Quality Changes and Antioxidant Properties of Microencapsulated Kenaf (Hibiscus cannabinus L.) Seed Oil During Accelerated Storage

Quality changes and antioxidant properties of microencapsulated kenaf (Hibiscus cannabinus L.) seed oil (MKSO) were investigated at 6-day intervals during 24 days of storage at 65 °C. DPPH, ABTS, FRAP and BCB assays were used to determine the antioxidant activity (AOA) and their correlations were reported. Total flavonoids content (TFC) and oxidative stability in terms of evolution of thiobarbituric acid reactive substances (TBARS) were also studied. The results showed that there was a significant (p < 0.05) effect of microencapsulation whereby AOA of MKSO showed only a 23.28 % decrease as compared to a 61.51 % decrease in the control bulk oil (KSO) when assessed by FRAP. MKSO showed significantly (p < 0.05) lower reduction of its initial TFC as compared to KSO and total increase in TBARS of MKSO was reported to be significantly (p < 0.05) lower than that of KSO. AOA determined by all assays were well correlated with TFC and also among themselves. Microencapsulation of kenaf seed oil was found to be effective in the stabilisation of natural antioxidants and prolonging the shelf-life.     

Fatty Acid Profile of Kenaf Seed Oil

The fatty acid profile of kenaf (Hibiscus cannabinus L.) seed oil has been the subject of several previous reports in the literature. These reports vary considerably regarding the presence and amounts of specific fatty acids, notably (12,13-epoxy-9(Z)-octadecenoic (epoxyoleic) acid, but also cyclic (cyclopropene and cyclopropane) fatty acids. To clarify this matter, two kenaf seed oils (from the Cubano and Dowling varieties of kenaf) were investigated regarding their fatty acid profiles. Both contain epoxyoleic acid, the Cubano sample around 2 % and the Dowling sample 5-6 % depending on processing. The cyclic fatty acids malvalic and dihydrosterculic were identified in amounts around 1 %. Trace amounts of sterculic acid were observed as were minor amounts of C17:1 fatty acids. The results are discussed in the context of the fatty acid profiles of other hibiscus seed oils.     

Oxidative Stability of Microencapsulated Kenaf Seed Oil Using Co-extrusion Technology

This study investigates the effect of microencapsulation (via co‐extrusion technology using high methoxyl pectin‐enhanced alginate as a shell formulation) on the storage stability and antioxidant properties of kenaf seed oil. Microencapsulated kenaf seed oil (MKSO) and unencapsulated oil were stored at 25 °C for 28 days and at 65 °C for 24 days. The oils were then subjected to stability and quality evaluation based on peroxide, p‐anisidine, and total oxidation values, conjugated diene and triene levels, thiobarbituric acid reactive substances, free fatty acids, total phenolic content, and the radical scavenging activity assays of 2,2‐diphenyl‐1‐picrylhydrazyl and 2,2′‐azino‐bis(3‐ethylbenzothiazoline‐6‐sulphonic acid). The results showed that there was a significant increase (p < 0.05) in oxidation and a significant decrease (p < 0.05) of antioxidant activity in the unencapsulated oil while oxidation changes generally occurred more slowly in MKSO. It was demonstrated that the current microencapsulation method is a feasible approach to enhance oxidative stability of kenaf seed oil.     

Determination and Structural Elucidation of Triacylglycerols in Krill Oil by Chromatographic Techniques

The content of triacylglycerols (TAG) in krill oil is generally omitted from the labels of commercial supplements and unacknowledged in studies aimed at proving its health benefits. The present study demonstrates that TAG compounds, in addition to phospholipids and lysophospholipids, are an important lipid class in pure krill oil. The fatty acid composition of TAG molecules from krill oil and their distribution on the backbone of TAG structures were determined by gas chromatography and liquid chromatography tandem mass spectrometric, respectively. The content of omega 3 polyunsaturated fatty acids (n-3 PUFA) was similar to those reported in the literature for fish oil. It was estimated that 21 % of n-3 PUFA were at the sn-2 position of TAG structures. To our knowledge, this is the first determination and structural characterization of TAG in pure krill oil supplements.     

Isolation of Non-methylene Interrupted or Acetylenic Fatty Acids from Seed Oils Using Semi-preparative Supercritical Chromatography

Preparative scale supercritical fluid chromatography was used for isolating and purifying uncommon non-methylene interrupted or acetylenic polyunsaturated fatty acids ethyl esters from seed oils. Fractionation of Biota orientalis seed oil ethyl esters was performed by supercritical fluid chromatography to obtain juniperonic acid [(5Z,11Z,14Z,17Z)-eicosa-5,11,14,17-tetraenoic acid], a non-methylene interrupted polyunsaturated fatty acid. Fractionation of sandalwood seed oil ethyl esters yielded ximenynic acid [(E)-octadec-11-en-9-ynoic acid], an acetylenic polyunsaturated fatty acid. The effects of CO₂ flow rate, column stationary phase and particle size were explored to optimize ximenynic and juniperonic ethyl ester recovery and purity from ethyl ester mixtures using online UV/Vis detection. Particle size, followed by the stationary phase, were found to be the most important parameters to achieving good separation. Under optimized conditions, ximenynic and juniperonic ethyl ester purities greater than 99 and 95%, respectively, were achieved in a one step process without co-solvent. The isolation and recovery of juniperonic acid from biota seed oil free fatty acids was also attempted. Using free fatty acids as the feed material, the non-methylene interrupted polyunsaturated sciadonic acid was also able to be separated from other compounds including juniperonic acid under some conditions, and gave an increase in concentration of more than 17 times.     

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.     

Microencapsulation of Chia Seed Oil by Spray-Drying: Influence of the Antioxidant Addition

Chia seed oil has a high content of polyunsaturated fatty acids, giving it nutritionally beneficial qualities, although determining its high susceptibility to oxidative deterioration. Microencapsulation and natural antioxidants are alternatives to protect this oil during its processing and storage. This work aims to study the physicochemical characteristics and the oxidative stability of chia seed oil microencapsulated with different antioxidants (rosemary extract, blend of rosemary and chamomile extracts, ascorbyl palmitate) by spray-drying using sodium caseinate and lactose as wall material. The microencapsulation efficiency and the moisture content are >97% and <3% d.b., respectively. Scanning electron microscopy shows that the microcapsules are spherical, with diameters ranging between 11.3 and 14.8 µm. At t = 0, the microencapsulated oil recorded a t_i = 12.7 h, seven times greater than that of the bulk-oil. The addition of the antioxidants increases the t_i of the microencapsulated oil. The addition of ascorbyl palmitate maintains the peroxide value under the acceptable limit after 60 d of storage (25 °C, darkness, HR 33%). Thus, microencapsulation by spray drying of chia oil with ascorbyl palmitate addition will be the most appropriate studied system to obtain microparticles with high efficiency and oxidative stability during the processing and storage. Practical Application: This study contributes to investigating the microencapsulation of omega-3 fatty acids n-3 fatty acids (FAs) from a novel oilseed (chia oil), applying different antioxidants, including those from vegetable sources such as rosemary and chamomile extracts, to confer additional protection to microencapsulated oil. Thus, the application of these techniques will enable the delivery of this vegetable oil for the development of functional foods.     

Effect of Extraction Solvent on Oil and Bioactives Composition of Commercial Indian Niger (Guizotia abyssinica (L.f.) Cass.) Seed

Commercially available niger (Guizotia abyssinica (L.f.) Cass.) seed was investigated to evaluate the effect of extraction solvent on oil and bioactives composition. For this purpose, niger seeds were subjected to solvent extraction using solvents of different polarity, viz., hexane, petroleum ether, chloroform, acetone, methanol and ethanol. The oil content of niger seeds obtained after extraction with solvents of different polarities was in the range of 31.8–41.3 g/100 g. The extracted oil was characterized by the following parameters: color (40.0–95.0 Lovibond units), free fatty acids (3.6–12.3 g/100 g), peroxide value (3.2–7.8 mequiv O₂/kg), iodine value (137.6–140.3 cg I₂/g), saponification value (177.3–185.9 mg KOH/g) and unsaponifiable matter (1.3–4.3 g/100 g). Among fatty acids, linoleic acid (69.4–73.2 %) was the major fatty acid and trilinolein (31.2–33.4 %) was the major triacylglycerol. The composition of bioactive molecules was 171.9–345.8 ppm of total tocopherols; 247.1–2,647.7 ppm of total phenolics; 1,249.6–6,309.3 ppm of total sterols and 18.9–181.0 ppm of total carotenoids. Among the tocopherols, α-tocopherol was the major component with 154–276 ppm. Of the total phenolics, vanillic acid with 176–1,709 ppm was the major phenolic compound in the oil extracted using different solvents. Ethanol-extracted oil showed a 13.9-fold better oxidative stability and a higher radical scavenging activity (IC₅₀ value of 9.2 mg/mL) compared to hexane-extracted oil (IC₅₀ value of 40.3 mg/mL). This is probably the first report of its kind on solvent extractability of bioactives of niger seed.     

Quality of Rapeseed Oil Produced by Conditioning Seeds at Modest Temperatures

Conditioning rapeseed can significantly increase the amount of bioactive compounds in the crude oil, but if the conditioning temperatures are too high, they can cause unwanted side effects such as darker color and sensory defects. Modest conditioning temperatures may be more suitable, but little is known about the effects on the quality and bioactive composition of the resulting oil. Oil was recovered from five rapeseed cultivars by cold pressing (CP) or by pressing seeds conditioned at 80 °C for 30 min (HP). Conditioning rapeseed increased oil yield without changing fatty acid composition and increased the amount of total sterols by 16 %, total tocopherols by 20 %, and the levels of polyphenols. Levels of the polyphenol canolol were up to 55-fold higher in HP oil than in CP oil. These higher levels of bioactive compounds gave HP oil higher radical scavenging activity. Although HP oil also had higher free fatty acid contents, peroxide levels, and specific UV extinctions (K values). The quality parameters of HP and CP oils were within codex limits indicating high quality. Modest conditioning temperatures can be used to produce rapeseed oil with high quality and radical scavenging activity.     

Stability of Essential Fatty Acids and Formation of Nutritionally Undesirable Compounds in Baking and Shallow Frying

During cooking oils and fats are exposed to high temperatures that may affect the nutritional quality of foods that are prepared in this way. Concerns have been raised about the degradation of polyunsaturated fatty acids and the formation of potentially harmful compounds during deep frying, but relatively little is known about these changes in other cooking processes. In the present study sponge cakes and fried potatoes were prepared via standardised baking and shallow frying procedures by using different oils and fats (sunflower oil, rapeseed oil, various margarines or butter). The effect of cooking on the retention of two essential fatty acids (linoleic acid and α-linolenic acid) and the formation of trans fatty acids (TFA) and polymerised triacylglycerols (PTG) was evaluated by analyzing fat extracted from the cooked food. It was found that over 95 % of essential fatty acids were retained upon completion of both cooking techniques. The formation of TFA was not significant. Polymerisation was noticeable only in shallow frying, although the final levels of PTG were negligible (<1.3 %). Overall, in contrast to deep frying, oil-based media high in polyunsaturated fatty acids seem to be a good alternative for domestic cooking techniques as they increase the nutritional value of the prepared food.     

Identification of the Unsaturated Heptadecyl Fatty Acids in the Seed Oils of <Emphasis Type="Italic">Thespesia populnea</Emphasis> and <Emphasis Type="Italic">Gossypium hirsutum</Emphasis>

The fatty acid composition of the seed oils of Thespesia populnea and cotton variety SG-747 (Gossypium hirsutum) were studied to identity their 17-carbon fatty acids. With a combination of chemical derivatization, gas chromatography, and mass spectrometry, 8-heptadecenoic acid, 9-heptadecenoic acid, and 8,11-heptadecadienoic acids were identified in both oils. Additionally, traces of 10-heptadecenoic acid were identified in the T. populnea oil. Although these odd-carbon number fatty acids are present in only minor amounts in cottonseed oil, they make up about ~2 % of the fatty acids in T. populnea seed oil. The identification of these acids indicates that fatty acid α-oxidation is not restricted to cyclopropene fatty acids in these plants, but also occurs with unsaturated fatty acids. Combined with malvalic acid (generally accepted as being formed by α-oxidation of sterculic acid), ~7 % of the fatty acids in T. populnea seed have under gone α-oxidization. The results should help clarify the composition of T. populnea seed oil, which has been reported inconsistently in the literature.     

Polyphenolic fractions improve the oxidative stability of microencapsulated linseed oil

The main objective of this study was to evaluate the effect of incorporating polyphenolic‐enriched fractions from murta leaves on the oxidative stability of linseed oil microencapsulated by spray drying. For this purpose, polyphenol‐enriched fractions from murta leaves were separated by gel permeation chromatography and chemically characterized. The oxidative stability of microencapsulated linseed oil (MLO) with antioxidants was evaluated in storage conditions at 25°C for 40 days. The antioxidant effects of the polyphenolic fractions and commercial antioxidants (BHT and trolox) on microencapsulated oil were evaluated by the value of conjugated dienes, peroxide, and p‐anisidine. In the initiation step of the oxidation, no significant oxidation delay (p>0.05) in MLO containing fractions F₆, F₈, or BHT and trolox was observed. However, in the termination step of the oxidation, the addition of fractions F₆, F₈, and BHT and trolox decreases significantly (p ≤ 0.05) the rancidity in MLO. Furthermore, the results of this study demonstrated the importance of the addition of natural antioxidants such as fractions of murta leaf extract in microencapsulated linseed oil to increase its resistance to oxidation. Practical applications: For incorporating linseed oil, a source of omega‐3 fatty acids, in the diet it is necessary to protect it against oxidative rancidity, the main cause of deterioration that affects food with a high unsaturated fat content. Microencapsulation is effective in retarding or suppressing the oxidation of unsaturated fatty acids and natural plants extracts are effective in inhibiting the lipid oxidation of microencapsulated oil. The use of process technology and a natural additive is expected to increase storage stability and enable its use in dry foods such as instant products. Linseed oil can be used in human nutrition as well as in animal feed as a replacement for fish oil.     

Fatty Acid Composition of Irvingia gabonensis and Treculia africana Seed Lipids and Phospholipids

Lipid compositions of two non-conventional oilseeds (Irvingia gabonensis and Treculia africana) were studied. Total lipids were extracted by the Folch method and phospholipids were isolated by solid phase extraction. Fatty acid compositions of total lipids and phospholipids were determined by gas chromatography. Phospholipid classes and tocopherols were quantified by HPLC. The major fatty acids in I. gabonensis seed total lipids were myristic (41.4–48.9 %) and lauric (39.8–46.8 %) while those in T. africana seed were linoleic (29.1–31.4 %) and oleic (22.9–25.9 %). The principal fatty acid at the sn-2 position of I. gabonensis seed triacylglycerols was myristic (49.5 %) while that of T. africana was linoleic (50.6 %). Phospholipid content of crude T. africana seed oil was 3.3 % and that of I. gabonensis was 0.1–0.3 %. The composition and distribution of saturated fatty acids in I. gabonensis seed lipids suggest that it may contribute to cardiovascular disease risk factors among the Igbo people in Nigeria that use the seed as food ingredient.     

Separation of the Fatty Acids in Menhaden Oil as Methyl Esters with a Highly Polar Ionic Liquid Gas Chromatographic Column and Identification by Time of Flight Mass spectrometry

The fatty acids contained in marine oils or products are traditionally analyzed by gas chromatography using capillary columns coated with polyethylene glycol phases. Recent reports indicate that 100 % cyanopropyl siloxane phases should also be used when the analyzed samples contain trans fatty acids. We investigated the separation of the fatty acid methyl esters prepared from menhaden oil using the more polar SLB-IL111 (200 m × 0.25 mm) ionic liquid capillary column and the chromatographic conditions previously optimized for the separation of the complex mixture of fatty acid methyl esters prepared from milk fat. Identifications of fatty acids were achieved by applying Ag⁺-HPLC fractionation and GC-TOF/MS analysis in CI⁺ mode with isobutane as the ionization reagent. Calculation of equivalent chain lengths confirmed the assignment of double bond positions. This methodology allowed the identification of 125 fatty acids in menhaden oil, including isoprenoid and furanoid fatty acids, and the novel 7-methyl-6-hexadecenoic and 7-methyl-6-octadecenoic fatty acids. The chromatographic conditions applied in this study showed the potential of separating in a single 90-min analysis, among others, the short chain and trans fatty acids contained in dairy products, and the polyunsaturated fatty acids contained in marine products.     

Morphological,Anatomical, and Phytochemical Studies of Carlina acaulis L. Cypsela

Carlina acaulis L. has a long tradition of use in folk medicine. The chemical composition of the roots and green parts of the plant is quite well known. There is the lowest amount of data on the cypsela (fruit) of this plant. In this study, the microscopic structures and the chemical composition of the cypsela were investigated. Preliminary cytochemical studies of the structure of the Carlina acaulis L. cypsela showed the presence of substantial amounts of protein and lipophilic substances. The chemical composition of the cypsela was investigated using spectrophotometry, gas chromatography with mass spectrometry, and high-performance liquid chromatography with spectrophotometric and fluorescence detection. The cypsela has been shown to be a rich source of macro- and microelements, vegetable oil (25%), α-tocopherol (approx. 2 g/kg of oil), protein (approx. 36% seed weight), and chlorogenic acids (approx. 22 g/kg seed weight). It also contains a complex set of volatile compounds. The C. acaulis cypsela is, therefore, a valuable source of nutrients and bioactive substances.     

Quantification and Compositional Diversity of Fatty Acid Methyl Esters Profile in Nigella sativa L. Germplasm

Nigella sativa L. is an annual underutilized crop of enormous significance, it contains more than 100 bioactive constituents having both pharmaceutical and industrial applications. Nigella sativa L. germplasm consisting of 32 genotypes was quantified for palmitic acid, stearic acid, oleic acid, linoleic and linolenic acid and results obtained varied in percentage. Lipid extracted by chloroform methanol 2:1 (24–37 %) was higher compared to n-hexane (18–35 %) and chloroform methanol 1:3 (18–34 %). Extraction with solvent chloroform methanol 2:1 yielded a higher quantity of oil contents, hence recommended. The polyunsaturated fatty acids were higher than monounsaturated fatty acids. Stearic and palmitic acids were positively correlated as were stearic and linoleic acids. It is inferred that breeding for increased stearic acid, linolenic acid and reduced palmitic acid can be achieved through modern breeding methods. The genotypes rich in oil and oleic-linoleic acid, viz., Pk-020545, Pk-020576, Pk-020609, Pk-020620, Pk-020654, Pk-020699, Pk-020720, Pk-020780, Pk-020874 and Pk-020878, have been suggested for crop improvement programs and could augment the supply of edible oil as well as a biofuel substitute with large scale cultivation.     

Maternal Consumption of trans-Fatty Acids During the First Half of Gestation are Metabolically Available to Suckled Newborn Rats

Dietary trans-fatty acids (t-FA) during pregnancy have adverse effects on growth and development. To determine the effect of dietary t-FA during just the first half of pregnancy, rats were given a diet containing 8 % hydrogenated peanut oil and 2 % olive oil (PO) and compared to rats given a diet containing 10 % olive oil (OO). After 12 days all rats were fed standard diet and were studied at days 12 or 20 of pregnancy or days 1 or 6 postpartum. At day 12 of pregnancy there were small differences in the plasma and lumbar adipose tissue fatty acid profiles and elaidic acid [18:1(n-9)t] was present in the PO group. From day 12 to 20 of pregnancy, plasma non-esterified fatty acids, glycerol, triacylglycerols (TAG) and most individual fatty acids increased more in PO than in OO. At day 20 of pregnancy in the PO group most plasma elaidic acid appeared as plasma TAG and was also present in the mammary gland, to decline in both sites at day 1 postpartum. Elaidic acid concentration was low in the plasma of 20-day fetuses, increased in 1-day newborns declining at day 6. Thus t-FA, eaten during early pregnancy, accumulated in maternal adipose tissue and were released during late pregnancy to be taken up by the mammary gland becoming available to the newborns during suckling.     

Effects of Seed Color and Growing Locations on Fatty Acid Content and Composition of Two Chia (Salvia hispanica L.) Genotypes

The objective of this study was to investigate the effect of chia (Salvia hispanica L.) seed coat color on oil content and fatty acid composition, as well as the effect of different growing areas on chemical variation. This study was carried out using white and black-spotted chia seeds grown together at five locations of Ecuador. Oil content was not significantly (P < 0.05) different for any of the comparative analyses performed between white and black-spotted seeds at all, although significant differences in oil content among locations were detected. The seeds from the San Pablo location showed the highest oil concentration (34.5%). No significant differences among fatty acids at any of the location were detected between white and black-spotted seeds; however, significant differences in fatty acids composition between sites were found. Overall, significant (P < 0.05) differences in palmitic, oleic, linoleic, and α-linolenic fatty acid compositions among oils from seeds grown in different locations were detected. In conclusion, this paper shows that the larger differences found in oil content and fatty acid composition are due to location (because of the environmental differences) rather than chia seed coat color.     

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.     

越南安息香种子脂肪酸的在线甲基化-GC分析研究

建立了分析越南安息香种子油、果实和果壳的脂肪酸组成的在线甲基化-气相色谱法。将微克级的安息香样品与2μL衍生化试剂三甲基氢氧化硫（0.2 mol/L）加入裂解器,在350℃下瞬间反应,由气相色谱在线检测到8种脂肪酸甲酯成分,主要有棕榈酸（ C16∶0）、硬脂酸（ C18∶0）、油酸（ C18∶1）、亚油酸（ C18∶2）和亚麻酸（ C18∶3）,不饱和脂肪酸含量在84.5%以上,其中亚油酸含量最高,达47.29%。5次平行测定的相对标准偏差（ RSD）小于3.81%。并结合相似性分析法比较了4种不同产地的安息香种仁与6种食用油的脂肪酸组成,相似性结果表明不同产地的安息香种仁的脂肪酸组成相似,其脂肪酸组成与食用植物油相近,与玉米油的组成分布最为接近,相似系数在0.987~0.990,且越南安息香种子中人体必需的多不饱和脂肪酸含量（ C18∶2和C18∶3）与大豆油和葵花籽油相近,高于一般植物油,具有较高的营养价值。结果表明该法简便、快速、准确,适合越南安息香种子油脂的测定。