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2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (DIMBOA) inhibits trichothecene production by Fusarium graminearum through suppression of Tri6 expression

Int J Food Microbiol. 2015 Dec 2:214:123-128. doi: 10.1016/j.ijfoodmicro.2015.07.014. Epub 2015 Jul 15.

Abstract

Fusarium head blight (FHB) is a devastating disease of wheat (Triticum aestivum L.) caused by a mycotoxigenic fungus Fusarium graminearum resulting in significantly decreased yields and accumulation of toxic trichothecenes in grains. We tested 7 major secondary metabolites from wheat for their effect on trichothecene production in liquid cultures of F. graminearum producing trichothecene 15-acetyldeoxynivalenol (15-ADON). 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (DIMBOA) benzoxazinoid completely abolished toxin production without any apparent effect on fungal growth. DIMBOA strongly affected the expression of Tri6, encoding a major transcriptional regulator of several genes of the trichothecene biosynthesis pathway. DIMBOA also repressed expression of Tri5, encoding trichodiene synthase, the first enzyme in the trichothecene biosynthesis pathway. Thus, DIMBOA could play an important role against the accumulation of trichothecenes in wheat grain. Breeding or engineering of wheat with increased levels of benzoxazinoids could provide varieties with increased resistance against trichothecene contamination of grain and lower susceptibility to FHB.

Keywords: 15-Acetyldeoxynivalenol; 15-Acetyldeoxynivalenol (PubChem CID 10382483); 2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one (PubChem CID: 28495); 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one; 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (PubChem CID: 2358); 6-Methoxy-benzoxazolin-2(3H)-one (PubChem CID: 10772); Benzoxazolin-2(3H)-one (PubChem CID: 6043); Deoxynivalenol (PubChem CID 40024); Fusarium head blight; Homoorientin (PubChem CID: 114776); Nivalenol (PubChem CID 31829); Tri gene expression; Wheat; p-Coumaric acid (PubChem CID: 637542); trans-Ferulic acid (PubChem CID: 445858).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoxazines / metabolism
  • Benzoxazines / pharmacology*
  • Carbon-Carbon Lyases / biosynthesis
  • Fungal Proteins / antagonists & inhibitors*
  • Fungal Proteins / genetics
  • Fusarium / drug effects*
  • Fusarium / genetics
  • Fusarium / metabolism
  • Plant Diseases / microbiology
  • Transcription Factors / antagonists & inhibitors*
  • Transcription Factors / genetics
  • Trichothecenes / biosynthesis*
  • Trichothecenes / genetics
  • Triticum / microbiology*

Substances

  • Benzoxazines
  • Fungal Proteins
  • Transcription Factors
  • Tri6 protein, Fusarium sporotrichioides
  • Trichothecenes
  • 15-acetyldeoxynivalenol
  • Carbon-Carbon Lyases
  • trichodiene synthetase
  • 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one