Metabolism of versicolorin A, a genotoxic precursor of aflatoxin B1: Characterization of metabolites using in vitro production of standards - Archive ouverte HAL Access content directly
Journal Articles Food and Chemical Toxicology Year : 2022

Metabolism of versicolorin A, a genotoxic precursor of aflatoxin B1: Characterization of metabolites using in vitro production of standards

(1) , (1) , (2) , (2) , (1) , (3) , (1) , (4, 1) , (3) , (1)
1
2
3
4
Carine Al-Ayoubi
  • Function : Author
Justin Oules
  • Function : Author
Elodie Person
Sandrine S. Bruel
  • Function : Author
  • PersonId : 951867
Alyssa Bouville
  • Function : Author
  • PersonId : 1181804
Philippe Pinton
  • Function : Author
  • PersonId : 948088
Isabelle Oswald
Emilien Jamin
  • Function : Correspondent author
  • PersonId : 751799
  • IdHAL : ejamin
  • IdRef : 125987889

Connectez-vous pour contacter l'auteur
Olivier Puel
Laura Soler-Vasco

Abstract

The toxicity of mycotoxins containing bisfuranoid structures such as aflatoxin B1 (AFB1) depends largely on biotransformation processes. While the genotoxicity and mutagenicity of several bisfuranoid mycotoxins including AFB1 and sterigmatocystin have been linked to in vivo bioactivation of these molecules into reactive epoxide forms, the metabolites of genotoxic and mutagenic AFB1 precursor versicolorin A (VerA) have not yet been characterized. Because this molecule is not available commercially, our strategy was to produce a library of metabolites derived from the biotransformation of in-house purified VerA, following incubation with human liver S9 fractions, in presence of appropriate cofactors. The resulting chromatographic and mass-spectrometric data were used to identify VerA metabolites produced by intestinal cell lines as well as intestinal and liver tissues exposed ex vivo. In this way, we obtained a panel of metabolites suggesting the involvement of phase I (M + O) and phase II (glucuronide and sulfate metabolites) enzymes, the latter of which is implicated in the detoxification process. This first qualitative description of the metabolization products of VerA suggests bioactivation of the molecule into an epoxide form and provides qualitative analytic data to further conduct a precise metabolism study of VerA required for the risk assessment of this emerging mycotoxin.
Not file

Dates and versions

hal-03720574 , version 1 (12-07-2022)

Identifiers

Cite

Carine Al-Ayoubi, Justin Oules, Elodie Person, Sandrine S. Bruel, Alyssa Bouville, et al.. Metabolism of versicolorin A, a genotoxic precursor of aflatoxin B1: Characterization of metabolites using in vitro production of standards. Food and Chemical Toxicology, 2022, 288, pp.113272. ⟨10.1016/j.fct.2022.113272⟩. ⟨hal-03720574⟩
10 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More