Assessment and characterization of tomato lipophilic electrophiles and their potential contribution to nutraceutical properties via SKN-1/Nrf2 signaling activation

Food Chem. 2022 Jan 1:366:130531. doi: 10.1016/j.foodchem.2021.130531. Epub 2021 Jul 5.

Abstract

Phytochemical electrophiles are drawing significant attention due to their properties to modulate signaling pathways related to cellular homeostasis. The aim of this study was to develop new tools to examine the electrophilic activity in food and predict their beneficial effects on health. We developed a spectrophotometric assay based on the nitrobenzenethiol (NBT) reactivity, as a thiol-reactive nucleophile, to screen electrophiles in tomato fruits. The method is robust, simple, inexpensive, and could be applied to other types of food. We quantified the electrophile activity in a tomato collection and associated this activity with the pigment composition. Thus, we identified lycopene, β- and γ-carotenes, 16 by-products of carotenoid oxidation and 18 unknown compounds as NBT-reactive by HPLC-MS/MS. The potential benefits of NBT-reactive compounds on health were evaluated in the in vivo model of C. elegans where they activated the SKN-1/Nrf2 pathway, evidencing the ability of electrophilic compounds to induce a biological response.

Keywords: C. elegans; Carotenoids; Electrophiles; Electrophilic activity; SKN-1; Tomato.

MeSH terms

  • Animals
  • Caenorhabditis elegans / genetics
  • Caenorhabditis elegans Proteins*
  • DNA-Binding Proteins
  • Dietary Supplements
  • NF-E2-Related Factor 2 / genetics
  • Solanum lycopersicum*
  • Tandem Mass Spectrometry
  • Transcription Factors

Substances

  • Caenorhabditis elegans Proteins
  • DNA-Binding Proteins
  • NF-E2-Related Factor 2
  • Transcription Factors
  • skn-1 protein, C elegans