Fungal sensitivity to and enzymatic deglycosylation of ginsenosides

Phytochemistry

Volumn 78, Issue , 2012, Pages 65-71

  Zhao, Xuesong ^a,b   Gao, Juan ^a   Song, Chengcheng ^a   Fang, Qiang ^c   Wang, Nan ^a   Zhao, Tianjiao ^a   Liu, Dongbo ^a   Zhou, Yifa ^a  

^a NORTHEAST NORMAL UNIVERSITY   (China)

^b LIAONING TECHNICAL UNIVERSITY   (China)

^c CHANGCHUN UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Acaliaceae; Antifungal activity; Cylindrocarpon destructans; Extracellular glycosidase; Panax ginseng C.A. Meyer; Protopanaxadiol ginsenoside; Protopanaxatriol ginsenoside

Indexed keywords

ANTIFUNGAL AGENT; GINSENOSIDE; PROTOPANAXADIOL; PROTOPANAXATRIOL; SAPOGENIN;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; METABOLISM; MICROBIOLOGY; PANAX; PLANT ROOT;

ANTIFUNGAL AGENTS; GINSENOSIDES; MOLECULAR STRUCTURE; PANAX; PLANT ROOTS; SAPOGENINS;

CLADOSPORIUM; CLADOSPORIUM FULVUM; CYLINDROCARPON; EMERICELLA NIDULANS; FUNGI; NEONECTRIA RADICICOLA; PANAX GINSENG;

EID: 84862819216     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2012.02.027     Document Type: Article

References (30)

1. C.N. Armah, A.R. Mackie, C. Roy, K. Price, A.E. Osbourn, P. Bowyer, and S. Ladha The membrane-permeabilizing effect of avenacin A-1 involves the reorganization of bilayer cholesterol Biophys. J. 76 1999 281 290
2. P. Becker, and K.-M. Weltring Purification and characterization of a-chaconinase of Gibberella pulicaris FEMS Microbiol. Lett. 167 1998 197 202
3. P. Bowyer, B.R. Clarke, P. Lunness, M.J. Daniles, and A.E. Osbourn Host range of a plant pathogenic fungus determined by a saponin detoxifying enzyme Science 267 1995 371 374
4. J.P. Carter, J. Spink, P.F. Cannon, M.J. Daniels, and A.E. Osbourn Isolation, characterization and avenacin sensitivity of a diverse collection of cereal-root-colonizing fungi Appl. Environ. Microbiol. 65 1999 3364 3372
5. 2 by Caulobacter leidyia Biotechnol. Lett. 28 2006 1121 1127
6. W.M.L. Crombie, L. Crombie, J.B. Green, and J.A. Lucas Pathogenicity of the take-all fungus to oats: its relationship to the concentration and detoxification of the four avenacins Phytochemistry 25 1986 2075 2083
7. 1 by Rhizopus stolonifer and Curvularia lunata Biotechnol. Lett. 25 2003 339 344
8. D.Q. Dou, Y.J. Chen, L.H. Liang, F.G. Pang, N. Shimizu, and T. Takeda Six new dammarane-type triterpene saponins from leaves of Panax ginseng Chem. Pharm. Bull. 49 2001 442 446
9. A.M. Fewell, and J.G. Roddick Interactive antifungal activity of the glycoalkaloid solanine and chaconine Phytochemistry 33 1993 323 328
10. M. Friedman, and G.M. McDonald Steroidal glycoalkaloids R. Ikan, Naturally Occurring Glycosides 1999 Wiley & Sons New York 311 343
11. Funnell, D.L., Schardl, C.L., Bednarek, P., 2010. Plant defences against fungal attack: biochemistry. In: Encyclopedia of Life Sciences (ELS). John Wiley & Sons, pp. 1-7.
12. N. Fuzzati Analysis methods of ginsenosides J. Chromatogr. B. 812 2004 119 133
13. E.A.J. Keukens, T. de Vrije, C. van den Boom, P. de Waard, H.H. Plasman, F. Thiel, V. Chupin, W.M.F. Jongen, and B. de Kruijff Molecular basis of glycoalkaloid induced membrane disruption Biochim. Biophys. Acta 1240 1995 216 228
14. J.P. Morrissey, and A.E. Osbourn Fungal resistance to plant antibiotics as a mechanism of pathogenesis Microbiol. Mol. Biol. Rev. 63 1999 708 724
15. M.A. Neculai, D. Ivanov, and M.A. Bernards Partial purification and characterization of three ginsenoside-metabolizing β-glucosidases from Pythium irregulare Phytochemistry 70 2009 1948 1957
16. R.W. Nicol, J.A. Traquair, and M.A. Bernards Ginsenosides as host resistance factors in American ginseng (Panax quinquefolius) Can. J. Bot. 80 2002 557 562
17. R.W. Nicol, L. Yousef, J.A. Traquair, and M.A. Bernards Ginsenosides stimulate the growth of soilborne pathogens of American ginseng Phytochemistry 64 2003 257 264
18. A.E. Osbourn, P. Bowyer, P. Lunness, B. Clarke, and M. Daniels Fungal pathogens of oat roots and tomato leaves employ closely related enzymes to detoxify host plant saponins Mol. Plant-Microbe. Interact. 8 1995 971 978
19. Y. Pareja-Jaime, M.I.G. Roncero, and M.C. Ruiz-Roldán Tomatinase from Fusarium oxysporum f. sp. Lycopersici is required for full virulence on tomato plants Mol. Plant-Microbe. Interact. 21 6 2008 728 736
20. J.D. Park, D.K. Rhee, and Y.H. Lee Biological activities and chemistry of saponins from Panax ginseng C.A. Meyer Phytochem. Rev. 4 2005 159 175
21. J.H. Park Sun ginseng-a new processed ginseng with fortified activity Food Ind. Nutr. 9 2004 23 27
22. K. Papadopoulou, R.E. Melton, M. Leggett, M.J. Daniels, and A.E. Osbourn Compromised disease resistance in saponin-deficient plants Proc. Natl. Acad. Sci. USA 96 1999 12923 12928
23. J.G. Roddick, M. Weissenberg, and A.L. Leonard Membrane disruption and enzyme inhibition by naturally-occurring and modifed chacotriose-containing Solanum steroidal glycoalkaloids Phytochemistry 56 2001 603 610
24. S. Saha, S. Walia, J. Kumar, and B.S. Parmar Structure-biological activity relationships in triterpenic saponins: the relative activity of protobassic acid and its derivatives against plant pathogenic fungi Pest Manage. Sci. 66 2010 825 831
25. R.W. Sandrock, and H.D. VanEtten Fungal sensitivity to and enzymatic degradation of the phytoanticipin α-tomatine Phytopathology 88 1998 137 143
26. R.W. Sandrock, and H.D. Vanetten The relevance of tomatinase activity in pathogens of tomato: disruption of the beta (2)-tomatinase gene in Colletotrichum coccodes and Septoria lycopersici and heterologous expression of the Septoria lycopersici beta(2)-tomatinase in Nectria haematococca, a pathogen of tomato fruit Physiol. Mol. Plant Pathol. 58 2001 159 171
27. R.W. Teng, H.Z. Li, J.T. Chen, D.Z. Wang, Y.N. He, and C.R. Yang Complete assignment of H-1 and C-13 NMR data for nine protopanaxatriol glycosides Magn. Reson. Chem. 40 2002 483 488
28. B.W. Walker, N. Manhanke, and K.J. Stine Comparison of the interaction of tomatine with mixed monolayers containing phospholipid, egg sphingomyelin, and sterol Biochim. Biophys. Acta 1778 2008 2244 2257
29. J.P. Wubben, K.R. Price, M.J. Daniels, and A.E. Osbourn Detoxification of oat leaf saponins by Septoria avenae Phytopathology 86 1996 986 992
30. L.F. Yousef, and M.A. Bernards In vitro metabolism of ginsenosides by the ginseng root pathogen Pythium irregulare Phytochemistry 67 2006 1740 1749