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1.
Molecules ; 27(20)2022 Oct 14.
Article in English | MEDLINE | ID: mdl-36296474

ABSTRACT

Although the fruit of Ficus tikoua Bur. has been consumed by montanic people in China for centuries, its chemical and biological composition was still unclear. A series of comprehensive investigations on its chemical constituents and bioactivities were carried out for the first time. As a result, six compounds were isolated and identified as the main components in this fruit. GC-MS analysis of the lipid components demonstrated that Ficus tikoua Bur. fruit contains some wholesome constituents such as fatty acids, vitamins, triterpenoids, and phytosterols. The fatty acids are mainly composed of linolenic acid (61.27%) and linoleic acid (22.79%). Furthermore, this fruit contains a relative high content of crude protein (9.41 ± 0.03%), total amino acids (9.28%), and total polyphenols (0.86 ± 0.01 g/100 g). The analysis of monosaccharide composition showed that the total polysaccharide mainly consists of glucose, glucuronic acid, xylose, arabinose, mannose, galactose, galacturonic acid, and rhamnose. The polysaccharide, polyphenol, water, ethanol, and flavonoid extracts exhibited prominent antioxidant activity determined by ABTS, DPPH, and FRAPS methods. Meanwhile, the total polysaccharide exhibited significant immunomodulatory effect by enhancing the release of cytokines and expression of iNOS and COX-2 in RAW264.7 cells, significantly decreasing the expression of c-Jun and p65 proteins in the cytoplasm; increasing the translocation of c-Jun and p65 to the nucleus; and regulating the phosphorylation level of Akt, PI3K, and PDK1 in the PI3K/AKT signaling pathway. This study proved that the fruit of F. tikoua is a reliable source of functional food.


Subject(s)
Ficus , Phytosterols , Triterpenes , Humans , Ficus/chemistry , Antioxidants/chemistry , Fruit/chemistry , Polyphenols/pharmacology , Polyphenols/analysis , Cyclooxygenase 2 , Galactose/analysis , Mannose/analysis , Arabinose/analysis , Rhamnose/analysis , Xylose/analysis , Phosphatidylinositol 3-Kinases , Proto-Oncogene Proteins c-akt , Polysaccharides/chemistry , Flavonoids/analysis , Monosaccharides/analysis , Cytokines/analysis , Water/analysis , Lipids/analysis , Vitamins/analysis , Triterpenes/analysis , Phytosterols/analysis , Glucose/analysis , Ethanol/analysis , Amino Acids/analysis , Glucuronates , Linolenic Acids , Linoleic Acids/analysis
2.
Br Poult Sci ; 63(5): 680-690, 2022 Oct.
Article in English | MEDLINE | ID: mdl-35522173

ABSTRACT

1. The following study determined whether the effects of the combined addition of zinc amino acid complex (ZA) and selenomethionine (SM) was superior to their single addition in controlling the oxidative stress induced by dietary oxidised fat in laying hens.2. Two hundred and forty 32-week-old laying hens were divided into the following dietary treatments (each consisting of six replicates of eight birds): 1) a fresh soy oil (FSO) diet; 2) an oxidised soy oil (OSO) diet; 3) an OSO diet plus 20 mg zinc as ZA/kg (OSO+ZA); 4) an OSO diet plus 0.2 mg selenium as SM/kg (OSO+SM); and 5) an OSO diet plus ZA and SM (OSO+ZA+SM).3. After 10 weeks of feeding hens, feed intake, egg production, and egg mass in the OSO+ZA+SM group were similar to the FSO group but better (P < 0.05) than those in the OSO group. Shell thickness and shell breaking strength were significantly improved by the OSO+ZA and OSO+ZA+SM treatments.4. Increases in the yolk concentrations of palmitic acid and total saturated fatty acids (SFA), and decreases in yolk linoleic acid, n-6 polyunsaturated fatty acids (PUFA), total PUFA, and PUFA/SFA ratio were induced by dietary oxidised fat which were normalised (P < 0.05) by OSO+SM and OSO+ZA+SM.5. An increase (P < 0.05) in malondialdehyde and a decrease in 2,2-diphenyl-picrylhydrazyl radical scavenging activity in the yolk, induced by dietary oxidised fat, was significantly improved by all dietary supplementations, but only birds fed the OSO+ZA+SM diet exhibited similar values to those fed FSO.6. In conclusion, the simultaneous inclusion of organic zinc plus selenium in the oxidised fat diets was beneficial for improving egg-laying performance, yolk fatty acid profile, and oxidative stability, but not for internal egg quality, compared with either zinc or selenium alone in laying hens.


Subject(s)
Fatty Acids , Selenium , Animals , Female , Animal Feed/analysis , Antioxidants/metabolism , Chickens/metabolism , Diet/veterinary , Dietary Fats/analysis , Dietary Supplements , Egg Yolk/chemistry , Fatty Acids/analysis , Fatty Acids, Unsaturated/analysis , Linoleic Acids/analysis , Linoleic Acids/metabolism , Malondialdehyde/analysis , Oxidative Stress , Palmitic Acids/analysis , Palmitic Acids/metabolism , Selenium/pharmacology , Selenomethionine/pharmacology , Soybean Oil/analysis , Zinc/analysis , Oils
3.
Molecules ; 25(9)2020 Apr 27.
Article in English | MEDLINE | ID: mdl-32349225

ABSTRACT

Nonalcoholic fatty liver disease (NAFLD) is becoming a major public health problem worldwide. The study aimed to evaluate the concentration of eicosanoids in serum and liver tissue during steatosis progression and to assess whether eicosanoid change scores may predict liver tissue remodeling. Thirty six eight-week-old male Sprague Dawley rats were enrolled and sacrificed at different stages of NAFLD. Eicosanoid concentrations, namely lipoxin A4, hydroxyeicosatetraenoic acids (HETE), hydroxyloctadecadienoic acids (HODE), protectin DX, Maresine1, leucotriene B4, prostaglandin E2, and resolvin D1 measurement in serum and liver tissue with Agilent Technologies 1260 liquid chromatography were evaluated. For the liver and serum concentrations of 9-HODE and 13-HODE, the correlations were found to be strong and positive (r > 0.7, p < 0.05). Along with NAFLD progression, HODE concentration significantly increased, and change scores were more abundant in the liver. The moderate positive correlation between liver and serum (r = 0.52, p < 0.05) was also observed for resolvin E1. The eicosanoid concentration decreased during NAFLD progression, but mostly in serum. There were significant correlations between HETE concentrations in liver and serum, but their associations were relatively low and changes the most in liver tissue. Eicosanoids profile, predominantly 9-HODE and 13-HODE, may serve as a potential biomarker for NAFLD development.


Subject(s)
Eicosanoids/blood , Eicosanoids/metabolism , Liver/metabolism , Non-alcoholic Fatty Liver Disease/blood , Non-alcoholic Fatty Liver Disease/metabolism , Animals , Biomarkers/analysis , Biomarkers/blood , Biomarkers/metabolism , Chromatography, Liquid , Dinoprostone/analysis , Dinoprostone/blood , Dinoprostone/metabolism , Disease Models, Animal , Disease Progression , Docosahexaenoic Acids/analysis , Docosahexaenoic Acids/blood , Docosahexaenoic Acids/metabolism , Eicosapentaenoic Acid/analogs & derivatives , Eicosapentaenoic Acid/analysis , Eicosapentaenoic Acid/blood , Eicosapentaenoic Acid/metabolism , Hydroxyeicosatetraenoic Acids/analysis , Hydroxyeicosatetraenoic Acids/blood , Hydroxyeicosatetraenoic Acids/metabolism , Linoleic Acids/analysis , Linoleic Acids/blood , Linoleic Acids/metabolism , Lipoxins/analysis , Lipoxins/blood , Lipoxins/metabolism , Liver/pathology , Male , Non-alcoholic Fatty Liver Disease/physiopathology , Rats , Rats, Sprague-Dawley
4.
Analyst ; 142(5): 787-793, 2017 Feb 27.
Article in English | MEDLINE | ID: mdl-28144646

ABSTRACT

Lipid peroxidation is involved in many disorders and diseases such as cardiovascular disease, cancers, neurodegenerative diseases, and even aging. Lipid peroxidation products existing in blood or bodily fluids are very important biomarkers for the diagnosis of such diseases. In particular, 13(R,S)-hydroxy-9(E),11(E)-octadecadienoic acid (13-(E,E)-HODE) is an oxidiation product of linoleic acid, which is an important biomarker for many diseases such as diabetes and Alzheimer's disease. In this study, we successfully displayed the antigen-binding fragment of an antibody produced by hybridoma 1213-1 on the M13 phage and performed analysis of the antibody variable region genes. The blast results suggested that it is a novel antibody. We also developed a phage-antibody-based competitive ELISA and a novel Open Sandwich ELISA (OS ELISA) for the detection of 13-(E,E)-HODE. The OS ELISA showed a limit of detection (LOD) of 15.6 nM of 13-(E,E)-HODE and low cross-reactivity with other HODE such as 9-(E,E)-HODE. Another format of the open sandwich ELISA with purified maltose binding protein-fused VL and VH-phage showed a lower LOD of 2.2 nM of 13-(E,E)-HODE, which may be sensitive enough to detect the concentration of 13-(E,E)-HODE in patients' blood samples. This is the first OS ELISA for the detection of lipids, and we believe it also represents the first molecular cloning of anti-HODE antibody genes.


Subject(s)
Enzyme-Linked Immunosorbent Assay , Linoleic Acids/analysis , Fatty Acids, Unsaturated , Humans , Linoleic Acid , Lipid Peroxidation
5.
Nutr Neurosci ; 20(1): 40-48, 2017 Jan.
Article in English | MEDLINE | ID: mdl-25238165

ABSTRACT

BACKGROUND: Seed oils are used as cosmetics or topical treatment for wounds, allergy, dandruff, and other purposes. Natural antioxidants from plants were recently reported to delay the onset or progress of various neurodegenerative conditions. Over one thousand cultivars of Punica granatum (Punicaceae) are known and some are traditionally used to treat various ailments. AIM: The effect of pomegranate oil on 3-nitropropionic acid- (3-NP) induced cytotoxicity in rat pheochromocytoma (PC12) neuronal cells was analyzed in this study. Furthermore, the analysis of unsaturated fatty acid composition of the seed oil of pomegranate by gas chromatography-electron impact mass spectrometry (GC-MS) was done. RESULTS: GC-MS study showed the presence of 6,9-octadecadiynoic acid (C18:2(6,9)) as a major component (60%) as 4,4-dimethyloxazoline derivative. The total extractable oil with light petroleum ether by Soxhlet from the dry seed of P. granatum was 4-6%. The oil analyzed for 48.90 ±â€Š1.50 mg gallic acid equivalents/g of oil, and demonstrated radical-scavenging-linked antioxidant activities in various in vitro assays like the DPPH (2,2-diphenyl-l-picrylhydrazyl, % IP = 35.2 ± 0.9%), ABTS (2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid), % IP 2.2 ± 0.1%), and ß-carotene bleaching assay (% IP = 26 ± 3%), respectively, which could be due the possible role of one methylene interrupted diynoic acid system for its radical-scavenging/antioxidant properties of oil. The oil also reduced lipid peroxidation, suppressed reactive oxygen species, extracellular nitric oxide, lactate/pyruvate ratio, and lactase dehydrogenase generated by 3-NP- (100 mM) induced neurotoxicity in PC12 cells, and enhanced the levels of enzymatic and non-enzymatic antioxidants at 40 µg of gallic acid equivalents. CONCLUSION: The protective effect of pomegranate seed oil might be due to the ability of an oil to neutralize ROS or enhance the expression of antioxidant gene and the exact mechanism of action yet to be elucidated.


Subject(s)
Lythraceae/chemistry , Neurons/drug effects , Neuroprotective Agents/metabolism , Oxidative Stress , Plant Oils/metabolism , Seeds/chemistry , Animals , Antioxidants/chemistry , Antioxidants/metabolism , Antioxidants/therapeutic use , Cell Line, Tumor , Cell Survival/drug effects , Dietary Supplements/analysis , Ethnopharmacology , Linoleic Acids/analysis , Lipid Peroxidation/drug effects , Lythraceae/growth & development , Medicine, Traditional , Neurons/metabolism , Neuroprotective Agents/chemistry , Neuroprotective Agents/therapeutic use , Neurotoxicity Syndromes/prevention & control , Nitro Compounds/antagonists & inhibitors , Nitro Compounds/toxicity , Oman , Oxazoles/analysis , Oxidants/antagonists & inhibitors , Oxidants/toxicity , Oxidative Stress/drug effects , Plant Oils/chemistry , Plant Oils/therapeutic use , Propionates/antagonists & inhibitors , Propionates/toxicity , Rats , Reactive Oxygen Species/antagonists & inhibitors , Reactive Oxygen Species/metabolism , Seeds/growth & development
6.
Prostaglandins Other Lipid Mediat ; 121(Pt B): 207-17, 2015 Sep.
Article in English | MEDLINE | ID: mdl-26432060

ABSTRACT

Streptococcus uberis mastitis results in severe mammary tissue damage in dairy cows due to uncontrolled inflammation. Oxylipids are potent lipid mediators that orchestrate pathogen-induced inflammatory responses, however, changes in oxylipid biosynthesis during S. uberis mastitis are unknown. Thus, the current objective was to determine how oxylipid concentrations change in milk and mammary tissues during different stages of S. uberis mastitis. Increased arachidonic acid and linoleic acid-derived oxylipids were significantly increased in S. uberis-infected bovine mammary tissue. Linoleic acid metabolites, hydroxyoctadecadienoic acid (HODE) and oxooctadecadienoic acid, predominated in tissue and milk. Furthermore, in vitro exposure of bovine mammary endothelial cells to 13-hydroperoxyoctadecadienoic acid, upstream metabolite of HODE, significantly increased cyclooxygenase-2 expression, but 13-HODE exposure had no effect. The findings in the current study indicate lipidomic profiling may explain some of the dynamics of inflammation during bacterial challenge, however continued research is necessary to determine sample compartments which best reflect disease pathogenesis.


Subject(s)
Eicosanoids/metabolism , Host-Pathogen Interactions , Mammary Glands, Animal/metabolism , Mastitis, Bovine/metabolism , Milk/chemistry , Streptococcal Infections/veterinary , Streptococcus/physiology , Animals , Animals, Inbred Strains , Cattle , Cell Adhesion Molecules/genetics , Cell Adhesion Molecules/metabolism , Cells, Cultured , Cyclooxygenase 2/chemistry , Cyclooxygenase 2/genetics , Cyclooxygenase 2/metabolism , Cytokines/genetics , Cytokines/metabolism , Dairying , Eicosanoids/analysis , Endothelium, Vascular/cytology , Endothelium, Vascular/immunology , Endothelium, Vascular/metabolism , Endothelium, Vascular/pathology , Female , Linoleic Acids/analysis , Linoleic Acids/metabolism , Mammary Glands, Animal/immunology , Mammary Glands, Animal/microbiology , Mammary Glands, Animal/pathology , Mastitis, Bovine/immunology , Mastitis, Bovine/microbiology , Mastitis, Bovine/physiopathology , Milk/microbiology , RNA, Messenger/metabolism , Streptococcal Infections/immunology , Streptococcal Infections/metabolism , Streptococcal Infections/microbiology , Streptococcus/immunology , Streptococcus/isolation & purification , Up-Regulation
7.
Int J Food Sci Nutr ; 65(2): 212-8, 2014 Mar.
Article in English | MEDLINE | ID: mdl-24215289

ABSTRACT

This work evaluates the influence of deep-frying coated fish products on total fat, fatty acid (FA) and amino acid profile, and on the formation of volatile compounds, with special attention on furan and its derivatives due to their potential harmful characteristics. As expected, deep-frying in sunflower oil increased linoleic acid content, but total fat amount increased only by 2% on a dry basis. Eicosapentanoic and docosahexanoic acids were preserved while γ- and α-linoleic acids were oxidised. Deep-frying also induces proteolysis, releasing free AA, and the formation of volatile compounds, particularly aldehydes and ketones arising from polyunsaturated FA. In addition, high quantities of furanic compounds, particularly furan and furfuryl alcohol, are generated during deep-frying coated fish. The breaded crust formed could contribute simultaneously for the low uptake of fat, preservation of long chain n-3 FA, and for the high amounts of furanic compounds formed during the deep-frying process.


Subject(s)
Cooking/methods , Dietary Fats/analysis , Fatty Acids/analysis , Fish Products/analysis , Furans/analysis , Hot Temperature , Plant Oils , Amino Acids/analysis , Animals , Bread , Fatty Acids, Omega-3/analysis , Freezing , Linoleic Acids/analysis , Lipid Peroxidation , Sunflower Oil , Volatile Organic Compounds/analysis
8.
Biol Res ; 46(3): 257-63, 2013.
Article in English | MEDLINE | ID: mdl-24346073

ABSTRACT

Fatty acid composition of peanut seed oil in four varieties cultivated in Tunisia showed that linoleic (C18:2), oleic (C18:1) and palmitic (C16) acids account for more than 84% for Chounfakhi and Massriya and for more than 85% of the total fatty acids of Trabilsia and Sinya seed oil respectively. Seed oil contents were significantly different (P ≤ 0.05) and did not exceed 48%. The study of total phenolics revealed that Chounfakhi contained more total phenolics (2.1 mg GAE/g DW), followed by the Massriya and Sinya cultivars (1.35 mg GAE/g DW for each); Trabilsia presented the lowest total phenolic content with 1 mg GAE/g DW. Considerable antiradical ability was found, especially in the Trabilsia peanut seed cultivar (IC50 = 1550 µg/ml), the Massriya and Sinya cultivars had, respectively, 720 and 820 mg/ml IC50. In the Massriya variety the sterol fraction showed antibacterial activity against Listeria ivanovii, Listeria inocua, Pseudomonas aeruginosa, Staphylococus aureus, Enterococcus hirae and Bacillus cereus.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antioxidants/pharmacology , Fatty Acids/analysis , Phenols/analysis , Plant Oils/pharmacology , Anti-Bacterial Agents/isolation & purification , Antioxidants/isolation & purification , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Linoleic Acids/analysis , Microbial Sensitivity Tests , Oleic Acid/analysis , Palmitic Acid/analysis , Peanut Oil , Plant Oils/chemistry , Seeds/chemistry , Tunisia
9.
ScientificWorldJournal ; 2012: 790486, 2012.
Article in English | MEDLINE | ID: mdl-22593706

ABSTRACT

Supercritical fluid extraction has been widely employed in the extraction of high purity substances. In this study, we used the technology to obtain oil from seeds from a variety of grapes, from vinification residues generated in the Southern region of the state of Rio Grande do Sul, Brazil. This work encompasses three varieties of Vitis vinifera (Moscato Giallo, Merlot, and Cabernet Sauvignon) and two of Vitis labrusca (Bordô e Isabel), harvested in 2005 and 2006. We obtained the highest oil content from Bordô (15.40%) in 2005 and from Merlot (14.66%), 2006. The biggest concentration of palmitic, stearic, and linoleic acids was observed in Bordô, 2005, and in Bordô, Merlot, and Moscato Giallo, 2006. Bordô showed the highest concentration of oleic acid and α-tocopherol in both seasons too. For the equivalent of procyanidins, we did not notice significant difference among the varieties from the 2005 harvest. In 2006, both varieties Isabel and Cabernet Sauvignon showed a value slightly lower than the other varieties. The concentration of total phenolics was higher in Bordô and Cabernet Sauvignon. The presence of these substances is related to several important pharmacological properties and might be an alternative to conventional processes to obtain these bioactives.


Subject(s)
Chromatography, Supercritical Fluid/methods , Fatty Acids/analysis , Phenols/analysis , Seeds/chemistry , Vitis/chemistry , alpha-Tocopherol/analysis , Brazil , Chromatography, High Pressure Liquid , Gas Chromatography-Mass Spectrometry , Linoleic Acids/analysis , Palmitic Acid/analysis , Plant Oils/chemistry , Proanthocyanidins/analysis , Species Specificity , Stearic Acids/analysis , Vitis/classification , Wine
10.
J Food Sci ; 87(9): 3872-3887, 2022 Sep.
Article in English | MEDLINE | ID: mdl-35982647

ABSTRACT

This study aimed to determine the association between the seed coat color of two chia seed genotypes for their composition, protein content, amino acid, and fatty acid profiles. The optimal pH for protein isolation for both genotypes (BCPI and WCPI) was 10, based on protein purity and solubility. Fatty acid profiling indicated, overall, 18 different fatty acids higher in BCPI10 with linolenic acid domination (∼66%) followed by linoleic acid (∼19%) and oleic acid (∼6%), contributing PUFAs (∼86%). Optimized protein isolates, black (BCPI10) and white (WCPI10) chia, had shown purity, L*-value, solubility, and yields of 90.65%, 75.86%, 77.75%, 11.30%, and 90.00%, 77.83%, 76.07%, 10.69%, respectively. BCPI10 depicted higher EAA (33.19 g/100 g N) and EEA indices (57.676%) compared to WCPI10 (32.14 g/100 g N) and 56.360%, respectively. Amino acid profiling indicated higher, PER, TAA, TEAA, TNEAA, TAAA, TBA, acidic AA values for BCPI10, and higher leucine/isoleucine ratio for WCPI10 having leucine and sulfur amino acids as limiting amino acids. BCPI10 had higher sulfur-containing amino acid contents, as the main contributor to the albumin a water-soluble fraction, leading to its higher in vitro digestibility (71.97%) than WCPI10 (67.70%). Both isolates exhibited good WHC and OHC of 3.18, 2.39 and 3.00, 2.20, respectively. Both protein isolates had similar ∆Td (°C) values with some variation in FTIR spectrum from 1000 cm-1 to 1651 cm-1 having more peak intensity for BCPI10. SDS-PAGE indicated bands at 150 kDa, representing globulin and mild bands at 25-33 kDa for glutelin and albumin. A significant (p < 0.05) variation reported in this study for protein and lipid profiles of both genotype attributes to genetic differences between the seeds. PRACTICAL APPLICATION: Based on the nutritional profile, both chia seed isolates (black and white) are suitable for consumption with an edge for black seed when supplemented with their limiting amino acids. The high values of the functional properties and structural characteristics combined with high nutritional values make the chia protein isolate an excellent source of raw material for various food formulations. Fatty acid profile of the oils from the genotypes showed the presence of high amounts of unsaturated fatty acids, especially the PUFAs with more number of fatty acids in black chia seed. The excellent lipid profile of chia seed oil indicates the benefit of using chia seed oil as a source of essential fatty acids in the human diet for optimal health.


Subject(s)
Amino Acids, Sulfur , Salvia , Albumins , Amino Acids, Sulfur/analysis , Fatty Acids/analysis , Fatty Acids, Unsaturated/analysis , Genotype , Glutens/analysis , Humans , Isoleucine/analysis , Leucine/analysis , Linoleic Acids/analysis , Oils/analysis , Oleic Acids/analysis , Salvia/chemistry , Salvia/genetics , Salvia hispanica , Seeds/chemistry , Sulfur/analysis , Water/analysis , alpha-Linolenic Acid/analysis
11.
J Food Sci ; 87(9): 3888-3899, 2022 Sep.
Article in English | MEDLINE | ID: mdl-35984101

ABSTRACT

Five different processing methods (cold pressing, hot pressing, solvent extraction, ultrasound-assisted solvent extraction, and supercritical fluid extraction) were evaluated to extract oils from Lycium barbarum (L. barbarum) seeds based on the lipid composition, minor bioactive components, and oxidative stability of oils. A large proportion of unsaturated fatty acids was detected in the L. barbarum seed oil, especially linoleic acid (65.24-66.26%). Minor bioactive components were abundant in L. barbarum seed oils, including tocopherols (292.65-488.49 mg/kg), phytosterols (9606.31-166,684.77 mg/kg), polyphenols (35.65-113.87 mg/kg), and carotenoid (4.17-46.16 mg/100 g). Specifically, the phytosterol content was higher than that of other common oils. Comparing the different processing techniques, ultrasound-assisted solvent extraction provided the highest extraction yield and recovery. The quantities of tocopherols, phenols, and phytosterols in hot-pressed oil were higher than those in oils extracted from other methods, and thus it had the best oxidative stability. L. barbarum seed oils extracted by different techniques showed various characteristics and could be distinguished through principal component analysis and hierarchical cluster analysis. PRACTICAL APPLICATION: L. barbarum seed oil is a potentially underutilized oil resource with abundant essential fatty acid and phytosterol, which owns great value to apply in the nutritional, cosmetic, and medicinal fields. Hot pressing is an efficient method to produce L. barbarum seed oil for health care with high nutritional value and good quality, which can also be easily implemented on an industrial scale.


Subject(s)
Lycium , Phytosterols , Antioxidants/analysis , Carotenoids/analysis , Fatty Acids/analysis , Fatty Acids, Unsaturated/analysis , Linoleic Acids/analysis , Oxidative Stress , Phenols/analysis , Phytosterols/analysis , Plant Oils/chemistry , Polyphenols/analysis , Seeds/chemistry , Solvents , Tocopherols/analysis
12.
J Exp Med ; 179(6): 1903-11, 1994 Jun 01.
Article in English | MEDLINE | ID: mdl-8195716

ABSTRACT

The arachidonate 15-lipoxygenase which is expressed in atherosclerotic lesions is implicated in the oxidative modification of low density lipoproteins during atherogenesis. To obtain experimental in vivo evidence for this hypothesis, we analyzed the structure of oxygenated lipids isolated from the aorta of rabbits fed with a cholesterol-rich diet for different time periods and compared the pattern of oxygenation products with that isolated from low density lipoproteins treated in vitro with the pure rabbit 15-lipoxygenase and with oxygenated lipids isolated from advanced human atherosclerotic lesions. In early atherosclerotic lesions (12-wk cholesterol feeding), specific lipoxygenase products were detected whose structure was similar to those isolated from lipoxygenase-treated low density lipoproteins. The appearance of these products did coincide with the lipid deposition in the vessel wall. In later stages of atherogenesis (26-wk cholesterol feeding) the degree of oxidative modification of the tissue lipids did increase but the share of specific lipoxygenase products was significantly lower, suggesting an increasing overlay of the specific lipoxygenase products by nonenzymatic lipid peroxidation. In advanced human atherosclerotic lesions, large amounts of oxygenation products were detected whose structure suggests a nonenzymatic origin. These data suggest that the arachidonate 15-lipoxygenase is of pathophysiological importance during the early stages of atherogenesis. In later stages of plaque development nonenzymatic lipid peroxidation becomes more relevant.


Subject(s)
Arachidonate 15-Lipoxygenase/metabolism , Arteriosclerosis/enzymology , Cholesterol, Dietary , Lipoproteins, LDL/blood , Animals , Arachidonate 15-Lipoxygenase/biosynthesis , Arteriosclerosis/chemically induced , Arteriosclerosis/surgery , Chromatography, High Pressure Liquid , Diet, Atherogenic , Humans , Linoleic Acids/analysis , Lipoproteins, LDL/metabolism , Male , Oxidation-Reduction , Rabbits , Stereoisomerism , Time Factors
13.
Chem Res Toxicol ; 23(5): 986-95, 2010 May 17.
Article in English | MEDLINE | ID: mdl-20423158

ABSTRACT

The primary products from peroxidation of linoleate in biological tissues and fluids are the hydroperoxy octadecadienoates, and the products normally assayed, after reduction of the hydroperoxides, are the corresponding hydroxy octadecadienoates (HODEs). The HODEs are found in tissues and fluids as a mixture of Z,E and E,E stereoisomers. Two regioisomeric sets of Z,E and E,E stereoisomers are normally observed with substitution at the 9- and 13-positions of the 18-carbon chain. The Z,E/E,E product ratio has proved to be a useful means for assessing the reducing capacity of the medium undergoing peroxidation. The HODE Z,E/E,E product ratios previously reported for tissues such as liver and brain vary from 0.5 to 2.0, and plasma ratios are somewhat higher, between 2.0 and 3.0. The reported literature protocols for HODE assay in tissues involve homogenization, reduction with sodium borohydride in the presence of BHT, and ester hydrolysis with KOH to give the free HODEs. This is followed by either reverse-phase HPLC of the free acid HODEs or by conversion to TMS derivatives and GC-MS. When sodium borohydride is replaced in the protocol by triphenylphosphine, a gentler reducing agent, HODE Z,E/E,E product ratios are much higher, and lower total HODE levels of are found. It is proposed that inclusion of sodium borohydride in the isolation procedures leads to ex vivo reactions that are avoided if triphenylphosphine is used as the reducing agent. Modified protocols for HODE analyses (tissue and plasma methods #2) are described that should be used for assays of tissues and fluids.


Subject(s)
Linoleic Acids, Conjugated/analysis , Linoleic Acids/analysis , Animals , Borohydrides/chemistry , Chromatography, High Pressure Liquid , Female , Gas Chromatography-Mass Spectrometry , Linoleic Acids/blood , Linoleic Acids/chemistry , Linoleic Acids, Conjugated/blood , Linoleic Acids, Conjugated/chemistry , Mice , Mice, Inbred BALB C , Organophosphorus Compounds/chemistry , Oxidation-Reduction , Stereoisomerism , Tandem Mass Spectrometry
14.
J Sci Food Agric ; 90(5): 861-9, 2010 Apr 15.
Article in English | MEDLINE | ID: mdl-20355123

ABSTRACT

BACKGROUND: Maca is an Andean crop of the Brassicaceae family which is mainly known for its fertility-enhancing properties following consumption. The hypocotyls display various colours ranging from white to black. Each colour has different biological effects. The aim of this study was to analyse the concentrations of major secondary metabolites in hypocotyls and leaves of maca in a controlled planting experiment in the Peruvian Andes at 4130 m above sea level. The effects of colour type and of previous cultivation of the field were examined. RESULTS: In the hypocotyls, the colour type effect was significant for most secondary metabolites; exceptions were beta-sitosterol and campesterol. The lead-coloured, yellow and violet maca hypocotyls were rich in glucosinolates, macaene and macamides, respectively. Previous cultivation affected macaene, campesterol and indole glucosinolate concentrations. Effects on metabolite concentrations in the leaves were minor. Hypocotyls were richer in macaene, macamides and glucosinolates than were leaves, and were poorer in beta-sitosterol and total phenols. CONCLUSION: Colour type has to be considered in maca production, as colour associates with variations in concentrations of distinct bioactive metabolites. Leaves may be interesting for animal nutrition purposes as they contain essentially the same secondary metabolites as the hypocotyls but in clearly lower concentrations.


Subject(s)
Hypocotyl/chemistry , Lepidium/chemistry , Lepidium/growth & development , Pigmentation , Plant Leaves/chemistry , Sitosterols/analysis , Soil , Agriculture/methods , Altitude , Cholesterol/analogs & derivatives , Cholesterol/analysis , Glucosinolates/analysis , Hypocotyl/metabolism , Indoles/analysis , Lepidium/classification , Lepidium/metabolism , Linoleic Acids/analysis , Linoleic Acids/chemistry , Linolenic Acids/analysis , Linolenic Acids/chemistry , Nutritive Value , Organ Specificity , Palmitic Acids/analysis , Palmitic Acids/chemistry , Peru , Phytosterols/analysis , Plant Leaves/metabolism , Polyunsaturated Alkamides , Soil/analysis , Species Specificity
15.
J Oleo Sci ; 69(5): 423-428, 2020.
Article in English | MEDLINE | ID: mdl-32378548

ABSTRACT

A study was carried out to evaluate oil contents, fatty acid composition and tocopherol contents of several walnut types in relation to roasting process. The major fatty acid identified was linoleic acid in both roasted and unroasted walnut oils. Linoleic acid contents of unroasted walnut oil varied from 46.44 (Type 9) and 63.59% (Type 7), while the linoleic acid contents of roasted walnut oils at 120℃/h ranged from 55.95% (Type 3) to 64.86% (Type 10). Interestingly, linolenic acid contents of both roasted and unroasted oils changed between 9.43 (Type 10) and 16.29% (Type 8) to 9.64 (Type 10) and 16.58% (Type 8), respectively and were significant (p < 0.05) different. γ-tocopherol content of unroasted walnut oils varied between 6.3 (Type 3) and 11.4 mg/100g (Type 1) and γ-tocopherol contents of roasted walnut oils ranged between 28.1 (Type 8) and 38.2 mg/100g (Type 3). The oil could be useful for industrial applications owing to good physicochemical properties. Fatty acid values for oil obtained from roasted walnut were slightly higher than those reported for unroasted walnut oils.


Subject(s)
Food Handling/methods , Hot Temperature , Juglans/chemistry , Plant Oils/analysis , Plant Oils/chemistry , Chemical Phenomena , Chromatography, High Pressure Liquid , Linoleic Acids/analysis , gamma-Tocopherol/analysis
16.
J Oleo Sci ; 68(8): 719-728, 2019 Aug 01.
Article in English | MEDLINE | ID: mdl-31292343

ABSTRACT

This work focused on physicochemical property assaying, fatty acid composition, triacylglycerol (TAG) profiles, and unsaponifiable matters composition of the Chinese evening primrose oil. The cold press oil possessed very low acid value and peroxide value, and relatively high iodine value. Fatty acid composition results indicated that this oil was especially high in linoleic acid and linolenic acid. Characterization of TAG composition was achieved by a two-dimensional HPLC coupling of nonaqueous reverse-phase and silver ion HPLC with atmospheric pressure chemical ionization MS method. There was a total of 38 TAGs including 27 regioisomers which had been determined. Unsaponifiable matters composition results revealed that this oil possessed a number of phytosterols, in which ß-sitosterol and stigmasterol were most predominant.


Subject(s)
Fatty Acids/analysis , Linoleic Acids/analysis , Oenothera biennis/chemistry , Phytosterols/analysis , Plant Oils/analysis , Triglycerides/analysis , gamma-Linolenic Acid/analysis , Chromatography, High Pressure Liquid , Mass Spectrometry , Seeds/chemistry
17.
Sci Rep ; 9(1): 7387, 2019 05 14.
Article in English | MEDLINE | ID: mdl-31089240

ABSTRACT

Understanding of lipid oxidation mechanisms (e.g., auto-oxidation and photo-oxidation) in foods and cosmetics is deemed essential to maintain the quality of such products. In this study, the oxidation mechanisms in foods and cosmetics were evaluated through analysis of linoleic acid hydroperoxide (LAOOH) and linoleic acid ethyl ester hydroperoxide (ELAOOH) isomers. Based on our previous method for analysis of LAOOH isomers, in this study, we developed a new HPLC-MS/MS method that enables analysis of ELAOOH isomers. The HPLC-MS/MS methods to analyze LAOOH and ELOOH isomers were applied to food (liquor) and cosmetic (skin cream) samples. As a result, LAOOH and ELAOOH isomers specific to photo-oxidation, and ELAOOH isomers characteristic to auto-oxidation were detected in some marketed liquor samples, suggesting that lipid oxidation of marketed liquor proceeds by both photo- and auto-oxidation during the manufacturing process and/or sales. In contrast, because only LAOOH and ELAOOH isomers specific to auto-oxidation were detected in skin cream stored under dark at different temperatures (-5 °C-40 °C) for different periods (2-15 months), auto-oxidation was considered to be the major oxidation mechanism in such samples. Therefore, our HPLC-MS/MS methods appear to be powerful tools to elucidate lipid oxidation mechanisms in food and cosmetic products.


Subject(s)
Beverages/analysis , Cosmetics/analysis , Linoleic Acids/analysis , Lipid Metabolism , Lipid Peroxides/analysis , Chromatography, High Pressure Liquid/methods , Cosmetics/chemistry , Feasibility Studies , Isomerism , Linoleic Acids/chemistry , Linoleic Acids/metabolism , Lipid Peroxides/chemistry , Lipid Peroxides/metabolism , Oxidation-Reduction , Tandem Mass Spectrometry/methods
18.
Sci Rep ; 9(1): 16968, 2019 11 18.
Article in English | MEDLINE | ID: mdl-31740728

ABSTRACT

Olive is a long-living perennial species with a wide geographical distribution, showing a large genetic and phenotypic variation in its growing area. There is an urgent need to uncover how olive phenotypic traits and plasticity can change regardless of the genetic background. A two-year study was conducted, based on the analysis of fruit and oil traits of 113 cultivars from five germplasm collections established in Mediterranean Basin countries and Argentina. Fruit and oil traits plasticity, broad-sense heritability and genotype by environment interaction were estimated. From variance and heritability analyses, it was shown that fruit fresh weight was mainly under genetic control, whereas oleic/(palmitic + linoleic) acids ratio was regulated by the environment and genotype by environment interaction had the major effect on oil content. Among the studied cultivars, different level of stability was observed, which allowed ranking the cultivars based on their plasticity for oil traits. High thermal amplitude, the difference of low and high year values of temperature, negatively affected the oil content and the oleic acid percentage. Information derived from this work will help to direct the selection of cultivars with the highest global fitness averaged over the environments rather than the highest fitness in each environment separately.


Subject(s)
Olea/physiology , Olive Oil/chemistry , Argentina , Fatty Acids/analysis , Fruit/chemistry , Fruit/physiology , Genotype , Linoleic Acids/analysis , Mediterranean Region , Multifactorial Inheritance , Olea/chemistry , Olea/genetics , Olive Oil/analysis , Palmitic Acid/analysis , Temperature
19.
Nat Microbiol ; 4(11): 1851-1861, 2019 11.
Article in English | MEDLINE | ID: mdl-31332384

ABSTRACT

Neonates at risk of childhood atopy and asthma exhibit perturbation of the gut microbiome, metabolic dysfunction and increased concentrations of 12,13-diHOME in their faeces. However, the mechanism, source and contribution of this lipid to allergic inflammation remain unknown. Here, we show that intra-abdominal treatment of mice with 12,13-diHOME increased pulmonary inflammation and decreased the number of regulatory T (Treg) cells in the lungs. Treatment of human dendritic cells with 12,13-diHOME altered expression of PPARγ-regulated genes and reduced anti-inflammatory cytokine secretion and the number of Treg cells in vitro. Shotgun metagenomic sequencing of neonatal faeces indicated that bacterial epoxide hydrolase (EH) genes are more abundant in the gut microbiome of neonates who develop atopy and/or asthma during childhood. Three of these bacterial EH genes (3EH) specifically produce 12,13-diHOME, and treatment of mice with bacterial strains expressing 3EH caused a decrease in the number of lung Treg cells in an allergen challenge model. In two small birth cohorts, an increase in the copy number of 3EH or the concentration of 12,13-diHOME in the faeces of neonates was found to be associated with an increased probability of developing atopy, eczema or asthma during childhood. Our data indicate that elevated 12,13-diHOME concentrations impede immune tolerance and may be produced by bacterial EHs in the neonatal gut, offering a mechanistic link between perturbation of the gut microbiome during early life and atopy and asthma during childhood.


Subject(s)
Asthma/immunology , Bacteria/classification , Epoxide Hydrolases/genetics , Feces/chemistry , Linoleic Acids/analysis , Animals , Bacteria/enzymology , Bacteria/genetics , Bacterial Physiological Phenomena , Bacterial Proteins/genetics , Disease Models, Animal , Female , Gastrointestinal Microbiome , Humans , Immune Tolerance , Infant, Newborn , Male , Mice , T-Lymphocytes, Regulatory/metabolism
20.
Sci Rep ; 9(1): 10941, 2019 07 29.
Article in English | MEDLINE | ID: mdl-31358890

ABSTRACT

In the present work, linoleic acid and oleic acid were isolated from Indonesian corn oil and palm oil and they were used to prepare monoacylglycerol derivatives as the antibacterial agent. Indonesian corn oil contains 57.74% linoleic acid, 19.88% palmitic acid, 11.84% oleic acid and 3.02% stearic acid. While Indonesian palm oil contains 44.72% oleic acid, 39.28% palmitic acid, 4.56% stearic acid and 1.54% myristic acid. The oleic acid was purified by using Urea Inclusion Complex (UIC) method and its purity was significantly increased from 44.72% to 94.71%. Meanwhile, with the UIC method, the purity of ethyl linoleate was increased from 57.74% to 72.14%. 1-Monolinolein and 2-monoolein compounds were synthesized via two-step process from the isolated linoleic acid and oleic acid, respectively. The preliminary antibacterial assay shows that the 1-monolinolein did not give any antibacterial activity against Staphylococcus aureus and Escherichia coli, while 2-monoolein showed weak antibacterial activity against Staphylococcus aureus.


Subject(s)
Anti-Infective Agents/chemical synthesis , Corn Oil/chemistry , Glycerides/chemical synthesis , Palm Oil/chemistry , Anti-Infective Agents/pharmacology , Escherichia coli/drug effects , Glycerides/pharmacology , Linoleic Acids/analysis , Oleic Acids/analysis , Palmitic Acid/analysis , Staphylococcus aureus/drug effects , Stearic Acids/analysis , Urea/chemistry
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