Biotransformation of the mycotoxin, zearalenone, to a non-estrogenic compound by a fungal strain of Clonostachys sp

Biosci Biotechnol Biochem. 2002 Dec;66(12):2723-6. doi: 10.1271/bbb.66.2723.

Abstract

Zearalenones are mycotoxins with estrogenic activity consisting of a resorcinol moiety fused to a 14-membered macrocyclic lactone and are produced by various Fusarium species. We found that Clonostachys rosea IFO 7063 was effectively capable of converting zearalenone (1) to cleavage product (2), 1-(3,5-dihydroxyphenyl)-10'-hydroxy-1'E-undecene-6'-one. Moreover, cleavage product 2 did not show potent estrogenic activity like that of 1 and 17beta-estradiol in the human breast cancer MCF-7 cell proliferation assay.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / classification*
  • Ascomycota / metabolism*
  • Biotransformation
  • Breast Neoplasms / pathology
  • Cell Division / drug effects
  • Estrogens / metabolism
  • Estrogens / pharmacology
  • Humans
  • Ketones / metabolism*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Resorcinols / metabolism*
  • Tumor Cells, Cultured
  • Zearalenone / metabolism*

Substances

  • 1-(3,5-dihydroxyphenyl)-10'-hydroxy-1'-undecene-6'-one
  • Estrogens
  • Ketones
  • Resorcinols
  • Zearalenone