Glycosylated Benzoxazinoids Are Degraded during Fermentation of Wheat Bran

J Agric Food Chem. 2015 Jul 1;63(25):5943-9. doi: 10.1021/acs.jafc.5b00879. Epub 2015 Jun 17.

Abstract

Benzoxazinoids are plant secondary metabolites found in whole grain cereal foods including bread. They are bioavailable and metabolized in humans, and therefore their potential bioactivity is of interest. However, effects of food processing on their content and structure are not yet studied. This study reports effects of bioprocessing on wheat bran benzoxazinoid content. Benzoxazinoid glycosides were completely degraded during fermentation, whereas metabolites of benzoxazinoid aglycones were formed. Fermentation conditions did not affect the conversion process, as both yeast and yeast/lactic acid bacteria mediated fermentations had generally similar impacts. Likewise, enzymatic treatment of the bioprocess samples did not affect the conversion, suggesting that these compounds most likely are freely bioavailable from the grain matrix and not linked to the cell wall polymers. Additionally, the results show that benzoxazinoids undergo structural conversion during the fermentation process, resulting in several unknown compounds that contribute to the phytochemical intake and necessitate further analysis.

Keywords: benzoxazinoids; bioprocessing; mass spectrometry; metabolomics.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoxazines / chemistry
  • Benzoxazines / metabolism*
  • Dietary Fiber / analysis
  • Dietary Fiber / microbiology*
  • Fermentation
  • Glycosylation
  • Levilactobacillus brevis / metabolism*
  • Molecular Structure
  • Triticum / chemistry
  • Triticum / metabolism*
  • Triticum / microbiology
  • Yeasts / metabolism*

Substances

  • Benzoxazines
  • Dietary Fiber