Synergistic Mechanisms of Interactions between Myricetin or Taxifolin with α-Tocopherol in Oil-in-Water Emulsions

Bayram, Ipek; Laze, Artiona; Decker, Eric A.

doi:10.1021/acs.jafc.3c01226

Cited by 11 publications

(2 citation statements)

References 42 publications

(66 reference statements)

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“…Most plant-based oils, for instance, contain endogenous tocopherols (vitamin E) for protection against oxidation. 4 Tocopherols have four homologues including α-, β-, γ-, and δ-tocopherol based on the position and number of methyl groups on the chromanol ring, with α-tocopherol being the most nonpolar, bioactive, and abundant homologue. 5 However, tocopherols are oxidized and eventually depleted during the lag phase of lipid oxidation kinetics.…”

Section: Introductionmentioning

confidence: 99%

“…Lipids in some food systems already possess oxidation resistance due to the presence of natural antioxidants. Most plant-based oils, for instance, contain endogenous tocopherols (vitamin E) for protection against oxidation . Tocopherols have four homologues including α-, β-, γ-, and δ-tocopherol based on the position and number of methyl groups on the chromanol ring, with α-tocopherol being the most nonpolar, bioactive, and abundant homologue .…”

Section: Introductionmentioning

confidence: 99%

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Mathematical Modeling of Alpha-Tocopherol Early Degradation Kinetics to Predict the Shelf-Life of Bulk Oils

Bayram,

Parra-Escudero,

Decker

et al. 2024

J. Agric. Food Chem.

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The kinetics of lipid oxidation includes a lag phase followed by an exponential increase in oxidation products, which cause rancidity. Current models focus on the slope of this exponential curve for shelf-life estimation, which still requires the measurement of full oxidation kinetics. In this paper, we analyzed the formation of lipid oxidation products in stripped soybean oil containing different levels of α-tocopherol. The lag phases of lipid hydroperoxides and headspace hexanal formation were found to have a strong positive correlation with the α-tocopherol depletion time. We propose that the kinetics of antioxidant (α-tocopherol) depletion occur during the lag phase and could serve as an early shelf-life indicator. Our results showed that α-tocopherol degradation can be described by Weibull kinetics over a wide range of initial concentrations. Furthermore, we conducted in silico investigations using Monte Carlo simulations to critically evaluate the feasibility and sensitivity of the shelf-life prediction using early antioxidant degradation kinetics. Our results revealed that the shelf life of soybean oil may be accurately predicted as early as 20% of the overall shelf life. This innovative approach provides a more efficient and faster assessment of shelf life, ultimately reducing waste and enhancing product quality.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Mathematical Modeling of Alpha-Tocopherol Early Degradation Kinetics to Predict the Shelf-Life of Bulk Oils

Bayram,

Parra-Escudero,

Decker

et al. 2024

J. Agric. Food Chem.

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Analysis of the mechanism of antioxidant synergism between α‐tocopherol and myricetin in bulk oil

Bayram,

Decker

2023

J Americ Oil Chem Soc

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Abstractα‐Tocopherol (α‐TOC) and myricetin (MYR) synergistically inhibit lipid oxidation in bulk oil but the mechanism underlying this effect is unknown. In this research, stripped soybean oil (SSO) was treated with α‐tocopherol (50 μM), myricetin (10–250 μM), and their combinations. Taxifolin (TAX) was also tested because it has structural similarities to myricetin but with a higher redox potential. α‐Tocopherol: myricetin ratios of 5:1, 2:1, 1:1, 1:2, and 1:5 resulted in extended lag phases ranging from 16 to 99 days, with lag phase increasing with increasing myricetin concentrations. Synergism between α‐tocopherol and myricetin was also observed in phospholipid‐containing bulk oils both in the absence and presence of reverse micelles, although the reverse micelles shortened the lag phases. Myricetin (redox potential = 360 mV) delayed the oxidation of α‐tocopherol (redox potential = 500 mV) whereas taxifolin (redox potential = 500 mV) did not. Both myricetin and taxifolin were able to chelate iron as determined by UV–VIS spectroscopy. These results suggested that the lower redox potential of myricetin allowed it to produce synergistic antioxidant activity potentially by regenerating oxidized α‐tocopherol and through its ability to decrease oxidation by metal chelation.

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Antioxidant and prooxidant activity of acid‐hydrolyzed phenolic extracts of sugar beet leaves in oil‐in‐water emulsions

Ebrahimi,

Bayram,

Lante

et al. 2024

J Americ Oil Chem Soc

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This study aimed to enhance the oxidative stability of soybean oil‐in‐water emulsions using acid‐hydrolyzed and unhydrolyzed extracts obtained from sugar beet leaves. The optimum extraction process, which includes 8 min of ultrasonication followed by a 2‐h acid hydrolysis, released new phenolics (e.g., catechin, myricetin, etc.) and increased the total phenolic content (TPC) from 586.24 ± 11.45 to 982.42 ± 6.61 μmol gallic acid equivalent (GAE)/L, and 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH) radical inhibition from 46.63 ± 1.39 to 60.87 ± 1.12%. Acid hydrolysis increased the cupric chelating activity of the extracts while decreasing ferrous chelating activity and trans‐ferulic acid concentration significantly (p < 0.05). The acid‐hydrolyzed extract at a TPC of 100 μmol GAE/L prolonged the lag phase of hexanal accumulation in the emulsion from 0 to 8 days, while 400 μmol GAE/L TPC of unhydrolyzed extract increased the lag phase to 12 days. The results show that acid‐hydrolyzed extracts in high concentrations may act as prooxidants.

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Synergistic Mechanisms of Interactions between Myricetin or Taxifolin with α-Tocopherol in Oil-in-Water Emulsions

Cited by 11 publications

References 42 publications

Mathematical Modeling of Alpha-Tocopherol Early Degradation Kinetics to Predict the Shelf-Life of Bulk Oils

Mathematical Modeling of Alpha-Tocopherol Early Degradation Kinetics to Predict the Shelf-Life of Bulk Oils

Analysis of the mechanism of antioxidant synergism between α‐tocopherol and myricetin in bulk oil

Antioxidant and prooxidant activity of acid‐hydrolyzed phenolic extracts of sugar beet leaves in oil‐in‐water emulsions

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