Furan fatty acids in enriched ω-3 fish oil: Oxidation kinetics with and without added monomethyl furan fatty acid as potential natural antioxidant

Buscato, Monise Helen Masuchi; Müller, Franziska; Vetter, Walter; Weiß, Jochen; Salminen, Hanna

doi:10.1016/j.foodchem.2020.127087

Cited by 16 publications

(13 citation statements)

References 37 publications

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“…This pro-oxidant activity has been already described by the other researchers [33,49,50]. In fact, it was stated that many factors control the antioxidant or pro-oxidant effect of α-tocopherol, namely, the nature of the substrate and its mobility within it, its concentration, and the applied conditions, such as the temperature and the potential interactions with other substances in the matrix [51]. Moreover, it has been suggested that, in oils, the most effective antioxidants are polar antioxidants and not nonpolar ones, which are more effective in protecting emulsions (the so-called "polar paradox") [52].…”

Section: Discussionsupporting

confidence: 52%

Antioxidant Effects of Hemp (Cannabis sativa L.) Inflorescence Extract in Stripped Linseed Oil

et al. 2020

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The ability of hemp (Cannabis sativa L.) inflorescence extract to counteract lipid oxidation was studied in stripped linseed oil. The ethanolic extract was characterized in terms of terpenes (6.00 mg/mL), cannabidiol (4.99% w/w), phenolic compounds (1.80 mg gallic acid equivalents (GAE)/mL), antiradical, and metal ion-chelating activities (50% effective concentration (EC50) of 2.47 mg/mL and 0.39 mg/mL, respectively). The stripped linseed oil, used as control (CO), was mixed with hemp extract (HO) or α-tocopherol (EO) at a ratio of 0.6% (w/w) and stored for 7 days in darkness at 40 °C. Hemp extract reduced the oxidation and lipolysis processes. At the end of the storage, HO showed a significantly higher level of α-linolenic acid (ALA; 26.64 g/100 g), lower peroxide value (PV) (21.19 meq O2/kg oil), and lower hexanal content (7.67 mmol/kg oil) than those found in the control. In contrast, EO showed a marked lipolysis (the free fatty acids increased by 42.57%) and a noticeable oxidation, since the ALA content decreased by 2.10% and a PV of 50 meq O2/kg oil was observed. This study demonstrates that hemp inflorescences can be used as a source of natural antioxidants in vegetable oils and lipid products to retard their oxidation, especially those characterized by a high degree of unsaturation.

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Section: Discussionsupporting

confidence: 52%

Antioxidant Effects of Hemp (Cannabis sativa L.) Inflorescence Extract in Stripped Linseed Oil

et al. 2020

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“…The fish oil I was dominated by the conventional fatty acids EPA and DHA and FuFAs 11D3, 11D5, and 9M5 [ 18 ]. Combinations of these fatty acids were found in nine of the thirteen FuFA-containing TAGs that could be detected in the sample (Table S 6 ).…”

Section: Resultsmentioning

confidence: 99%

“…The FuFA-containing TAG standards were synthesized according to Wiedmaier-Czerny et al [ 6 ]. Fish oil I was a concentrate of ω-3 fatty acids which was rich in 5,8,11,14,17-eicosapentaenoic acid (EPA) and 4,7,10,13,16,19-docosahexaenoic acid (DHA) (Table 2 ) and mixed tocopherols produced by BASF (Ludwigshafen am Rhein, Germany) and was used in another study before from Masuchi Buscato et al [ 18 ]. They analyzed FuFAs as methyl esters and found 11-(3,4-dimethyl-5-propylfuran-2-yl)-undecanoic acid (11D3) (450 mg/100 g fat), 11-(3,4-dimethyl-5-pentylfuran-2-yl)-undecanoic acid (11D5) (310 mg/100 g fat), and 9M5 (270 mg/100 g fat) as major FuFAs.…”

Section: Methodsmentioning

confidence: 99%

LC-Orbitrap-HRMS method for analysis of traces of triacylglycerols featuring furan fatty acids

Wiedmaier‐Czerny

Vetter

2022

Anal Bioanal Chem

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Furan fatty acids (FuFAs) are valuable antioxidants that are highly relevant for the protection of polyunsaturated fatty acids (PUFAs) in biological systems and food. Despite their low contributions to the total fatty acids, their widespread occurrence has been documented in food and biological samples. Like other fatty acids, FuFAs are also stored esterified, e.g., in triacylglycerols. However, FuFA-containing triacylglycerols had not been detected in lipidomics analyses. Here, we present a screening method that allows for the identification of traces of FuFA-containing triacylglycerols (TAGs) utilizing LC-Orbitrap-HRMS. Initially developed with the help of purposefully synthesized FuFA-containing TAGs, the screening method was successfully applied to the analysis of two fish oil samples and one mushroom extract sample. Several FuFA-containing TAGs could be identified by direct analysis using the method and database developed in this study. Graphical Abstract

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“…PE(MonoMe(11,5)/MonoMe(13,5)), also called 13-(3-methyl-5-pentylfuran-2-yl) tridecanoate, a kind of dimethylfuran fatty acid, is abundant in fish oil and is easily oxidized and degraded [ 32 ]. There are few reports about this chemical, but it has been found to be decreased in patients with gastrointestinal diseases [ 33 ].…”

Section: Discussionmentioning

confidence: 99%

Biomarkers for isolated congenital heart disease based on maternal amniotic fluid metabolomics analysis

Yuan

Kang

et al. 2022

BMC Cardiovasc Disord

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Introduction Congenital heart disease (CHD) is one of the most prevalent birth defects in the world. The pathogenesis of CHD is complex and unclear. With the development of metabolomics technology, variations in metabolites may provide new clues about the causes of CHD and may serve as a biomarker during pregnancy. Methods Sixty-five amniotic fluid samples (28 cases and 37 controls) during the second and third trimesters were utilized in this study. The metabolomics of CHD and normal fetuses were analyzed by untargeted metabolomics technology. Differential comparison and randomForest were used to screen metabolic biomarkers. Results A total of 2472 metabolites were detected, and they were distributed differentially between the cases and controls. Setting the selection criteria of fold change (FC) ≥ 2, P value < 0.01 and variable importance for the projection (VIP) ≥ 1.5, we screened 118 differential metabolites. Within the prediction model by random forest, PE(MonoMe(11,5)/MonoMe(13,5)), N-feruloylserotonin and 2,6-di-tert-butylbenzoquinone showed good prediction effects. Differential metabolites were mainly concentrated in aldosterone synthesis and secretion, drug metabolism, nicotinate and nicotinamide metabolism pathways, which may be related to the occurrence and development of CHD. Conclusion This study provides a new database of CHD metabolic biomarkers and mechanistic research. These results need to be further verified in larger samples.

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Furan fatty acids in enriched ω-3 fish oil: Oxidation kinetics with and without added monomethyl furan fatty acid as potential natural antioxidant

Cited by 16 publications

References 37 publications

Antioxidant Effects of Hemp (Cannabis sativa L.) Inflorescence Extract in Stripped Linseed Oil

Antioxidant Effects of Hemp (Cannabis sativa L.) Inflorescence Extract in Stripped Linseed Oil

LC-Orbitrap-HRMS method for analysis of traces of triacylglycerols featuring furan fatty acids

Biomarkers for isolated congenital heart disease based on maternal amniotic fluid metabolomics analysis

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