Dynamic accumulation of 4-desmethylsterols and phytostanols during ripening of Tunisian Meski olives (Olea europea L.)

Eleven 4-desmethylsterols and two phytostanols were identified by GC–MS during the ripening of Meski olive. The maximum levels of 4-desmethylsterols (1300 mg/100 g oil) and phytostanols (7.5 mg/100 g oil) were reached at the 26th week after the flowering date (WAFD) of fruit. β-Sitosterol (72–86% of total 4-desmethylsterols) was the major 4-desmethylsterols during the maturity of fruit, while sitostanol was the predominant phytostanols (75–85% of total phytostanols). Δ5-Avenasterol (2–18%) and campesterol (1.6–4%) were the second and the third 4-desmethylsterol levels detected, respectively, during the ripening of Meski olive. The levels of campestanol varied from 15% to 25% of phytostanols. The rate of accumulation of those compounds occurred before 30th WAFD. Some of these compounds (4-desmethylsterols and phytostanols) showed nearly the same profile during the ripening of Meski olive which could be linked to the relation between these compounds during their biosynthetic pathway.     

Essential oil composition of Pistacia lentiscus L. and Myrtus communis L.: Evaluation of antioxidant capacity of methanolic extracts

The seasonal variation of the essential oil composition, the antioxidant activity (DPPH, FRAP assays) and the total phenolic content (Folin-Ciocalteu assay) of two aromatic wild plants, Pistacia lentiscus L. (Anacardiaceae) and Myrtus communis L. (Myrtaceae), grown in Zakynthos, a Greek island, was investigated. The essential oil was obtained by hydrodistillation and subsequently analysed by GC–MS.     

Essential oil composition of the turpentine tree (Pistacia terebinthus L.) fruits growing wild in Turkey

Constituents of essential oils from fruit samples of the turpentine tree (Pistacia terebinthus L.) collected from fifteen different localities of Turkey on August 2001 were identified by GC–MS. Twenty-eight compounds representing 92.3–100.0% of turpentine fruit oils were identified. The oil yields varied between 0.06% and 0.16%. The highest yield of oil was obtained from fruits of Antalya origin (Akba?-Serik) (0.16%). α-Pinene (51.3%), limonene (39.0%), p-cymen-8-ol (40.0%) and caryophyllene oxide (51.0%) were found as major components for different localities in Turkey. The predominant constituents in most samples were α-pinene (9.5–51.3%), limonene (tr-39.0%) and caryophyllene oxide (tr-51.5). Except for one collection (Manavgat-Antalya), which contained spathulenol (20.7%) and p-cymen-8-ol (40.0%), all the other samples yielded oils rich in α-pinene and limonene. β-Caryophyllene oxide is the most abundant compound in Hisarönü (?zmir), Alanya (Antalya) and Yaylada? (Hatay) oils. Results confirm the effect of locality on the oil content and composition.     

Neuroprotective potential of some terebinth coffee brands and the unprocessed fruits of Pistacia terebinthus L. and their fatty and essential oil analyses

In the current study, neuroprotective effects of the ethyl acetate and methanol extracts of four terebinth coffee brands and the fruits of Pistacia terebinthus L. were investigated through enzyme inhibition tests against acetylcholinesterase, butyrylcholinesterase, and tyrosinase as well as antioxidant test systems. Antioxidant activity was measured using radical scavenging activity tests and metal-related tests including metal-chelation capacity, ferric-reducing antioxidant power (FRAP), and phosphomolybdenum reducing power (PRAP). The fatty oils of the coffee brands and the fruits and the fruit essential oil were examined by GC–MS. Total phenol and flavonoid contents were calculated spectrophotometrically. The extracts had moderate inhibition against butyrylcholinesterase (9.78–45.74% at 200 μg mL⁻¹) and potent scavenging activity against DPPH. They exerted strong activity in FRAP and metal-chelation tests and modest activity in PRAP test. Oleic acid was identified as the major fatty acid in the fatty oils, while α-pinene (26.31%) was dominant in the essential oil.     

Changes in sugars, acids and fatty acids in naturally parthenocarpic date plum persimmon (Diospyros lotus L.) fruit during maturation and ripening

The date plum persimmon fruit (Diospyros lotus L., fam: Ebenaceae) is cultivated throughout northern of Turkey for its edible fruits. Sugars and organic acids were measured during fruit maturation and ripening using HPLC. The analyses showed that fructose and glucose were the main sugars accumulated in the fruit pulp. Fructose and glucose increased up to 43,552.8 mg.100 g^–1 fw and 35,450.8 mg.100 g^–1 fw respectively during fruit ripening. Sucrose content remained relatively low and decreased during ripening. The major organic acids found in date plum fruit were citric and malic acids, which increased through the immature and midripe maturity, and then the levels decreased in the overripe fruit. Palmitic acid (16:0), palmitoleic acid (16:1), stearic acid (18:0), oleic acid (18:1) and linolenic acid (18:3) were among the major fatty acids determined by GC throughout the maturation and ripening of the fruits. The levels of these fatty acids were found to be significantly different (P=0.05) between the three maturity stages. The fruits displayed the level of linoleic acid (0.7%) in low and -linolenic acid (17.8%) in higher quantities, and the combined levels of linoleic and -linolenic acid comprised 19% (120.1 g.g^–1 dw) of the total fatty acid content in the over ripened fruit. These results show that naturally parthenocarpic date plum fruits have high levels of sugars and organic acids and moderate levels of fatty acids that significantly changed during maturation and ripening. This information can be used by nutritionalists and food technologists to improve the nutrition of local people and develop food products that would be beneficial to human health.     

Influence of strawberry tree (Arbutus unedo L.) fruit ripening stage on chemical composition and antioxidant activity

Arbutus unedo is a widespread shrub with economic importance, derived from the use of its berries in the production of alcoholic beverages and in folk medicine. This work intends to evaluate for the first time the effect of fruit ripening stage on antioxidant activity, total phenolic content, fatty acid profile and tocopherol composition. Ripe fruits shown higher extraction yield (45.04 ± 2.23%) when compared to other fruit ripening stages. By contrast, total phenol contents were higher in the unripe and intermediate stage of ripeness (108 and 111 mg GAES/g dry fruit, respectively, against 60 mg/g dry fruit when ripe). Ripe and intermediate fruits shown the lower EC₅₀ values on the DPPH radicals (0.25 ± 0.02 mg/mL) and reducing power assay (1.09 ± 0.05 mg/mL), respectively. A significant correlation was established between antioxidant activity and fruits ripening stage. Fatty acid profiles were very similar between the ripening stages, being alfa-linolenic, linoleic and oleic, the three major ones. Polyunsaturated fatty acids (PUFA) represent as much as 60% of the total fatty acids, with a highly favorable omega 3/omega 6 ratio. From the analysis of the vitamin E vitamers, the most important was ??-tocotrienol, with a clear reduction in the total free vitamin E content with ripening.These results highlight that the fruits of intermediate ripeness can be regarded important sources of biologically active compounds with a fatty acid profile rich in omega-3 PUFA, properly supplemented with high vitamin E amounts.     

Organic acids,antioxidant capacity,phenolic content and lipid characterisation of Georgia-grown underutilized fruit crops

Four underutilized Georgia-grown fruit crops, namely loquat (Eriobotrya japonica), mayhaw (Crataegus sp.), fig (Ficus carica), and pawpaw (Asimina triloba), and their leaves were analysed for total polyphenols by Folin–Ciocalteau method, and antioxidant capacity by ferric-reducing antioxidant power (FRAP) and Trolox-equivalent antioxidant capacity (TEAC) assays. Organic acids and phenolic compounds were identified by RP-HPLC. For lipid profile, fruits were separated into two fractions – seed and fruit (i.e., without seed); lipid was extracted using the Folch method and analysed for fatty acids, phytosterols, tocopherols, and phospholipids. The major organic acid identified in all samples was malic acid (177–1918 mg/100 g FW). The predominant phenolic acids in all the fruits were gallic (1.5–6.4 mg/100 g FW) and ellagic (0.2–33.8 mg/100 g FW), and the most abundant flavonoid was catechin (12.2–37.8 mg/100 g FW). Total lipid content varied from 0.1% in mayhaw fruit to 21.5% in pawpaw seed. Linoleic acid was the predominant fatty acid in all of the samples (28.2–55.7%).     

Fat and fatty acids of white lupin (Lupinus albus L.) in comparison to sesame (Sesamum indicum L.)

The study was undertaken to compare fat and fatty acid profiles in white lupin (Lupinus albus ssp. albus) and sesame (Sesamum indicum L.), representing two different families, Fabaceae and Pedaliaceae. Fat levels were 10.74% and 55.44% in seeds of white lupin and sesame, respectively. The results indicated that oleic, linolenic and arachidic acids in seed fat were higher in white lupin than in sesame cultivars. Oleic acid was the predominant fatty acid in white lupin, whereas linoleic acid was predominant in sesame. Fat content (%) was statistically significantly correlated with linoleic, linolenic and arachidic acids at the genotypic level. The fatty acid composition of white lupin is useful for human consumption. Although oil content of white lupin was lower than that of sesame, white sweet lupin could be improved.     

Variations in essential oil and fatty acid composition during Myrtus communis var. italica fruit maturation

The essential oil and fatty acid composition of Myrtus communis var. italica fruit during its ripening was determined. The effect of the harvesting time on some physical properties of Myrtus fruits, fruit weight and moisture content, were significant. The increase of fruit weight (from 2.54 to 8.79 g% fruits) during ripeness was correlated positively with that of moisture content (from 28% to 72%). Fruit essential oil yields varied from 0.003% to 0.01% and showed a remarkable increase at 60 days after flowering to reach a maximum of 0.11%. Forty-seven volatile compounds were identified in fruit essential oils; 1,8-cineole (7.31–40.99%), geranyl acetate (1.83–20.54%), linalool (0.74–18.92%) and α-pinene (1.24–12.64%) were the main monoterpene compounds. Total fatty acid contents varied from 0.81% to 3.10% during fruit maturation and the predominant fatty acids were linoleic (12.21–71.34%), palmitic (13.58–37.07%) and oleic (6.49–21.89%) acids. The linoleic acid proportions correlated inversely with palmitic and oleic acids during all the stages of ripening.     

The composition of fatty acids in the tissues of Tunisian swordfish (Xiphias gladius)

The objective of this study was to compare the composition of fatty acids stored in the various parts of swordfish. Muscle and organ sections of a series of swordfish samples were collected. Their chemical analysis allowed the classification of swordfish as a semi-fatty fish, with its byproducts totalling 35.6% of the total fatty acids (TFA) and its white and red muscles (MR) 7.2%. The highest contents were found in the liver (26%), the gonads (4.7%) and the red muscle (RM) (4.5%). The UFA/SFA ratio as recommended by nutritionists is 3; in the liver, skin and RM samples this ratio was, respectively, 3.5, 2.8 and 2.7. There is a high level of unsaturated fatty acids (UFA) in swordfish. More than 40% of the muscular tissues are made up of polyunsaturated fatty acids (PUFA) of the n-3 series (EPA + DHA). The byproducts contain more than 30% of monounsaturated acids characterised by the fatty acids of the n-9 series and particularly by oleic acid.     

Effect of weaning status on lipids of Galician Blond veal: Total fatty acids and 18:1 cis and trans isomers

The effect of weaning at different ages (NW = not weaned, W5 = 5.5 months and W2 = 2 months) on fatty acids (FA) of the Longissimus thoracis (LT) muscle was studied in 36 Galician Blond (GB) calves. Total FA (TFA) were determined by gas chromatography (GC) and 18:1 isomers by a combination of reversed-phase high performance liquid chromatography (HPLC) and GC. NW group showed higher (P < 0.001) values of n-3 polyunsaturated FA (PUFA), conjugated linoleic acid (CLA) and 18:1trans-11 compared to LT from W5 and W2 calves. W2 calves showed the highest levels of n-6 PUFA (P < 0.01), 18:1trans-10 and 18:1trans-6/7/8 (P < 0.001). Generally, W5 calves had intermediate values for TFA and 18:1 isomers. As the suckling period was longer, GB milk and veal FA profiles became more similar, it seems that muscle FA were partially transmitted by the milk FA intake due to the persistence of the reticular grove closing reflex.     

Direct quantification of fatty acids in dairy powders with special emphasis on trans fatty acid content

In this study a validated procedure for accurate determination of fatty acids in dairy products, with special emphasis on total trans fatty acids (TFA) content is presented. Dairy fat naturally contains 4–6% of trans fatty acids, mainly trans-octadecenoic acids (i.e. vaccenic acid), and 0.3–1.5% of conjugated linoleic acids (CLA). The proposed procedure does not require lipid extraction, and transesterification of lipids could be carried out directly on dairy products. Optimal analytical conditions have been developed to allow accurate determination of TFA content without prior fractionation of cis/trans FAME isomers by thin-layer chromatography. The methodology requires the use of a highly polar open tubular capillary column having at least 100 m length. CLA and other fatty acids from C4:0 (butyric) acid to long-chain polyunsaturated fatty acids (LC-PUFAs) could also be analyzed. Therefore, the methodology presented is versatile and could be used for both targeted analysis (e.g. determination of TFA in dairy products) and determination of the broad fatty acid profile in dairy products.     

Silphium L. extracts – composition and protective effect on fatty acids content in sunflower oil subjected to heating and storage

The influence of ethanol and hexane extracts from leaves, inflorescences, and rhizomes of Silphium perfoliatum, Silphium trifoliatum, Silphium integrifolium on fatty acid content changes in sunflower oil subjected to heating and storage was studied in comparison to the synthetic antioxidant – butylated hydroxyanisole (BHA). A positive effect of extracts made of above-ground and underground organs of Silphium on the durable quantitative composition of fatty acids was proven. Tested extracts elevated the value of change inhibition with reference to linoleic acid to a level comparable with BHA, and sometimes, in appropriate systems, they were characterized by better values (for oil stored for 180 days at room temperature, the inhibition coefficient for linoleic acid changes reached 4.6% for 0.04% BHA, and 7.09% for hexane extract made of S. trifoliatum inflorescences, 400 μl/2 g; for oil heated for 120 h, the inhibition coefficient of linoleic acid changes amounted to 11.32% for 0.06% BHA, and 15.69% for hexane extract made of S. perfoliatum rhizomes, 600 μl/2 g). It was found that active substances groups such as phenolic acids, flavonoids and terpenes were present in tested extracts.     

Lipid and fatty acid compositions differentiate between wild and cultured Japanese eel (Anguilla japonica)

The lipid profile and fatty acid composition of muscle, liver, and plasma lipoprotein were examined in wild and cultured Japanese eel (Anguilla japonica). Although, the muscle lipid levels of wild eels (11.6%) were less than those of cultured eels (13.1%), both eels were classified as typical fatty fish. Compared with the liver lipid composition of cultured eels, triacylglycerol (TG) level of the liver decreased in wild eels, whilst phosphatidylcholine and phosphatidylethanolamine levels of the liver increased in wild eels, reflecting the difference of liver lipid levels in both eels. Wild eels contained more cholesteryl ester (CE) and less TG, phospholipid, and free cholesterol in their plasma than cultured eels. The ratio of TG to CE decreased, whilst that of CE to total cholesterol increased in the plasma of wild eels. Different fatty acid compositions were found between wild and cultured eels. Compared with the fatty acid compositions of cultured eels, wild eels contained high percentages of 18:2, 18:3, and 20:4 and low percentages of 22:6, 20:1, and 20:5 in their muscle, liver, and plasma lipoprotein. The lipid profile and fatty acid composition seemed to be useful criteria for distinguishing between wild and cultured eels.     

Distribution of fatty acids and phytosterols as a criterion to discriminate geographic origin of pistachio seeds

The composition of fatty acids and phytosterols was investigated in the oil extracted from the pistachio seeds coming from different countries, (Italy, Turkey, Iran and Greece). The oils are characterized by high contents of oleic acid and β-sitosterol, showing a composition almost similar to that of olive oil. The pattern recognition of data for fatty acids sterols, by multivariate analyses, may provide useful criteria for origin authentication of pistachio seeds.     

Dracaena draco L. fruit: Phytochemical and antioxidant activity assessment

The present study reports for the first time the metabolite profile and antioxidant activity of aqueous extract obtained from Dracaena draco L. fruit. Volatiles profile was determined by HS-SPME/GC-IT-MS, with 9 compounds being identified, distributed by several distinct chemical classes: 1 alcohol, 3 aldehydes, 2 carotenoid derivatives, and 3 terpenic compounds. Aldehydes constituted the most abundant class in this exotic berry, representing 59% of total identified volatile compounds. Phenolics profile was determined by HPLC/DAD and 5 constituents were identified: 5-O-caffeoylquinic, 3,5-O-dicaffeoylquinic, ferulic and sinapic acids, and quercetin-3-O-rutinoside. The major phenolic compound is quercetin-3-O-rutinoside, comprising 42% of the total phenolic content. Organic acids composition was also characterized, by HPLC-UV, and oxalic, citric, l-ascorbic, malic, quinic and shikimic acids were determined. The most abundant is quinic acid, representing 39% of the total organic acid content. The antioxidant potential of this matrix was assessed by (i) reducing power of Fe³⁺/ferricyanide complex, (ii) scavenging effect on DPPH free radicals, and (iii) ability to inhibit the 2,2´-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced oxidative hemolysis in human erythrocytes. Strawberry (Fragaria × ananassa Duch. cv. Camarosa) extract was used for comparison purposes. All assay models showed remarkable concentration dependent antioxidant activity, reducing power and radical scavenging efficiency for D. draco fruit, being invariably higher than that of strawberry extract. This is the first report showing that D. draco fruit is a promising new antioxidant agent.     

Characterisation of fatty acids and bioactive compounds of kachnar (Bauhinia purpurea L.) seed oil

Information concerning the exact composition of kachnar (Bauhinia purpurea) seed oil is scare. In the present contribution, a combination of CC, GC, TLC and normal-phase HPLC were performed to analyse lipid classes, fatty acids and fat-soluble bioactives of kachnar seed oil. n-Hexane extract of kachnar oilseeds was found to be 17.5%. The amount of neutral lipids in the crude seed oil was the highest (ca. 99% of total lipids), followed by glycolipids and phospholipids, respectively. Linoleic, followed by palmitic, oleic and stearic, were the major fatty acids in the crude seed oil and its lipid classes. The ratio of unsaturated fatty acids to saturated fatty acid, was higher in neutral lipid classes than in the polar lipid fractions. The oil was characterised by a relatively high amount of phytosterols, wherein the sterol markers were β-sitosterol and stigmasterol. β-Tocopherol was the major tocopherol isomer with the rest being δ-tocopherol. In consideration of potential utilisation, detailed knowledge of the composition of kachnar (B. purpurea) seed oil is of major importance.     

Prediction of fatty acids content in pig adipose tissue by near infrared spectroscopy: At-line versus in-situ analysis

A handheld micro-electro-mechanical system (MEMS) based spectrometer working in the near infrared region (NIR) (1600–2400 nm) was evaluated for in-situ and non-destructive prediction of main fatty acids in Iberian pig (IP) carcasses. 110 IP carcasses were measured. Performance of the instrument was compared with at-line high-resolution NIRS monochromators working in two analysis modes: melted fat samples (transflectance cups) and intact adipose tissues (interactance fiber optic). Standard Error of Prediction (SEP) values obtained on the MEMS-NIRS device were: 0.68% (stearic), 1.30% (oleic), 0.55% (linoleic) and 1% (palmitic), explaining a variability of 83%, 84%, 81% and 78%, respectively. As expected, this represented a loss of predictive capability in comparison to at-line models, even with the same spectral characteristics as on the handheld device. However, the estimated total errors were at the same level for gas chromatography and NIRS analysis. This indicates that the MEMS-NIRS in-situ analysis of each individual carcass provides a cost-effective and real-time quality control system with suitable accuracy.     

Effects of Amelanchier fruit isolates on cyclooxygenase enzymes and lipid peroxidation

Bioassay-directed isolation and purification of the ethyl acetate and methanol extracts of Amelanchier canadensis resulted in 1,3-dilinoleoyl 2-olein (1), 1,3-dioleoyl 2-linolein (2), 5-hydroxymethyl-2-furfural (3), 5-(sorbitoloxymethyl)-furan-2-carboxaldehyde (4), 5-(mannitoloxymethyl)-furan-2-carboxaldehyde (5), and 5-(α-d-glucopyranosyloxymethyl) furan-2-carboxaldehyde (6). Four compounds, oleanolic acid (7), ursolic acid (8), kaempferol-3-O-α-l-rhamnopyranosyl (1 ← 2) rhamnopyranoside (9), and kaempferol-3-O-α-l-rhamnopyranoside (10) were isolated from the ethyl acetate extract of fresh fruits of Amelanchier arborea. The compounds were isolated and purified by various chromatographic techniques and characterized by NMR and GC/MS methods. The isolated compounds inhibited lipid peroxidation (by 85%) at 100 ppm when compared to 89%, 87%, and 98% for the commercial antioxidants butylated hydroxy anisole (BHA), butylated hydroxytoluene (BHT), and tert-butylhydroxyquinone (TBHQ) at 1.67, 2.2, and 1.67 ppm, respectively. Although not selective, some of these compounds inhibited cyclooxygenase (COX)-1 and -2 enzymes. Compounds 3–6 were isolated for the first time from A. canadensis and compounds 7–10 were isolated for the first time from A. arborea fruits.