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Effects of cyclopropenoid fatty acids on fungal growth and lipid composition

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Lipids

Abstract

Cyclopropenoid fatty acids (CPE) isolated fromSterculia foetida oil by urea clathration and reverse phase high performance liquid chromatography (HPLC) were introduced into fungal cultures. Stearate levels in phospholipids and triacylglycerols fromUstilago maydis sporidia rose considerably in response to 30 μM CPE. In addition, CPE themselves were incorporated into glycerolipid fractions. Sterol composition was unaffected. Changes in lipid composition were accompanied by inhibition of dry weight accumulation and sporidial number. Treated sporidia showed irregular wall deposition and a branched morphology. Oleate alleviated CPE effects on growth and morphology. Hyphal extension byRhizoctonia solani was inhibited somewhat by 30 μM sterculate, whileFusarium oxysporum showed no appreciable response. Although CPE appeared to inhibit fatty acid desaturation byF. oxysporum, gross increases in the proportion of stearate were limited to the triacylglycerol fraction during 30 μM treatments. The possibility that the CPE synthesized by plants serve as antifungal agents is discussed.

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Abbreviations

CPE:

cyclopropenoid fatty acids

HPLC:

high performance liquid chromatography

TLC:

thin layer chromatography

References

  1. Gaydou, E.M., and Ramanoelina, A.R.P. (1984)Fette Seifen Anstrichm. 86, 82–87.

    Article  CAS  Google Scholar 

  2. Gaydou, E.M., and Ramanoelina, A.R.P. (1983)Phytochemistry 22, 1725–1728.

    Article  CAS  Google Scholar 

  3. Bohannon, M.B., and Kleiman, R. (1978)Lipids 13, 270–273.

    PubMed  CAS  Google Scholar 

  4. Vickery, J.R., Whitfield, F.B., Ford, G.L., and Kennett, B.H. (1984)J. Am. Oil Chem. Soc. 61, 573–575.

    CAS  Google Scholar 

  5. Vickery, J.R. (1980)J. Am. Oil Chem. Soc. 57, 87–91.

    CAS  Google Scholar 

  6. Christie, W.W. (1970) inTopics in Lipid Chemistry (Gunstone, F.D., ed.) Vol. 1, pp. 1–49, Logos, London.

    Google Scholar 

  7. Allen, E., Johnson, A.R., Fogerty, A.C., Pearson, J.A., and Shenstone, F.S. (1967)Lipids 2, 419–423.

    Article  CAS  PubMed  Google Scholar 

  8. Jeffcoat, R., and Pollard, M.R. (1977)Lipids 12, 480–485.

    PubMed  CAS  Google Scholar 

  9. Binder, R.G., and Chan, B.G. (1982)Ent. Exp. Appl.31, 291–295.

    CAS  Google Scholar 

  10. Thompson, S.N., and Barlow, J.S. (1973)Ann. Entomol. Soc. Am. 66, 797–800.

    CAS  Google Scholar 

  11. Beroza, M., and LaBrecque, G.C. (1967)J. Econ. Entomol. 60, 196–199.

    CAS  Google Scholar 

  12. Lang, J.T., and Treece, R.E. (1971)J. Econ. Entomol. 64, 455–457.

    Google Scholar 

  13. Weete, J.D. (1980) inLipid Biochemistry of Fungi and Other Organisms, Plenum Press, New York, NY, 111–117.

    Google Scholar 

  14. Reiser, R., Parekh, C.K., and Meinke, W.W. (1963) inBiochemical Problems of Lipids (Frazer, A.C., ed.) pp. 251–256, Elsevier, Amsterdam, The Netherlands.

    Google Scholar 

  15. Moreton, R.S. (1985)Appl. Microbiol. Biotechnol. 22, 41–45.

    Article  CAS  Google Scholar 

  16. Christie, W.W. (1982) inLipid Analysis, 2nd ed., Pergamon Press, New York, NY, 53, 54,90–92.

    Google Scholar 

  17. Kircher, H.W. (1964)J. Am. Oil Chem. Soc. 41, 4–8.

    CAS  Google Scholar 

  18. Loveland, P.M., Pawlowski, N.E., Libbey, L.M., Bailey, G.S., and Nixon, J.E. (1983)J. Am. Oil Chem. Soc. 60, 1786–1788.

    CAS  Google Scholar 

  19. Coursen, B.W., and Sisler, H.D. (1960)Am. J. Bot. 47, 541–549.

    Article  CAS  Google Scholar 

  20. Kaufman, D.D., and Blake, J. (1973)Soil Biol. Biochem. 5, 297–308.

    Article  CAS  Google Scholar 

  21. Reichel, H.D. (1986) M.S. Thesis, Inducers, Substrates and Inhibitors of a Propanil-Degrading Amidase ofFusarium oxysporum, University of Maryland, College Park, 4.

    Google Scholar 

  22. Bottino, P.J. (1981) inMethods in Plant Tissue Culture, Botany Dept., University of Maryland, College Park, 67.

    Google Scholar 

  23. Slater, M.L. (1976)J. Bacteriol. 126, 1339–1341.

    PubMed  CAS  Google Scholar 

  24. Rouser, G., Kritchevsky, G., Simon, G., and Nelson, G.J. (1967)Lipids 2, 37–40.

    Article  CAS  PubMed  Google Scholar 

  25. Harrington, K.J., and D'Arcy-Evans, C. (1985)J. Am. Oil Chem. Soc. 62, 1009–1013.

    Article  CAS  Google Scholar 

  26. Klopfenstein, W.E. (1971)J. Lipid Res. 12, 773–776.

    PubMed  CAS  Google Scholar 

  27. Fisher, G.S., and Schuller, W.H. (1981)J. Am. Oil Chem. Soc. 58, 943–946.

    CAS  Google Scholar 

  28. Chiu, P.-L., Patterson, G.W., and Fenner, G.P. (1985)Phytochemistry 24, 263–266.

    Article  CAS  Google Scholar 

  29. Nunn, J.R. (1952)J. Chem. Soc., 313–318.

  30. White, J.L., Sr., Zarins, A., and Feuge, R.O. (1976)J. Am. Oil Chem. Soc. 54, 335–338.

    Google Scholar 

  31. Pawlowski, N.E., Hendricks, J.D., Bailey, M.L., Nixon, J.E., and Bailey, G.S. (1985)J. Agric. Food Chem. 33, 767–770.

    Article  CAS  Google Scholar 

  32. Roehm, J.N., Lee, D.J., Sinnhuber, R.O., and Polityka, S.D. (1971)Lipids 6, 426–430.

    Article  PubMed  CAS  Google Scholar 

  33. Zoeller, R.A., and Wood, R. (1984)Lipids 19, 529–538.

    Article  PubMed  CAS  Google Scholar 

  34. Kato, T. (1986) inChemistry of Plant Protection. 1. Sterol Biosynthesis Inhibitors and Anti-Feeding Compounds, pp. 1–24, Springer-Verlag, Berlin.

    Google Scholar 

  35. Walsh, R.C., and Sisler, H.D. (1982)Pestic. Biochem. Physiol. 18, 122–131.

    Article  CAS  Google Scholar 

  36. Hippe, S., Buchenauer, H., and Grossman, F. (1980)Z. Pflanzenkr. Pflanzenschutz 87, 423–426.

    Google Scholar 

  37. Kerkenaar, A., and Barug, D. (1984)Pestic. Sci. 15, 199–205.

    Article  CAS  Google Scholar 

  38. Barug, D., Samson, R.A., and Kerkenaar, A. (1983)Arzneim.-Forschung/Drug Res. 33, 528–537.

    CAS  Google Scholar 

  39. Pring, R.J. (1984)Pestic. Biochem. Physiol. 21, 127–137.

    Article  CAS  Google Scholar 

  40. Richmond, D.V. (1984)Pestic. Biochem. Physiol. 21, 74–83.

    Article  CAS  Google Scholar 

  41. Eisele, T.A., Nixon, J.E., Pawlowski, N.E., and Sinnhuber, R.O. (1978)J. Environ. Pathol. Toxicol. 1, 773–778.

    PubMed  CAS  Google Scholar 

  42. Buchenauer, H. (1977)Pestic. Biochem. Physiol. 7, 309–320.

    Article  CAS  Google Scholar 

  43. Schmid, K.M. (1987) Ph.D. Thesis, Effects of Cyclopropenoid Fatty Acids on Fungal Growth and Lipid Composition, University of Maryland, College Park, 16–26, 66, 67.

    Google Scholar 

  44. Kato, T., Yamaguchi, Y., Abe, N., Uyehara, T., Namai, T., Kodama, M., and Shiobara, Y. (1985)Tetrahedron Lett. 26, 2357–3260.

    Article  CAS  Google Scholar 

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Author notes

  1. Katherine M. Schmid

    Present address: Department of Botany and Plant Pathology, Michigan State University, 48824, East Lansing, MI

Authors and Affiliations

  1. Department of Botany, University of Maryland, 20742, College Park, MD

    Katherine M. Schmid & Glenn W. Patterson

Authors
  1. Katherine M. Schmid
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  2. Glenn W. Patterson
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Schmid, K.M., Patterson, G.W. Effects of cyclopropenoid fatty acids on fungal growth and lipid composition. Lipids 23, 248–252 (1988). https://doi.org/10.1007/BF02535466

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  • DOI: https://doi.org/10.1007/BF02535466

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