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Effect of fungal metabolite peramine and analogs on feeding and development of argentine stem weevil (Listronotus bonariensis)

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Abstract

Peramine, a pyrrolopyrazine alkaloid produced by the fungal endophyte of perennial ryegrassAcremonium lolii, deterred the feeding of both adults and larvae of the graminacious herbivore, the Argentine stem weevil (Listronotus bonariensis), at 0.1 μg/g and 10 μg/g, respectively. In a no-choice test fewer stem weevil larvae fed and developed on diet containing as little as 2 μg/g peramine. The proportion of larvae which did not develop beyond the first instar was higher on diet containing peramine and appeared to be due to a higher proportion of larvae which did not feed. For larvae which fed on the peramine-containing diet, feeding scores and times to pupation were not significantly different from those of controls. A number of simple peramine analogues showed feeding-deterrent activity against adult weevils, indicating the importance of the pyrrolopyrazine ring system of peramine in determining feeding-deterrent activity.

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References

  • Ahmad, S., Govindarajan, S., Johnson-Cicalese, J.M., andFunk, C.R. 1987. Association of a fungal endophyte in perennial ryegrass with antibiosis to larvae of the Southern army worm.Entomol. Exp. Appl. 43:287–294.

    Google Scholar 

  • Bacon, C.W., Lyons, P.C., Porter, J.K., andRobbins, J.D. 1986. Ergot toxicity from endophyte-infected grasses: A review.Agron. J. 78:106–116.

    Google Scholar 

  • Barker, G.M., Pottinger, R.P., andAddison, P.J. 1983. Effect of tall fescue and ryegrass endophytes on Argentine stem weevil.Proc. 36th N.Z. Pest Control Conf. 36:216–219.

    Google Scholar 

  • Barker, G.M., Pottinger, R.P., andAddison, P.J. 1984a. Effect ofLolium endophyte on survival of larval Argentine stem weevil.N.Z. J. Agric. Res. 27:279–281.

    Google Scholar 

  • Barker, G.M., Pottinger, R.P., Addison, P.J., andPrestidge, R.A. 1984b. Effect ofLolium endophyte fungus infections on behaviour of adult Argentine stem weevil.N.Z. J. Agric. Res. 27:271–277.

    Google Scholar 

  • Barker, G.M., Prestidge, R.A., andPottinger, R.P. 1985. Resistance to Argentine stem weevil.N.Z. J. Agric. 150:32–44.

    Google Scholar 

  • Brimble, M.A., Brimble, M.T., Hodges, R., andLane, G.A. 1988. Synthesis of 2-methylpyrrolo [1,2-a]pyrazin-1(2H)-one.Aust. J. Chem. 41:1583–1590.

    Google Scholar 

  • Clay, K. 1989. Clavicipitaceous endophytes of grasses: Their potential as biocontrol agents.Mycol. Res. 92:1–12.

    Google Scholar 

  • Clay, K., Hardy, T.N., andHammond, A.M. 1985. Fungal endophytes of grasses and their effects on an insect herbivore.Oecologia 66:1–5.

    Google Scholar 

  • Dymock, J.J., Latch, G.C.M., andTapper, B.A. 1988. Novel combinations of endophytes in ryegrasses and fescues and their effects on Argentine stem weevil (Listronotus bonariensis) feeding, pp. 28–34,in P.P. Stahle (ed.). Proceedings of the 5th Australasian Conference on Grassland Invertebrate Ecology. D and D Printing, Victoria.

    Google Scholar 

  • Gallagher, R.T., White, E.P., andMortimer, P.H. 1981. Ryegrass staggers: Isolation of potent neurotoxins lolitrem A and lolitrem B from staggers-producing pastures.N.Z. Vet. J. 29:189–190.

    Google Scholar 

  • Gallagher, R.T., Hawkes, A.D., Steyn, P.S., andVleggar, R. 1984. Tremorgenic neurotoxins from perennial ryegrass causing ryegrass staggers disorder of livestock: Structure elucidation of lolitrem B.J. Chem. Soc. Chem. Commun. 1984:614–616.

    Google Scholar 

  • Gallagher, R.T., Hawkes, A.D., andStewart, J.M. 1985. Rapid determination of the neurotoxin lolitrem B in perennial ryegrass by high-performance liquid chromatograhy with fluorescence detection.J. Chromatogr. 321:217–226.

    Google Scholar 

  • Gaynor, D.L., andHunt, W.F. 1983. The relationship between nitrogen supply, endophytic fungus and Argentine stem weevil resistance in ryegrasses.Proc. N.Z. Grass. Assoc. 44:257–263.

    Google Scholar 

  • Gaynor, D.L., andRowan, D.D. 1986. Insect resistance, animal toxicity and endophyte-infected grass.Proc. N.Z. Grass. Assoc. 47:115–120.

    Google Scholar 

  • Gaynor, D.L., Rowan, D.D., Latch, G.C.M., andPilkington, S. 1983. Preliminary results on the biochemical relationship between adult Argentine stem weevil and two endophytes in ryegrasses.Proc. 36th N.Z. Weed Pest Control Conf. 36:220–224.

    Google Scholar 

  • Hardy, T.N., Clay, K., andHammond, A.M., Jr. 1985. Fall armyworm (Lepidoptera: Noctuidae): A laboratory bioassay and larval preference study for the fungal endophyte of perennial ryegrass.J. Econ. Entomol. 78:571–575.

    Google Scholar 

  • Johnson, M.C., Dahlman, D.L., Siegel, M.R., Bush, L.P., Latch, G.C.M., Potter, D.A., andVarney, D.R. 1985. Insect feeding deterrents in endophyte-infected tall fescue.Appl. Environ. Microbial. 49:568–571.

    Google Scholar 

  • Malone, L.A., andWigley, P.J. 1990. A practical method for rearing Argentine stem weevil,Listronotus bonariensis (Coleoptera: Curculionidae) in the laboratory.N.Z. Entomol. In press.

  • Pearson, W.D. 1988. The pasture mealy bug,Balanococcus poae (Maskell) in Canterbury: A preliminary report, pp. 297–303,in P.P. Stahle (ed.). Proceedings of the 5th Australasian Conference on Grassland Invertebrate Ecology. D and D Printing, Victoria.

    Google Scholar 

  • Power, R.J.B. 1984. Argentine stem weevil life cycle, DSIR Information Series No. 105/2, 1st revision. Department of Scientific and Industrial Research, Wellington, New Zealand.

    Google Scholar 

  • Power, R.J.B., andSingh, P. 1974. Laboratory rearing method for the stem weevilHyperoides bonariensis (Coleoptera: Curculionidae).N.Z. J. Zool. 1:531–536.

    Google Scholar 

  • Prestidge, R.A., andGallagher, R.T. 1985. Lolitrem B—a stem weevil toxin isolated from Acremonium-infected ryegrass.Proc. 38th N.Z. Weed Pest Control Conf. 38:38–40.

    Google Scholar 

  • Prestidge, R.A., andGallagher, R.T. 1988. Endophyte fungus confers resistance to ryegrass: Argentine stem weevil larval studies.Ecol. Entomol. 13:429–435.

    Google Scholar 

  • Prestidge, R.A., Pottinger, R.P., andBarker, G.M. 1982. An association ofLolium endophyte with ryegrass resistance to Argentine stem weevil.Proc. 35th N.Z. Weed Pest Control Conf. 35:119–122.

    Google Scholar 

  • Prestidge, R.A., Pottinger, R.P., andBarker, G.M. 1985. Argentine stem weevil: Biology, damage, control. Aglink FPP48, Information Series. Ministry of Agriculture and Fisheries, Wellington, New Zealand.

    Google Scholar 

  • Raffa, K.F., andFrazier, J.L. 1988. A generalized model for quantifying behavioral de-sensitization to antifeedants.Entomol. Exp. Appl. 46:93–100.

    Google Scholar 

  • Rowan, D.D., andGaynor, D.L. 1986. Isolation of feeding deterrents against Argentine stem weevil from ryegrass infected with the endophyteAcremonium loliae.J. Chem. Ecol. 12:647–658.

    Google Scholar 

  • Rowan, D.D., andTapper, B.A. 1988. An efficient method for the isolation of peramine; an insect feeding deterrent produced by the fungusAcremonium lolii.J. Nat. Prod. 52:193–195.

    Google Scholar 

  • Rowan, D.D., Hunt, M.B., andGaynor, D.L. 1986. Peramine, a novel insect feeding deterrent from ryegrass infected with the endophyteAcremonium loliae.J. Chem. Soc. Chem. Commun. 1986:935–936.

    Google Scholar 

  • Sas. 1985. SAS User's Guide: Statistics. SAS Institute Inc., Cary, North Carolina.

    Google Scholar 

  • Siegel, M.R., Latch, G.C.M., andJohnson, M.C. 1985.Acremonium fungal endophytes of tall fescue and perennial ryegrass: Significance and control.Plant Dis. 69:179–183.

    Google Scholar 

  • Siegel, M.R., Latch, G.C.M., andJohnson, M.C. 1987. Fungal endophytes of grasses.Annu. Rev. Phytopathol. 25:293–315.

    Google Scholar 

  • Siegel, S. 1956. Nonparametric Statistics for the Behavioral Sciences. McGraw-Hill, New York.

    Google Scholar 

  • Stewart, A.V. 1985. Perennial ryegrass seedling resistance to Argentine stem weevil.N.Z. J. Agric. Res. 28:403–407.

    Google Scholar 

  • Tapper, B.A., Rowan, D.D., andLatch, G.C.M. 1988. Detection and measurement of the alkaloid peramine in endophyte-infected grasses.J. Chromatogr. 463:133–138.

    Google Scholar 

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Rowan, D.D., Dymock, J.J. & Brimble, M.A. Effect of fungal metabolite peramine and analogs on feeding and development of argentine stem weevil (Listronotus bonariensis). J Chem Ecol 16, 1683–1695 (1990). https://doi.org/10.1007/BF01014100

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  • DOI: https://doi.org/10.1007/BF01014100

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