Reaction of zearalenone and α-zearalenol with allyl isothiocyanate, characterization of reaction products, their bioaccessibility and bioavailability in vitro

Food Chem. 2017 Feb 15:217:648-654. doi: 10.1016/j.foodchem.2016.09.044. Epub 2016 Sep 9.

Abstract

This study investigates the reduction of zearalenone (ZEA) and α-zearalenol (α-ZOL) on a solution model using allyl isothiocyanate (AITC) and also determines the bioaccessibility and bioavailability of the reaction products isolated and identified by MS-LIT. Mycotoxin reductions were dose-dependent, and ZEA levels decreased more than α-ZOL, ranging from 0.2 to 96.9% and 0 to 89.5% respectively, with no difference (p⩽0.05) between pH 4 and 7. Overall, simulated gastric bioaccessibility was higher than duodenal bioaccessibility for both mycotoxins and mycotoxin-AITC conjugates, with duodenal fractions representing ⩾63.5% of the original concentration. Simulated bioavailability of reaction products (α-ZOL/ZEA-AITC) were lower than 42.13%, but significantly higher than the original mycotoxins. The cytotoxicity of α-ZOL and ZEA in Caco-2/TC7 cells was also evaluated, with toxic effects observed at higher levels than 75μM. Further studies should be performed to evaluate the toxicity and estrogenic effect of α-ZOL/ZEA-AITC.

Keywords: Allyl isothiocyanate; Chemical reduction; Reaction products; Zearalenone; α-Zearalenol.

MeSH terms

  • Biological Availability
  • Caco-2 Cells
  • Estrogens, Non-Steroidal / metabolism
  • Humans
  • Isothiocyanates / chemistry*
  • Isothiocyanates / metabolism
  • Mycotoxins / chemistry*
  • Mycotoxins / metabolism
  • Zearalenone / chemistry*
  • Zearalenone / metabolism
  • Zeranol / analogs & derivatives*
  • Zeranol / chemistry
  • Zeranol / metabolism

Substances

  • Estrogens, Non-Steroidal
  • Isothiocyanates
  • Mycotoxins
  • zearalenol
  • Zearalenone
  • Zeranol
  • allyl isothiocyanate