Laboratory-Scale Optimization of Roasting Conditions Followed by Aqueous Extraction of Oil from Wild Almond

The effects of roasting and aqueous extraction conditions for oil recovery from wild almond were optimized using response surface methodology (RSM). Optimum conditions for oil extraction were obtained at 142 °C roasting temperature, 16.5 min roasting time, 5.67 extraction pH and 4.6 h extraction time. Under these conditions, the extraction yield of 34.5% (w/w, based on the original weight of the sample) was obtained, which is equivalent to 80.0% of the total oil in the kernel. This was lower than that obtained by hexane Soxhlet (HS) extraction (43.1%, w/w, considered as 100% of total oil) but higher than that of cold pressing (CP) (18.5%, w/w; i.e., 42.9% of total oil). The refractive indices and saponification values of the oils were not affected by the extraction method. However, fatty acid and tocopherol compositions and DPPH radical scavenging capacities as well as unsaponifiable matter, iodine, peroxide and acid values of the obtained oils were impacted by the extraction method. The results showed that the quality attributes (omega-6 fatty acid content, peroxide and acid values, total tocopherol contents and antioxidant activity) of the oil obtained by AEP were somewhat similar to those of the oil extracted by CP and much superior to those of the oil obtained by HS.     

Lipid Classes and Subclasses of Cold-Pressed and Solvent-Extracted Oils from Commercial Indian Niger (Guizotia abyssinica (L.f.) Cass.) Seed

Lipid classes and subclasses of cold-pressed and solvent-extracted (hexane and ethanol) oils from commercially available niger (Guizotia abyssinica (L.f.) Cass.) seeds were investigated. The oil yield of niger seeds obtained by cold pressing was 28.3 g/100 g while by hexane and ethanol extractions was 38.3 and 29.7 g/100 g respectively. The lipid classification of the extracted niger seed oils showed neutral lipids (65.9–95.5 %), glycolipids (2.7–24.6 %) and phospholipids (1.8–9.5 %). The acylglycerol composition of neutral lipids of extracted niger seed oils showed triacylglycerols (76.9–91.6 %), diacylglycerols (3.9–7.3 %) and monoacylglycerols (0.6–2.5 %). The fatty acid composition of tri-, di-, and monoacylglycerols of extracted niger seed oils showed linoleic acid (66.7–71.6 %) as the major fatty acid. The triacylglycerol composition of neutral lipids of extracted niger seed oils showed trilinolein (39.2–40.3 %) as the major triacylglycerol. The extracted niger seed oils contained 1289.9–6215.8 ppm of total phytosterols with β-sitosterol (41.9–43.7 %) as the major phytosterol. Acylated steryl glucoside (39.5–52.2 %) was the major glycolipid in extracted niger seed oils. Phosphatidylcholine (49.6 and 47.9 %) was the major phospholipid in cold-pressed and hexane-extracted niger seed oils and phosphatidylethanolamine (57.1 %) was the major phospholipid in ethanol-extracted niger seed oil. This is probably the first report on the variations in lipid classes and subclasses of Indian niger seed oil as affected by different modes of oil extraction.     

Amygdalin Contents of Oil and Meal from Wild Almond: Effect of Different Heat Pretreatment and Extraction Methods

The effects of different heat treatment methods on the extraction yield of oil and the amygdalin contents of the wild almond meal and oil were investigated. When using hexane as a solvent for the extraction, oil yield and amygdalin contents of the extracted oils increased by increasing the applied temperature as the pretreatment (46.1–51.6%, w/w, for oil yield and 26–49 mg/100 mL oil for the amygdalin content). When using mechanical oil extraction, hot-press resulted in higher oil yield (23.2%) than did the cold-press (15.6%) but the amygdalin levels of the extracted oils were not significantly different (12.8–12.9 mg/100 mL oil). Autoclaving ground wild almond and hot-press resulted in a significant increase in the peroxide and acid values of the oils. Investigation of fatty acid profiles of different samples showed that heat treatment and extraction method in this study did not impact the fatty acid profiles of the extracted oils.     

Extraction and Characterization of Seed Oil from Naturally Grown Chinese Tallow Trees

Seeds were collected from locally and naturally grown Chinese tallow trees (CTT) and characterized for general physical and chemical properties and fatty acid composition of the lipids. The effects of four different solvents (petroleum ether, hexane, diethyl ether, and 95 % ethanol) and two extraction methods (supercritical carbon dioxide (SC-CO₂) and conventional Soxhlet) on the properties of the CTT seed oil, including Chinese vegetable tallow (CVT) and stillingia oil (SO), were also investigated. In general, the yields of CVT and SO did not vary based on solvent for Soxhlet extraction and solvent-free SC-CO₂ extraction, except that the yield of CVT from SC-CO₂ extraction was substantially lower. Nevertheless, the CTT seed oil, extracted by SC-CO₂ displayed better quality than those extracted by Soxhlet extraction in terms of color, residual precipitation, and acid value of the oils. The pretreatment of CTT seed by 3 % aqueous sodium bicarbonate solution likely promoted the hydrolysis of triglyceride and caused the high acid value in the CVT samples. The iodine value at around 180 indicated that the SO is a highly unsaturated drying oil. Palmitic (76 %) and oleic (23 %) are two dominant fatty acids in CVT while linolenic (43 %), linoleic (31 %), and oleic (13 %) are the dominant fatty acids in SO.     

Comparison of Supercritical Fluid and Hexane Extraction Methods in Extracting Kenaf (<Emphasis Type="Italic">Hibiscus cannabinus</Emphasis>) Seed Oil Lipids

The objective of this study was to investigate and compare fatty acids, tocopherols and sterols of kenaf seed oil extracted by supercritical carbon dioxide and traditional solvent methods. Fatty acids, tocopherols and sterols were determined in the extracted oils as functions of the pressure (400 bar, 600 bar), temperature (40 °C, 80 °C) and CO₂ flow rate (25 g/min) using a 1-L extraction vessel. Gas chromatography was used to characterize fatty acids and sterols of the obtained oils while tocopherols were quantified by HPLC. No differences were found in the fatty acid compositions of the various oil extracts and the main components were found to be linoleic (38%), oleic (35%), palmitic (20%) and stearic acid (3%). Extraction of tocopherols using high pressure (600 bar/40 °C, 600 bar/80 °C) gave higher total tocopherols (88.20 and 85.57 mg/100 g oil, respectively) when compared with hexane extraction which gave yield of 62.38 mg/100 g oil. Extraction of kenaf seed oil using supercritical fluid extraction at high temperature (80 °C) gave higher amounts of sterols when compared with hexane extraction.     

Contents of Fatty Acids, Selected Lipids and Physicochemical Properties of Western Australian Sandalwood Seed Oil

The study was designed to characterise two extracts of Western Australian sandalwood (Santalum spicatum) seed oils for their physicochemical and lipid characteristics. Sandalwood plantation’s surplus seeds could be used for their oil content, to improve the commercial viability of this industry. The seed oils were obtained by solvent extraction and supercritical carbon dioxide extraction respectively. Important physicochemical parameters were compared with other oils commonly used in pharmaceutical and cosmetic products. Acid values were found to be higher (6.0–7.5 mg KOH/1 g oil) while peroxide values (6.7–9.0 mequiv/Kg) were lower than reported for other oils. Tocopherols were found to be lower than those usually reported for nut oils (α-tocopherol 1–3 mg/100 g; δ-tocopherol 2.2–5.7 mg/100 g), squalenes and phytosterols were found in considerable quantities. The fatty acid content consisted largely of ximenynic acid (35 %) and oleic acid (52 %). No oxidative derivatives of fatty acids were observed. Although there were statistically significant differences in some properties, the magnitude of these were insufficient to conclude there were any notable differences in the two oil extracts.     

Enzyme‐assisted aqueous extraction of oil and protein from canola (Brassica napus L.) seeds

The emphasis of this study was to investigate the effect of enzymes on aqueous extraction of canola (Brassica napus L.) seed oil and protein. Four enzymes, Protex 7L, Multifect Pectinase FE, Multifect CX 13L, and Natuzyme, were tested for their effectiveness in releasing oil and protein during aqueous extraction. The enzyme‐extracted oil content of canola seeds (22.2–26.0%) was found to be significantly (p <0.05) higher than that of the control (without enzyme) (16.48%). An appreciable amount of protein (3.5–5.9%) originally present in the seed was extracted into the aqueous and creamy phases during aqueous extraction of oil. The physicochemical properties of oils extracted from canola seed by conventional solvent extraction, and aqueous extraction, with or without enzyme addition were compared. Significant (p <0.05) differences were observed in free fatty acid content, specific extinctions at 232 and 270 nm, peroxide value, color (1‐inch cell) and concentration of tocopherols (α, γ, and δ). However, no significant variation (p <0.05) was observed in iodine value, refractive index (40 °C), density (24 °C), saponification value, unsaponifiable matter and fatty acid composition. A better oil quality was obtained with aqueous extraction (with and without enzyme) than with solvent extraction. While the enzymes enhanced the oil extraction, the oil yield was still significantly (p <0.05) lower than that obtained by solvent (hexane) extraction.     

Effect of method of stabilization on aqueous extraction of rice bran oil

Rice bran oil is widely used in pharmaceutical, food and chemical industries due to its unique properties and high medicinal value. In this study aqueous extraction of rice bran oil from rice bran available in Sri Lanka, was studied. Key factors controlling the extraction and optimal operating conditions were identified. Several methods of bran stabilization were tested and the results were analyzed. The yield and quality of aqueous extracted oil was compared with hexane extracted oil.Aqueous extraction experiments were conducted in laboratory scale mixer–settler unit. Steaming, hot air drying, chemical stabilization and refrigeration better controls the lipase activity compared to solar drying. Steaming is the most effective stabilization technique. The extraction capacity was highest at solution pH range 10–12. Higher oil yield was observed at higher operating temperatures (60–80 °C). Kinetic studies revealed that extraction was fast with 95% or more of the extraction occurring within first 10–15 min of contact time. Parboiling of paddy increases the oil yield. Highest oil yield of 161 and 131 mg/g were observed for aqueous extraction of parboiled bran and raw rice bran respectively. The aqueous extracted oil was low in free fatty acid content and color compared to hexane extracted rice bran oil and other commonly used oils. Major lipid species in rice bran oil were oleic, linoleic and palmitic.     

Optimization of Aqueous Enzymatic Microwave Assisted Extraction of Macadamia Oil And Evaluation of Its Chemical Composition,Physicochemical Properties,and Antioxidant Activities

This study presents the green and effective aqueous enzymatic process assisted microwave extraction (AEME) to preparate macadamia nut oil (MNO). The conditions of the extraction process are optimized (extraction temperature 50 °C, extraction time 64 min, enzyme concentration 1.60% (w/w), and irradiation power 450 W). An oil yield of 58.09 ± 0.63% is achieved under these optimal conditions. The scanning electron micrograph (SEM) analysis of nuts before and after extraction illustrates that AEME promotes the emancipation of oil stored within the organelles. Gas chromatography-flame ionization detector (GC-FID) analysis reveals the fatty acid compositions of MNOs obtained by AEME and the Soxhlet extraction (SE) are similar and mainly dominated by monounsaturated fatty acids beneficial to human health which is higher in MNO than in any other known food. Moreover, gas chromatography-mass spectrometry (GC-MS) analysis reveals higher amounts of more odoriferous oxygenated terpenes is present in the MNO extracted by AEME in comparison with SE. The physicochemical properties of AEME oil are more excellent than those of SE oil. Moreover, AEME oil exhibits superior antioxidant capacities. In conclusion, green AEME gives relatively satisfactory yield and better retains the fragrance and functionality of MNO. Practical Applications: The present study provides a green extraction method and valuable data for the process design as well as industrial scale-up applications. In addition, compared to the nonsustainable and environmentally nonfriendly traditional method, AEME preserves the initial composition of the flavor substances and enhances the extraction of healthy beneficial compounds in MNO. Therefore, AEME oil can be used to develop functional edible oils or even in medicinal, cosmetic, and pharmaceutical preparations.     

The Effect of Olive Leaf Addition on Antioxidant Content and Antioxidant Activity of “Memecik” Olive Oils at Two Maturity Stages

In this study, the effects of leaf addition, maturity stage and storage on the antioxidant content and activity of olive oils (cv. Memecik) were investigated in the 2008/09 and 2009/10 crop seasons. Olive fruits were harvested at two different maturity stages (early and late), and the leaves of the same cultivar were added at different rates (0, 1, and 3 %) prior to oil extraction. After extraction, the oil samples were stored for 18 months and total chlorophyll, α-tocopherol, total phenolic content and the antioxidant activity [DPPH^· (2,2-diphenyl-1-picrylhydrazyl) and ABTS^·+ (2,2-azino-bis(3-ethylbenzothiazoline)-6-sulfonic acid) radical scavenging] were determined at 6 month-intervals. Olive leaf addition induced a significant increase in total chlorophyll, α-tocopherol, total phenolic content, and antioxidant activities in both years (P < 0.001). During the storage period antioxidant content and antioxidant activities in the oils significantly decreased in both years (P < 0.001). However, the oils to which leaf material was added had higher antioxidant contents and activities than those without leaf material addition at the end of the 18-month storage period. After storage, the antioxidant content and DPPH^· radical scavenging activity of control (0 %) samples were lower than those in the leaf added samples (3 %). The data obtained from this study suggested that the addition of olive leaf to oils allowed more functional olive oils with higher antioxidant contents.     

Effect of extraction solvents on oxidative stability of crude soybean oil

Oxidative stabilities of crude soybean oils obtained by different extraction solvents such as hexane, water and Folch's solvent (mixture of two volumes of chloroform and one volume of methanol) were determined by gas chromatographic analyses of headspace and peroxide value of oil samples. For the determination of oxidative stability of oil samples, total volatile compounds formation, molecular oxygen disappearance in the headspace and peroxide value of oil samples were measured. Iodine value (133–136), saponification value (195–198), unsaponifiable matters (0.3–0.4%), iron (0.6 ppm), sterols content (2,400–2,590 ppm), tocopherols content (1,250–1,520 ppm) and fatty acid composition of crude oils obtained by different solvent extraction were not significantly different. Acid value of Folch-extracted oil was the highest as 1.3, whereas those of hexane-and aqueous-extracted oils were 0.5 and 0.4, respectively. Crude soybean oil extracted by Folch's method was found to contain the most phosphorus, while hexane- and aqueous-extracted oils contained similar amounts of phosphorous. Crude soybean oil obtained by Folch extraction was most stable in oil oxidation, and oxidative stabilities of oils obtained by hexane and aqueous extraction, which were significantly much less stable than Folch-extracted oil, were not significantly different during ten weeks storage.     

Recovery of Oil,Erucic Acid,and Phenolic Compounds from Rapeseed and Rocket Seeds

Erucic acid‐enriched oil, sought for industrial purposes, from rapeseed (agronomic plant) and rocket seeds (non‐agronomic plant) was extracted by three different processes: supercritical CO₂, mechanical expression, and hexane extraction. Oil extraction yields were determined and the extracted oils were characterized for their fatty acid and phenolic compound compositions. Higher oil yields were achieved using hexane compared to mechanical expression and supercritical CO₂ extractions. Fatty acid analysis indicated a higher content of erucic acid in rapeseed oil than in rocket oil. In addition, supercritical CO₂ extraction allowed better recovery of phenolic compounds with high antioxidant activities. The most prominent identified polyphenols were vanillin, sinapic acid, syringic acid, and apigenin.     

Profile of Bioactive Compounds in Avocado Pulp Oil: Influence of the Drying Processes and Extraction Methods

The influence of different procedures of pulp drying and oil extraction methods on the concentrations of α-tocopherol, squalene and several phytosterols in avocado oil was evaluated. Pulp portions of Fortune variety avocados were dried either by lyophilization or under circulating air at 40 or 70 °C. For lyophilization and for each air drying temperature, the oil was obtained either by cold pressing or with Soxhlet extraction using petroleum ether. The dehydrated pulp (73 % of the pulp weight) yielded 25–33 % oil by cold pressing, and 45–57 % oil by Soxhlet extraction. Infrared spectroscopy and gas chromatography with FID and mass spectrometry detection were used to analyze the oils. α-Tocopherol, squalene, cycloartenol acetate, β-sitosterol, campesterol and stigmasterol were present in all the oil samples. In comparison to lyophilization, hot air drying resulted in smaller concentrations of α-tocopherol, squalene and β-sitosterol, and larger relative concentrations of campesterol and cycloartenol acetate. On the other hand, extraction by cold pressing produced a smaller amount of oil, with greater concentrations of α-tocopherol and squalene, and lower contents of campesterol and cycloartenol acetate, than Soxhlet extraction. Thus, the oil yield was maximal with lyophilization and Soxhlet extraction, but lyophilization and cold pressing produced oils which had greater concentrations of antioxidants and other bioactive compounds.     

Preparation of Fatty Acid Methyl Esters by Selective Methanolysis of Polar Glycerolipids

KOH in aqueous methanol catalyzes selective methanolysis of polar glycerolipids with O-ester-linked acyl residues, while triacylglycerols and sterol esters are inert in the solution. Based on these findings, a convenient and reliable method was developed for the preparation of fatty acid methyl esters (FAMEs) from polar glycerolipids in lipid mixtures without prior isolation. Methanolysis of polar glycerolipids was completed within 2.5 min by vortexing or 20 min by shaking with 0.7 M KOH/70% (v/v) methanol in the presence of hexane at 30 °C. The yields of FAMEs obtained by the present method were greater than 95%. The method was applied successfully to gas chromatographic analysis of the fatty acid compositions of polar glycerolipids in seed oil and blood. No obvious differences were found between the fatty acid compositions determined by the present method and those determined by conventional methods, including lipid extraction with chloroform/methanol followed by isolation of polar lipids by chromatography. The fatty acid composition of polar glycerolipids, including phospholipids, can be determined readily in many crude samples.     

Enrichment of Arachidonic Acid for the Enzymatic Synthesis of Arachidonoyl Ethanolamide

Arachidonoyl ethanolamide is an endogenous cannabinoid neurotransmitter that potentially has therapeutic properties. In this study, we report an enzymatic method to synthesize this bioactive ethanolamide. First, free fatty acids were obtained from arachidonic acid-rich oil and then arachidonic acid was enriched by urea inclusion and AgNO₃ solution fractionation. Arachidonic acid content was increased from 40.2 to 78.4 % with 27.6 ± 1.8 % total fatty acid mass yield (w/w, relative to total free fatty acid) after urea inclusion. Purification of arachidonic acid by AgNO₃ solution fractionation was optimized, and under the optimal conditions, a product with 90.7 % arachidonic acid was obtained with 80.4 % mass yield (w/w, relative to total free fatty acid). Finally, arachidonoyl ethanolamide was synthesized by reacting the purified arachidonic acid with ethanolamine in hexane using Novozym 435 lipase of Novozymes America (Blair, NE), which resulted in the formation of 88.4 ± 0.6 % arachidonoyl ethanolamide with 72.7 ± 2.2 % mass yield. The main novelties of this study are the enrichment of polyunsaturated fatty acids by AgNO₃ solution fractionation which has received little attention in recent years, and this is the first time the synthesis of arachidonoyl ethanolamide is reported.     

Sensory and Physico‐Chemical Properties of Cold Press‐Produced Tomato (Lycopersicon esculentum L.) Seed Oils

In this study, roasted and unroasted (control) tomato seeds were cold pressed and the seeds, oils, and seed presscakes (meals) were analyzed. Some physicochemical properties, total phenolic content and antioxidant capacity, thermal properties, mineral contents, fatty acids, sterols and tocopherols compositions, volatile compounds and sensory evaluation of the tomato seed oils were determined. The tomato seeds contained 3.3 % of ash, 17.3 % of oil and 27.2 % of protein. The cold press oil recovery rate was 7.2 and 10.28 % for control and roasted seeds, respectively. There were eight sensory terms defining the oils together with 34 different aromatic compounds quantified. The volatile compounds furfural, hexanal, benzaldehyde and 2‐isobutylthiazole were found with the highest frequency in the samples. Roasted, green and tomato were defined as characteristic sensory terms for tomato seeds oils. Fifteen different minerals, melting and crystallization temperatures and enthalpies of the oil samples were also quantified. This study provides important data for the tomato seed oils, and proves that pre‐roasted tomato seed oils are high quality, nutritious and aromatics oils with higher levels of consumer acceptability.     

Effects of Pilot Plant-Scale Ultrasound on Palm Oil Separation and Oil Quality

The effects of ultrasonic standing waves on palm oil separation of ex-screw press feed from the mesocarp of the palm oil fruit, oil recovery and oil quality were determined. The ex-screw press feed at 85 °C was pumped simultaneously into two identical vessels. One vessel was the control (non-ultrasound) and the other vessel (ultrasound) was fitted with two 400 kHz transducer plates operating at 13.4 kJ/kg, which were placed in direct contact with the feed. Oiling-off by gravity settling occurred at faster rates after sonication. The total recoverable oil after 30 min gravity settling and upon centrifuging the underflow sludge (remaining colloidal fraction) at 1000×g was higher after sonication. Total recoverable oil was 30.7 ± 2.9 % and 43.5 ± 8.6 % (w/w original feed basis) for the non-sonicated and sonicated samples respectively. Sonication reduced the oil content of the sludge ex-centrifuge, demonstrating that higher recovery of palm oil was obtained with ultrasound application. Sonication did not affect the DOBI (deterioration of bleachability index) value, and vitamin E and free fatty acid contents of the separated oil. High-frequency ultrasound enhances the separation rate of palm oil and increases oil recovery without compromising oil quality.     

A Simplified Method for Fractionation and Analysis of Waxes and Oils from Sorghum (Sorghum bicolor (L.) Moench) Bran

In the United States, sorghum is primarily used for animal feed and ethanol production but has potential to provide value-added coproducts including waxes and oil. The surface of sorghum contains 0.1–0.4% wax; however, wax extraction from whole kernels before fermentation may not be economical. An alternative method for this extraction could be facilitated through decortication, abrasion of the surface to remove bran. Decortication increases the starch content of decorticated sorghum, potentially improving ethanol yields, while concentrating wax and oil to the bran. Typically, oil (triacylglycerols) and waxes are extracted from bran in one extraction and waxes are precipitated from oil using cold temperatures then filtration. This research compared traditional fractionation (simulated with a two-step, single-temperature extraction) to a two-step, dual-temperature extraction, whereby oil is first extracted at room temperature and then waxes at elevated temperature. Extractions were performed using an accelerated solvent extractor with hexane or ethanol as solvents. Ethanol extraction showed greater yields (~15% w/w) compared to those of hexane (~11% w/w) because polar materials were extracted. Using hexane, the two-step, dual-temperature fractionation separated waxes from oils via the temperature of extraction solvent with similar purity to the traditional method that fractionated via cold precipitation and filtration. For ethanol, the traditional single-step method fractionated with higher wax purity but lower oil purity compared to the two-step, dual-temperature fractionation.     

Typoselectivity of Crude Geobacillus sp. T1 Lipase Fused with a Cellulose-Binding Domain and Its Use in the Synthesis of Structured Lipids

Typoselectivity of crude CBD-T1 lipase (Geobacillus sp. T1 lipase fused with a cellulose binding domain) was investigated. Multi-competitive reaction mixtures including a set of n-chain fatty acids (C8:0, C10:0, C12:0, C14:0, C18:1 n-9, C18:2 n-6 and C18:3 n-3) and tripalmitin-enriched triacylglycerols were studied in hexane. The crude CBD-T1 lipase discriminated strongly against C18:1 n-9 [competitive factor (α) = 0.23] and showed the highest preference for C8:0 (α = 1). Utilizing the catalytic properties of crude CBD-T1 lipase, acidolysis of soybean oil with C8:0 was selected as a model reaction to investigate the ability of the lipase to produce MLM-type (medium-long-medium) structured lipids. Several reaction parameters (added water amount, reaction temperature, substrate molar ratio and reaction time) examined for incorporating C8:0 into soybean oil, the optimum conditions were: 1:3 (soybean oil/C8:0) of molar ratio, 3 mL of hexane, 50 °C of temperature, 48 h of reaction time, 20 % of crude CBD-T1 lipase (w/w total substrates), and 7.5 % of water (w/w enzyme). Under these conditions, the incorporation of C8:0 was 29.6 mol%. The results suggest that crude CBD-T1 lipase, which showed different fatty acid specificity profiles, is a potential biocatalyst for the modification of fats and oils.