Skip to main content
Log in

Antifungal activity toPhytophthora infestans of sesquiterpenoids from infected potato tubers

  • Full Papers
  • Published:
Potato Research Aims and scope Submit manuscript

Summary

The sesquiterpenes 2-(1',2'-dihydroxy-1'-methylethyl)-6,10-dimethyl-spiro-[4,5]dec-6-en-8-on (1) and its 2'-O-β-d-glucopyranoside (2) were isolated from the stress zones of potato tubers infected withPhoma foveata andFusarium spp., and rishitin and solavetivone from tuber slices inoculated withErwinia carotovora. The influence of these compounds, and of the naturally occurring plant sesquiterpenoids abscisic acid, cedrol and farnesol, on the mycelial growth ofPhytophthora infestans were tested on agar plates using a defined medium. All sesquiterpenoids suppressed the growth of the pathogen, except for1 and its glucoside2 which induced a slight, however significant, growth stimulation. Compounds1 and2 could not be isolated fromE. carotovora orP. infestans-inoculated tuber tissue.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Ames, B.N., W.E. Durston, E. Yamasaki & F.D. Lee, 1973. Carcinogens are mutagens: A simple test system combining liver homogenates for activation and bacteria for detection.Proceedings of National Academic Science USA 70: 2281–2285.

    CAS  Google Scholar 

  • Anderson, R., D.M. Gunn, J. Murray-Rust, P. Murray-Rust & J. Roberts, 1977. Vetispirane sesquiterpene glucosides from flue-cured Virginia tobacco.Journal of the Chemical Society. Chemical Communications: 27–28.

  • Arnoldi, A. & L. Merlini, 1990. Lipophilicity-antifungal relationships for some isoflavonoid phytoalexins.Journal of Agricultural and Food Chemistry 38: 834–838.

    CAS  Google Scholar 

  • Beczner, J. & T. Ersek, 1976. Fungitoxicity of phytoalexins derived from potato against mycelial growth ofPhytophthora infestans.Acta Phytopathologica Accademiae Scientiarum Hungaricae 11: 59–64.

    CAS  Google Scholar 

  • Berggren, B., A.-K. Widmark & V. Umaerus, 1988. The expression of general resistance to late blight (Phytophthora infestans) in potato leaves.Potato Research 31: 611–616.

    Google Scholar 

  • Brishammar, S., 1987. Critical aspects of phytoalexins in potato.Journal of Agricultural Sciences in Finland 59: 217–230.

    CAS  Google Scholar 

  • Coxon, D.T., K.R. Price, B. Howard & R.F. Curtis, 1977. Metabolites from microbially infected potato.Journal of the Chemical Society, Perkin Transactions I, Part 1: 53–59.

    CAS  Google Scholar 

  • Dictionary of Natural Products, 1994. Chapman & Hall, London.

  • Doke, N., N. Garas & J. Kuc', 1979. Partial characterization and aspects of the mode of action of a hypersensitivity-inhibiting factor (HIF) fromPhytophthora infestans.Physiological Plant Pathology 15: 127–140.

    CAS  Google Scholar 

  • Gerwig, G.J., J.P. Kamerling & J.F.G. Vliegenhart, 1978. Determination of the D and L configuration of neutral monosaccharides by high-resolution capillary GLC.Carbohydrate Research 62: 349–357.

    Article  CAS  Google Scholar 

  • Harborne, J.B. & J.L. Ingham, 1978. Biochemical aspects of the coevolution of higher plants and their fungal parasites. In: J.B. Harborne (Ed.), Biochemical Aspects of Plant and Animal Coevolution. Academic Press, London, pp. 343–405.

    Google Scholar 

  • Harris, J.E. & C. Dennis, 1976. Antifungal activity of post-infectional metabolites from potato tubers.Physiological Plant Pathology 9: 155–165.

    CAS  Google Scholar 

  • Hohl, H.R., 1975. Levels of nutritional complexity inPhytophthora: Lipids, nitrogen sources and growth factors.Phytopathological Zeitung 84: 18–33.

    CAS  Google Scholar 

  • Hohl, H.R., P. Stössel & H. Hächler, 1980. Papillae formation and partial inhibition of fungal glucanases by phytoalexins in thePhytophthora infestans-Solanum tuberosum system.Annual Phytopathology 12: 353–362.

    CAS  Google Scholar 

  • Hwu, J.R. & J.M. Wetzel, 1992. Silicon-promoted ring contractions in the formation of carbocyclic spiro compounds. Total synthesis of (−)-solavetivone.Journal of Organic Chemistry 57: 922–928.

    CAS  Google Scholar 

  • Ishiaka, J., K. Tomiyama, N. Katsui, A. Murai & T. Masamune, 1969. Biological activities of rishitin, an antifungal compound isolated from diseased potato tubers and its derivatives.Plant and Cell Physiology 10: 183–192.

    Google Scholar 

  • Kodama, H., T. Fujimori, H. Tanaka & K. Kato, 1985. Antibacterial activity of sesquiterpeniod stress compounds and their glycosides from tobacco.Agricultural and Biological Chemistry 49: 1527–1528.

    CAS  Google Scholar 

  • Kuc', J., 1995. Phytoalexins, stress metabolism, and disease resistance in plants.Annual Review of Phytopathology 33: 275–297.

    Google Scholar 

  • Laks, P.E. & M.S. Pruner, 1989. Flavonoid biocides: structure/activity relations of flavonoid phytoalexin analogs.Phytochemistry 28: 87–91.

    CAS  Google Scholar 

  • Lyon, G.D., B.M. Lund, C.E. Bayliss & G.M. Wyatt, 1975. Resistance of potato tubers toErwinia carotovora and formation of rishitin and phytuberin in infected tissue.Physiological Plant Pathology 6: 177–186.

    CAS  Google Scholar 

  • Malmberg, A. & O. Theander, 1980. Two phytoalexin glycosides from potato tubers infected withPhoma.Phytochemistry 19: 1739–1742.

    Article  CAS  Google Scholar 

  • Mosch, W. & J. Mooi, 1975. A chemical method to identify tuber rot in potato caused byPhoma exigua var.foveata.Netherlands Journal of Plant Pathology 81: 86–88.

    Google Scholar 

  • Sato, N., Y. Yoshizawa, H. Miyazaki & A. Murai, 1985. Antifungal activity toPhytophthora infestans and toxicity to tuber tissue of several potato phytoalexins.Annual Phytopathological Society of Japan 5: 494–497.

    Google Scholar 

  • Smith, D.A., 1982. Toxicity of phytoalexins. In: J.A. Bailey & J.W. Mansfield (Eds), Phytoalexins. Blackie, Glasgow, pp. 218–252.

    Google Scholar 

  • Smith, C.J., 1996. Accumulation of phytoalexins: defence mechanism and stimulus response system.New Phytologist 132: 1–45.

    CAS  Google Scholar 

  • Stössel, P. & H.R. Hohl, 1981 Effect of phytoalexins on hyphal growth and b-glucanases ofPhytophthora infestans.Mycopathologia 73: 153–159.

    Article  Google Scholar 

  • Tanaka, H., R. Uegaki, T. Fujimori & K. Kato, 1983. Antibacterial activity of sesquiterpenoid from tobacco leaves elicited byPseudomonas solanacearum and Tobacco Mosaic Virus.Annual Phytopathological Society of Japan 49: 501–507.

    CAS  Google Scholar 

  • Umaerus, V., 1976. Rötsvamparnas biologi och förutsättningar för resistensförädling.Växtskyddsnotiser 4: 9–15.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Engström, K., Widmark, A.K., Brishammar, S. et al. Antifungal activity toPhytophthora infestans of sesquiterpenoids from infected potato tubers. Potato Res 42, 43–50 (1999). https://doi.org/10.1007/BF02358390

Download citation

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02358390

Additional keywords

Navigation