ginsennoside Rb1. J Sep Sci 2008, 31:921-925.
20. Cheng L.Q., Kim M.K., Lee J.W., Lee Y.J., Yang D.C. Conversion of major ginsenoside Rb1 to ginsenoside F2 by Caulobacter leidyia. Biotechnol Lett 2006, 28:1121-1127.
21. Yan Q., Zhou X.W., Zhou W., Li X.W., Feng M.Q., Zhou P. Purification and properties of a novel β-glucosidase, hydrolyzing o ginsenoside Rb1 to CK, from Paecilomyces Bainier. J Microbiol Biotechnol 2008, 18(6):1081-1089.
22. Yan Q., Zhou W., Li X.W., Feng M.Q., Zhou P. Purification methed improvement and charactization of a novel ginsenoside-hydrolyzing-glucoside from Paecilomyces Bainier sp. 229. Biosci Biotechnol Biochem 2008, 72(2):352-359.
23. Laemmli U.K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 1970, 227:680-685.
24. Neculai M.A., Ivanov D., Bernards M.A. Partial purification and characterization of three ginsenoside-metabolizing b-glucosidases from Pythium irregulare. Phytochemistry 2009, 70:1948-1957.
25. Luan H.W., Liu X., Qi X.H., Hu Y., Hao D.H. Purification and characterization of a novel stable ginsenoside Rb1-hydrolyzing b-d-glucosidase from China white jade snail. Process Biochem 2006, 41:1974-1980.
26. Iishi H., Tatsuta M., Baba M., Uehara H., Nakaizumi A., Shinkai K., et al. Inhibition by ginsenoside Rg3 of bombesin-enhanced peritoneal metastasis of intestinal adenocarcinomas induced by azoxymethane in Wistar rats. Clin Exp Metastasis 1997, 15:603-611.
27. Liu W.K., Xu S.X., Che C.T. Anti-proliferative effect of ginseng saponins on human prostate cancer cell line. Life Sci 2000, 67:1297-1306.
28. Min J.K., Kim J.H., Cho Y.L., Maeng Y.S., Lee S.J., Pyun B.J., et al. 20(S)-Ginsenoside Rg3 prevents endothelial cell apoptosis via inhibition of a mitochondrial caspase pathway. Biochem Biophys Res Commun 2006, 349:987-994.