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Counteracting in Vitro Toxicity of the Ionophoric Mycotoxin Beauvericin—Synthetic Receptors to the Rescue

Authors :
Ornelis, Vincent
Rajkovic, Andreja
Decleer, Marlies
Sas, Benedikt
De Saeger, Sarah
Madder, Annemieke
Source :
The Journal of Organic Chemistry; August 2019, Vol. 84 Issue: 16 p10422-10435, 14p
Publication Year :
2019

Abstract

Beauvericin (BEA) and enniatins are toxic ionophoric cyclodepsipeptides that mainly occur in grains. As such, their presence in food commodities poses a concern for public health. To date, despite recent European Food Safety Authority emphasis on the need for more data to evaluate long-term toxicity effects, no suitable affinity reagents are available to detect the presence of BEA and derivatives in food samples. We here report on the synthesis of a small library of artificial receptors with varying cavity sizes and different hydrophobic building blocks. Immobilization of one of the receptors on solid support resulted in a strong retention of beauvericin, thus revealing promising properties as solid-phase extraction material for sample pretreatment. Furthermore, treatment of HepG2 cells with the most promising receptor markedly reduced beauvericin-induced cytotoxicity, hinting toward the possibility of using synthetic receptors as antidotes against ionophoric toxins.

Details

Language :
English
ISSN :
00223263
Volume :
84
Issue :
16
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs50751547
Full Text :
https://doi.org/10.1021/acs.joc.9b01665