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Menhaden is the major source of fish oil in the United States. Due to a high amount of polyunsaturated fatty acids which are highly susceptible to autoxidation, menhaden oil deteriorates rapidly, leading to objectionable off-odors and off-flavors. The purpose of this study was to investigate if the enzyme lipoxygenase is present in menhaden gill tissue and if it is a contributing factor in menhaden oil oxidation. Peroxide, TBA and anisidine values of undeodorized and deodorized menhaden oils exhibited two maxima during 20 weeks of storage at 30°C. Peroxide values of the undeodorized oil peaked at week 1 with 6.71 meq/kg and at week 12 with 21.50 meq/kg, while in the deodorized oil it peaked at week 8 (9.28 meq/kg) and week 20 (18.71 meq/kg). TBA maxima were observed at week 2 (1416 μMol/kg) and week 12 (4951 μMol/kg) and at week 8 (1397 μMol/kg) and week 20 (4284 μMo/kg) for undeodorized and deodorized menhaden oil respectively. Anisidine values showed maxima at the same weeks. These results indicate that lipid peroxidation of the deodorized oil lagged a few weeks behind the undeodorized oiL In this study, the conjugated diene and fluorescence analyses were found to be poor indicators for monitoring lipid oxidation in menhaden oil. Enzyme assays indicated that lipoxygenase activity is present in menhaden gill tissue with maximum activity at pH 9-10, resembling that of soybean lipoxygenase-l. A sensory panel judged omega-3 fatty acid ester concentrates treated with the enzyme extract as having a significantly (p < 0.03) stronger smell than the control ester for the first four weeks of an eight week study. However, no significant difference was found between the TBA values of the esters. Of the 60 volatile compounds identified by GC-MS in the undeodorized menhaden oil, 19 were aldehydes, 9 were alcohols and 8 were ketones. Volatiles that are potentially Ii poxygenase derived, namely 2-octenal, 1-octen-3-01, 2-nonenal, 2,6-nonadienal (E,Z), and 2,5-octadien-l-ol were among those identified in the undeodorized menhaden oil. The deooorized oil contained fewer total volatiles, and fewer aldehydes (6), ketones (1) and alcohols (8), but more long chain aliphatic compounds such as hydrocarbons, many of which were not possible to positively identify. No lipoxygenase derived volatiles were identified in the deooorized oil. Most of the volatiles in the omega-3 fatty acid ester concentrates were identified as esterified short chain fatty acids. No difference in the amount of total volatiles was found between four esters that were treated with and without the enzyme extract, a boiled enzyme extract and an enzyme extract that was inocculated with esculetin. However, in a repetition of just the control and the enzyme treated ester, a significantly (p < 0.02) higher amount of total volatiles was found in the enzyme treated ester, supporting the results of the sensory analysis. It was not possible to identify specific volatiles in the enzyme treated ester that were present in larger concentrations than in the other ester treatments. Volatiles identified in EPA and DHA ethyl esters were similar to those volatiles found in the undeodorized and deodorized menhaden oil as well as the omega-3 fatty acid ester concentrates, but no lipoxygenase derived volatiles were found. While lipoxygenase activity was found in the gill extract of menhaden, and sensory analysis was able to distinguish between a control and an enzyme incubated oil, the enzymatic activity was low (apparent Km = 16.7 μMol) and volatile analysis of various oils did not support the hypothesis that lipoxygenase is a major contributor to menhaden oil oxidation. Future research should include isolation and purification of menhaden gill lipoxygenase and the study of model systems to develop a better understanding of the contribution of lipoxygenase activity to oxidation of menhaden oil. / Ph. D.

[Truncated abstract] The role of fish consumption and omega-3 polyunsaturated fatty acids (PUFAs) in the prevention of disease has been the subject of much investigation in recent years. A clue that these factors might be of importance was the observation that populations consuming high levels of marine omega-3 PUFAs had lower rates of morbidity and mortality from cardiovascular disease. From there, research in this area has expanded to include a range of chronic diseases and their prevention. An area of particular interest is the role of fish consumption in the prevention of various cancers. In Australia, one in three men and one in four women are expected to be diagnosed with cancer by the age of 75. Identifying preventive factors that can be translated into constructive health promotional messages is of great importance in addressing this group of diseases that has such a large impact on the health and wellbeing of the population. ... Results and conclusions Analysis of the data from the population-based case-control study suggests a protective effect of preserved fish consumption, possibly due to the high oil content of these fish. The developed questionnaire is a valid and reliable tool for measuring fish and seafood consumption as determined by regression analysis with an independent biomarker and reliability analysis using intra-class correlation. Importantly, reliability can be maintained despite asking a high level of detail from participants. For ranking according to overall fish consumption, detailed questioning is probably not necessary, however inclusion of variables representing multiple categories of fish and seafood consumption in a regression model enables us to better account for variation in blood omega-3 PUFA levels than a single variable representing overall consumption. For the purpose of questionnaire validation, plasma phospholipid and erythrocyte membrane levels of EPA and DHA are equivalent biomarkers of fish and seafood consumption. The choice between them by future investigators will be based on more practical aspects such as convenience and the fasting state of subjects. The tangible product of this thesis is additional evidence to support a protective association between fish consumption and prostate and breast cancers, and a valid and reliable questionnaire v for measuring habitual consumption of fish and seafood in a West Australian population, that could also be applied to other populations after minor adjustment for local fish and seafood consumption patterns.

Master of Science / Department of Animal Sciences and Industry / Joann M. Kouba / The objective of this study was to evaluate the reproductive effects of supplementing normally cycling mares with marine-derived omega-3 (n-3) fatty acids during the estrous cycle. Fifteen mares were assigned to a control diet (CONT, n=7) or a fish oil supplemented diet (FO, n=8) containing eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). The FO mares received 18.48 g EPA/10.08 g DHA/mare/d. At the start of the trial, mares were synchronized using a progesterone and estradiol protocol. Following synchronization, mares were monitored with transrectal ultrasonography throughout the second estrous cycle. Ovarian activity, ovulation, and presence of a corpus luteum were noted. Mares were ultrasounded throughout the third estrous cycle until a 35 mm follicle was detected. Upon detection of the 35 mm follicle, hCG was administered. Within 16 hr, transvaginal ultrasound-guided follicular aspiration (TUGA) was performed on the preovulatory follicle, signifying the end of the trial. Follicular fluid was analyzed for fatty acid and hormone concentrations. Serum fatty acids were measured every 2 wk and serum hormone concentrations were analyzed during the second estrous cycle at 5 d to 1 d prior to ovulation, at ovulation, and 3 and 5 d post-ovulation. Samples were also collected prior to hCG administration and on aspiration day for hormone analysis. Serum estradiol-17β, progesterone, luteinizing hormone (LH), and insulin-like growth factor 1 (IGF-1) were measured. Fish oil supplementation increased (P < 0.01) arachidonic acid (ARA), EPA, docosapentaenoic acid (DPA), and DHA in mare serum and increased (P<0.01) EPA, DPA, and DHA in follicular fluid. No overall treatment effect was found on serum hormone concentrations during the second estrous cycle, but a decrease (P<0.05) in IGF-1 was noted in the FO group on aspiration day. Concentrations of IGF-1 were also lower (P<0.05) in follicular fluid in the FO group compared to controls. No other follicular fluid differences were observed. Supplementation resulted in a smaller diameter follicle (P<0.05, 38.0 ± 0.47 mm) on aspiration day than the CONT group (39.5 ± 0.5 mm). Dietary n-3 fatty acids modify mare serum and follicular fluid fatty acid profiles, with supplementation of EPA and DHA decreasing serum and follicular IGF-1 concentrations.

A aterosclerose é um processo inflamatório que se inicia na infância e progride com a idade, sendo o principal processo patológico que culmina nas doenças cardiovasculares. Ácidos graxos ômega 3 (N-3 FA) reduzem triacilgliceróis plasmáticos e inflamação, enquanto fitosteróis possuem ação hipocolesterolêmica. Portanto, o objetivo deste estudo foi de aplicar a combinação dessas duas classes de lipídios bioativos na infância, visando reduzir a aterosclerose na fase adulta. O estudo foi dividido em duas etapas. Inicialmente, o efeito de três ingredientes contendo N-3 FA foi avaliado em termos de perfil lipídico e biomarcadores inflamatórios. Camundongos adultos LDLr Knockout receberam uma dieta hiperlipídica e foram simultaneamente suplementados com água (CON), óleo de algas (ALG), óleo de peixe (FIS) e óleo de Echium (ECH) através de gavagem durante 4 semanas. Os animais suplementados com óleo de Echium apresentaram os maiores índices de redução de triacilgliceróis e VLDL, além de inibição da esteatose causada pelo dieta hiperlipídica. Entretanto, diferente dos óleos marinhos, tais efeitos não envolveram ativação de fatores de transcrição envolvidos no metabolismo lipídico, como PPAR&#945; e LXR&#945; hepáticos. Na segunda etapa deste estudo, camundongos Knockout LDLr recém-desmamados foram suplementados durante 2 meses com emulsões preparadas com óleo de soja (CON), óleo de de Echium (ECH), óleo de alga (ALG), fitosteróis isolados (PHY), óleo de alga + fitosteróis (ALG+PHY) e óleo de Echium + fitosteróis (ECH+PHY). A seguir, dislipidemia e estresse oxidativo foram induzidos através de uma dieta hiperlipídica por mais 2 meses. Todos os animais apresentaram estrias gordurosas na aorta, sendo que a área de lesão foi maior naqueles suplementados com fitosteróis isoladamente (PHY). Entretanto, esse efeito negativo foi totalmente revertido pela co-suplementação com N-3 FA. Observou-se que os fitosteróis isolados agiram como agonistas de LXR&#945;, e que a reversão proporcionada pelos N-3 FA envolveu aumento da expressão do fator de transcrição PPAR&#945; e redução do aumento de LXR&#945;. Além disso, o óleo de Echium reduziu o estresse oxidativo no fígado através de mecanismos associados à modulação da atividade e expressão de enzimas antioxidantes. Nossos resultados sugerem que a melhor alternativa no desenvolvimento de alimentos funcionais para crianças, visando prevenção de aterosclerose na fase adulta, foi conferida pelos N-3 FA provenientes do óleo de Echium. / Atherosclerosis is an inflammatory process that begins in childhood and progresses with age, being the main pathological process that culminates in cardiovascular disease. Omega 3 fatty acids (n-3 FA) reduces triacylglycerol (TG) and inflammation, while phytosterols present hypocholesterolemic action. Therefore, the aim of this study was to apply the combination of these two classes of bioactive lipids in childhood to reduce atherosclerosis in adulthood. The study was divided into two steps. Initially, the effect of three ingredients containing n-3 FA was evaluated in terms of lipid and inflammatory biomarkers. LDLr knockout adult mice received a high-fat diet and were simultaneously supplemented with water (CON), algae oil (ALG), fish oil (FIS) and Echium oil (ECH) by gavage for 4 weeks. The animals supplemented with Echium oil presented higher reduction of TG and VLDL. Besides, Echium oil inhibited hepatic steatosis caused by high-fat diet. However, unlike of marine oils, this hypotriglyceridemic effect did not involve activation of transcription factors associated to lipid metabolism, such as PPAR&#945; and LXR&#945;. At the second step of this study, weaning LDLr knockout mice were supplemented with emulsions prepared with soybean oil (CON), Echium oil (ECH), algae oil (ALG), isolated phytosterols (PHY), algae oil + phytosterols (ALG + PHY) and Echium oil + phytosterols (PHY + ECH) for 2 months. Thereafter, dyslipidemia and oxidative stress were induced by a high fat diet for 2 months more. All animals showed fatty streaks in the aorta artery. The lesion area was greatest in mice supplemented with isolated phytosterol (PHY). However, this negative effect was completely reversed by co-supplementation with n-3 FA. It was observed that isolated phytosterols acted as LXR&#945; agonists, and that the reversal provided by the N-3 FA involved the increase of PPAR&#945; and reduction of LXR&#945; expression. Furthermore, the Echium oil reduced oxidative stress in liver through mechanisms associated with modulation of antioxidant enzymes activity and expression. Our results suggest that the best alternative to develop functional foods for children, aimed at preventing atherosclerosis in adulthood, was conferred by the N-3 FA from Echium oil.

Red blood cells (RBC) have been shown to mediate plaque development seen in coronary artery disease (CAD). This study determined whether differences in RBC fatty acid (FA) composition were related to CAD risk. FAs were extracted from RBCs of 38 individuals who have undergone cardiac catheterization, 9 of whom had obstructive CAD, and analyzed via gas chromatography. Ferric reducing ability of plasma (FRAP) assay was used to determine oxidative stress. Food frequency questionnaires were used to correlate RBC omega-3 FA to daily intake of omega-3 FA. No correlation was found between RBC content and intake of omega-3 FA. FRAP values and RBC FA composition did not differ between the 2 groups with exception of the saturated FA, palmitic acid (p=0.018). These results suggest that RBC FA composition may differ between individuals with or at risk for CAD. Additional research is needed to validate this biomarker as a predictor of CAD.

L’obésité est un état physiopathologique d’origine multifactorielle caractérisé par une accumulation excessive de tissu adipeux (TA). Elle est associée à une augmentation du risque de développer une insulino-résistance (IR), un syndrome métabolique et, à terme, un diabète de type 2. L’altération des fonctions du TA au cours de l’obésité joue un rôle central dans l’apparition des troubles métaboliques, tels qu’une accumulation ectopique de graisse et une IR périphérique, notamment dans le muscle. Dans ce contexte, la qualité des apports énergétiques et plus précisément en lipides pourrait jouer un rôle important dans l’adaptation des tissus au cours de l’obésité. Ainsi le palmitate (PAL), un acide gras saturé (AGS) est pro-lipogénique, pro-inflammatoire et lipotoxique, ce qui favorise l’apparition d’une IR. Les acides gras polyinsaturés oméga-3 (3) auraient des effets antagonistes au PAL et donc potentiellement protecteurs vis-à-vis des perturbations métaboliques associées à l’obésité. Parmi les 3, les effets spécifiques des trois principaux acides gras alimentaires, les acides alpha-linolénique (ALA), éicosapentaénoïque (EPA) et docosahexaénoïque (DHA), ont été très peu décrits.L’objectif principal de ce travail de thèse a été d’étudier les effets propres de l’ALA, de l’EPA et du DHA sur les altérations métaboliques induites en situation d’obésité. Des explorations mécanistiques ont été réalisées sur les cellules musculaires C2C12 dans lesquelles l’IR a été induite par le PAL et sur des adipocytes 3T3-L1 pour étudier l’impact des AGPI 3 sur la différenciation adipocytaire. Les effets des AGPI 3 ont ensuite été étudiés in vivo, en supplémentant des souris C57BL/6 sauvages ou déficientes en leptine (ob/ob) lors de la consommation d’un régime obésogène riche en lipides et en sucrose (mimant un régime occidental).Dans les cellules musculaires C2C12, les trois 3 co-incubés avec le PAL ont induit de façon comparable une diminution du contenu en composés lipotoxiques et une amélioration de la captation du glucose, mais seuls l’EPA et le DHA ont restauré la -oxydation du PAL et l’activation de la voie de signalisation de l’insuline. De plus, l’EPA et le DHA ont eu un effet protecteur supérieur à l’ALA vis-à-vis de l’inflammation induite par le PAL. Dans le modèle in vivo, seul la supplémentation en EPA a amélioré l’homéostasie du glucose en comparaison avec les supplémentations en ALA et en DHA. Alors que l’EPA a réduit la prise de masse grasse, le DHA a induit une hypertrophie des cellules adipeuses associée à une augmentation de la sécrétion de leptine et une baisse de la sécrétion d’adiponectine. Dans un modèle d’adipocytes 3T3-L1 en culture, le DHA a accéléré la différenciation des préadipocytes en comparaison avec l’ALA et l’EPA, pouvant expliquer son effet hypertrophique in vivo.En conclusion et dans nos conditions expérimentales, les 3 ALA, EPA et DHA ont bien des effets communs sur le métabolisme lipidique et glucidique in vitro mais également des effets propres qui ont permis de montrer qu’une supplémentation nutritionnelle en EPA serait plus intéressante pour limiter l’IR in vivo par rapport au DHA ou à l’ALA. Le DHA a quant à lui favorisé l’hypertrophie du TA, perturbant ainsi la sécrétion des adipokines participant à la régulation de la sensibilité à l’insuline des tissus périphériques, comme le muscle squelettique. / Obesity is characterized by an excess of adipose tissue (AT) mass and may be caused by multiple factors. It is associated with an increased risk of the development of insulin-resistance (IR) and metabolic syndrome, leading to type 2 diabetes. The impairment of lipid storage in the AT play a central role in obesity-associated disorders, as it leads to ectopic lipid accumulation and peripheral IR notably in muscles. In this context, the quality of dietary lipids may play a role in the regulation of AT and muscle metabolisms. In fact, palmitic acid (PAL), a saturated fatty acid (SFA) induces lipogenesis, inflammation and lipotoxicity favoring IR in many tissues. On the contrary, omega-3 polyunsaturated fatty acids (3) have protective effect against obesity-associated disorders. Among them, linolenic (ALA), eicosapentaenoic (EPA) and docosahexaenoic (DHA) specific effects remained partially described.This work aimed at exploring the specific effects of 3 on metabolic disorders and the development of obesity. Mechanisms were studied in C2C12 muscle cells during PAL-induced IR and in 3T3-L1 adipocytes to determine the impact of 3 on adipocyte differentiation. In vivo, the effects of 3 were investigated by supplementating C57BL/6 wild-type or leptin-deficient (ob/ob) mice with ALA, EPA or DHA during a high fat / high sucrose diet (mimicking a western diet).In C2C12 muscle cells, co-incubation of 3 with PAL induced a similar decrease in the content of lipotoxic compound and improved glucose uptake, whereas only EPA and DHA restored -oxidation and insulin signaling activation. Furthermore, EPA and DHA were more potent to reduce PAL-induced inflammation compared to ALA. In mice, only EPA improved whole body glucose homeostasis compared to ALA and DHA. While EPA reduced body fat gain, DHA induced hypertrophy in AT, increased leptin secretion and decreased those of adiponectine. In cultured 3T3-L1 adipocytes, preadipocyte differentiation was also induced by DHA compared to ALA and EPA and might explain the hypertrophy observed in mice.In conclusion and in our experimental conditions, ALA, EPA and DHA have common effects on in vitro lipid and glucose metabolism but also specific effects, demonstrating that EPA would be more interesting to limit IR in vivo compared to DHA or ALA. DHA favored hypertrophy of AT and disturbance of adipokine secretion involved in peripheral regulation of insulin sensitivity, notably in muscle.