, Volume 115, Issue 3, pp 185–189 | Cite as

Isolation of beauvericin as an insect toxin from Fusarium semitectum and Fusarium moniliforme var. subglutinans

  • Sandeep Gupta
  • Stuart B. Krasnoff
  • Nancy L. Underwood
  • J. A. A. Renwick
  • Donald W. Roberts


Nonpolar methylene chloride-soluble extracts from the mycelia of Fusarium semitectum and Fusarium moniliforme var. subglutinans were toxic to Colorado potato beetles. The major toxic metabolite was isolated and found to be the cyclodepsipeptide, beauvericin. This is the first report of the isolation of beauvericin from the genus Fusarium.

Key words

Beauvericin cyclodepsipeptide Fusarium semitectum Fusarium moniliforme var. subglutinans fungus insecticide 


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  1. 1.
    Vesonder RF, Golinski P. In: Chelkowski J, ed. Fusarium mycotoxins, taxonomy, and pathogenicity. New York: Elsevier, 1989: 1–39.Google Scholar
  2. 2.
    Chatterjee K, Pawlosky RJ, Mirocha CJ, Zhu T-X. Production of deepoxy-diacetoxyscirpenol in a culture of Fusarium graminearum. Appl Environ Microbiol 1986; 52: 311–3.Google Scholar
  3. 3.
    Gardner D, Glen AT, Turner WB. Calonectrin and 15-deacetylcalonectrin: new trichothecanes from Calonectria nivalis, J Chem Soc Perkin Trans I 1972; 2576–8.Google Scholar
  4. 4.
    Greenhalgh R, Levandier D, Adams W, Miller JD, Blackwell BA, McAlees AJ, Taylor A. Production and characterization of deoxynivalenol and other secondary metabolites of Fusarium culmorum. J Agric Food Chem 1986; 34: 98–102.Google Scholar
  5. 5.
    Stob M, Baldwin RS, Tuite J, Andrews FN, Gillette KG. Isolation of an anabolic, uterotrophic compound from corn infected with Gibberella zeae. Nature 1962; 196: 1318.Google Scholar
  6. 6.
    Bezuidenhout SC, Gelderblom WCA, Gorstallman CP, Horak RM, Marasas WFO, Spiteller G, Vleggaar R. Structure elucidation of the fumonisins, mycotoxins from Fusarium moniliforme. J Chem Soc Chem Comm 1988: 743–5.Google Scholar
  7. 7.
    Cole RJ, Kirskey JW, Cutler HG, Doupnik BL, Peckham JC. Toxin from Fusarium moniliforme: effects on plants and animals. Science 1973; 179: 1324–6.Google Scholar
  8. 8.
    Wiebe LA, Bjeldanes LF. Fusarin C, a mutagen from Fusarium moniliforme grown on corn. J Food Sci 1981; 46: 1424–6.Google Scholar
  9. 9.
    Hamill RL, Higgens CE, Boaz HE, Gorman M. The structure of beauvericin: a new depsipeptide antibiotic toxic to Anemia salina. Tetrahed Lett 1969: 4255–8.Google Scholar
  10. 10.
    Bernardini M, Carilli A, Pacioni G, Santurbano B. Isolation of beauvericin from Paecilomyces fumoso-roseus. Phytochemistry 1975; 14: 1865.Google Scholar
  11. 11.
    Deol BS, Ridley DD, Singh P. Isolation of cyclodepsipeptides from plant pathogenic fungi. Aust J Chem 1978; 31: 1397–9.Google Scholar
  12. 12.
    Prince RC, Crofts AR, Steinrauf LK. A comparison of beauvericin, enniatin, and valinomycin as calcium transporting agents in liposomes and chromatophores. Biochem Biophys Res Comm 1974; 59: 697–703.Google Scholar
  13. 13.
    Dorschner E, Lardy H. Specificity of ion transport induced by beauvericin. Antimicrob Agents Chemotherap 1968: 11–4.Google Scholar
  14. 14.
    Alain Vey MM, Quiot J-M, Vago C. Mise en evidence et étude de l'action d'une mycotoxin, la beauvericine, sur des cellules d'insectes cultivées in vitro. C R Acad Sc Paris 1973; Vol. 276 Series D: 2489–92.Google Scholar
  15. 15.
    Grove JF, Pople M. The insecticidal activity of beauvericin and the enniatin complex. Mycopathologia, 1980; 70: 103–5.Google Scholar
  16. 16.
    Ovchinnikov YA, Ivanov VT, Mikhaleva II. The synthesis and some properties of beauvericin. Tetrahed Lett 1971: 159–62.Google Scholar
  17. 17.
    Burmeister HR, Vesonder RF, Peterson RE, Costello CE. Production and purification of a peptide of Fusarium tricinctum that causes conidia of Penicillium to swell. Mycopathologia 1985; 91: 53–6.Google Scholar
  18. 18.
    Carr SA, Block E, Costello CE, Vesonder RF, Burmeister HR. Structure determination of a new cyclodepsipeptide antibiotic from Fusaria fungi. J Org Chem. 1985; 50: 2854–8.Google Scholar
  19. 19.
    Zocher R, Keller U, Kleinkauf H. Enniatin synthetase, a novel type of multifunctional enzyme catalyzing depsipeptide synthesis in Fusarium oxysporum. Biochemistry 1982; 21: 43–8.Google Scholar
  20. 20.
    Peeters H, Zocher R, Madry N, Oelrichs PB, Kleinkauf H, Kraepelin, G. Cell free synthesis of the depsipeptide beauvericin. J Antibiotics 1983; 36: 1762–6.Google Scholar
  21. 21.
    Ito T, Arai T, Ohashi Y, Sasada Y. Structure of fusariocin C, a cytotoxic metabolite from Fusarium moniliforme. Agric Biol Chem 1981; 45: 689–92.Google Scholar
  22. 22.
    Finney DJ. Probit analysis. Cambridge: Cambridge University Press, 1971.Google Scholar

Copyright information

© Kluwer Academic Publishers 1991

Authors and Affiliations

  • Sandeep Gupta
    • 1
  • Stuart B. Krasnoff
    • 1
  • Nancy L. Underwood
    • 1
  • J. A. A. Renwick
    • 1
  • Donald W. Roberts
    • 1
  1. 1.Boyce Thompson Institute for Plant ResearchCornell UniversityIthacaUSA

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