Mitigation of heterocyclic aromatic amines in cooked meat. Part I: Informed selection of antioxidants based on molecular modeling.
Analog design
Antioxidants
Formulation
Heterocyclic aromatic amines
Mitigation
Molecular modeling
Structure activity relationship (SAR)
Journal
Food chemistry
ISSN: 1873-7072
Titre abrégé: Food Chem
Pays: England
ID NLM: 7702639
Informations de publication
Date de publication:
30 Nov 2020
30 Nov 2020
Historique:
received:
05
02
2020
revised:
04
06
2020
accepted:
04
06
2020
pubmed:
4
7
2020
medline:
21
10
2020
entrez:
4
7
2020
Statut:
ppublish
Résumé
This work aimed to develop a method permitting an informed choice of antioxidants to reduce carcinogenic heterocyclic aromatic amine (HAA) formation during proteinaceous food cooking. Therefore, a three-step approach was developed. First, the most promising antioxidants were selected using molecular modeling approaches. For this, analog design was used to highlight the most suitable antioxidants based on their diversification potential using bioisosteric replacement. Then, structure activity relationship studies allowed drawing the relevant properties for inhibiting HAA formation and explained partly the inhibitory activity. Secondly, the approved antioxidants were tested in ground beef patties to assess their inhibitory properties against HAA formation. Resveratrol was found to be the most efficient as it totally inhibited MeIQ and reduced MeIQx and PhIP formation by 40 and 70%, respectively. Finally, natural ingredients rich in these antioxidants were evaluated. Oregano was found to totally inhibit MeIQ formation and to reduce by half MeIQx and PhIP formation.
Identifiants
pubmed: 32619906
pii: S0308-8146(20)31126-2
doi: 10.1016/j.foodchem.2020.127264
pii:
doi:
Substances chimiques
Amines
0
Antioxidants
0
Heterocyclic Compounds
0
Plant Extracts
0
Quinolines
0
Quinoxalines
0
Tea
0
2-amino-3,8-dimethylimidazo(4,5-f)quinoxaline
77500-04-0
2-amino-3,4-dimethylimidazo(4,5-f)quinoline
G2Q7M1P33X
Resveratrol
Q369O8926L
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
127264Informations de copyright
Copyright © 2020 Elsevier Ltd. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.