DOI QR코드

DOI QR Code

Isolation of Antifungal Activity Substance from Rheum australe D. Don Roots against Fusarium oxysporum f. sp. lycopersici (Saccardo) Snyder & Hansen

장변대황(Rheum australe D. Don)으로부터 분리된 토마토 시들음병원균(Fusarium oxysporum f. sp. lycopersici (Saccardo) Snyder & Hansen)에 대한 항진균 활성물질 구명

  • 최지수 (경북대학교 대학원 생태환경시스템학과) ;
  • 이동운 (경북대학교 생태환경대학 생태과학과) ;
  • 최용화 (경북대학교 생태환경대학 생태환경시스템학부)
  • Received : 2019.09.16
  • Accepted : 2020.02.19
  • Published : 2020.02.29

Abstract

To develop an environment-friendly fungicide for controlling tomato wilt diseases, antifungal active substance was isolated Rheum australe D. Don roots against Fusarium oxysporum f. sp. lycopersici, a pathogen of tomato wilt, in this study. Methanol extract obtained from Rheum australe roots was successively fractionated with hexane, chloroform, ethyl acetate, butanol and water. The ethyl acetate fraction, which showed the highest antifungal activity, was separated by column chromatography, and 60 subfractions were obtained. The 60 subfractions were anlayzed for antifungal activities by bioassay. The active compound was identified as 5-[(E)-2- (3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol (rhapontigenin) by NMR and GC-MS analysis. As a result of testing antifungal activity of rhapontigenin against Fusarium oxysporum, EC50 of rhapontigenin was showed strong antifungal activity at 7.48 mg/L. Therefore, this study showed that the Rheum australe roots extract can be a potential candidate which is a environment-friendly fungicide against Fusarium oxysporum.

Keywords

References

  1. Agarwal, S. K., S. S. Singh, S. Verma, and S. Kumar. 2000. Antifungal activity of anthraquinone derivatives from Rheum emodi. Journal of ethnopharmacology. 72: 43-46. https://doi.org/10.1016/S0378-8741(00)00195-1
  2. Aqil, F. and I. Ahmad. 2003. Broad-spectrum antibacterial and antifungal properties of certain traditionally used Indian medicinal plants. World journal of microbiology and biotechnology. 19: 653-657. https://doi.org/10.1023/A:1025128104056
  3. Armstrong, G. M. and J. K. Armstrong. 1981. Formae speciales and races of Fusarium oxysporum causing wilt diseases. In: Fusarium: Disease, Biology and Taxonomy. P. E. Nelson, T. A. Toussoum, R. J. Cook (eds). The Pennsylvania State Univ. Press, Univ. Park, USA. pp. 391-399.
  4. Babu, K. S., P. V. Srinivas, B. Praveen, K. H. Kishore, U. S. Murty, and J. M. Rao. 2003. Antimicrobial constituents from the rhizomes of Rheum emodi. Phytochemistry. 62: 203-207. https://doi.org/10.1016/S0031-9422(02)00571-X
  5. Babu, K. S., A. K. Tiwari, P. V. Srinivas, A. Z. Ali, B. C. Raju, and J. M. Rao. 2004. Yeast and mammalian $\alpha$-glucosidase inhibitory constituents from Himalayan rhubarb Rheum emodi Wall. ex Meisson. Bioorganic & medicinal chemistry letters. 14: 3841-3845. https://doi.org/10.1016/j.bmcl.2004.04.062
  6. Booth, C. 1971. The genus fusarium. The genus Fusarium. Common-wealth Mycological Institute, Kew Surrey, England. pp. 130-154.
  7. Chauhan, N. S., B. S. Kaith, and S. K. Mann. 1992. Anti-inflammatory activity of Rheum australe roots. International journal of pharmacognosy. 30: 93-96. https://doi.org/10.3109/13880209209053964
  8. Fravel, D., C. Olivain, and C. Alabouvette. 2003. Fusarium oxysporum and its biocontrol. New phytologist. 157: 493-502. https://doi.org/10.1046/j.1469-8137.2003.00700.x
  9. Frémont, L. 2000. Biological effects of resveratrol. Life sciences. 66: 663-673. https://doi.org/10.1016/S0024-3205(99)00410-5
  10. Garibaldi, A., G. Gilardi, and M. L. gullino. 2002. First of Fusarium oxysporum on lettuce in Europe. Plant Dis. 86: 1052.
  11. Huang, J. H. and C. T. Lo. 1998. Wilt of lettuce caused by Fusarium oxysporum in Taiwan. Plant Pathol bull. 7: 150-153.
  12. Jo, E. J., Choi, Y. H. Jang, K. S. H. Kim, and G. J. Choi. 2017. Development of a Simple and Effective Bioassay Method to Evaluate Resistance of Watermelon Plants to Fusarium oxysporum f. sp. niveum. Research in Plant Disease. 23: 168-176. https://doi.org/10.5423/RPD.2017.23.2.168
  13. Jones, J. B., J. P. Jones, R. E. Stall, and T. A. Zitter. 1991. Compendium of Tomato Diseases. American Phytopathological Society, St. Paul, MN, USA. pp. 73.
  14. Kim, M. O. 1999. Classification of Inter and intraspecies in Genus Fusarium by DNA Polymorphism Analysis. Changnam National University, Korea. pp. 1.
  15. Kim, J. K., N. Kim, and Y. H. Lim. 2010. Evaluation of the antibacterial activity of rhapontigenin produced from rhapontin by biotransformation against Propionibacterium acnes. J Microbiol Biotechnol. 20: 82-87. https://doi.org/10.4014/jmb.0907.07022
  16. Ko, S. K., W. K. Whang, and I. H. Kim. 1998. Stilbene compounds from cultivated Korean rhubarb rhizomes. Yakhak Hoeji. 42: 1-4.
  17. Larrosa, M., F. A. Tomás-Barberán, and J. C. Espín. 2004. The grape and wine polyphenol piceatannol is a potent inducer of apoptosis in human SK-Mel-28 melanoma cells. European journal of nutrition. 43: 275-284. https://doi.org/10.1007/s00394-004-0471-5
  18. Lee, W. H. and D. K. Lee. 1998. Ecology of rhizome rot incidence of ginger and relation of soil texture, chemistry and biology. Korean Journal of Environmental Agriculture. 17: 1-4.
  19. Lee, Y. S. and C. S. Park. 2001. Fusarium species of Korea. Plant Pathogens of Korea No. 5 Suwon: National Institute of Agricultural Science and Technology, Korea. pp. 91.
  20. Li, A., B. Bao, A. E. Grabovskaya-Borodina, S. P. Hong, J. McNeill, S. L. Mosyakin, H. Ohba, C. W. Park. 2003. Rheum. In: Wu, Z. Y., Raven, P. H., Hong, D. Y. (Eds.), Flora of China. Vol. 5 (Ulmaceae through Basellaceae). Science Press, Beijing, China and Missouri Botanical Garden Press, St. Louis, USA. pp. 341-350.
  21. Li, J. and Z. Wang. 1997. Studies on hypoglycemic action of Rheum emodi. Journal of Chinese medicinal materials. 20: 249-250.
  22. Matuo, T. and S. Motohashi. 1967. On Fusarium oxysporum f. sp. lactucae n. f. causing root rot of lettuce. Trans Mycol Soc Jpn. 32: 13-15.
  23. Park, E. J., H. Y. Min, Y. H. Ahn, C. M. Bae, J. H. Pyee, and S. K. Lee. 2004. Synthesis and inhibitory effects of pinosylvin derivatives on prostaglandin E2 production in lipopolysaccharide-induced mouse macrophage cells. Bioorganic & medicinal chemistry letters. 14: 5895-5898. https://doi.org/10.1016/j.bmcl.2004.09.022
  24. Park, E. K., M. K. Choo, H. K. Yoon, and D. H. Kim. 2002. Antithrombotic and antiallergic activities of rhaponticin from Rhei Rhizoma are activated by human intestinal bacteria. Arch Pharm Res. 25: 528-533. https://doi.org/10.1007/BF02976613
  25. Park, M. S., K. S. Jang, Y. H. Choi, J. C. Kim, and G. J. Choi. 2013. Simple massscreening methods for resistance of tomato to Fusarium oxysporum f. sp. lycopersici. Korean Journal of Horticultural Science and Technology. 31: 110-116.
  26. Press, J. R., K. K. Shrestha, and D. A. Sutton. 2000. Annotated checklist of the flowering plants of Nepal. Natural History Museum Publications, London, UK. p. 240.
  27. Radhika, R., I. Krishnakumar, and D. Sudarsanam. 2010. Antidiabetic activity of Rheum emodi in alloxan induced diabetic rats. Int J Pharm Sci Res. 1: 296-300.
  28. Rajkumar, V., G. Guha, and A. R. Kumar. 2010. Antioxidant and anti-cancer potentials of Rheum emodi rhizome extracts. Evidence-Based Complementary and Alternative Medicine. 2011: 1-9.
  29. Roberti, M., D. Pizzirani, D. Simoni, R. Rondanin, R. Baruchello, C. Bonora, F. Buscemi, S. Grimaudo, and M. Tolomeo. 2003. Synthesis and biological evaluation of resveratrol and analogues as apoptosis-inducing agents. Journal of medicinal chemistry. 46: 3546-3554. https://doi.org/10.1021/jm030785u
  30. Rokaya, M. B., Z. Munzbergova, B. Timsina, and K. R. Bhattarai. 2012. Rheum australe D. Don: a review of its botany, ethnobotany, phytochemistry and pharmacology. Journal of ethnopharmacology 141: 761-774. https://doi.org/10.1016/j.jep.2012.03.048
  31. Roupe, K. A., G. L. Helms, S. C. Halls, J. A. Yanez, and N. M. Davies. 2005. Preparative enzymatic synthesis and HPLC analysis of rhapontigenin: applications to metabolism, pharmacokinetics and anti-cancer studies. J Pharm Pharm Sci. 8: 374-86.
  32. Roupe, K. A., C. M. Remsberg, J. A. Yanez, and N. M. Davies. 2006. Pharmacometrics of stilbenes: seguing towards the clinic. Current clinical pharmacology. 1: 81-101. https://doi.org/10.2174/157488406775268246
  33. Silva, A. D. S., E. J. D. Oliveira, F. Haddad, F. F. Laranjeira, O. N. D. Jesus, S. A. S. D. Oliveira, M. A. P. D. C. Costa, and J. P. X. D. Freitas. 2013. Identification of passion fruit genotypes resistant to Fusarium oxysporum f. sp. passiflorae. Tropical Plant Pathology. 38: 236-242. https://doi.org/10.1590/S1982-56762013005000008
  34. Wang, A., J. Li, and J. Li. 2010. Chemical constituents of Rheum emodi. Chinese Traditional and Herbal Drugs. 41: 343-347.
  35. Zhang, R., K. A. Kang, M. J. Piao, K. H. Lee, H. S. Jang, M. J. Park, B. J. Kim, J. S. Kim, Y. S. Kim, S. Y. Ryu, and J. W. Hyun. 2007. Rhapontigenin from Rheum undulatum protects against oxidative-stress-induced cell damage through antioxidant activity. Journal of Toxicology and Environmental Health, Part A. 70: 1155-1166. https://doi.org/10.1080/15287390701252766