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Potential New Herbicides – Phytotoxins from Plant Pathogens

Published online by Cambridge University Press:  12 June 2017

Doug Kenfield ,
Greg Bunkers ,
Gary A. Strobel  and
Fumio Sugawara
Doug Kenfield
Affiliation:
Dep. Plant Pathol., Mont. State Univ., Bozeman, MT 59717
Greg Bunkers
Affiliation:
Dep. Plant Pathol., Mont. State Univ., Bozeman, MT 59717
Gary A. Strobel
Affiliation:
Dep. Plant Pathol., Mont. State Univ., Bozeman, MT 59717
Fumio Sugawara
Affiliation:
Inst. Phys. Chem. Res., Lab. Herbicide Plant Growth, Riken, Wako-shi, Saitama 351, Japan
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Abstract

A rationale for the study of phytotoxins from fungal pathogens of plants is presented. Structural chemistries and biological data are given for numerous, recently discovered phytotoxins in such diverse chemical classes as polyketides, terpenoids, diketopiperazines, and isocoumarins. The biological activities of these compounds range from broadly toxic (curvulin) to host specific (maculosin-1). Phytotoxicology offers a viable supplement to organic synthesis as a means of developing and implementing new, biorational, and economical herbicides.

Keywords

Eremophilanesophiobolinsdiketopiperazineslactamsisocoumarins
Type
Symposium
Information
Weed Technology , Volume 2 , Issue 4 , October 1988 , pp. 519 - 524
Copyright
Copyright © 1988 by the Weed Science Society of America 

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References

Literature Cited

1. Atkin, C. L., and Neilands, J. B. 1972. Leaf infections: siderochromes (natural polyhydroxymates) mimic the “green island” effect. Science 176:300–301.CrossRefGoogle ScholarPubMed
2. Bohlman, F., and Otto, W. 1982. Synthese des isopetasols. Liebigs Ann. Chem. p. 186–190.CrossRefGoogle Scholar
3. Cutler, H. G. 1986. Isolating, characterizing, and screening mycotoxins for herbicidal activity. p. 147–170 in Putnam, A. R. and Tang, C. S., eds. The Science of Allelopathy. Wiley–Interscience, New York.Google Scholar
4. Dekhuijzen, H. M. 1976. Endogenous cytokinins in healthy and diseased plants. p. 538–540 in Heitefuss, R. and Williams, P. H., eds. Physiological Plant Pathology, Encyclopedia of Plant Physiology, New Series, Vo. 4. Springer-Verlag, New York.Google Scholar
5. Dhar, T. K., Siddiqui, K., and Ali, E. 1982. Structure of phaseolinone, a novel phytotoxin from Macrophomina phaseolina . Tetrahedron Lett. 23:5459–5462.Google Scholar
6. Dinoor, A., and Eshed, N. 1984. The role and importance of pathogens in natural plant communities. Annu. Rev. Phytopathol. 22:443–466.CrossRefGoogle Scholar
7. Duke, S. O. 1986. Microbially produced phytotoxins as herbicides–a perspective. p. 287–304 in Putnam, A. R. and Tang, C. S., eds. The Science of Allelopathy. Wiley–Interscience, New York.Google Scholar
8. Duke, S. O. 1986. Naturally occurring chemical compounds as herbicides. Rev. Weed Sci. 2:15–44.Google Scholar
9. Fu, Y., Clardy, J., Kenfield, D., and Strobel, G. 1988. De-O-methyldiaporthin, a new phytotoxin from Dreschslera siccans . Phytochemistry (in press).Google Scholar
10. Murray, R.D.H., Mendez, J., and Brown, S. A., eds. 1982. The natural coumarins. Occurrence, chemistry, and biochemistry. Wiley, Chichester.Google Scholar
11. Lam, A. 1984. Drechslera siccans from ryegrass fields in England and Wales. Trans. Br. Mycol. Soc. 83:305–311.CrossRefGoogle Scholar
12. Oyama, H., Sassa, T., and Ikeda, M. 1978. Structures of new plant growth inhibitors, trans- and cis-resorcylides. Agric. Biol. Chem. 42:2408–2409.Google Scholar
13. Pinder, A. R. 1977. The chemistry of the eremophilane and related sesquiterpenes. Fortschr. Chem. Org. Naturst. 34:81–186.Google Scholar
14. Riche, C., Pascard-Billy, C., Devys, M., Gaudemer, A., and Barbier, M. 1974. Structure crystalline et moleculaire de la phomenone, phytoxine produite par le champignon Phoma exigua var. non-oxydabilis . Tetrahedron Lett. 32:2765–2766.CrossRefGoogle Scholar
15. Robeson, D. J., and Strobel, G. 1984. Zinniol induces chlorophyll retention in barley leaves: the selective action of a non-host-specific phytotoxin. Phytochemistry 23:1597–1599.CrossRefGoogle Scholar
16. Stierle, A., Cardellina, J. H. II, and Strobel, G. 1988. Maculosin, a host-specific phytotoxin for spotted knapweed from Alternaria alternata . Proc. Nat. Acad. Sci. USA (in press).CrossRefGoogle Scholar
17. Stillman, M. J., Stothers, J. B., and Stoessl, A. 1981. Capsidiol and 1-epicapsidiol: absolute configuration, NMR, and optical spectra of the dibenzoates. Can. J. Chem. 59:2303–2305.CrossRefGoogle Scholar
18. Strobel, G., Kenfield, D., and Sugawara, F. 1988. The incredible fungal genus – Drechslera and its phytotoxic ophiobolins. Phytoparasitica (in press).CrossRefGoogle Scholar
19. Strobel, G. A., Sugawara, F., and Clardy, J. 1987. Phytotoxins from plant pathogens of weedy plants. p. 516–523 in Waller, G. R., ed. Allelochemicals: Role in Agriculture and Forestry. ACS Symposium Series # 330. Am. Chem. Soc., Washington, DC.CrossRefGoogle Scholar
20. Sugawara, F., and Strobel, G. A. 1987. Tryptophol, a phytotoxin produced by Drechslera nodulosum . Phytochemistry. 26:1349–1351.CrossRefGoogle Scholar
21. Sugawara, F., Strobel, G., Fisher, L. E., Van Duyne, G. D., and Clardy, J. 1985. Biopolaroxin, a selective phytotoxin produced by Bipolaris cynodontis . Proc. Nat. Acad. Sci. USA 82:8291–8294.CrossRefGoogle ScholarPubMed
22. Sugawara, F., Strobel, G., Strange, R., Siedow, J., Van Dyne, G. D., and Clardy, J. 1987. Phytotoxins from the pathogenic fungi Drechslera maydis and Drechslera sorghicola . Proc. Natl. Acad. Sci. USA 84:3081–3085.CrossRefGoogle ScholarPubMed
23. Sugawara, F., Takahashi, N., Strobel, G., Yun, C. H., Gray, G., Fu, Y., and Clardy, J. 1988. Some new phytotoxic ophiobolins produced by Drechslera oryzae . J. Org. Chem. (in press).CrossRefGoogle Scholar
24. Sugawara, F., Samsoedin, R., Takahashi, N., Liu, H., Fu, Y., Clardy, J., Strobel, S., Berglund, D. L., and Strobel, G. 1988. Triticones, novel spirocyclic lactam compounds isolated from the plant pathogenic fungus, Drechslera tritici-repentis . J. Am. Chem. Soc. (in press).CrossRefGoogle Scholar
25. Tanaka, S., Wada, K., Marumo, S., and Hattori, H. 1984. Structure of sporogen AO-1, a sporogenic substance. Tetrahedron Lett. 25:5907–5910.CrossRefGoogle Scholar
26. Tietjen, K. G., Hunkler, D., and Matern, U. 1983. Differential response of cultured parsley cells to elicitors from two nonpathogenic strains of fungi. I. Identification of induced products as coumarin derivatives. Eur. J. Biochem. 131:409–413.CrossRefGoogle ScholarPubMed
27. Wei, R., Schnoes, H. K., Hart, P. A., and Strong, F. M. 1975. The structure of PR-toxin, a mycotoxin from Penicillium roqueforti . Tetrahedron 31:109–114.CrossRefGoogle Scholar