scholarly journals Oxidation of polyunsaturated fatty acids to produce lipid mediators

2020 ◽  
Vol 64 (3) ◽  
pp. 401-421 ◽  
Author(s):  
William W. Christie ◽  
John L. Harwood

Abstract The chemistry, biochemistry, pharmacology and molecular biology of oxylipins (defined as a family of oxygenated natural products that are formed from unsaturated fatty acids by pathways involving at least one step of dioxygen-dependent oxidation) are complex and occasionally contradictory subjects that continue to develop at an extraordinarily rapid rate. The term includes docosanoids (e.g. protectins, resolvins and maresins, or specialized pro-resolving mediators), eicosanoids and octadecanoids and plant oxylipins, which are derived from either the omega-6 (n-6) or the omega-3 (n-3) families of polyunsaturated fatty acids. For example, the term eicosanoid is used to embrace those biologically active lipid mediators that are derived from C20 fatty acids, and include prostaglandins, thromboxanes, leukotrienes, hydroxyeicosatetraenoic acids and related oxygenated derivatives. The key enzymes for the production of prostanoids are prostaglandin endoperoxide H synthases (cyclo-oxygenases), while lipoxygenases and oxidases of the cytochrome P450 family produce numerous other metabolites. In plants, the lipoxygenase pathway from C18 polyunsaturated fatty acids yields a variety of important products, especially the jasmonates, which have some comparable structural features and functions. Related oxylipins are produced by non-enzymic means (isoprostanes), while fatty acid esters of hydroxy fatty acids (FAHFA) are now being considered together with the oxylipins from a functional perspective. In all kingdoms of life, oxylipins usually act as lipid mediators through specific receptors, have short half-lives and have functions in innumerable biological contexts.

Nutrients ◽  
2020 ◽  
Vol 12 (9) ◽  
pp. 2751
Author(s):  
Stefania D’Angelo ◽  
Maria Letizia Motti ◽  
Rosaria Meccariello

Recently, nutraceutical bioactive compounds in foods have been discovered for their potential health benefits regarding the prevention of chronic disorders, such as cancer, and inflammatory, cardiovascular, and metabolic diseases. Dietary omega-3 polyunsaturated fatty acids (ω-3PUFAs), including alpha-linolenic acid, docosapentaenoic acid, and eicosapentaenoic acid, are mostly attractive. They are available for the customers worldwide from commonly used foods and/or as components of commercial food supplements. The anti-inflammatory and hypotriglyceridemic effects of these fatty acids are well known, whereas pro-inflammatory properties have been recognized in their dietary counterparts, the ω-6PUFAs. Both ω-3 and ω-6PUFAs contribute to the production of lipid mediators such as endocannabinoids that are notably involved in control of food intake, energy sensing, and food–related disorders. In this review, we present ω-3 and ω-6PUFAs and their derivatives, endocannabinoids; discuss the anti-obesity effects of ω-3PUFAs; their roles in inflammation and colorectal cancer development; and how their action can be co-preventative and co-therapeutic.


2021 ◽  
Vol 2021 ◽  
pp. 1-15
Author(s):  
Abeba Haile Mariamenatu ◽  
Emebet Mohammed Abdu

Polyunsaturated fatty acids (PUFAs) contain ≥2 double-bond desaturations within the acyl chain. Omega-3 (n-3) and Omega-6 (n-6) PUFAs are the two known important families in human health and nutrition. In both Omega families, many forms of PUFAs exist: α-linolenic acid (ALA), eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA) from the n-3 family and linoleic acid (LA), dihomo-γ-linolenic acid (DGLA), and arachidonic acid (AA) from the n-6 family are the important PUFAs for human health. Omega-3 and Omega-6 PUFAs are competitively metabolized by the same set of desaturation, elongation, and oxygenase enzymes. The lipid mediators produced from their oxidative metabolism perform opposing (antagonistic) functions in the human body. Except for DGLA, n-6 PUFA-derived lipid mediators enhance inflammation, platelet aggregation, and vasoconstriction, while those of n-3 inhibit inflammation and platelet aggregation and enhance vasodilation. Overconsumption of n-6 PUFAs with low intake of n-3 PUFAs is highly associated with the pathogenesis of many modern diet-related chronic diseases. The volume of n-6 PUFAs is largely exceeding the volume of n-3PUFAs. The current n-6/n-3 ratio is 20-50/1. Due to higher ratios of n-6/n-3 in modern diets, larger quantities of LA- and AA-derived lipid mediators are produced, becoming the main causes of the formation of thrombus and atheroma, the allergic and inflammatory disorders, and the proliferation of cells, as well as the hyperactive endocannabinoid system. Therefore, in order to reduce all of these risks which are due to overconsumption of n-6 PUFAs, individuals are required to take both PUFAs in the highly recommended n-6/n-3 ratio which is 4-5/1.


2021 ◽  
pp. 63-66
Author(s):  
Жанна Викторовна Новикова ◽  
София Михайловна Сергеева ◽  
Татьяна Андреевна Бохолдина ◽  
Дмитрий Сергеевич Лавринович

Статья обеспечивает научную основу для комплексного подхода к проблеме расширения ассортимента хлебобулочных изделий. Семена Salvia hispanica, применяемые в качестве растительного компонента, являются источником биологически активных веществ: растительного белка, клетчатки, омега-3 и омега-6 полиненасыщенных жирных кислот, магния, кальция, фосфора. С целью обоснования применения растительного сырья в технологии приготовления хлебобулочных изделий были проведены исследования влияния семян Salvia hispanica на органолептические и физико-химические показатели хлебобулочного изделия булочки сдобной (бриошь). Органолептическая оценка исследуемых образцов позволяет сделать вывод о выраженном влиянии вносимых ингредиентов на внешний вид, цвет корки и состояние мякиша, что, однако, не приводит к изменению вкуса и запаха выпеченных изделий. Для оценки влияния семян Salvia hispanica на качество изделий при хранении опытные образцы были заложены на хранение. Было определено, что при использовании семян Salvia hispanica в количестве 10 % от массы муки по истечении 24 ч в изделии менее заметно снижение таких показателей, как вкус, запах, эластичность и крошковатость мякиша. Анализ химического состава хлебобулочного изделия булочки сдобной (бриошь) позволил сделать вывод, что изделия, вырабатываемые с применением семян Salvia hispanica, обладают высокой пищевой ценностью. Так, содержание пищевых волокон в модельном образце в 2 раза превышает значения контрольного образца, а также покрывает 10 % нормы суточной потребности, содержание омега-3 и омега-6 полиненасыщенных жирных кислот удовлетворяет суточную норму на 87,9 % и 19,2 % соответственно. Применение в рецептуре булочки сдобной (бриошь) семян Salvia hispanica позволяет расширить ассортимент продуктов питания, обогащенных эссенциальными компонентами. The article provides a scientific basis for an integrated approach to the problem of expanding the range of bakery products. Salvia hispanica seeds, used as a plant component, are a source of biologically active substances: plant protein, fiber, Omega-3 and Omega-6 polyunsaturated fatty acids, magnesium, calcium, phosphorus. In order to substantiate the use of plant raw materials in the technology of preparing bakery products, studies were carried out on the effect of Salvia hispanica seeds on the organoleptic and physicochemical characteristics of the brioche bun (brioche). The organoleptic assessment of the samples under study allows us to conclude that there is a pronounced effect of the ingredients introduced on the appearance, color of the crust and the state of the crumb, but does not lead to a change in the taste and smell of baked products. To assess the effect of Salvia hispanica seeds on the quality of products during storage, prototypes were put into storage. It was found that when using Salvia hispanica seeds in an amount of 10 % by weight of the flour, after 24 hours in the product, the decrease in such indicators as taste, smell, elasticity and crumb crumbness is less noticeable. Analysis of the chemical composition of the brioche bun (brioche) made it possible to conclude that the products produced with the use of Salvia hispanica seeds have a high nutritional value. Thus, the content of dietary fiber in the model sample is 2 times higher than the values of the control sample, and also covers 10 % of the daily requirement, the content of omega-3 and omega-6 polyunsaturated fatty acids satisfies the daily requirement by 87.9 % and 19.2 %, respectively. The use of brioche (brioche) seeds of Salvia hispanica in the recipe makes it possible to expand the range of food products enriched with essential components.


Author(s):  
N Kılıçalp ◽  
C Yücel

This experiment was conducted to investigate the effects of supplemented omega 3 poly unsaturated fatty acids on fertility of Karayaka sheep during the flushing period. This trial was arranged on 3-4 year old, average 55±0.5 kg live weight, 80 head Karayaka sheep were distributed completely Randomize into 4 groups. Oestrus synchronization was performed in the three groups of sheep except for control group. Experimental groups were pasture, pasture (oestrus synchronization), barley and Omega-3. Progeny yields were determined as 80 % in the control, 125 % in the pasture, 116 % in the barley and 135% in the omega-3 groups.The highest twin birth was observed in omega 3 group (44%), follwed by pasture group (33%) and barley group (24%). The results indicated that, addition of omega-3 polyunsaturated fatty acids to supplemental feeds increased fertility of Karayaka sheep.


Nutrients ◽  
2019 ◽  
Vol 11 (2) ◽  
pp. 363 ◽  
Author(s):  
Karsten-H. Weylandt ◽  
Christoph Schmöcker ◽  
Annika I. Ostermann ◽  
Laura Kutzner ◽  
Ina Willenberg ◽  
...  

Lipoprotein apheresis reliably reduces low-density lipoprotein (LDL) cholesterol in patients with atherosclerotic disease and therapy-refractory hypercholesterolemia or elevated lipoprotein (a) (Lp(a)). Besides lowering lipoproteins and triglycerides, apheresis also decreases levels of essential omega-6 and omega-3 polyunsaturated fatty acids (n-6 and n-3 PUFAs) in blood plasma. In contrast, heparin-induced extracorporeal low-density lipoprotein precipitation (HELP) lipid apheresis might increase the formation of potentially pro-inflammatory and pro-thrombotic lipid mediators derived from n-6 and n-3 PUFAs. The study presented here analyzed lipid mediator profiles in the plasma of patients with hyperlipidemia treated by one of three different apheresis methods, either HELP, direct absorption (DA), or membrane filtration (MDF), in a direct pre- and post-apheresis comparison. Using gas chromatography and liquid chromatography tandem mass spectrometry (LC-MS/MS) we were able to analyze fatty acid composition and the formation of lipid mediators called oxylipins. Our data illustrate—particularly in HELP-treated patients—significant decreases of essential omega-6 and omega-3 polyunsaturated fatty acids in blood plasma but significant increases of PUFA-derived lipoxygenase-, as well as cyclooxygenase- and cytochrome P450-derived lipid mediators. Given that n-3 PUFAs in particular are presumed to be cardioprotective and n-3 PUFA-derived lipid mediators might limit inflammatory reactions, these data indicate that n-3 PUFA supplementation in the context of lipid apheresis treatment might have additional benefits through apheresis-triggered protective n-3 PUFA-derived lipid mediators.


2020 ◽  
Vol 33 ◽  
Author(s):  
Maiana da Costa VIEIRA ◽  
Karstyn Kist BAKOF ◽  
Natielen Jacques SCHUCH ◽  
Jovito Adiel SKUPIEN ◽  
Carina Rodrigues BOECK

ABSTRACT Polyunsaturated fatty acids oxidize easily due to their chemical structure, causing a reduction of their nutritional properties. Nanostructured systems may be an alternative to protect fatty acids against oxidation, improving solubility and stability. Consequently, nutritional value of food is maintained as well as the sensory characteristics (color, flavor, texture, and aroma) when fatty acids are added to food products. The present study is a narrative review to introduce the potential benefits of omega-3 unsaturated fatty acids nanoparticles incorporated in food products. The literature review includes publications in English and Portuguese issued between March 1985 and March 2019, in PubMed, ScienceDirect and Web of Science databases. Manual searches were conducted in the articles references lists of the articles included to identify other relevant studies. There were studies that evaluated the stability of fatty acids in food products such as bread, fruit juice, milk, yogurt, and meat. In this study, the most used nanostructured systems for the incorporation of fatty acids were the nanocapsules and the nanoliposomes. Currently, the nanostructured system demonstrates a potential to improve protection of polyunsaturated fatty acids against oxidization and thermal degradation. In this way, they maintain their functional properties and their bioavailability increases and therapeutic efficacy and sensory properties are improved. There are several methodologies being tested, which makes it difficult to identify the most efficient formulation to protect fatty acids. Nanostructured systems seem to be the best alternative to protect polyunsatured fatty acids from oxidization. The encapsulation efficiency, particle’s size and type are relevant factors to be considered to evaluate oxidization. In conclusion, the review showed that currently it is impossible to determine the most efficient methodology. Besides, nanoformulations should follow international guidelines to present more standardized and therefore more efficient particles.


2019 ◽  
Vol 36 (5) ◽  
pp. 88-95
Author(s):  
Michail A. Kiselev ◽  
Natalia B. Repina ◽  
Julia S. Kiseleva

Unsaturated fatty acids is the key block of cellular membranes, they determine the specificity of high-differentiated cells and are the precursors of eicosanoid synthesis (prostaglandins, thromboxanes, leukotrienes). A marked antiinflammatory, antisclerotic, antiarrhythmic, anticoagulant, neuroprotective and other effects of omega-3 polyunsaturated fatty acids, established in biochemical and experimental studies, stimulated implementation of a large number of epidemiological and clinical investigations. Successful application of polyunsaturated fatty acids in cardiology, neurology and other fields of therapy focuses on such spheres as obstetrics and gynecology.


Biomolecules ◽  
2021 ◽  
Vol 11 (11) ◽  
pp. 1661
Author(s):  
Albena Merdzhanova ◽  
Veselina Panayotova ◽  
Diana A. Dobreva ◽  
Katya Peycheva

Fatty acids (FA) are among the most important natural biologically active compounds. A healthy diet involves the intake of different fatty acids especially from omega-3 (n-3) series. Seafood provides a very good source of polyunsaturated fatty acids (PUFAs), but in Bulgaria there is limited information regarding the n-3 PUFA contents in traditionally consumed seafood by the population. The aims of this study were to determine lipid content, omega-3 polyunsaturated fatty acids (EPA and DHA), and the recommended daily intake of eleven fish species, three bivalves, rapana, and shrimp harvested in the Western part of Black Sea, Bulgaria. Total lipids were extracted according to the method of Blight and Dyer and fatty acid composition was analyzed by GC/MS. Fatty acid profile showed differences among species. PUFA were found in high content among total lipids, especially in shellfish (60.67–68.9% of total lipids) compared to fish species (19.27–34.86% of total lipids). EPA was found in higher amounts in rapana (0.16 g/100 g ww) and two of pelagic species (up to 0.29 g/100 g ww), whereas DHA prevailed in demersal and the most of pelagic fish (0.16–1.92 g/100 g ww) and bivalves (0.16–1.92 g/100 g ww). The health beneficial n3/n6 and PUFA/SFA ratios were found in all analyzed species. The lower values of the lipid nutritional quality indices (AI < 1, TI < 1) and higher for h/H index (0.8–1.78 for fish and 1.52 to 4.67 for bivalves and shrimp) confirm that the commonly consumed Black Sea fish and shellfish may provide health benefits for local populations. This study shows the seafood amounts that can provide the minimum recommended intake of omega-3 polyunsaturated fatty acids.


Kardiologiia ◽  
2020 ◽  
Vol 60 (5) ◽  
pp. 47-56 ◽  
Author(s):  
I. Yu. Torshin ◽  
O. A. Gromova ◽  
B. Ts. Zaychik ◽  
A. O. Ruzhitsky

Background Effects of drugs and biologically active supplements based on omega-3 polyunsaturated fatty acids (ω3 PUFA) considerably depend on the standardized content of eicosatetraenoic acid (EPA), docosahexaenoic acid (DHA), and other fatty acids in the extracts.Material and methods In this study, we comprehensively examined the composition of 10 ω3 PUFA samples with chromatographic measurement of more than 40 metabolites of fatty acids and other compounds. The data on extract composition were analyzed with current methods of intelligent data analysis (metric condensation method; multidimensional scaling; principal component analysis with axis identification; topology-metrical approach to recognition).Results Quantitative markers were obtained, which allowed separating the standardized ω3 PUFA-based samples (Omacor, Solgar omega-3 700, Femibion Natalker-2, Omega-3 concentrate, Omegamama) from less standardized ones (Fish oil-Teva, Omegatrin, Omeganol, etc.) based on results of a chromatographic analysis of fatty acid composition in the studied samples (EPA+DHA marker, ω6+ω11 marker, and standardization coefficient showing conformity of measured ω3 PUFA levels with the content stated by the manufacturer).Conclusions Among the studied samples, the pharmaceutical product Omacor showed the best values of standardization indexes.


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