Radical scavenging-linked antioxidant activity of ethanolic extracts of diverse types of extra virgin olive oils

The present study evaluated the radical scavenging-linked antioxidant activity of hexane/80% ethanol extracts from several types of extra virgin olive oils (EVOOs) derived from varieties arbequina, hojiblanca, picual, their blends, and pure olive oil (POO). The antioxidant potential of the olive oil extracts was assessed by radical scavenging assays using DPPH (2, 2-diphenyl-1-picrylhydrazyl), ABTS (2, 2'-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid), and hydroxyl radical, as well as hydrogen peroxide and superoxide anion inhibitory activities. Electron donating ability (EDA) using DPPH assay of 80% ethanol extracts from EVOOs, except arbequina oil, was significantly higher than POO. EDA was markedly higher in blended and picual EVOOs than the extracts from arbequina and hojiblanca EVOOs (P < 0.05). Similarly, ABTS radical scavenging activity of the extracts from the EVOOs was in order of picual EVOO > blended EVOO > hojiblanca EVOO >or= POO >or= arbequina EVOO. Further, the superoxide anion scavenging activity of blended, picual, and arbequina EVOOs was significantly higher than that of hojiblanca EVOO and POO, which were barely detectable. Hydroxyl radical scavenging activity of arbequina and hojiblanca was higher than that of blended, picual EVOOs, and POO. In addition, hydrogen peroxide scavenging activity of the extracts from blended, arbequina, hojiblanca, picual EVOOs, and POO was 63.1 +/- 3.1%, 44.4 +/- 10.2%, 52.0 +/- 2.7%, 71.8 +/- 2.5%, and 35.7 +/- 10.0%, respectively. Our results indicate that ethanol extracts of several EVOOs contained higher radical scavenging and antioxidant activity than the POO. This antioxidant potential is partly due to the phenolic compounds present in different olive oil grade and is influenced by cultivar type.     

Analysis of extra virgin olive oils from stoned olives

This paper focuses on comparing the main chemical characteristics of 16 fresh commercial samples of extra virgin olive oil obtained from four harvest years (1999–2002) and derived from both stoned and whole fruits. The qualitative and quantitative contents of minor polar compounds (MPCs) together with other reference analytical parameters (acidity, peroxides, UV absorption values and Rancimat test) were evaluated. An investigation of the MPCs and oil composition obtained from only stoned olives was also carried out. The acidity values of the oils from stoned fruits were always similar to or lower than those of the corresponding oils from whole fruits. For almost all the samples from stoned olives a better resistance to oxidation was revealed in comparison with the corresponding traditional oils. Five pairs obtained from the 2000 and 2001 harvests showed higher concentrations of both MPCs and hydroxytyrosol derivatives in the oils from stoned fruits, in agreement with their higher Rancimat values. Overall, our findings with regard to acidity values, % hydrolysis, the Rancimat test and the qualitative and quantitative distribution of MPCs suggest a higher antioxidant capacity of the oils from stoned olives. Copyright © 2004 Society of Chemical Industry     

特级初榨橄榄油中酚类化合物不同提取方法对比研究

采用液液萃取法(LLE)、固相萃取法(SPE)和液液微萃取法(LLME)分别对特级初榨橄榄油中酚类成分进行提取,应用超高效液相色谱-高分辨质谱法(UPLC-HRMS)及Folin-Ciocalteus比色法分别进行酚类化合物组成研究和总酚含量测定,比较3种方法的提取效率。结果表明:特级初榨橄榄油中共检测到40种酚类化合物,其中液液萃取样品检出33种,固相萃取样品检出20种,液液微萃取样品检出15种,液液萃取法提取酚类化合物种类显著多于其他两种方法;液液萃取法提取的总酚含量分别为固相萃取法及液液微萃取法的2. 9倍和3. 7倍,液液萃取法对酚类化合物的提取效率明显优于其他两种方法;但从实验过程角度考量,液液微萃取法具有操作简单、省时省力、有机溶剂用量少、对实验人员伤害小、环境污染小等优点,具有进一步优化的潜力。     

Antioxidant activity of virgin olive oil phenolic compounds in a micellar system†

The antioxidant activity of two virgin olive oils, obtained from the same olive (Olea europaea sativa) batch but processed with different hammer crushing conditions, was evaluated by measuring their protective action towards linoleic acid peroxidation in a micellar system. The antioxidant efficiency (AE) of the oil phenolic fraction was higher when the olives were processed with a higher hammer crusher rotation rate. HPLC analysis demonstrated that one of the main derivatives of oleuropein, indicated as 3,4-DHPEA-EDA (the dialdehydic form of elenolic acid linked with 3,4-dihydroxyphenylethanol), is present only in the oil with higher AE. 3,4-DHPEA-EDA showed the greatest antioxidant ability among virgin olive oil phenols. Its greater efficiency in the micellar system in comparison with 3,4-dihydroxyphenylethanol (3,4-DHPEA) is related to its greater lipophilicity. It is suggested that the behaviour in the water–micellar environment is representative of that in a real system such as tomato-based sauce with added virgin olive oil. © 1999 Society of Chemical Industry     

Heat-oxidation stability of palm oil blended with extra virgin olive oil

Rancimat induction time of palm oil (PO), several extra virgin olive oils (EV) and their binary blends have been determined at three different temperatures (120, 130 and 140°C). Analytical composition and oxidation stability of PO/EV blends were found to be a linear combination of the oil partners. Induction time of pure PO was always higher than those of EV oils and blends, in which induction time increased proportionally with the percentage of PO. However, induction time of 80% PO blend was similar to that of pure PO. Fatty acid composition appeared to be the most important factor affecting heat-oxidation stability and a saturated/unsaturated ratio near 1 was the optimally stable composition. Conversely, total phenols had a zero or negative role on the oxidative stability of the blends. Finally, in heat-oxidised oils significant losses of polyunsaturated fatty acids and formation of short-chain fatty acids were recorded.     

Optimisation of extra virgin olive oil quality

This study investigated the correlation between total polyphenol content and the stability (ie induction time by Rancimat) of oil samples according to different regions, cultivars, extraction technologies and ripening times of raw material. Results indicate a correlation of oil stability with total polyphenols, (r=0·88), a chemical variable easy to determine. We have set up an oil quality index as a measure of desirability including legal parameters, especially the Council Olive Oil International score (COI Score), stability (phenol content) and process yield into account. The study of the effects of olive ripening and storage prior to processing and olive paste mixing times and temperatures on the quality index using an experimental factorial design (2⁴) were investigated. The process variables selected in the experimental factorial design were studied and the main effects on desirability were identified. Based on this information, the extraction process was optimised for quality index in relation to fruit ripening and olive paste mixing time using a response contour to identify optimal experimental conditions. This innovative procedure shows that process conditions can be optimised as a function of D_tot, evaluated according to scientific determinations. © 1998 SCI.     

Influence of O2 on the quality of virgin olive oil during malaxation

The aim of this work was to investigate the effect of malaxation operating conditions on virgin olive oil quality. Legal, sensory and nutritional parameters of olive oil were evaluated by identifying the role played by enzymes. A comparison was made between oil obtained from a traditional malaxation plant and oil obtained from malaxation equipment (LOM) able to work at low oxygen level and temperature. Research results showed that, during malaxation, oxygen had an effect on both phenolic compounds and fatty acids, mainly favouring enzyme phenomena. Malaxation at a low oxygen level was found to be selective for the formation of both phenolic and C₆ compounds. Oil obtained from malaxation LOM equipment was shown to be richer in both aldehydes such as trans‐2‐hexenal and phenolic compounds than oil obtained from traditional processing. Copyright © 2006 Society of Chemical Industry     

Oil content,phenolic profiling and antioxidant potential of Tunisian olive drupes

BACKGROUND: The aim of this work was to investigate the effect of the maturation process of the olive fruit on oil content, phenolic profile and antioxidant activity of four Tunisian cultivars (Zelmati, Chemchali, Chemlali and Chétoui). RESULTS: The average oil content of the studied varieties ranged between 17.50% and 20.25% at the first stage of maturation and from 30.20% to 35% in the last harvest. Qualitative and quantitative analysis of phenolic compounds were carried out using HPLC and LC‐MS/MS. Twenty‐six biophenolic compounds were identified. In all samples, hydroxytyrosol and oleuropein were the major compounds identified while rutin and luteolin 7‐O‐glucoside were the two main flavonoids. The total phenolic content varied from 3.46 to 4.30 g kg^?1 at the first stage of maturation and from 8.71 to 11.52 g kg^?1 of fruit fresh weight at the last maturation phase. Total flavonoid content reached 432.80 mg kg^?1. The antioxidant activity of the extract was evaluated by DPPH and ABTS assays. The IC₅₀ values of the olive extracts ranged from 2.69 to 10.96 µg L^?1 and from 2.15 to 3.03 mmol L^?1 trolox equivalent at the last stage of maturation. CONCLUSION: A relationship between the changes in phenolic content and the physicochemical changes in Tunisian olive fruit during maturation was established. These findings could be used for controlling the production processes and correlating the oil sensorial characteristics to the polyphenolic pattern. Copyright © 2010 Society of Chemical Industry     

The influence of the malaxation temperature on the activity of polyphenoloxidase and peroxidase and on the phenolic composition of virgin olive oil

The effect of the malaxation temperature under sealed conditions on the qualitative and quantitative composition of the phenolic compounds in virgin olive oils produced from four Italian cultivars was assessed for two atmospheric conditions. In both cases, the results show a positive relationship between temperature and the concentration of the derivatives of the secoiridoid aglycones; the effect of the temperature on the oxidoreductases that promote oxidation (polyphenoloxidase and peroxidase) was investigated to determine their optimal temperatures and thermal stability. While olive peroxidase (POD) showed the highest activity at 37 °C and high stability in the temperature range tested, polyphenoloxidase (PPO) exhibited the optimum activity at approximately 50 °C, but showed low stability at 40 °C, with a large variation in stability according to the olive cultivar. These results may contribute to an understanding of the increase in the phenol concentration found in virgin olive oils obtained following higher temperatures of malaxation.     

Sensory attribute preservation in extra virgin olive oil with addition of oregano essential oil as natural antioxidant

Four commercial varieties of oregano are farmed in Argentina: "Compacto,"Cordobes,"Criollo," y "Mendocino." Oregano essential oil is known for antioxidant properties. The objective of this study was to evaluate changes in the intensities of positive and negative attributes in extra virgin olive oil with addition of essential oil obtained from the 4 Argentinean oregano types. Oregano essential oil was added into olive oil at 0.05% w/w. The samples were stored in darkness and light exposure during 126 d at room temperature. The intensity ratings of fruity, pungency, bitterness, oregano flavor, and rancid flavor were evaluated every 21 d by a trained sensory panel. In general, samples with addition of oregano essential oil in olive oil exhibited higher and lower intensity ratings of positive and negative attributes, respectively, during storage compared with the control samples. The first 2 principal components explained 72.3% of the variability in the olive oil samples. In general, positive attributes of olive oil were highly associated with the addition of oregano essential oil in darkness, whereas rancid flavor was negatively associated with them. Olive oil with oregano "Cordobes" essential oil was oppositely associated with light exposure treatments and negative attribute (rancid flavor) suggesting better performance as natural antioxidant of this essential oil in olive oil. The result of this study showed that the presence of oregano essential oil, specially "Cordobes" type, preserve sensory quality of extra virgin olive oil prolonging the shelf life of this product. Practical Application: Extra virgin olive oil is highly appreciated for its health benefits, taste, and aroma. These properties are an important aspect in this product quality and need to be preserved. The addition of natural additives instead of synthetic ones covers the present trend in food technology. This research showed that the addition of oregano essential oil preserved the intensity ratings of positive attributes in extra virgin olive oil during storage. The essential oil of the oregano variety called "Cordobes" exhibited better protecting effect on sensory properties of olive oil than the other oregano varieties. The addition of oregano essential oil should be considered for the food industry as a natural source of antioxidant additives for preserving sensory properties in extra virgin olive oil and other similar food products.     

The antioxidant capacity and oxidative stability of virgin olive oil enriched with phospholipids

Virgin olive oil (VOO) enriched with phospholipids (soy lecithin) up to the levels present in seed oils (from 2.5 to 10.0 g/kg) was studied as a potential functional food. Lecithin addition slightly increased the concentration of tocopherols and considerably increased K270 values. In the fatty acid composition, an increase of linoleic and a slight decrease of oleic acid were observed, as the decrease of monounsaturated/polyunsaturated fatty acid ratio. The radical-scavenging activity was evaluated by two methods: electron spin resonance spectroscopy using galvinoxyl free radical and VIS spectroscopy measurement of the disappearance of 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical. Results indicate that lecithin addition retards the scavenging activity of VOO that is ascribed to the bipolar character of lecithin and its ability to entrap hydrophilic antioxidants. The effect of lecithin addition on the oxidative stability of VOO was evaluated by the Rancimat method, and a positive linear correlation (r = 0.9849) with induction time was found.     

Effect of olive ripeness on chemical properties and phenolic composition of chétoui virgin olive oil

BACKGROUND: The aim of the present work was to investigate the influence of fruit ripening on oil quality in an attempt to establish an optimum harvesting time for Chétoui olives, the second main olive variety cultivated in Tunisia. RESULTS: Our results showed that many analytical parameters, i.e., peroxide value, UV absorbance at 232 and 270 nm, chlorophyll pigments, carotenoids and oleic acid contents decreased during ripening, whilst oil content and linolenic acid increased. Free acidity remained practically stable with a very slight rise at the highest maturity index. The trend of oxidative stability, total phenols and o‐diphenols, showed an increase at the early stages followed by a reduction at more advanced stages of maturity. The major phenolic compounds, such as hydroxytyrosol, ligstroside aglycon, elenolic acid, acetoxy‐pinoresinol and oleuropein aglycon, seemed to have the same behaviour. In the case of tyrosol, a strong decrease was observed directly related with the ripening progress. CONLUSION: On the basis of the evolution of the analytical parameters studied, the best stage of Chétoui olive fruits for oil processing seems to be at ripeness index higher than 2.0 and lower than 3.0. Copyright © 2009 Society of Chemical Industry     

柠檬风味初榨橄榄油品质分析

以柠檬风味橄榄油为研究对象,通过其质量指标、脂肪酸组成、甾醇含量和香气组成综合分析柠檬风味初榨橄榄油的品质。结果表明：柠檬风味橄榄油油品酸值、过氧化值、紫外吸光度、脂肪酸乙酯含量、水分及挥发物均符合国家标准GB/T 23347-2021质量指标要求;新鲜柠檬的加入提高了脂肪酸含量,柠檬风味橄榄油中总脂肪酸含量比原味橄榄油高9.378 g/100g,柠檬风味橄榄油中亚油酸与亚麻酸比值7.75:1接近推荐值6.67:1,柠檬风味橄榄油不饱和度（5.37）高于原味橄榄油（5.03）;柠檬风味橄榄油中甾醇类化合物含量（1885.9mg/kg）低于原味橄榄油（2968.9mg/kg）;原味初榨橄榄油主要香气成分以醛类物质为主,柠檬风味初榨橄榄油主要香气成分是萜烯类物质,柠檬的加入使柠檬风味橄榄油特有β-蒎烯、α-松油烯、莰烯、(E)-β-罗勒烯、β-石竹烯、萜品油烯、α-水芹烯、桧烯8种萜烯类物质。柠檬风味橄榄油的品质与柠檬、油橄榄混合比例及其品种、成熟度、产地密切相关,避免柠檬的添加淹没初榨橄榄油的典型品质及香味从而获得理想的柠檬风味橄榄油,需重点优选柠檬和油橄榄混合比例因素。     

3个引进油橄榄品种初榨油多酚类化合物含量及抗氧化活性研究

以3个引进油橄榄品种初榨油为材料,测定总多酚含量和各单体酚含量并评价其抗氧化活性,同时采用SPSS应用软件分析总多酚含量、各单体酚含量与体外抗氧化活性的相关性。结果表明:3个品种总多酚含量分别为21.26、23.31、26.04μg/g,品种间无显著差异,而单体酚含量均较少;3个品种中佛奥对DPPH自由基的清除能力最强,而对羟基自由基的清除能力和Fe2+螯合能力则是豆果最强;羟基酪醇含量与DPPH自由基清除能力、羟基自由基清除能力和Fe2+螯合能力极显著负相关或显著正相关,相关系数分别为-0.956、0.713、0.721;对羟基苯甲酸含量与Fe2+螯合能力显著正相关;槲皮素含量与DPPH自由基清除能力显著负相关,与Fe2+螯合能力显著正相关;而总多酚含量、咖啡酸和表儿茶素含量与体外抗氧化能力的的相关程度较低,因此羟基酪醇、对羟基苯甲酸和槲皮素是主要的抗氧化成分。     

Characterization of antioxidant olive oil biophenols by spectroscopic methods

BACKGROUND: Olive oil contains numerous phenolic components with well‐recognized health‐beneficial activity. The major phenolic compounds present in olives and virgin olive oil—hydroxytyrosol, oleuropein and the oleuropein aglycones 3,4‐DHPEA‐EA and 3,4‐DHPEA‐EDA—as well as some of their metabolites were studied in the present work, regarding their main structural preferences. Vibrational spectroscopy (Raman) coupled to theoretical methods were used, aiming at fully characterizing the systems and therefore enabling their quick and reliable identification in food samples. RESULTS: The Raman data, assisted by the theoretical simulations, allowed us to obtain the main geometrical and spectroscopic features of the olive oil constituents under study, which determine their known antioxidant and chemoprotective properties. In fact, it was verified that the spectra comprise distinctive bands for each compound, allowing their ready detection and differentiation. CONCLUSION: This is the first reported study on the structural behaviour of olive oil phenolic compounds, and it established Raman spectroscopy as a rapid, non‐destructive and reliable analytical technique for identifying these bioactive components in dietary extracts. It can surpass other analytical methods currently used, once it allows the concomitant identification of several olive oil components in a particular sample. Copyright © 2010 Society of Chemical Industry     

Distribution of dimorphic yeast species in commercial extra virgin olive oil

Recent microbiological research has demonstrated the presence of a rich microflora mainly composed of yeasts in the suspended fraction of freshly produced olive oil. Some of the yeasts are considered useful as they improve the organoleptic characteristics of the oil during preservation, whereas others are considered harmful as they can damage the quality of the oil through the hydrolysis of the triglycerides. However, some dimorphic species can also be found among the unwanted yeasts present in the oil, considered to be opportunistic pathogens to man as they have often been isolated from immunocompromised hospital patients. Present research demonstrates the presence of dimorphic yeast forms in 26% of the commercial extra virgin olive oil originating from different geographical areas, where the dimorphic yeasts are represented by 3–99.5% of the total yeasts. The classified isolates belonged to the opportunistic pathogen species Candida parapsilosis and Candida guilliermondii, while among the dimorphic yeasts considered not pathogenic to man, the Candida diddensiae species was highlighted for the first time in olive oil. The majority of the studied yeast strains resulted lipase positive, and can consequently negatively influence the oil quality through the hydrolysis of the triglycerides. Furthermore, all the strains showed a high level of affinity with some organic solvents and a differing production of biofilm in “vitro” corresponded to a greater or lesser hydrophobia of their cells. Laboratory trials indicated that the dimorphic yeasts studied are sensitive towards some components of the oil among which oleic acid, linoleic acid and triolein, whereas a less inhibiting effect was observed with tricaprilin or when the total polyphenols extracted from the oil were used. The observations carried out on a scanning electron microscope (SEM), demonstrated the production of long un-branched pseudohyphae in all the tested dimorphic yeasts when cultivated on nutrient-deficient substrates.     

Contribution of olive seed to the phenolic profile and related quality parameters of virgin olive oil

BACKGROUND: Conflicting results have been reported about the effect of fruit de‐stoning on the virgin olive oil (VOO) phenolic profile. The aim of the present study was to determine whether olive seed plays any role in the synthesis of this oil phenolic fraction. RESULTS: Increases of around 25% of total phenolic compounds were observed in oils obtained from de‐stoned olive fruits in three main Spanish cultivars. To investigate the involvement of olive seed in determining the phenolic profile of VOO, whole intact olive fruits were added with up to 400% olive stones. Excellent regression coefficients were found in general for the decrease of total phenolic compounds and, particularly, of o‐diphenolics in the resulting oils. On the other hand, it was found that olive seed contains a high level of peroxidase (POX) activity (72.4 U g^?1 FW), accounting for more than 98% of total POX activity in the whole fruit. This activity is able to modify VOO phenolics in vitro, similar to the effect of adding stones during VOO extraction. CONCLUSION: Olive seed plays an important role in determining VOO phenolic profile during the process to obtain an oil that seems to be associated with a high level of POX activity. Copyright © 2007 Society of Chemical Industry