Sulforaphane (SFN) and erucin (ERN) are isothiocyanates (ITCs) bearing, respectively, methylsulfinyl and methylsulfanyl groups. Their chemopreventive and anticancer activity is attributed to ability to modulate cellular redox status due to induction of Phase 2 cytoprotective enzymes (indirect antioxidant action) but many attempts to connect the bioactivity of ITCs with their radical trapping activity failed. Both ITCs are evolved from their glucosinolates during food processing of Cruciferous vegetables, therefore, we studied antioxidant behaviour of SFN/ERN at elevated temperature in two lipid systems. Neither ERN nor SFN inhibit the oxidation of bulk linolenic acid (below 100C) but both ITCs increase oxidative stability of soy lecithin (above 150C). On the basis of GCMS analysis we verified our preliminary hypothesis [1] about participation of sulfenic acids and methylsulfinyl radicals as radical trapping agents responsible for the antioxidant effect of edible ITCs during thermal oxidation of lipids at elevated temperatures (above 140C).[2]

[1] Cedrowski, J., Dąbrowa, K., Krogul-Sobczak, A., Litwinienko, G.A lesson learnt from food chemistry-elevated temperature triggers the antioxidant action of two edible isothiocyanates: Erucin and sulforaphane. Antioxidants 2020, 9, 1090. DOI: 10.3390/antiox9111090
[2] Cedrowski, J., Dąbrowa, K., Przybylski, P., Krogul-Sobczak, A., Litwinienko, G. Antioxidant activity of two edible isothiocyanates: Sulforaphane and erucin is due to their thermal decomposition to sulfenic acids and methylsulfinyl radicals. Food Chemistry 2021, 353, 129213. DOI: 10.1016/j.foodchem.2021.129213