Occurrence and Physiology of Zearalenone as a New Plant Hormone

  • Jolanta Biesaga-Kos´cielniakEmail author
  • Maria Filek
Part of the Sustainable Agriculture Reviews book series (SARV, volume 3)


Zearalenone* is a non-steroidal mycotoxin with oestrogenic properties, which is produced mainly by fungi belonging to Fusarium (*6-(10-hydroxy-6-oxo-trans–1–undecenyl)-β-resorcylic acid lactone). The toxin-producing ability of Fusaria is greatly influenced by environmental factors. Therefore, it was expected that the different weather conditions occurring during the vegetation period would be associated with differences in the preharvest occurrence of Fusarium toxins. Sustainable food systems research and practice concentrate on the study of the level of these mycotoxins in soils and crops. However, some experiments show that zearalenone can also act as a hormonal substance and have a favourable effect on the development of plants and animals. This chapter gives an overview of the possible effect of low concentrations of zearalenone on some physiological processes in crops. It has been shown that exogenous application of zearalenone and its derivatives can stimulate generative development in winter plants, which suggest its participation in the mechanism of flowering. Moreover, treatment with zearalenone had an effect on calli proliferation and cell differentiation. The effect of zearalenone was similar to the activity of auxins in in vitro cultures, which may confirm the hormonal properties of zearalenone in plants. Watering and soaking wheat and soybean grains with zearalenone solution resulted in higher yields of these plants. These observations, compared with the possibility of weather-related changes in the exogenous content of zearalenone in soils, can be useful in determining the optimal zearalenone dose that would show the favourable effect of this substance in plant development.


Winter Wheat Wheat Plant Fusarium Toxin Winter Rape Fusarium Disease 
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  1. Bennett GA, Klich M (2003) Mycotoxins. Clin Microbiol Rev 16:497–516CrossRefPubMedGoogle Scholar
  2. Bennett GA, Shotweli OL (1979) Zearalenone in cereal grains. J Am Oil Chem Soc 56:812–819CrossRefGoogle Scholar
  3. Bernier G, Périllex C (2005) A physiological overview of the genetics of flowering time control. Plant Biotechnol J 3:3–16CrossRefPubMedGoogle Scholar
  4. Betina V (1993) In: Betina V (ed.) Journal of Chromatography Library, vol 54. Elsevier, Amsterdam, pp 141–252Google Scholar
  5. Biesaga-Kościelniak J (1998) Investigation of the possibility of stimulating generative development of plants by exogenous zearalenone. Acta Physiol Plant 20:4–5Google Scholar
  6. Biesaga-Kościelniak J (2001) Zearalenone as a new hypothetical regulator of plant growth and development. Monograph of Institute of Plant Physiology, Polish Academy of Sciences, Krakow, Poland, pp 1–135Google Scholar
  7. Biesaga-Kościelniak J, Marcińska I, Wędzony M, Kościelniak J (2003) Effect of zearalenone treatment in the production of wheat haploids via maize pollination system. Plant Cell Rep 21:1035–1039CrossRefPubMedGoogle Scholar
  8. Biesaga-Kościelniak J, Janeczko A, Filek M, Dziurka M, Kościelniak J (2006a) Effect of zearalenone on the growth and productivity of crop plants. I. Effectiveness of application of zearalenone on wheat production. Bibliotheca Fragmenta Agronomica 11:53–54Google Scholar
  9. Biesaga-Kościelniak J, Janeczko A, Filek M, Dziurka M, Kościelniak J (2006b) Effect of zearalenone on the growth and productivity of crop plants. II. Effectiveness of application of zearalenone on soybean production. Bibliotheca Fragmenta Agronomica 11:55–56Google Scholar
  10. Blackwell B, Miller JD, Greenhalgh R (1985) 13C-NMR study of the biosynthesis of toxins by Fusarium graminearum. J Biol Chem 260:4243–4247PubMedGoogle Scholar
  11. Burkin AA, Kononenko GP, Sobolewa NA (2002) Group-specific antibodies against zearalenone and its metabolites and synthetic analogs. Appl Biochem Microbiol 38:169–176CrossRefGoogle Scholar
  12. Chen XJ, Liu HC, Meng FJ (1989) Direct enzyme-linked immunoassay for zearalenone. Plant Physiol Com 5:61–63 (Chinese, Engl. summ.)Google Scholar
  13. Dai SL, Duan JH, Lu Y, Zhang YH, Cheng JX, Ren J, Zhao XY, Wu YQ, Yu Y, Zuo PP, Wu YY, Ge QS (2004) Phytoestrogen alpha-zearalanol inhibits atherogenesis and improves lipid profile in ovariectomized cholesterol-fed rabbits. Endocrine 25:121–129CrossRefPubMedGoogle Scholar
  14. Diekman MA, Green ML (1992) Mycotoxins and reproduction in domestic livestock. J Anim Sci 70:1615–1627PubMedGoogle Scholar
  15. Doohan FM, Parry DW, Jenkinson P, Nicholson P (1998) The use of species-specific PCR-based assays to analyse Fusarium ear blight of wheat. Plant Pathol 47:197–205CrossRefGoogle Scholar
  16. Doohan FM, Brennan J, Cooke BM (2003) Influence of climatic factors on Fusarium species pathogenic to cereals. Eur J Plant Pathol 109:755–768CrossRefGoogle Scholar
  17. Eppley RM, Stoloff L, Trucksess MW, Chung CW (1974) Survey of corn for fusarium toxins. J Assoc Anal Chem 57:632–635Google Scholar
  18. Farnworth ER, Neish GA (1980) Analysis of corn seeds for fungi and mycotoxins. Can J Plant Sci 60:727–731CrossRefGoogle Scholar
  19. Frisvad JC, Thrane U (1993) Liquid column chromatography of mycotoxins. J Chromatogr Lib 54:253–372Google Scholar
  20. Fu YF, Meng FJ (1994) Zearalenone in growth and development of winter wheat. Acta Agronomica Sinica 20:271–276 (Chinese, Engl. summ.)Google Scholar
  21. Fu YF, Li HY, Meng FJ (1995) The possible role of zearalenone in the floral gradient in Nicotiana tabacum L. J Plant Physiol 147:197–202Google Scholar
  22. Fu YF, Han YZ, Zhao D-G, Meng F-J (2000) Zearalenone and flower bud formation in thin-cell layers of Nicotiana tabacum L. Plant Growth Regul 30:271–274CrossRefGoogle Scholar
  23. Hagler WM Jr, Towers NR, Mirocha CJ, Eppley RM, Bryden WL (2001) Zearalenone: mycotoxin or mycoestrogen? In: Summerell BA, Leslie JF, Backhouse D, Bryden WL, Burgess LW (eds) Fusarium. Paul E. Nelson memorial symposium. APS Press, St. Paul, MN, pp 21–34Google Scholar
  24. Han YZ, Meng FJ (1986) Studies on zearalenone-like substance of rape plant (Brassica campestris L.) and its relation to vernalization. Acta Agricul Univ Pek (Chinese, Engl. summ.) 12:386–388Google Scholar
  25. Han YZ, Meng FJ (1991) Studies on zearalenone influencing the growth and development of Lemna perpusilla. Sci Bull (Chinese, Engl. summ) 36:1037–1040Google Scholar
  26. Hans P, van Egmont REC, Marco MAJ (2007) Regulations relating to mycotoxins in food. Perspectives in a global and European context. Anal Bioanal Chem 389:147–157CrossRefGoogle Scholar
  27. Hidy PH, Baldwin RS, Greasham RL, Heith CL, McMullen JR (1977) Zearalenone and some derivatives: production and biological activities. Adv Appl Microbiol 22:59–82CrossRefPubMedGoogle Scholar
  28. Hodge EB, Hidy PH, Wehrmeisters HL (1966) Estrogenic compounds and animal growth promoters. U.S. Patent 3239351. March 8. 3p.Google Scholar
  29. Javier LU, Marazuela MD, Moreno-Bondi MC (2007) Molecularly imprinted polymers applied to the clean-up of zearalenone and α-zearalenol from cereal and swine feed sample extracts. Anal Bioanal Chem 385:1155–1161Google Scholar
  30. Jemmali M, Ueno Y, Ishii K, Frayssinet C, Etienne M (1978) Natural occurrence of trichothecenes, nivalenol, deoxynivalenol, T-2 toxin and zearalenone in corn. Experientia 34:1333–1334CrossRefPubMedGoogle Scholar
  31. Josephs RD, Schuhmacher R, Krska R (2001) International interlaboratory study for the determination of the Fusarium mycotoxins zearalenone and deoxynivalenol in agricultural commodities. Food Addit Contam 18:417–430PubMedGoogle Scholar
  32. Josephs RD, Krska R, MacDonald S, Wilson P, Pettersson H (2003) Preparation of a calibrant as certified reference material for determination of the fusarium mycotoxin zearalenone. J AOAC Int 86:50–60PubMedGoogle Scholar
  33. Katan J (1981) Solar heating (solarisation) of soil for control of soilborne pests. Annu Rev Phytopathol 19:211–236CrossRefGoogle Scholar
  34. King DT, Kennedy BJ, Pathre SV, Mirocha CJ (1978) Binding characteristics of zearalenone analogs to estrogen receptors. Cancer Res 38:3611–3615Google Scholar
  35. Kościelniak J, Biesaga-Kościelniak J, Janeczko A, Filek W (2009) Can the Giberella zeae toxin zearalenone affect the photosynthetic productivity and increase yield formation in spring wheat and soybean plants? Photosyntetica (in press)Google Scholar
  36. Krska R (1998) Performance of modern sample preparation technique in the analysis of Fusarium mycotoxins in cereals. J Chromatogr A 815:49–57CrossRefPubMedGoogle Scholar
  37. Krska R, Josephs R (2001) The state-of-the-art in the analysis of estrogenic mycotoxins in cereals. J Anal Chem 369:469–476Google Scholar
  38. Kuiper GGJM, Lemmen JG, Carlsson B, Corton CJ, Safe SH, van der Saag PT, van der Burg B, Gustafsson J-Å (1988) Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor ß. Endocrinol 139:4252–4263CrossRefGoogle Scholar
  39. Kuiper-Goodman T, Scott PM, Watanabe H (1987) Risk assessment of the mycotoxin zearalenone. Regul Toxicol Pharmacol 7:253–306CrossRefPubMedGoogle Scholar
  40. Lawrence JF, Scott PM (2000) HPLC methods for the determination of mycotoxins and phycotoxins. Tech Instrum Anal Chem 21:413–456CrossRefGoogle Scholar
  41. Li HX, Meng FJ (1989) Isolation and identification of zearalenone from Apium gaveoleus. Acta Bot Sin 12:211–215Google Scholar
  42. Li HX, Zhu TX, Zhang C, Li BR, Deng ZP, Li YS, Meng FJ (1980) Studies on zearalenone. Acta Agricul Univ Pek 1:13–28 (Chinese, Engl. summ.)Google Scholar
  43. Magg T, Melchinger AE, Klein D, Bohn M (2002) Relationship between European corn borer resistance and concentration of mycotoxins produced by Fusarium spp. in grains of transgenic Bt maize hybrids, their isogenic counterparts, and commercial varieties. Plant Breed 121:146–154CrossRefGoogle Scholar
  44. Maheshwari N, Rajyalakshmi K, Baweja K, Dhir SK, Chowdhry CN, Maheshwari SC (1995) In vitro culture of wheat and genetic transformation – retrospect and prospect. Plant Sci 14:49–178Google Scholar
  45. Malekinejad H, Schoevers EJ, Daemen IJ, Zijlstra C, Colenbrander B, Fink-Gremmels F, Roelen BAJ (2007) Exposure of oocytes to the Fusarium toxins zearalenone and deoxynivalenol causes aneuploidy and abnormal embryo development in pigs. Biol Reprod 77:840–847CrossRefPubMedGoogle Scholar
  46. Maragos CM, Appell MD (2007) Capillary electrophoresis of the mycotoxin zearalenone using cyclodextrin-enhanced fluorescence. J Chromatogr A 1143:252–257CrossRefPubMedGoogle Scholar
  47. Mateo JJ, Mateo R, Hinojo MJ, Llorens A, Jimenez M (2002) Liquid chromatographic determination of toxigenic secondary metabolites produced by Fusarium strains. J Chromatogr A 955:245–256CrossRefPubMedGoogle Scholar
  48. Meng FJ, Que YM, Zhang S-Q (1986) Zearalenone-like substance in winter wheat plants and its relation to vernalization. Acta Bot Sin 28:626–627 (Chinese, Engl. summ.)Google Scholar
  49. Meng FJ, Que YM, Han YZ, Li HX, Wang ZC (1989) Isolation of zearalenone from shoot apices of overwintering winter wheat. Sci China 32:1009–1105 (Chinese, Engl. summ.)Google Scholar
  50. Meng FJ, Han YZ, Que YM, Wang H (1992) Zearalenone, a key substance controlling plant development. Advances in plant regulation. Kluwer, Dordrecht, pp 291–297Google Scholar
  51. Meng FJ, Han YZ, Fu YF, Guo FL (1996) Zearalenone in higher plants. Flowering Newslett 22:54–57Google Scholar
  52. Mesterhazy A, Bartok T, Mirocha CG, Komoroczy R (1999) Nature of wheat resistance to Fusarium head blight and the role of deoxynivalenol for breeding. Plant Breed 118:97–110CrossRefGoogle Scholar
  53. Michales SD, Amasimo RM (2000) Memories of winter: vernalization and the competence to flower. Plant Cell Environ 23:1145–1153CrossRefGoogle Scholar
  54. Miedaner T (1997) Breeding wheat and rye for resistance to Fusarium diseases. Plant Breed 116:201–220CrossRefGoogle Scholar
  55. Miedaner T, Reinbrecht C, Lauber U, Schollenberger M, Geiger HH (2001) Effects of genotype and genotype environment interaction on deoxynivalenol accumulation and resistance to Fusarium head blight in rye, triticale and wheat. Plant Breed 120:97–105CrossRefGoogle Scholar
  56. Miksicek RJ (1994) Interactions of naturally occurring non steroidal estrogens with expressed recombinant human estrogen receptor. J Steroid Biochem Mol Biol 49:153–160CrossRefPubMedGoogle Scholar
  57. Mirocha CJ, Harrison J, Nichols AA, McClintock M (1968) Detection of fungal estrogen (F-2) in hay associated with infertility in dairy cattle. Appl Microbiol 16:797–798PubMedGoogle Scholar
  58. Mirocha CJ, Christensen CM, Nelson GH (1971) F-2 zearalenone estrogenic mycotoxin from Fusarium. In: Kadis S, Alex C, Samuel J (eds) Microbial toxins for fungi and mycotoxins. Academic, New York, pp 727–731Google Scholar
  59. Mirocha CJ, Schauerhamer B, Pathre SV (1974) Isolation, detection, and quantification of zearalenone in maize and barley. J Assoc Anal Chem 57:1104–1110Google Scholar
  60. Muller R, Baier M, Kaiser WM (1991) Differential stimulation of PEP-carboxylation in guard cells and mesophyll cells by ammonium or fusicoccin. J Exp Bot 42:215–220CrossRefGoogle Scholar
  61. Murashige T, Skoog F (1962) A revised medium for rapid growth and bioassays with tobacco tissue cultures. Physiol Plant 15:473–497CrossRefGoogle Scholar
  62. Nsahlai IV, Green H, Bradford M, Bonsi MLK (2002) The influence of source and level of protein, and implantation with zeranol on sheep growth. Livestock Prod Sci 74:103–112CrossRefGoogle Scholar
  63. Parry DW, Jenkinson P, McLeod L (1995) Fusarium ear blight (scab) in small-grain cereals – a review. Plant Pathol 44:207–238CrossRefGoogle Scholar
  64. Que YM, Liang ZX, Han YZ, Meng FJ (1990) Analysis of zearalenone on winter wheat and cotton plant during flowering and fluiting. Acta Agricul Univ Pek 16:153–155 (Chinese, Engl. summ.)Google Scholar
  65. Richardson KE, Hagler WM Jr, Haney CA, Hamilton RB (1985) Zearalenone and trichothecene production in soybeans by toxigenic Fusarium. J Food Prod 48:240–243Google Scholar
  66. Schollenberger M, Muller HM, Rűfle M, Suchy S, Planck S, Drochner W (2006) Natural occurrence of 16 fusarium toxins in grains and feedstuffs of plant origin from Germany. Mycopathologia 161:43–52CrossRefPubMedGoogle Scholar
  67. Schuhmacher R, Krska R, Grasserbauer M, Edinger W, Lew H (1998) Immuno-affinity columns versus conventional clean-up: a method-comparison study for the determination of zearalenone in corn. Fresenius’ J Anal Chem 360:241–245CrossRefGoogle Scholar
  68. Scott PM (1993) Recent developments in methods of analysis for mycotoxins in foodstuffs. Trac-Trends Anal Chem 12:373CrossRefGoogle Scholar
  69. Shirai Y, Ono Y, Akimoto K (2000) Simultaneous determination of deoxynivalenol and nivalenol in grain by high performance liquid chromatography with multifunctional clean up column for purification. Res Rep Animal Feed 26:1–9Google Scholar
  70. Steyn PS (1995) Mycotoxins, general view, chemistry and structure. Toxic Lett 82/83:843–851Google Scholar
  71. Steyn PS, Thiel PG, Trinder DW (1991) Detection and quantification of mycotoxins in animal feeds by chemical analysis. In: Smith JE, Henderson RS (eds) Mycotoxins and animal foods. CRC Press, Boca Raton, FL, pp 165–222Google Scholar
  72. Stob M, Baldwin RS, Tuite J, Andrews FN, Gillette KG (1962) Isolation of an anabolic uterotrophic compound from corn infected with Gibberella zeae. Nature 196:1318–1320CrossRefPubMedGoogle Scholar
  73. Sutton JC (1982) Epidemiology of wheat head blight and maize ear rot caused by Fusarium graminearum. Can J Plant Pathol 4:195–209CrossRefGoogle Scholar
  74. Szechyńska-Hebda M, Skrzypek E, Dąbrowska G, Biesaga-Kościelniak J, Filek M, Wędzony M (2007) The role of oxidative stress induced by growth regulators in the regeneration process of wheat. Acta Physiol Plant 29:327–337CrossRefGoogle Scholar
  75. Tanaka T, Hasegawa A, Yamamoto S, Lee US, Sugiura Y, Ueno Y (1988) Worldwide contamination of cereals by the Fusarium mycotoxins, nivalenol, deoxynivalenol, and zearalenone. 1. Survey of 19 countries. J Agric Food Chem 36:979–983CrossRefGoogle Scholar
  76. Tanaka T, Yoneda A, Inoue S, Sugiura Y, Ueno Y (2000) Simultaneous determination of trichothecene mycotoxins and zearalenone in cereals by gas chromatography-mass spectrometry. J Chromatogr A 882:23–28CrossRefPubMedGoogle Scholar
  77. Urry WH, Wehrmeister HL, Hodge EB, Hidy PH (1966) The structure of zearalenone. Tetrahedron Lett 27:3109–3114CrossRefGoogle Scholar
  78. Velluti A, Marin S, Bettucci L, Ramos AJ, Sanchis V (2000) The effect of fungal competition on colonization of maize grain by Fusarium moniliforme, F. proliferatum and F. graminearum and on fumonisin B and zearalenone formation. Int J Food Microbiol 59:59–66CrossRefPubMedGoogle Scholar
  79. Vianello A, Macri F (1981) Effect of zearalenone (F-2) on pea stem, maize root, and rat liver mitochondria. Planta 153:443–446CrossRefGoogle Scholar
  80. Visconti A, Pascale M (1998) Determination of zearalenone in corn by means of immunoaffinity clean-up and high-performance liquid chromatography with fluorescence detection. J Chromatogr A 815:133–140CrossRefPubMedGoogle Scholar
  81. Zinedine A, Soriano JM, Molto JC, Jordi Manes J (2007) Review on the toxicity, occurrence, metabolism, detoxification, regulations and intake of zearalenone: an oestrogenic mycotoxin. Food Chem Toxicol 45:1–18CrossRefPubMedGoogle Scholar

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Authors and Affiliations

  1. 1.Polish Academy of SciencesThe Franciszek Górski Institute of Plant PhysiologyKrakowPoland
  2. 2.Institute of BiologyPedagogical UniversityKrakówPoland

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