Variation in oil quality and content of low molecular lipophilic compounds in chia seed oils

This study was conducted to characterize the lipid fraction of 15 chia seed samples originating from five countries (Argentina, Paraguay, Uganda, Bolivia, and Peru). On average, chia seeds contained 34.5 g oil per 100 g dry-solids, in which the average contents of sterols, tocopherols, squalene, carotenoids, and phenolic compounds were 7,061, 600, 17.7, 2.2, and 9.7 mg/kg of oil, respectively. Alpha-linolenic acid share varied from 54.35% to 60.48%, and was accompanied by declining shares of linoleic, palmitic, oleic, and stearic acid, respectively. Principal component analysis showed that chia oil induction time was positively correlated with tocopherols and phenols, while negatively with quality indices and squalene content.     

Pan-frying of French fries in three different edible oils enriched with olive leaf extract: Oxidative stability and fate of microconstituents

Sunflower oil, olive oil, and refined palm oil were enriched with an extract - rich in polyphenols - obtained from olive tree (Olea europaea) leaves at levels of 120 and 240 mg total polyphenols per kg oil. Potatoes were pan-fried in both the enriched and the non-supplemented oils under domestic frying conditions. Total polyphenols were estimated by Folin-Ciocalteu and antioxidant capacity was assessed by the DPPH radical scavenging assay. Tocopherols' content was determined by HPLC analysis, phytosterols and squalene by GC, and oxidative stability by Rancimat. Supplemented frying oils had higher total polyphenols and tocopherols' content, oxidative stability, and antioxidant capacity, while phytosterols and squalene content were not affected by the supplementation. French fries prepared in supplemented oils had higher total polyphenols, tocopherols, phytosterols, and squalene content and exhibited higher antioxidant capacity than those fried in non-supplemented oils. By consuming French fries pan-fried in enriched oils, up to 1.4-, 2.2-, and 1.5-fold increase of tocopherols, phytosterols, and squalene intake could be achieved as compared to those prepared in the non-supplemented oils.     

Effect of <Emphasis Type="Italic">Carica papaya</Emphasis> and <Emphasis Type="Italic">Cucumis melo</Emphasis> seed oils on the soybean oil stability

This study aimed to evaluate the oils of soybean (S), papaya (Pa) and melon (Me) seeds and compounds oils SPa (80:20 w/w); SMe (80:20 w/w); and SPaMe (60:20:20 w/w/w) subjected to thermoxidation. Compound oils showed lower percentages of free fatty acids in relation to others, after 20 h. With the heating process, there was an increase in the quantity of saturated and monounsaturated acids. The quantity of carotenoids decreased, except in papaya seed oil that presented significant amount of carotenoids in 20 h. In relation the tocopherols, highlighted the presence of γ-tocopherol, except in the papaya oil. In 20 h, SMe and SPa still showed high amounts of tocopherols, with 76 and 85% of retention, respectively. With the thermoxidation, the amounts of phytosterols decreased. A great potential can be verified for the use of papaya and melon seed oils, in order to increase the oxidative stability of the soybean oil.     

Garden cress oil as a vegan source of PUFA: Achieving through optimized supercritical carbon dioxide extraction

With more people shifting to healthier and environment-friendly lifestyles, the vegan diet has recently gained popularity. Nevertheless, this kind of diet comes with its own limitations in terms of adequate availability of nutrients, for example, essential fatty acids. The primary source for these includes fish and other marine animals, hence not accepted by the vegan population. The plant source is limited. The present work focuses on exploring garden cress (GC) seed oil - an easily available seed, with considerable polyunsaturated fatty acids (PUFA). Conventionally, Soxhlet extraction of vegetable oils is done using solvents like hexane. However, selective extraction of PUFA, phytosterols, and tocopherols could be done by supercritical-CO₂ (SC-CO₂) extraction of oil from the GC seeds with proper optimization of extraction parameters. The PUFA content was found to be 38% in the case of oil extracted with n-hexane. This was enriched to nearly 50% PUFA, when extracted at 350 bar pressure, 60 °C temperature, and 30 g/min flow rate in case of SC-CO₂ extraction. At similar conditions, even tocopherol contents were improved significantly from 486 to 1138 ppm. Further, oil enriched with unsaponifiable matter (2.3%) containing major phytosterols like campesterol, stigmasterol, β-sitosterol, and isofucosterol was obtained at 20 g/min flow rate itself. Another major advantage of SC-CO₂ extraction is the selective extraction of oil from the seed, leaving behind the phospholipids. This in turn eliminates one step of refining, thereby making the process economically viable. The use of co-solvents resulted in nutritionally enriched GC seed oil at a pressure of 250 bar. It is quite evident from the findings of this study that, careful selection of process parameters of SC-CO₂ extraction of GC seed oil can result in a nutritionally enriched vegan source of PUFA, using an emerging cleaner and greener technology.Industrial relevanceThere is a huge demand for newer vegan sources of PUFA. GC seed oil can be one of them. This investigation aimed at process development for extracting PUFA and tocopherol, phytosterol enriched GC oil using eco-friendly SC-CO₂ extraction. SC-CO₂ extraction is becoming more popular and the economic feasibility is proven for the higher scale of operation. As this oil can be encapsulated and sold at a reasonably good price, this work has significant industrial relevance.     

Supercritical fluid extraction of<Emphasis Type="Italic"> Cucurbita ficifolia</Emphasis> seed oil

Pumpkin, Cucurbita ficifolia, seed oil was extracted with supercritical carbon dioxide (SC-CO₂) in the temperature range of 308–318 K and in the pressure range of 18–20 MPa. In addition, the influence of the superficial velocity within a tubular extractor was studied. The oil content determined by a Soxhlet apparatus was 43.5%. Physical and chemical characteristics of the oil were obtained. The results in terms of free fatty acids contents were compared with those obtained when n-hexane was used as the solvent, and no significant differences between the oils extracted by both methods were found. The main fatty acid was 6-linoleic acid (about 60%), followed by palmitic acid (about 15%) and oleic acid (about 14%). Oxidative stability was studied by using the induction time determined by the Rancimat method. The oil obtained by supercritical fluid extraction (SFE) was less protected against oxidation (4.2 h for SFE-extracted oil and 8.3 h for the pumpkin seed oil extracted with n-hexane). The oil extracted by SC-CO₂ was clearer than that extracted by n-hexane, showing some refining. The acidity index was 5.5 for the n-hexane extracted oil. For the oils extracted by SC-CO₂, two analyses were made: for the oils obtained at 15 min of extraction time, for which the acidity indices varied from about 15 to 20, and for the remaining oils (extracted until 150 min), for which the acidity indices varied from about 2 to 2.6. The central composite nonfactorial design was used to optimise the extraction conditions, using the Statistica, version 5, software (Statsoft). The best results, in terms of oil recovered by SC-CO₂, were found at 19 MPa, 308 K and a superficial velocity of 6.0×10^–4 ms^–1.     

Contribution of minor compounds to the singlet oxygen-related photooxidation of olive and perilla oil blend

This study evaluated contribution of natural minor compounds including carotenoids, tocopherols, polyphenols, and phosphatidylcholine (PC) to the stability of chlorophyll sensitized oxidation of olive and perilla oil blend under 2,500 lx light at 25°C for 48 h. The oxidation of the oil blend was evaluated by headspace oxygen consumption and peroxide values (POV). Minor compounds were also monitored. The headspace oxygen consumption and POV of the oil blend were increased with oxidation time; however, fatty acid composition was not significantly changed. Carotenoids, tocopherols, polyphenols, and PC were degraded during the oil oxidation, which was closely related with their singlet oxygen quenching. Correlations of the oil oxidation were higher with contents of carotenoids and PC (r ²>0.93) than with those of tocopherols or polyphenols, suggesting high contribution of carotenoids and PC to decreasing singlet oxygen-related photooxidation of olive and perilla oil blend.     

Chemical Properties and Oxidative Stability of Perilla Oils Obtained From Roasted Perilla Seeds As Affected by Extraction Methods

Abstract: The chemical properties and oxidative stability of perilla oils obtained from roasted perilla seeds as affected by extraction methods (supercritical carbon dioxide [SC‐CO₂], mechanical press, and solvent extraction) were studied. The SC‐CO₂ extraction at 420 bar and 50 °C and hexane extraction showed significantly higher oil yield than mechanical press extraction (P < 0.05). The fatty acid compositions in the oils were virtually identical regardless of the extraction methods. The contents of tocopherol, sterol, policosanol, and phosphorus in the perilla oils greatly varied with the extraction methods. The SC‐CO₂‐extracted perilla oils contained significantly higher contents of tocopherols, sterols, and policosanols than the mechanical press‐extracted and hexane‐extracted oils (P < 0.05). The SC‐CO₂‐extracted oil showed the greatly lower oxidative stability than press‐extracted and hexane‐extracted oils during the storage in the oven under dark at 60 °C. However, the photooxidative stabilities of the oils were not considerably different with extraction methods.     

Supercritical fluid extraction of minor components of vegetable oils: β-Sitosterol

The extracts of valuable vegetable oils containing a number of minor components (sterols, tocopherols, carotenoids, etc.) have added value as pharmaceuticals and food additives. Beta-sitosterol (BS) as minor component of vegetable oil was extracted from ground seeds of sea buckthorn with supercritical CO₂ at pressures 15-60 MPa and temperatures 40-80 °C. The changes in the BS content in extract in the course of the extraction were evaluated using HPLC and described in terms of phase equilibrium. It was shown that the separation factors used in counter-current fractionation of oils apply also to the initial period of oil extraction from ground seeds. The equilibrium compositions of a model BS + trilinolein + CO₂ mixture were calculated using SRK and PSRK equations of state. The BS to triacylglycerol separation factor, ranging from 1.0 to 3.1, was correlated with CO₂ density.     

Characterisation of oil oxidation,fatty acid,carotenoid, squalene and tocopherol components of hazelnut oils obtained from three varieties undergoing oxidation

Hazelnut oils obtained from three varieties of Chinese hybrid hazelnuts (cv. ‘Liaozhen 3 (LZ)’, ‘Pingou 21’ (PG) and ‘Yuzhui’ (YZ)) were used to compare the lipid oxidation characteristics (peroxide value, p-anisidine value and conjugated diene value), fatty acid profiles and major active components (squalene, carotenoids and tocopherols) under oxidation condition at 60 °C for 40 days, in addition, the molecular structure changes in the three hazelnut oils were monitored by Raman spectroscopy. The lipid oxidation of the three hazelnut oils had similar tendencies, and the oxidation rate was slower in the early stage and faster in the later stage. Polyunsaturated fatty acids (PUFAs) tended to decrease mainly due to the decrease in linoleic acid. LZ had higher contents of tocopherol, carotenoids and PUFAs than the other varieties, while YZ owned the highest content of squalene. Tocopherol and carotenoids of the three hazelnut oils showed easy loss, while squalene was relatively stable. Raman spectroscopy can effectively indicate the degree of oxidation and carotenoid levels of hazelnut oil. This study can provide a scientific basis for variety selection in planting and utilisation of active ingredients for the hazelnut industry.     

Lipid oxidation-related characteristics of gim bugak (Korean fried cuisine with <Emphasis Type="Italic">Porphyra</Emphasis>) affected by frying oil

The effect of frying oil on the lipid oxidation, antioxidants, and in vitro antioxidant activity of gim bugak was studied. Bugak was prepared by pan-frying at 180 °C in unroasted sesame, soybean, extra virgin olive, or palm oil. The degree of lipid oxidation based on conjugated dienoic acid and p-anisidine values was higher in the bugak fried in soybean or sesame oil with high contents of polyunsaturated fatty acids and tocopherols. However, the oil oxidation was lower in olive and palm oils, which showed higher degradation of tocopherols and polyphenols than in sesame or soybean oil during frying. Although the bugak fried in palm oil contained less antioxidants than that fried in soybean or sesame oil, the in vitro antioxidant activity was not different (p > 0.05). Results suggest that palm oil can replace unroasted sesame oil for the preparation of gim bugak with improved lipid oxidative stability and health functionality.     

Differences in Oils from Nuts Extracted by Means of Two Pressure Systems

Nuts are nutrient dense foods especially appreciated for the fatty acids composition of the oil fraction and other bioactive compounds, like polyphenols or sterols. Almond, pistachio, and walnut oils were extracted by two pressure systems (hydraulic press and screw press) in order to obtain virgin oils. A comparison of the fatty acids was performed for oils from different sources. Although the main components of oils (fatty acids and sterols) did not vary according to the system used, some differences among the three types of nut oils were found. Almond and pistachio oil samples showed a similar fatty acid profile with a substantial amount of monounsaturated fatty acids, 70 and 61%, respectively. However, the majority proportion in walnut oils was the polyunsaturated fatty acids (60%). The highest total sterol content was presented by pistachio oils (4476 mg/kg). Screw press oils showed higher values of the regulated quality parameters (acidity, peroxide value, K₂₃₂, and K₂₇₀). In the same way, polyphenols and oxidative stability were slightly higher when the nut oils were extracted with a screw press.     

Supercritical Carbon Dioxide Extraction of Squalene from <Emphasis Type="Italic">Amaranthus paniculatus</Emphasis>: Experiments and Process Characterization

Separation of squalene from Amaranthus paniculatus using supercritical carbon dioxide extraction (SC-CO₂) technology and optimization of its process parameters such as temperature, pressure, time of extraction, flow rate of carbon dioxide, and batch size have been conducted. The optimized conditions that provided the best yield of squalene were a sample size of 40 g of amaranth grains of particle diameter of 0.75 mm at a temperature of 100°C and pressure of 550 bar for 1.5 h extracting time at a flow rate of 0.2 L min⁻¹ of carbon dioxide. Solubility of squalene in SC-CO₂ under different operating conditions has also been evaluated using Chrastil equation which showed good agreement with the experimentally obtained yields. Various statistical analyses (regression equations, t test, and analysis of variance) conducted on the extraction parameters concluded that extraction pressure, time and sample batch size have significant effect on the yield of the squalene whereas extraction temperature and particle diameter do not. The results obtained are in accordance to the basic principle of supercritical fluid-phase equilibrium behavior and the solubility isobar and isotherm obtained showed similar trends with those reported for squalene. Using dimensionless numbers, an empirical correlation was also deduced for characterization of the extraction process of squalene in SC-CO₂.     

Identification of bioactive compounds and total phenol contents of cold pressed oils from safflower and camelina seeds

The compositions of fatty acids, tocopherols, polyphenols, sterols, and the total phenol contents of cold pressed oils obtained from five varieties of safflower seeds and ten varieties of camelina seeds cultivated in Turkey were determined. Total phenol contents of safflower oils were higher (272.20–525.30 mg GAE/kg) than camelina seed oils (25.90–63.70 mg GAE/kg). Apigenin, luteolin, tyrosol, syringic acid, 3-hydroxytyrosol, p-coumaric acid and sinapic acid were detected in seed oils. Camelina seed oils were rich in tocopherol (144.11–168.69 mg/100 g). γ-Tocopherol was the predominant tocopherol in camelina seed oils consisting of averagely 80% of total tocopherol, while α-tocopherol was the main compound of safflower seed oils, representing 97.85–98.53% of total tocopherols. β-Sitosterol was the major sterol in both type of seed oils. Its concentration ranged between 92.51–121.83 mg/100 g and 80.52–25.54 mg/100 g in safflower seed and camelina oils, respectively. Camelina seed oils contained 22.31–26.57% linolenic acid, 21.25–24.05% linoleic acid and 19.46–21.47% oleic acid, whereas safflower seed oils mainly consisted of linoleic (28.03–76.85%) and oleic (13.01–62.61%) acids.     

Temperature dependence of the autoxidation and antioxidants of soybean, sunflower, and olive oil

Effects of temperature on the autoxidation and antioxidants changes of soybean, sunflower, and olive oils were studied. The oils were oxidized in the dark at 25, 40, 60, and 80 °C. The oil oxidation was determined by peroxide (POV) and p-anisidine values (PAV). Polyphenols and tocopherols in the oils were also monitored. The oxidation of oils increased with the oxidation time and temperature. Induction period decreased with the oxidation temperature; 87 and 3.6 days at 25 and 60 °C, respectively, for sunflower oil. The activation energies for the autoxidation of soybean, sunflower, and olive oils were 17.6, 19.0, and 12.5 kcal/mol, respectively. Olive oil contained polyphenols at 180.8 ppm, and tocopherols were present at 687, 290, and 104 ppm in soybean, sunflower, and olive oils, respectively. Antioxidants were degraded during the oil autoxidation and the degradation rates increased with the oxidation temperature of oils; for tocopherols, 2.1 × 10⁻³ and 8.9 × 10⁻²%/day at 25 and 60 °C, respectively, in soybean oil.     

Concentration of tocopherols by supercritical carbon dioxide with cosolvents

In order to optimize the conditions for enrichment of tocopherols, tocopherol extraction from chemically modified rapeseed deodorizer distillate (RDD) at three levels (2%, 4%, and 6%) of each cosolvent (methanol, ethanol, and mixed ethanol) was carried out by using supercritical carbon dioxide (SC-CO₂). After chemical modification, the fatty acid methyl esters (FAME) in RDD were produced and showed improved solubility in SC-CO₂. Since FAME were more volatile, they were extracted preferentially over tocopherols and other higher molecular weight compounds. Two steps were applied in the SC-CO₂ extraction. First, the FAME mixture was extracted under 120 bar until the weight of extracts did not increase anymore, and then, tocopherols were concentrated under 250 bar. Second, the concentrates from the first step under 250 bar were esterified and then extracted again under 120 bar until the weight of extracts did not increase anymore. Different cosolvents (methanol, ethanol, mixed ethanol) were used for tocopherol isolation under 250 bar in the second step. Tocopherol content, tocopherol recovery and the weight of target extract (those extracts with a concentration of tocopherols above 40%) increased while the extraction time decreased.     

Changes during storage of quality parameters and in vitro antioxidant activity of extra virgin monovarietal oils obtained with two extraction technologies

Extraction technology has a great effect on quality of olive oils. This paper studied 18 months of storage of two Sardinian extra virgin monovarietal oils obtained with a traditional and with a low oxidative stress technology. Oil samples were subjected to the following chemical analyses: acidity, peroxide value, ultraviolet light absorption K₂₃₂ and K₂₇₀, carotenoids, chlorophylls, tocopherols and total polyphenols. The antioxidant capacity of oils, polyphenol extract and oil extract (remaining after polyphenol extraction) was also determined as radical scavenging activity. The results show that both extraction technologies resulted in minor changes in legal and quality indices during storage, due surely to the high quality of the oils as well as to the very good storage conditions used. Oils obtained with the low oxidative stress technology showed lower peroxide value and acidity and resulted in up to 103% higher total polyphenol content as well as increased radical-scavenging activity, with respect to oils obtained with the traditional technology.     

Extraction of boldo (Peumus boldus M.) leaves with supercritical CO2 and hot pressurized water

High-activity fractions in boldo leaves were extracted with supercritical CO₂ (SC-CO₂) and hot pressurized water (HPW). Total yield after 3 h of extraction (0.6–3.5%) in low-pressure SC-CO₂ experiments increased with process pressure (60–150 bar) and decreased with temperature (30–60 °C), as expected. The extract obtained with SC-CO₂ at 50 °C and 90 bar contained approximately 50% of essential oil components. In higher pressure experiments with solvent mixtures, the yield increased with pressure (300–450 bar) and modifier concentration (2–10% ethanol), ranging 0.14–1.95 ppm for the alkaloid boldine and 1.8–4.8% for total solids following 1.5 h treatment at 50 °C. Boldine recovery was solubility-controlled, reaching 7.4 ppm after 7-h extraction at 450 bar and 50 °C using an ethanol–SC-CO₂ mixture (5% co-solvent). Boldine solubility and yield decreased when using pure CO₂ at higher pressure (600 bar, 50 °C). The extract yield after 3 h batch-wise HPW extraction increased from 36.9% at 100 °C to 53.2% at 125 °C, and then decreased as temperature was increased to 175 °C. Boldine yield decreased from 26.8 ppm at 100 °C to 0.7 ppm at 125 °C, and was negligible at ⩾150 °C. The essential oil yield increased to a maximum at 110 °C and was negligible at ⩾150 °C also. The ranking of antioxidant potency of various extracts was as follows: HPW at 110 °C > methanol (soxhlet extraction) ≫ high-pressure SC-CO₂ with or without polar co-solvent > low-pressure SC-CO₂.     

Characterisation and accumulation of squalene and n‐alkanes in developing Tunisian Olea europaea L. fruits

The present investigation was carried out for the analysis of hydrocarbon compounds of Tunisian Meski olives. The hydrocarbon fraction of the oils was found to contain twelve n‐alkanes (C₂₂–C₃₆) and squalene. Results from the quantitative characterisation of the oils revealed that squalene was the most abundant hydrocarbon compound, at all development stages of Meski olive, accounting for more 92% of total hydrocarbons. Pentacosane (C₂₅), heptacosane (C₂₇) and tricosane (C₂₃) represented the major compounds of n‐alkanes. The highest accumulation of n‐alkanes and squalene was observed at early stages of olive development [before 21st week after the flowering date (WAFD)]. The greatest decrease of these components occurred between 21st and 26th WAFD of the olives. At complete maturity of the fruit, the level of squalene and total n‐alkanes was 126.52 and 9.13 mg per 100 g oil, respectively. Hence, the content of n‐alkanes and squalene was remarkably influenced by the ripeness process of olive.     

Enrichment of tocopherols in modified soy deodorizer distillate using supercritical carbon dioxide extraction

Supercritical carbon dioxide (SC-CO₂) extraction of chemically modified Soy Deodorizer Distillate (DOD) at three levels of pressure (180–300 bar) and temperature (40–60 °C) to optimize the conditions for enrichment of tocopherols in the raffinate was carried out. After modification, soy DOD contained about 90% of fatty acid methyl esters (FAME), showed improved solubility in SC-CO₂, and better extraction rate. Since fatty acid methyl esters are more volatile, they are extracted preferentially over tocopherols and other high molecular weight compounds. Higher levels of pressure and temperature resulted in increased solubility of compounds with high molecular weight and tocopherols due to increased density of SC CO₂. So the extraction at higher pressures and temperatures resulted in a better yield of FAME along with tocopherols in the extract and this in turn decreased the degree of enrichment of tocopherols in the raffinate. However, specific level of pressure and temperature of extraction caused the increase in the solubility of FAME due to their volatility and results in enhanced enrichment of tocopherols in the raffinate. It was observed that the enrichment of tocopherols to ten times the original concentration of feed occurred at extraction pressure of 180 bar and temperature of 60 °C of SC-CO₂.     

Effect of menadione (vitamin K3) addition on lipid oxidation and tocopherol content in plant oils

The effect of added menadione (vitamin K₃) to stored corn and wheat germ oil on the dissolution and dimerization of natural tocopherols and auto‐oxidation of triacylglycerols were investigated. Samples of corn and wheat germ oils pure and with added menadione were stored at +20°C in brown and transparent glass bottles. During storage their peroxide value, changes of the content of fatty acids and dissolution of tocopherols were measured. Destruction of individual tocopherols in tested oils with added menadione stored in both dark and transparent glass bottles was greater than in these oil samples without menadione. However, the degradation of individual tocopherols was different in each oil. Addition of menadione to the both oils resulted in accelerated the process of auto‐oxidation of these oils. The corn oil stored in transparent bottles was oxidized faster than the one stored in brown bottles. The pro‐oxidant activity of menadione was additionally activated by light. In contrast, in the cause of germ oil, the process of auto‐oxidation was very fast regardless of sort of container. Addition of menadione to the plant oils influenced the dissolution of natural tocopherols but did not influence the dimerization of tocopherols. As from the experiment, the addition of menadione to the oils decreased their nutritive value.