Water Addition During Oil Extraction Affects on Virgin Olive Oil Ethanol Content,Quality and Composition

Ethanol is the alcoholic precursor of fatty acid ethyl esters (FAEEs) in virgin olive oil (VOO). Because of its miscibility, water addition during oil extraction may affect oil ethanol content and then, the FAEEs synthesis during oil storage. In this work, the effect of water addition on VOO ethanol content and composition is studied. Water addition at two extraction systems (two and three phases) is compared and for vertical centrifuge, water addition at different temperatures is assayed. Ethanol content, quality parameters, and healthy components are determined in the oils. Results indicate three phase system gives oils with a 25% lower ethanol content than two phases. Ethanol reduction because of water addition is more important for three phases system (≈14%). For vertical centrifugation, ethanol is lowered as water dose and temperature increase. In general, water addition for any of the extraction steps analyzed reduces the oil ethanol concentration but other aspects such as fruity intensity and phenol content are also lowered. Practical applications: Virgin olive oil final ethanol content, and then its FAEEs concentration, does not only depend on the health and conservation status of olives, but also on the extraction system used and the amount of water added to the extraction process. The knowledge of the impact on ethanol content of water addition during oil extraction can be useful for olive oil legislators in order to keep the approved limits of FAEEs or to modify them. For oil producers, results can help to reduce the oil ethanol content and then FAEEs synthesis during virgin olive oil storage.     

Detection of Soft‐Deodorized Olive Oil and Refined Vegetable Oils in Virgin Olive Oil Using Near Infrared Spectroscopy and Traditional Analytical Parameters

The European Parliament identifies virgin olive oil (VOO) as one of the foods which are often subject to fraudulent activities. Possibilities of adulteration are the application of illegal soft deodorization of extra virgin olive oil (EVOO) or the commercialization of blends of EVOO with soft‐deodorized EVOO or refined vegetable oils. Despite the search for possibilities to prove the illegal soft deodorization of EVOO or the addition of cheaper vegetable oils to EVOO, suitable methods are still missing. Therefore, the aim of the study is to develop a new analytical and statistical approach addressing detection of mild deodorization or addition of refined foreign oils. For this purpose, VOOs are treated in lab‐scale for 1 h up to 28 days at different temperatures (20, 50, 60, 80,100, 110, and 170 °C) in order to simulate and study the effect of heat treatment on known analytical parameters by near infrared spectroscopy (NIR). A logit regression model enabling the calculation of the probability for a heat treatment is developed. This new methodology allows detecting both soft deodorized olive oils and blends of EVOO with cheaper full refined vegetable oils. Adding only 10% of full refined oil could be detected in extra VOO. Practical Applications: NIR methods combined with chemometrics have become one of the most attractive analytical tools to control quality of food. It is a simple, precise, and rapid method. All relevant analytical parameters of oxidative and thermal fat degradation can be determined in a single run and be used to detect adulterated virgin olive oils (VOOs). The use of a simple equation developed from the logistic regression using peroxide value, K‐values, p‐anisidine value, pyropheophytine, 1,2‐diacylglycerols, total polar compounds and monomeric oxidized triacylglycerols, and other well‐known parameters allows to detect mild deodorized olive oils or also blends of VOO with soft‐deodorized ones or the addition of low amounts of foreign vegetable oils. This technique has potential to be used as a screening method for the detection of adulterated olive oils using both the traditional laboratory methods and the corresponding NIR‐methods.     

Bioactive Compounds in Virgin Olive Oil of the PDO Montoro-Adamuz

Virgin olive oil (VOO) is generally recognized as a healthy fat because of its fatty acid composition and content in minor compounds but a wide range of these substances can be found in commercial oils. The concentration of compounds with attributed health benefits were analyzed in VOO of the PDO Montoro‐Adamuz. Oleic acid represented around 79 % of the total fatty acids, and the mean squalene and tocopherols concentrations were 5800 and 247 mg/kg respectively. Despite the changes found in polyphenols concentration in the oils analyzed for six consecutive crops, these substances accounted for more than 700 mg/kg. Moreover, the effect of irrigation regime and sun radiation on the content in bioactive substances of these oils was also assessed. No significant differences were detected between oils from trees irrigated ad libitum or rain‐feed. In contrast, the level of tree radiation exerted a great effect on the concentration of bioactive substances in oils. Oils from trees cultivated in a sunny area (south orientation) had a higher percentage of oleic acid and concentration in phenolic compounds than those from shady areas (north orientation). The opposite was detected for tocopherols and squalene which were more concentrated in oils from olives of the shady area. The results obtained in this study point out VOO of the PDO Montoro‐Adamuz as a very healthy fat due to their composition in bioactive substances, in particular their richness in phenolic compounds.     

Quantitation of Metals During the Extraction of Virgin Olive Oil from Olives Using ICP-MS after Microwave-assisted Acid Digestion

Trace metals such as Cu and Fe have negative effects on the oxidative stability of olive oils, and consequently, their concentrations are used as quality criterion. Also, maximum levels are established for heavy metals (As and Pb) in olive oils due to their high toxicity. Olive fruits can be contaminated with these metals from soil and air and from the use of pesticides or fertilizers, with the potential contamination of virgin olive oil (VOO) during its extraction from the fruits. This work presents two goals: (a) to optimize an analytical method for the determination of metals in raw olive fruits using an Abencor system; (b) to carry out a preliminary study of the fate of the metals during VOO extraction. The selected metals were quantified in raw olive fruits, and in the olive pomace and VOO obtained after their processing. The metal determination was performed by inductively coupled plasma-mass spectrometry after microwave-assisted acid digestion with HNO₃/H₂O₂. The results showed that most of the metals (at least 90 %) present in the olive fruits were retained by the olive pomace, so obtaining high-quality VOO from the point of view of its metal content.     

Influence of Water Deficit in Bioactive Compounds of Olive Paste and Oil Content

The main objective of this study was to evaluate the effect of different deficit irrigation treatments (control, regulated deficit irrigation [RDI]‐1, RDI‐2, and RDI‐3) on the phenolic profile of the olive paste and oil content. Irrigation treatments with more stress water led to a considerable increase in the phenolic compounds of olive paste, especially in oleuropein (60.24%), hydroxytyrosol (82%), tyrosol (195%), and verbascoside (223%) compared to control. A significant increase in the content of total flavonoids and phenolic acids was also observed for these samples. In virgin olive oils (VOO) elaborated from the most stressed olive trees (RDI‐2 and RDI‐3), a noticeable increase in phenolic substances with antioxidant properties (oleuropein, hydroxytyrosol, tyrosol, secoiridoid derivatives, and o‐vanillin) was observed. Consequently, water stress conditions improved antioxidant activity of VOO.     

Investigation of the Effects of Virgin Olive Oil Cleaning Systems on the Secoiridoid Aglycone Content Using High Performance Liquid Chromatography–Mass Spectrometry

Phenolic compounds are useful markers to control olive oil technological processes, including the virgin olive oil (VOO)/water separation after olive oil extraction. In this investigation, VOO extracted from olives of cv. Coratina using a mild oil/water separator called the hydrocyclone sedimentation system (Hydroil) was compared with VOO obtained using a conventional vertical centrifuge separator (Cenoil), which is mostly used in the modern olive oil industry. Secoiridoid aglycones were selected, among phenolic compounds, as markers and analyzed using reversed‐phase liquid chromatography coupled to linear quadrupole ion‐trap mass spectrometry with electrospray ionization in the negative mode. VOO samples obtained using the Hydroil system were found to contain significantly higher levels of secoiridoid aglycones, compared to the Cenoyl‐type samples. In particular, the total content of the aglycones of decarboxymethyl oleuropein, decarboxymethyl ligstroside, ligstroside, and oleuropein, expressed in terms of oleuropein, was estimated as 35.40 ± 0.80 mg kg^?1, compared to 8.06 ± 0.41 mg kg^?1 in the Cenoil samples (n = 3). Since no significant difference in residual water (P < 0.05) was found between the two types of VOO samples, the higher amount of secoiridoids obtained for Hydroil‐type ones was explained by the lower extent of oxidation occurring during the mild oil/water separation achieved using the Hydroil system.     

Phenolic acid content and sensory properties of two Spanish monovarietal virgin olive oils

In recent years, phenolic acids have received considerable attention as they are essential to olive oil quality and nutritional properties. This study aims to validate a rapid and sensitive method based on ultra‐performance liquid chromatography/time‐of‐flight mass spectrometry (UPLC–TOF‐MS) for analyzing the phenolic acid content of olive oil and assessing its impact on virgin olive oil (VOO) sensory attributes. Once this method was validated, we used it to evaluate the phenolic acid composition of several Spanish monovarietal virgin olive oils in relation to nine different olive ripening stages. The results obtained confirm that the methodology developed in this study is valid for extracting and analyzing phenolic acids from VOO. The phenolic acid content of the virgin olive oils sampled was proven to be influenced by the type of cultivar and olive harvest date. Therefore, phenolic acids might be used as potential markers for olive oil cultivar or ripening stage. Finally, the data obtained indicate that the sensory properties of VOO may be differently affected by its phenolic acid content depending on the type of cultivar. Practical applications: The method validated in the present study – based on UPLC‐TOF‐MS – allows experts to assess the phenolic acid content of different VOO cultivars (varieties). This application will probably be very useful to the olive oil industry. The reason is that our study revealed that phenolic acids have an impact on the sensory quality of VOO, which is essential to consumer preferences and choice. In addition, there are phenolic acids that are only found in a particular variety of olive oil obtained from fruits at a specific ripening stage. Consequently, phenolic acids could be used as potential markers for olive oil variety and harvest time.     

Consumption of High-Oleic Soybean Oil Improves Lipid and Lipoprotein Profile in Humans Compared to a Palm Oil Blend: A Randomized Controlled Trial

Partially hydrogenated oils (PHO) have been removed from the food supply due to adverse effects on risk for coronary heart disease (CHD). High-oleic soybean oils (HOSBO) are alternatives that provide functionality for different food applications. The objective of this study was to determine how consumption of diets containing HOSBO compared to other alternative oils, with similar functional properties, modifies LDL cholesterol (LDLc) and other risk factors and biomarkers of CHD. A triple-blind, crossover, randomized controlled trial was conducted in humans (n = 60) with four highly-controlled diets containing (1) HOSBO, (2) 80:20 blend of HOSBO and fully hydrogenated soybean oil (HOSBO+FHSBO), (3) soybean oil (SBO), and (4) 50:50 blend of palm oil and palm kernel oil (PO + PKO). Before and after 29 days of feeding, lipids/lipoproteins, blood pressure, body composition, and markers of inflammation, oxidation, and hemostasis were measured. LDLc, apolipoprotein B (apoB), NonHDL-cholesterol (HDLc), ratios of total cholesterol (TC)-to-HDLc and LDLc-to-HDL cholesterol, and LDL particle number and small LDL particles concentration were lower after HOSBO and HOSBO+FHSBO compared to PO (specific comparisons p < 0.05). Other than TC:HDL, there were no differences in lipid/lipoprotein markers when comparing HOSBO+FHSBO with HOSBO. LDLc and apoB were higher after HOSBO compared to SBO (p < 0.05). PO + PKO increased HDLc (p < 0.001) and apolipoprotein AI (p < 0.03) compared to HOSBO and HOSBO+FHSBO. With the exception of lipid hydroperoxides, dietary treatments did not affect other CHD markers. HOSBO, and blends thereof, is a PHO replacement that results in more favorable lipid/lipoprotein profiles compared to PO + PKO (an alternative fat with similar functional properties).     

Stability and radical‐scavenging activity of heated olive oil and other vegetable oils

The effect of heating at 180 °C on the antioxidant activity of virgin olive oil (VOO), refined olive oil (ROO) and other vegetable oil samples (sunflower, soybean, cottonseed oils, and a commercial blend specially produced for frying) was determined by measuring the radical‐scavenging activity (RSA) toward 1,1‐diphenyl‐2‐picrylhydrazyl radical (DPPH^?). The RSA of the soluble (polar) and insoluble (non‐polar) in methanol/water fractions of olive oil samples was also measured. The stability of heated oils was assessed by determining their total polar compound (TPC) content. VOO was the most thermostable oil. Total polar phenol content and the RSA of VOO heated for 2.5 h decreased by up to 70 and 78%, respectively, of their initial values; an up to 84% reduction in RSA of VOO polar and non‐polar fractions also occurred. Similar changes were observed in the RSA of ROO and its non‐polar fraction after 2.5 h of heating. The other oils retained their RSA to a relatively high extent (up to 40%) after 10 h of heating, but in the meantime they reached the rejection point (25–27% TPC). The results demonstrate that VOO has a remarkable thermal stability, but when a healthful effect is expected from the presence of phenolic compounds, heating has to be restricted as much as possible.     

Influence of the extraction process on dissolved oxygen in olive oil

The influence of the olive oil processing steps [paste malaxation (PM), decanter centrifugation (DC), and vertical centrifugation (VC)] on the dissolved oxygen (DO) concentration in virgin olive oil (VOO) right after production was investigated at industrial plant scale for two successive years. The influence of this parameter on quality decay during shelf life, assessed by peroxide value (PV) analysis, was also monitored. The VC step showed the higher oxygenation effect (50% increase in comparison to the control), and a good linear regression (r² = 0.83) was found between the initial DO concentration and the PV after 2 days. An 18‐months shelf life test, performed on VOO sampled before and after the VC, indicated the slowest decay kinetics in the oils with the lower initial DO concentration, i.e. the non‐centrifuged oils.     

废旧油脂的精制及酯交换制备生物柴油的研究

采用除杂、脱水、萃取、脱色等操作对废油脂如废煎炸油、地沟油、橡胶籽油进行了精制;对大豆油和精制处理前后的上述废油脂的各种物理化学性质进行了测定和评价;采用共沉淀法制备了Mg/Al类水滑石,450℃焙烧得到复合氧化物并以其催化各种油脂和甲醇合成生物柴油;分别用1H NMR法和仲裁法分析对比酯交换反应的产率。结果表明,大豆油制备生物柴油的产率高达96.9%,而精制后的地沟油、煎炸油和橡胶籽油制备生物柴油的收率分别达38.6%、40.2%和82.0%,可有效降低生物柴油生产成本。尤其是橡胶籽油,有望成为大豆油的替代原料用于生物柴油生产工业。     

Composition and Physical Stability of the Colloidal Dispersion in Veiled Virgin Olive Oil

Veiled virgin olive oil (VOO) samples of nine different olive cultivars are chosen to have a wide range of physicochemical and biological properties of colloidal dispersions. The contents of proteins and phospholipids range from 40 to 190 mg kg⁻¹ and from 70 to 200 mg kg⁻¹, respectively. The effect of lab-scale centrifugation on cloudy appearance is studied measuring the decrease of turbidity grade values. The time to obtain unveiled oils (20 NTU) is modeled by a logistic equation, and a clear relationship between the initial water content and the above time is observed with a different trend between two groups of the VOO samples. Four VOO samples are selected to study the aggregation phenomena of microdroplets of water, pulp particles, and olive stone fragments via optical microscopy and dynamic light scattering during lab-scale gravity sedimentation. All VOOs are unstable with the cloudiness disappearing within the 230 days of investigation due to an overall diameter increase of cloudy components which is modeled by a power-law equation. The VOO samples, characterized by both small diameter values of dispersed components (150–250 nm) and high values of water content, show the fastest aggregation kinetics, but they have the longest time of cloudiness stability. Practical Applications: Water content and size distribution of VOO cloudy components can be key factors to control the colloidal stability. If removal of cloudy appearance is required, centrifugation can be applied to obtain a fast oil clarification which shows a power law relationship of water content with time. Instead, if physical stability of the colloidal dispersion is required, the aggregation phenomena should be slow down through VOO processing to obtain small diameters of the cloudy components. Tuning both the water content and dispersed phase diameter in the VOO can be the first step towards the control of phenomena related to the colloidal dispersion for every olive oil processing organization, above and beyond the simple removal of cloudy appearance by filtration.     

Effect of Clarification System on the Conservation of Virgin Olive Oil during Its Storage

The results obtained in this work explain how clarification systems can affect the conservation of virgin olive oils (VOOs) during the storage step. The evolution of the quality and sensory properties during the storage of VOOs clarified by different systems, vertical centrifugal separator (VCS) with minimal water addition and conical bottom settling tank (CBST), is studied at industrial scale for two different crop years. In general, VCS oils show a slight higher moisture and solid impurities content at the end of the storage step due to a higher emulsion grade (because of the emulsion generated) caused by the rotating movement of this clarification system. For the studied clarification systems, no remarkable differences are observed between the oils during their storage for quality indexes. However, these systems show differences regarding oil sensory properties. The VOOs clarified by VCS are characterized by a higher presence of phenol components, higher positive sensory attributes intensity, and higher lipoxygenase (LOX) aldehydes content during their storage. VOOs from CBST show lower phenol content, a higher “non‐LOX” volatiles content, and the presence of sensory defects during storage. Practical Applications: The results obtained in this work are very important in order to provide specific recommendations and scientific support based on objective data to improve VOO quality. As described in this study, the VCS with a minimal water addition can be a better option to produce VOO of improved quality. This clarification system is an efficient and quick operation that reduces the contact between oil and the remaining water and impurities during the storage step. The minimal water addition used in this clarification system allows obtaining VOOs with higher phenol content and positive sensory notes. This leads to prolong VOO shelf‐life and conservation during the storage stage, due to preservation of the quality indexes and minor components with antioxidant activity. Besides, this clarification system reduces the water consumption during oil clarification and generates a lower wastewater volume regarding conventional vertical centrifugation, and therefore can be considered more environmentally friendly.     

Identification of Recycled Cooking Oil and Edible Oils by Iodine Determination and Carbon Isotopic Analysis

Elemental iodine determination by ICP‐MS and carbon isotope analysis by EA‐IRMS were jointly employed to identify recycled cooking oil from edible oils. Iodine in 204 oils demonstrated that recycled cooking oils can be distinguished from soybean oil, maize oil, colza oil, peanut oil, sunflower oil and olive oil with the exception of tea oil and mixed oil. These two types of oils can be definitively distinguished from recycled cooking oil in the carbon isotope ratio analysis. It was proposed to use total iodine analysis as the primary screening method and the carbon isotope ratio measurement as a secondary method for confirmation and verification. For routine screening, threshold values of Iodine determination and δ¹³C measurement were determined to be 20 ng g^?1 iodine and a range of ?27.3 to ?28.5 of δ¹³C, respectively.     

Evaluation of Authenticity of Iranian Olive Oil by Fatty Acid and Triacylglycerol Profiles

For evaluation of the authenticity of Iranian olive oil, samples from many Iranian olive oil producers especially north of Iran in the production year 2007 were collected. The fatty acid and triacylglycerol compositions were measured. The most recent calculation methods including ∆ECN the difference between the actual and theoretical ECN42 (equivalent carbon number), triglyceride content and R of olive oils according to IOOC methods were applied. On the basis of our results, we were able to classify the olive oils into the extra virgin, virgin olive and olive oil categories. The important fatty acids are oleic, palmitic and linoleic acids and their main triacylglycerols are OOO, POO, OOL, PLO, SOS plus POP, and OLL, respectively. On the basis of the triacylglycerol results, experimental ECN48, ECN46, ECN50, ECN44 and ECN42 were obtained. By using the fatty acids results and a computer program, the theoretical ECN42 and ECN44 were calculated. Then R values, being the ratio of r ECN42/r ECN44 for authenticity of all olive oils and ∆ECN for determining categories of olive oils, were defined. The results of olive oil samples were in the accepted limits of Codex and IOOC. Finally we suggest that the R and ∆ECN can be used in identification of adulteration of olive oils and also they are useful from the point of view of authenticity and classification.     

Frying stability of canola oil in presence of pumpkin seed and olive oils

Frying performance of canola oil (CO) was investigated in the presence of 5, 10, and 15% levels of virgin olive oil (VOO) and pumpkin seed oil (PSO) during frying of potatoes at 180°C. Acid value, carbonyl value, total polar compounds content, and total tocopherols content of the oil samples were determined during the frying process. VOO and PSO addition improved the frying stability of the CO. Frying performance of the CO increased more in the presence of PSO than in the presence of the VOO. The PSO levels higher than 5% exerted pro‐oxidant effects, indicating the necessity of investigation at lower levels. The better antioxidative effect of PSO was attributed to its probably different phenolic composition.     

Hydrophilic antioxidants of virgin olive oil. Part 1: Hydrophilic phenols: A key factor for virgin olive oil quality

Virgin olive oil (VOO) consumption is increasing all over the world due to its excellent organoleptic and nutraceutical properties. These beneficial traits stand from a prominent and well‐balanced chemical composition, which is a blend of major (98% of total oil weight) and minor compounds including antioxidants. The main antioxidants are phenolic compounds, which can be divided into lipophilic and hydrophilic phenols. While lipophilic phenols such as tocopherols can be found in other vegetable oils, most hydrophilic phenols in olive oil are exclusive of the Olea europaea species endowing it with a chemotaxonomic interest. This review is focused on VOO antioxidant profile and, particularly, on hydrophilic phenols that are divided into different sub‐families such as phenolic acids and alcohols, hydroxy‐isochromans, flavonoids, secoiridoids, lignans and pigments. Analytical methods for qualitative and/or quantitative determination of these compounds are assessed. The implementation of efficient sample preparation protocols, separation techniques such as liquid chromatography, GC and capillary electrophoresis, as well as detection techniques such as ultraviolet absorption, fluorescence or MS are critical to succeed in the quality of the results. The effects of hydrophilic phenols on increasing VOO stability, its nutraceutical interest and organoleptic properties are also considered.     

Contribution of Compositional Parameters to the Oxidative Stability of Olive and Walnut Oil Blends

Oil blending was conducted to study the effects of changes in fatty acid composition (FAC), tocopherols and total phenol content (TPC) on oxidative stability of virgin olive oil (VOO):walnut oil (WO) blends. The measurement of the antioxidant activity of bioactive components present in the parent oils and blends was achieved by their ability to scavenge the free stable 2,2-diphenyl-1-picrylhydrazyl radical (DPPH·). The highest percentage of DPPH· inhibition was found for pure VOO, and the lowest one for pure WO. EC₅₀ values obtained from the DPPH assay correlated significantly and inversely with TPC. The generation of volatile flavor components in VOO indicated the predominance of C₆ compounds produced through biochemical (enzymatic) pathways, whereas WO showed increased concentrations of medium chain (C₇–C₁₁) aldehydes produced through chemical (oxidative) pathways. The results obtained confirm the importance of VOO phenolics in providing protection against oxidation in VOO and VOO/WO blends. However, considering the impact of FAC and the content of endogenous antioxidant substances mentioned previously on the oxidative stability of the oils analyzed, the effect of an elevated unsaturation level (WO) prevails over a high amount of such bioactive components (VOO).     

Thermal Degradation of p-Hydroxybenzoic Acid in Macadamia Nut Oil,Olive Oil,and Corn Oil

p-Hydroxybenzoic acid (PHBA) plays a significant role in sustaining the oxidative stability of macadamia nut oil (MNO). However, PHBA undergoes thermal decarboxylation and loses its bioactive antioxidant properties. In this study, we determine PHBA degradation kinetics in oils at various heating temperatures, which provides fundamental understanding of PHBA thermal degradation in oils and oil quality changes during high-temperature processing. PHBA degradation kinetics in MNO, olive oil, and corn oil were evaluated at temperatures typical for cooking and frying. PBHA headspace concentration was measured using selected ion flow tube mass spectrometry. PHBA decarboxylation followed a zero-order reaction, where degradation could be affected by factors such as the type of oil matrix having different FA compositions, antioxidants, and component interactions. PHBA degradation activation energies (E _a) showed that PHBA was more stable against thermal decarboxylation in MNO (85 kJ mol^–1) than in olive oil (40 kJ mol⁻¹) or corn oil (22 kJ mol⁻¹). The higher enthalpy () of decarboxylation in MNO (82 kJ mol⁻¹) indicates that PHBA is more inhibited from decomposition than olive oil (37 kJ mol⁻¹) or corn oil (19 kJ mol⁻¹). Moreover, the negative entropy values () of PHBA degradation from MNO (−192 J mol⁻¹ K⁻¹), olive oil (−277 J mol⁻¹ K⁻¹), and corn oil (−325 J mol⁻¹ K⁻¹) indicates that these oils impart some inhibitory properties against PHBA thermal decarboxylation.     

Chemiluminescent Methods in Olive Oil Analysis

The present review describes chemiluminescence applications to olive oil analysis and olive mill wastewater and covers the literature published in recent years. The article has been divided into several sections that discuss specific applications for determining phenolic compounds, antioxidant activity, radical scavenging, oxidative stability and the detection of possible adulteration by seed oils. The advantages and disadvantages of the chemiluminescence detection systems for these purposes are evaluated.