Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model System

The relationship between the chemical structures of six flavonoids and their abilities to inhibit the formation of polycyclic aromatic hydrocarbons (PAHs) in a heated meat model system was investigated. The PAH8 forming in samples was analyzed by using QuEChERS coupled GC-MS. Inhibitory effects of P...

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Main Authors: Thi Thu Huong Huynh, Wanwisa Wongmaneepratip, Kanithaporn Vangnai
Format: Article
Language:English
Published: MDPI AG 2024-03-01
Series:Foods
Subjects:
Online Access:https://www.mdpi.com/2304-8158/13/7/1002
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author Thi Thu Huong Huynh
Wanwisa Wongmaneepratip
Kanithaporn Vangnai
author_facet Thi Thu Huong Huynh
Wanwisa Wongmaneepratip
Kanithaporn Vangnai
author_sort Thi Thu Huong Huynh
collection DOAJ
description The relationship between the chemical structures of six flavonoids and their abilities to inhibit the formation of polycyclic aromatic hydrocarbons (PAHs) in a heated meat model system was investigated. The PAH8 forming in samples was analyzed by using QuEChERS coupled GC-MS. Inhibitory effects of PAHs were myricetin (72.1%) > morin (55.7%) > quercetin (57.3%) > kaempferol (49.9%) > rutin (32.7%) > taxifolin (30.2%). The antioxidant activities of these flavonoids, assessed through (1, 1-diphenyl-2-picrylhydrazyl) free radical scavenging activity assay (DPPH), [2,2′-azinobis (3-ethylbenzothiazoline-6-sulphonic acid)] free radical scavenging activity assay (ABTS) and ferric ion reducing antioxidant power assay (FRAP) assays, exhibited a significant negative correlation with PAH reduction. Notably, myricetin that contained three hydroxyl groups on the B-ring, along with a 2,3-double bond in conjugation with a 4-keto moiety on the C-ring, demonstrated strong antioxidant properties and free radical scavenging abilities, which significantly contributed to their ability to inhibit PAH formation. However, rutin and taxifolin, substituted at the C-3 position of the C-ring, decreased the PAH inhibitory activity. The ABTS assay proved the most effective in demonstrating the correlation between flavonoid antioxidant properties and their capacity to inhibit PAH formation in heated meat model systems. Thus, the inhibition of PAHs can be achieved by dietary flavonoids according to their chemical structures.
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spelling doaj.art-16530eaac8064861a40166437b6d8f262024-04-12T13:18:25ZengMDPI AGFoods2304-81582024-03-01137100210.3390/foods13071002Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model SystemThi Thu Huong Huynh0Wanwisa Wongmaneepratip1Kanithaporn Vangnai2Department of Food Science and Technology, Faculty of Agro-Industry, Kasetsart University, Bangkok 10900, ThailandDepartment of Food Science and Technology, Faculty of Science and Technology, Thammasat University, Pathum Thani 12121, ThailandDepartment of Food Science and Technology, Faculty of Agro-Industry, Kasetsart University, Bangkok 10900, ThailandThe relationship between the chemical structures of six flavonoids and their abilities to inhibit the formation of polycyclic aromatic hydrocarbons (PAHs) in a heated meat model system was investigated. The PAH8 forming in samples was analyzed by using QuEChERS coupled GC-MS. Inhibitory effects of PAHs were myricetin (72.1%) > morin (55.7%) > quercetin (57.3%) > kaempferol (49.9%) > rutin (32.7%) > taxifolin (30.2%). The antioxidant activities of these flavonoids, assessed through (1, 1-diphenyl-2-picrylhydrazyl) free radical scavenging activity assay (DPPH), [2,2′-azinobis (3-ethylbenzothiazoline-6-sulphonic acid)] free radical scavenging activity assay (ABTS) and ferric ion reducing antioxidant power assay (FRAP) assays, exhibited a significant negative correlation with PAH reduction. Notably, myricetin that contained three hydroxyl groups on the B-ring, along with a 2,3-double bond in conjugation with a 4-keto moiety on the C-ring, demonstrated strong antioxidant properties and free radical scavenging abilities, which significantly contributed to their ability to inhibit PAH formation. However, rutin and taxifolin, substituted at the C-3 position of the C-ring, decreased the PAH inhibitory activity. The ABTS assay proved the most effective in demonstrating the correlation between flavonoid antioxidant properties and their capacity to inhibit PAH formation in heated meat model systems. Thus, the inhibition of PAHs can be achieved by dietary flavonoids according to their chemical structures.https://www.mdpi.com/2304-8158/13/7/1002polycyclic aromatic hydrocarbonsflavonoidsantioxidant activitiesmeat model systemDPPHABTS
spellingShingle Thi Thu Huong Huynh
Wanwisa Wongmaneepratip
Kanithaporn Vangnai
Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model System
Foods
polycyclic aromatic hydrocarbons
flavonoids
antioxidant activities
meat model system
DPPH
ABTS
title Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model System
title_full Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model System
title_fullStr Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model System
title_full_unstemmed Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model System
title_short Relationship between Flavonoid Chemical Structures and Their Antioxidant Capacity in Preventing Polycyclic Aromatic Hydrocarbons Formation in Heated Meat Model System
title_sort relationship between flavonoid chemical structures and their antioxidant capacity in preventing polycyclic aromatic hydrocarbons formation in heated meat model system
topic polycyclic aromatic hydrocarbons
flavonoids
antioxidant activities
meat model system
DPPH
ABTS
url https://www.mdpi.com/2304-8158/13/7/1002
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AT wanwisawongmaneepratip relationshipbetweenflavonoidchemicalstructuresandtheirantioxidantcapacityinpreventingpolycyclicaromatichydrocarbonsformationinheatedmeatmodelsystem
AT kanithapornvangnai relationshipbetweenflavonoidchemicalstructuresandtheirantioxidantcapacityinpreventingpolycyclicaromatichydrocarbonsformationinheatedmeatmodelsystem