Antioxidant Activity of Sesamol in Soybean Oil Under Frying Conditions

Antioxidant activity of sesamol was investigated in soybean oil using a miniaturized frying experiment with potato cubes fried at 180 °C. Oxidation of soybean oil was determined by gel permeation chromatography for polymerized triacylglycerols and by ¹H-NMR spectroscopy for reactions at reactive sites of soybean oil molecules including olefinic, bisallylic and allylic protons during frying. Sesamol showed lower antioxidant activity than 0.02 % (w/w) tert-butylhydroquinone (TBHQ) at the same molar concentration. Higher concentrations of sesamol provided better antioxidant effects indicating that no prooxidant activity occurred. Sesamol in this frying test showed better results than 0.02 % TBHQ when the concentration was as high as 0.66 % by weight. An HPLC experiment showed that the concentration of sesamol decreased sharply during frying. Thermogravimetric analysis indicated that sesamol is highly volatile and easily oxidizes when exposed to air. To overcome this problem, two multiple addition methods were evaluated in which sesamol was added portion by portion every hour. The multiple additions of divided portions of 0.66 % (w/w) sesamol maintained the concentration of sesamol at the minimum of 0.04–0.06 % throughout the frying process and showed improved antioxidant activity compared to one single addition of 0.66 % sesamol at the beginning of frying. One of the multiple addition methods showed 28, 18, 59, and 27 % less polymerized triacylglycerols and losses of olefinic, bisallylic and allylic protons, respectively, than 0.02 % TBHQ after 8-h frying. This study shows that sesamol can be used as an alternative for synthetic antioxidants for frying oil.     

Antioxidant Activity of Osage Orange Extract in Soybean Oil and Fish Oil during Storage

The food industry is seeking natural antioxidants for edible oils that have comparable activity to synthetic counterparts. In this study, Osage orange extract (OOE) rich in osajin (42.9%) and pomiferin (30.0%) was obtained after hexane extraction of the fruit, and its antioxidant activity was examined in stripped soybean oil (SBO) and fish oil (FO), in which antioxidants and polar compounds were removed. The antioxidant activity of OOE was compared with commercial natural antioxidants (i.e., rosemary extract and mixed tocopherols) and a synthetic antioxidant, butylated hydroxytoluene (BHT), during storage at 25 and 40 °C. The 0.1% OOE had stronger antioxidant activity than 0.1% rosemary extract and 0.1% mixed tocopherols in both oils at 25 and 40 °C. Its activity was similar to 0.02% BHT in SBO and was similar or slightly stronger than 0.02% BHT in FO. When OOE was studied at 0.05, 0.1, and 0.2%, there was a weak dose–response in SBO but a stronger dose–response in FO. Headspace volatile analysis using solid phase micro-extraction (SPME) combined with GC–MS indicated that 0.1% OOE was very effective in preventing the formation of volatile oxidation products in both oils. Although it should be further tested for safety before the actual use, this study shows that OOE can be developed as an antioxidant for edible oils.     

Antioxidant Activity of Piceatannol in Canola Oil

Piceatannol has shown to be a strong antioxidant in vivo, however, its ability to suppress lipid oxidation in foods has not been examined. The present study is to examine the antioxidant effect of piceatannol on heated canola oil compared with that of butylated hydroxytoluene (BHT). The oxidation of canola oil is conducted at 60, 90, 120, and 150 °C by monitoring the depletion of oxygen, the decrease in unsaturated fatty acids, and the changes of primary and secondary oxidation products. Results demonstrated that piceatannol can suppress lipid oxidation of canola oil in a dose-dependent manner with its effect being more effective than BHT. Practical Applications: Lipid oxidation is a major factor in the deterioration of food quality. Synthetic antioxidants, such as BHT and butylated hydroxyanisole, are used to inhibit oxidation in foods, but their safety has been always concerned. Piceatannol has exhibited a strong antioxidant activity to attenuate lipid oxidation and it should be further explored for use as a natural antioxidant in foods.     

紫菀提取物油脂抗氧化效果研究

对紫菀（Aster tataricus.L.f.）乙酸乙酯提取物（EAE）、丙酮提取物（AE）和乙醇提取物（EE）的油脂抗氧化活性进行研究,用碘量法进行抗氧化性的测定。结果表明,EAE对油脂具有较好的抗氧化作用,在一定范围内,抗氧化效果随添加量的增加而增强,而丙酮及乙醇提取物抗氧化效果不明显。此外,EAE与Vc在花生油中有很好的协同增效作用,表明紫苑具有开发天然抗氧化剂的潜在价值。     

Antioxidant activity of macambo (Theobroma bicolor L.) extracts

Macambo is an edible fruit species from the Amazon Region with a high content of lipids (33%). Macambo samples were obtained from the Amazon Region, dried at 60 °C, milled (32 mesh sieve) and submitted to sequential extraction using ether, ethanol and water as solvents. The antioxidant activity of the ether, ethanol and aqueous extracts was 47%, 68% and 67%, respectively, and the antioxidant activity of the control butylated hydroxytoluene (BHT) was 64%. Three phenolic fractions were obtained with tetrahydrofuran: free phenolic acids, soluble and insoluble phenolic esters. The antioxidant activity of these fractions was 83%, 85% and 93% respectively, and the antioxidant activity of the control BHT was 64%. The phenolic acids were identified on the basis of relative retention times as compared with standards. The fractions obtained showed the presence of the following phenolic acids: salicylic, trans‐cinnamic, sinapinic, chlorogenic, protocatechinic, gallic, quinic, and p‐hydroxibenzoic acid. The presence of phenolic compounds in macambo fruit extracts may be responsible for its rather high antioxidant activity and the results obtained suggest that macambo extracts could be used as food antioxidants. Further studies are in progress to analyze the use of its extracts and phenolic fractions in edible oil shelf life.     

Antioxidant Activity of a Red Lentil Extract and Its Fractions

Phenolic compounds were extracted from red lentil seeds using 80% (v/v) aqueous acetone. The crude extract was applied to a Sephadex LH-20 column. Fraction 1, consisting of sugars and low-molecular-weight phenolics, was eluted from the column by ethanol. Fraction 2, consisting of tannins, was obtained using acetone-water (1:1; v/v) as the mobile phase. Phenolic compounds present in the crude extract and its fractions demonstrated antioxidant and antiradical activities as revealed from studies using a β-carotene-linoleate model system, the total antioxidant activity (TAA) method, the DPPH radical-scavenging activity assay, and a reducing power evaluation. Results of these assays showed the highest values when tannins (fraction 2) were tested. For instance, the TAA of the tannin fraction was 5.85 μmol Trolox^® eq./mg, whereas the crude extract and fraction 1 showed 0.68 and 0.33 μmol Trolox^® eq./mg, respectively. The content of total phenolics in fraction 2 was the highest (290 mg/g); the tannin content, determined using the vanillin method and expressed as absorbance units at 500 nm per 1 g, was 129. There were 24 compounds identified in the crude extract using an HPLC-ESI-MS method: quercetin diglycoside, catechin, digallate procyanidin, and p-hydroxybenzoic were the dominant phenolics in the extract.     

Antioxidant Effect of Nanoemulsions Based on Citrus Peel Essential Oils: Prevention of Lipid Oxidation in Trout

The antioxidant effects of oil‐in‐water nanoemulsion based on edible citrus peel essential oils on the fatty acid composition of rainbow trout fillets stored at 4 ± 2 °C are investigated. Fish fillets are treated with nanoemulsion and stored for 16 days. Lipid samples are converted into fatty acid methyl esters which are then detected by gas chromatagrophy (GC). The results show that palmitic acid (C16:0), palmitoleic acid (C16:1), stearic acid (C18:0), vaccenic acid (C18:1?‐7), oleic acid (C18:1?9), eicosenoic acid (C20:1?9), linoleic acid (C18:2?6), linolenic acid (C18:3?3), eicosapentaenoic acid (EPA) (C20:5?3), and docosahexaenoic acid (DHA) (C22:6?3) are the most important fatty acids in fish meat. While polyene index and hypocholesterolemic:hypercholesterolaemic fatty acid ratios decrease in trout fillets during cold storage, thrombogenicity index and atherogenicity index generally increase (especially in control and Tween 80 groups). The concentrations of monounsaturated fatty acids (MUFAs) and polyunsaturated fatty acids (PUFAs) are higher in the treatment groups and the saturated fatty acids (SFAs) are lower in all groups compared to those of the control group. Application of nanoemulsion based on citrus essential oils prevents oxidation of PUFA especially EPA and DHA, thus has potential as a preservative for fish oil. Practical Applications: In recent years, nanotechnological applications have been increasingly applied to the protection of food. Similarly, natural essential oils are used to increase the shelf life of foods. This study demonstrates the combined effect of a new method of nanoemulsions and essential oils on the safety of foods.     

Antioxidant Activity of Sesamin in Canola Oil

The present study presents the antioxidant activity of sesamin in canola oil compared with that of butylated hydroxytoluene (BHT) by monitoring the oxygen consumption and the decrease in linoleic acid and α-linolenic acid. The oxidation of canola oil was conducted at 35, 60, 90, 120 and 180 °C with addition of 50–400 ppm sesamin. Results from the oxygen consumption test showed that sesamin dose-dependently inhibited the oxidation of canola oil at concentrations of 50–200 ppm at temperatures of 60–180 °C, however, sesamin lost its antioxidant activity at a low temperature of 35 °C. The fatty acid analysis also demonstrated that sesamin at 50, 100 and 200 ppm dose-dependently prevented the oxidation of linoleic acid and α-linolenic acid in canola oil. Both the oxygen consumption and the fatty acid analysis demonstrated sesamin was less effective than BHT as an antioxidant at temperatures of 60–180 °C. It was therefore concluded that sesamin could prevent the lipid oxidation of frying fats and oil, however, its antioxidant activity was not as potent as that of BHT.     

Frying quality and stability of low-and ultra-low-linolenic acid soybean oils

To determine effects of very low levels of linolenic acid on frying stabilities of soybean oils, tests were conducted with 2% (low) linolenic acid soybean oil (LLSBO) and 0.8% (ultra-low) linolenic acid soybean oil (ULLSBO) in comparison with cottonseed oil (CSO). Potato chips were fried in the oils for a total of 25 h of oil use. No significant differences were found for either total polar compounds or FFA between samples of LLSBO and ULLSBO; however, CSO had significantly higher percentage of polar compounds and FFA than the soybean oils at all sampling times. Flavor evaluations of fresh and aged (1, 3, 5, and 7 wk at 25°C) potato chips showed some differences between potato chips fried in different oil types. Sensory panel judges reported that potato chips fried in ULLSBO and aged for 3 or 7 wk at 25°C had significantly lower intensities of fishy flavor than did potato chips fried in LLSBO with the same conditions. Potato chips fried in ULLSBO that had been used for 5 h and then aged 7 wk at 25°C had significantly better quality than did potato chips fried 5 h in LLSBO and aged under the same conditions. Hexanal was significantly higher in the 5-h LLSBO sample than in potato chips fried 5 h in ULLSBO. The decrease in linolenic acid from 2 to 0.8% in the oils improved flavor quality and oxidative stability of some of the potato chip samples.     

Antioxidant Systems from Pepper (Capsicum annuum L.): Involvement in the Response to Temperature Changes in Ripe Fruits

Sweet pepper is susceptible to changes in the environmental conditions, especially temperatures below 15 °C. In this work, two sets of pepper fruits (Capsicum annuum L.) which underwent distinct temperature profiles in planta were investigated. Accordingly, two harvesting times corresponding to each set were established: Harvest 1, whose fruits developed and ripened at 14.9 °C as average temperature; and Harvest 2, with average temperature of 12.4 °C. The oxidative metabolism was analyzed in all fruits. Although total ascorbate content did not vary between Harvests, a shift from the reduced to the oxidized form (dehydroascorbate), accompanied by a higher ascorbate peroxidase activity, was observed in Harvest 2 with respect to Harvest 1. Moreover, a decrease of the ascorbate-generating enzymatic system, the γ-galactono-lactone dehydrogenase, was found at Harvest 2. The activity values of the NADP-dependent dehydrogenases analyzed seem to indicate that a lower NADPH synthesis may occur in fruits which underwent lower temperature conditions. In spite of the important changes observed in the oxidative metabolism in fruits subjected to lower temperature, no oxidative stress appears to occur, as indicated by the lipid peroxidation and protein oxidation profiles. Thus, the antioxidative systems of pepper fruits seem to be involved in the response against temperature changes.     

Effects of Linalyl Oleate on Soybean Oil Flavor and Quality in a Frying Application

Bread pieces were fried at 180 °C in soybean oil (SBO) containing no additives (control), 0.1% linalyl oleate (LO), or 10 ppm methyl silicone (MS). After 2 h of heating, the MS-containing oil was the most stable, followed by the oil with LO and the control, based on conjugated dienoic acid percentage (CD) and the ratio of linoleate%/palmitate%. Oil extracted from the fresh fried bread showed similar, but not significant, trends for CD and PV. Fresh and stored (60 °C, 2 days) bread fried in LO-containing oil had less hexanal than the other two treatments, and the stored LO bread had less t,c- and t,t-2,4-heptadienal than the control. Fresh bread fried in LO-containing oil had a less rancid flavor than did the other two treatments, and the LO treatment had less fishy flavor than the control. In stored bread, the MS treatment was less rancid than the control. In oil extracted from the stored bread, the amounts of t,c-2,4-heptadienal and 2-decenal correlated (p ≤ 0.05) with the amounts of individual unsaturated fatty acids and with CD, but only t,c-2,4-heptadienal correlated with the PV. The t,c-2,4-heptadienal correlated with individual Polyunsaturated fatty acids (PUFA) in freshly fried bread. In general, oil and fried bread had improved flavor quality and/or oil stability when they contained MS or LO.     

Bioactive Compounds,Antioxidant Activities and Heat Stability of Corn Oil Enriched with Tunisian Citrus aurantium L. Peel Extract

This study was designed to examine physicochemical composition, antioxidant activities and heat stability of corn oil enriched with bitter orange peel. Volatile compounds composition of corn oil flavored with Citrus aurantium peel was investigated. Flavored oil total aroma content (2.6 mg/mg oil) was mainly represented by monoterpene hydrocarbons and limonene was the major one (2.49 mg/mg oil). Flavored oil methanolic extract was characterized by total phenol content of 1.22 mg GAE/kg. Chlorogenic, ferulic and p-coumaric acids were the major phenolic components of the flavored oil extract (34.33, 30.24 and 19.39 %, respectively). It was also characterized by a higher chlorophylls and carotenoids contents than the refined one. Antioxidant activities of methanolic extracts of both samples were determined using four assays: DPPH, reducing power, β-carotene bleaching and metal chelating tests. In β-carotene bleaching and DPPH radical scavenging assays, flavored oil methanolic extract showed higher activities than the control. It was characterized by a total antioxidant activity of 4.08 mg GAE/kg and an EC₅₀ value of 3.14 mg/mg oil. Its concentration providing 50 % inhibition (IC₅₀) was 0.53 mg/mg oil in the DPPH test and 4.08 mg/mg oil in the β-carotene bleaching test. However, refined corn extract showed significantly lower antioxidant activities (p < 0.05). Results of the oxidative stability index showed bitter orange peel effectiveness against thermal oxidation based on the increased induction time observed in flavored oil (5.95).     

Antioxidant Activity of Added Phenolic Compounds in Freeze-Dried Microencapsulated Sunflower Oil

This study was aimed at evaluating the effectiveness of phenolic antioxidants with a similar structure but having a different polarity in dried microencapsulated sunflower oil. The antioxidants tested were, on one hand, α-tocopherol and its water soluble analogue, Trolox, and on the other, gallic acid and its ester derivatives, propyl gallate and dodecyl gallate. At a moderate temperature (40 °C), the samples were oxidized under accelerated conditions by using Cu(II) as an oxidation catalyst. The progress of oxidation was followed up over time in the free and encapsulated oil fractions. The peroxide value, the total content of polymers and, when appropriate, the content of α-tocopherol were determined. Quantitative analysis of the total fraction of the non-volatile oxidation products and their distribution in oligomers, dimers and monomers was applied to samples to obtain a complete evaluation of oxidation. Finally, as a complementary measure, the antioxidants were also assessed by direct application of the Rancimat test at 100 °C on the dried microencapsulated oil samples. Results showed that the antioxidants of lower polarity in each series, i.e. tocopherol and dodecyl gallate, were to a great extent the most protective antioxidants. The results obtained by the Rancimat test were consistent with those found during oxidation at moderate temperature. Furthermore, the addition of Cu(II) reduced proportionally the oxidative stability index of the dried microencapsulated samples.     

Improving the Frying Performance and Oxidative Stability of Refined Soybean Oil by Tocotrienol‐Rich Unsaponifiable Matters of Kolkhoung (Pistacia khinjuk) Hull Oil

Increasing consumer awareness for all natural products has quickly led to growing research on new resources of potent and profitable natural antioxidants. In this context, for the first time, the Kolkhoung hull oil (KHO) (Pistacia khinjuk)‐unsaponifiable matters (USM) (UHO) (100, 200, and 400 mg kg^?1) were incorporated into refined soybean oil (RSO) and the oxidative stability of prepared oils was measured during 32 hours of frying. Then, the obtained results (oxidative stability) were compared to the samples containing tert‐butyl hydroquinone (TBHQ) (100 mg kg^?1) as a common synthetic antioxidant. According to the results of oxidative stability assays of acid values, conjugated diene values and carbonyl values, and total polar compounds, the incorporation of UHO, particularly at a concentration of 200 mg kg^?1, was more efficient in improving the oxidative stability compared to TBHQ. The tocol content of KHO (2043.4 mg kg^?1) was higher than the reported amounts of other conventional edible oils. Furthermore, by incorporation of UHO into RSO, as compared with TBHQ, a better protection of naturally occurring antioxidants (tocopherols and sterols) was found after adding UHO to RSO. This fact was mainly attributed to the UHO's tocotrienol fraction. Hence, the USM of KHO can be used as a potent antioxidant to improve the oxidative stability of frying oils.