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1.
Int J Mol Sci ; 24(10)2023 May 16.
Artículo en Inglés | MEDLINE | ID: mdl-37240172

RESUMEN

Punicic acid (PuA) is a polyunsaturated fatty acid with significant medical, biological, and nutraceutical properties. The primary source of punicic acid is the pomegranate seed oil obtained from fruits of trees that are mainly cultivated in subtropical and tropical climates. To establish sustainable production of PuA, various recombinant microorganisms and plants have been explored as platforms with limited efficiencies. In this study, the oleaginous yeast Yarrowia lipolytica was employed as a host for PuA production. First, growth and lipid accumulation of Y. lipolytica were evaluated in medium supplemented with pomegranate seed oil, resulting in the accumulation of lipids up to 31.2%, consisting of 22% PuA esterified in the fraction of glycerolipids. In addition, lipid-engineered Y. lipolytica strains, transformed with the bifunctional fatty acid conjugase/desaturase from Punica granatum (PgFADX), showed the ability to accumulate PuA de novo. PuA was detected in both polar and neutral lipid fractions, especially in phosphatidylcholine and triacylglycerols. Promoter optimization for PgFADX expression resulted in improved accumulation of PuA from 0.9 to 1.8 mg/g of dry cell weight. The best-producing strain expressing PgFADX under the control of a strong erythritol-inducible promoter produced 36.6 mg/L PuA. These results demonstrate that the yeast Y. lipolytica is a promising host for PuA production.


Asunto(s)
Yarrowia , Ácido Graso Desaturasas/metabolismo , Ácidos Linolénicos/metabolismo , Aceites de Plantas/metabolismo , Ácidos Grasos/metabolismo
2.
J Agric Food Chem ; 71(8): 3842-3851, 2023 Mar 01.
Artículo en Inglés | MEDLINE | ID: mdl-36795330

RESUMEN

Calendic acid (CA) is a conjugated fatty acid with anti-cancer properties that is widely present in seed oil of Calendula officinalis. Using the co-expression of C. officinalis fatty acid conjugases (CoFADX-1 or CoFADX-2) and Punica granatum fatty acid desaturase (PgFAD2), we metabolically engineered the synthesis of CA in the yeast Schizosaccharomyces pombe without the need for linoleic acid (LA) supplementation. The highest CA titer and achieved accumulation were 4.4 mg/L and 3.7 mg/g of DCW in PgFAD2 + CoFADX-2 recombinant strain cultivated at 16 °C for 72 h, respectively. Further analyses revealed the accumulation of CA in free fatty acids (FFA) and downregulation of the lcf1 gene encoding long-chain fatty acyl-CoA synthetase. The developed recombinant yeast system represents an important tool for the future identification of the essential components of the channeling machinery to produce CA as a high-value conjugated fatty acid at an industrial level.


Asunto(s)
Calendula , Schizosaccharomyces , Calendula/genética , Ácidos Grasos/análisis , Schizosaccharomyces/genética
3.
Food Chem ; 413: 135665, 2023 Jul 01.
Artículo en Inglés | MEDLINE | ID: mdl-36787664

RESUMEN

This work studied the viability of using vegetable oils as precursor substrates to develop a dairy product enriched in microbial conjugated linoleic (CLA) and conjugated linolenic (CLNA) acids. Hydrolysis of hempseed, flaxseed (FSO) and soybean (SBO) oils was tested with Candida rugosa (CRL), Pseudomonas fluorescens, or Pancreatic porcine lipases. FSO and SBO, previously hydrolyzed with CRL, were further selected for cow's milk CLA/CLNA-enrichment with Bifidobacterium breve DSM 20091. Thereafter, higher substrate concentrations with hydrolyzed FSO were tested. For all tested oils, CRL revealed the best degrees of hydrolysis (>90 %). Highest microbial CLA/CLNA yield in milk was achieved with hydrolyzed FSO, which led to the appearance of mainly CLNA isomers (0.34 mg/g). At higher substrate concentrations, maximum yield was 0.88 mg/g CLNA. Therefore, it was possible to enrich milk with microbial CLNA using vegetable oil, but not with CLA, nor develop a functional product that can deliver a reliable effective dose.


Asunto(s)
Ácidos Linoleicos Conjugados , Leche , Bovinos , Femenino , Animales , Porcinos , Ácido alfa-Linolénico , Verduras , Aceites de Plantas , Lipasa
4.
J Agric Food Chem ; 68(47): 13530-13540, 2020 Nov 25.
Artículo en Inglés | MEDLINE | ID: mdl-33175544

RESUMEN

Conjugated fatty acids (CFAs) are a group of positional and geometric isomers of polyunsaturated fatty acids (PUFAs) with conjugated double bonds. There are several subgroups of CFAs including conjugated linoleic acids (CLAs), conjugated linolenic acids (CLNAs), conjugated eicosapentaenoic acids (CEPAs), and conjugated docosahexaenoic acids (CDHAs). CFAs, especially CLAs, have been studied in recent years both for their health benefits and factors that affect their level in muscle food products. CFAs have been reported in numerous studies as having antitumor, antiobesity, antidiabetes, anticardiovascular disease, and modulating immune system effects. These biological activies are involved in changes of lipid peroxidation and energy expenditure, as well as inhibitory effects on the hormone receptor, lipid metabolism, lipoprotein lipase activity, and adiponectin production. A large body of studies has revealed that the diet, processing, storage conditions, slaughter season, and age are common factors that affect CFA content in muscle food products, as detailed in this review. Recommendations are made regarding animal farming and meat product processing to obtain high CFA content meat products and to optimize the benefits of CFA for health promotion.


Asunto(s)
Ácidos Grasos , Ácidos Linoleicos Conjugados , Metabolismo de los Lípidos , Animales , Ácidos Grasos Insaturados , Ácidos Linolénicos , Músculos
5.
J Agric Food Chem ; 68(12): 3758-3769, 2020 Mar 25.
Artículo en Inglés | MEDLINE | ID: mdl-32125157

RESUMEN

To investigate the specific functions of conjugated fatty acids (CFAs) produced by the probiotic bacterium, α-linolenic acid was isomerized by Lactobacillus plantarum ZS2058, and two different conjugated linolenic acid (CLNA) isomers were successfully isolated: c9, t11, c15-CLNA (CLNA1) and t9, t11, c15-CLNA (CLNA2). The effects and mechanism of CLNA crude extract and individual isomers on colitis were explored. CLNA significantly inhibited weight loss, the disease activity index, and colon shortening. Additionally, CLNA alleviated histological damage, protected colonic mucus layer integrity, and significantly upregulated the concentration of tight junction proteins (ZO-1, occludin, E-cadherin 1, and claudin-3). CLNA significantly attenuated the level of proinflammatory cytokines (TNF-α, IL-1ß, and IL-6) while upregulating the expression of the colonic anti-inflammatory cytokine IL-10 and nuclear receptor peroxisome-activated receptor-γ. Moreover, CLNA increased the activity of oxidative stress-related enzymes (SOD, GSH, and CAT), and the myeloperoxidase activity was significantly decreased by CLNA. Meanwhile, the concentrations of CLNA in the liver and conjugated linoleic acid in the colonic content were significantly increased because of the treatment of CLNA. Furthermore, CLNA could rebalance the intestinal microbial composition of colitis mice, including increasing the α-diversity. CLNA1 and CLNA2 increased the abundance of Ruminococcus and Prevotella, respectively.


Asunto(s)
Colitis/tratamiento farmacológico , Lactobacillus plantarum/química , Ácidos Linoleicos Conjugados/uso terapéutico , Animales , Colitis/inducido químicamente , Colitis/patología , Citocinas/análisis , Sulfato de Dextran , Ácidos Linoleicos Conjugados/química , Masculino , Ratones , Ratones Endogámicos C57BL
6.
Antioxidants (Basel) ; 9(3)2020 Mar 17.
Artículo en Inglés | MEDLINE | ID: mdl-32192197

RESUMEN

The aim of this study was to present overall lipid profile of organisms with ongoing neoplastic process and applied diet supplementation with pomegranate seed oil (PSO) and bitter melon extract (BME). The following were quantified in serum and cancerous tissues of rats suffering from mammary tumours: fatty acids, conjugated fatty acids and sterols, their oxidised metabolites (malondialdehyde and oxysterols) and lipoxygenase (LOX) metabolites of polyunsaturated fatty acids. The obtained results indicate that abnormalities in lipid metabolism accompany neoplastic process. These differences concern all classes of lipids and most pathways of their transformation, with the special emphasis on lipid peroxidation and LOX-mediated metabolism. Cancer process appears to be so detrimental that it may conceal positive influence of dietary modifications. The lack of anticarcinogenic properties of PSO and BME in this model may be due to their antioxidant properties or elevated levels of conjugated linoleic acids (CLA), which change CLA isomer activity from anti- to pro-tumorigenic. As CLA are the product of conjugated linolenic acids (CLnA) endogenous metabolism, high CLA levels may be explained by applied diet enrichment.

7.
J Agric Food Chem ; 67(37): 10306-10312, 2019 Sep 18.
Artículo en Inglés | MEDLINE | ID: mdl-31464431

RESUMEN

Conjugated linolenic acids (CLnAs) are natural phytochemicals with known and potential bioactivities in mammals. Established CLnA sources are limited to a few common fruit seeds, notably pomegranate seeds and cherry pits, and the search for alternatives is impeded in part by cumbersome methods for reliable measurement. We investigated CLnA contents in lower value fruit seeds with a recently available facile mass spectrometry method, solvent-mediated chemical ionization, enabling and quantitative analysis. We report for the first time the detection of CLnAs in cantaloupe and honeydew seeds at levels of 2 mg CLnA/g seed kernel. Based on the combined waste stream for these muskmelons of about 1.4 billion pounds in the USA annually, we estimate that the available CLnAs amount to 37.5 tons, similar to cherry pits. Our results suggest the potentially enhanced economic value of a specific class of bioactives that may be extracted from discarded food processing waste.


Asunto(s)
Cucurbitaceae/química , Ácidos Linoleicos Conjugados/análisis , Extractos Vegetales/análisis , Semillas/química , Residuos/análisis , Ácidos Linoleicos Conjugados/aislamiento & purificación , Espectrometría de Masas , Extractos Vegetales/aislamiento & purificación
8.
Artículo en Inglés | MEDLINE | ID: mdl-28559164

RESUMEN

The aim of our study was to compare the influence of diet supplementation with pomegranate seed oil - as conjugated linolenic acids (CLnA) source, or conjugated linoleic acids (CLA) and to examine the mechanism of their activity. The content of fatty acids, levels of biomarkers of lipids' oxidation and the activity of key enzymes catalyzing lipids metabolism were measured. Obtained results revealed that conjugated fatty acids significantly decrease the activity of Δ5-desaturase (p=0.0001) and Δ6-desaturase (p=0.0008) and pomegranate seed oil reduces their activity in the most potent way. We confirmed that diet supplementation with pomegranate seed oil - a rich source of punicic acid leads to the increase of cis-9, trans-11 CLA content in livers (p=0.0003). Lack of side effects and beneficial influence on desaturases activity and fatty acids profile claim pomegranate seed oil to become interesting alternative for CLA as functional food.


Asunto(s)
Ácido Graso Desaturasas/antagonistas & inhibidores , Ácidos Grasos/metabolismo , Hígado/efectos de los fármacos , Hígado/metabolismo , Lythraceae/química , Aceites de Plantas/farmacología , Semillas/química , Animales , Femenino , Hígado/enzimología , Oxidación-Reducción/efectos de los fármacos , Ratas , Ratas Sprague-Dawley
9.
Crit Rev Food Sci Nutr ; 57(12): 2611-2622, 2017 Aug 13.
Artículo en Inglés | MEDLINE | ID: mdl-27222914

RESUMEN

Conjugated alpha linolenic acid (CLNA) isomers are promising lipids owing to their similarities with conjugated linoleic acid (CLA) but exerting their bioactivity at lower doses; some isomers also belong to omega 3 family. This review aims to summarize the state of the art about the utilization of CLNA as a functional ingredient. Indeed, in vitro and in vivo studies reported that CLNA exerted anticancer, anti-inflammatory, anti-obese, and antioxidant activities. However, CLNA has not been tested in humans. These compounds are naturally present in meat and milk fat from ruminants but the highest concentrations are found in vegetable oils. Their incorporation in foodstuffs is one of the most effective strategies to elaborate CLNA-enriched products together with the microbiological production. Lactobacilli, propionibacteria, and bifidobacteria strains have been assayed to produce CLNA isomers but at the current moment there are not high CLNA concentration products elaborated using these strains. Furthermore, it is known that CLNA isomers are highly prone to oxidation when compared with linoleic acid and CLA, but the possible effects of elaboration and storage on high CLNA productsare unknown.The utilization of CLNA as a functional compound still remains a challenge and requires more research to address all of its technological and bioactivity aspects.


Asunto(s)
Ácidos Linoleicos Conjugados/uso terapéutico , Ácido alfa-Linolénico/uso terapéutico , Antiinflamatorios/química , Antiinflamatorios/uso terapéutico , Fármacos Antiobesidad/química , Fármacos Antiobesidad/uso terapéutico , Anticarcinógenos/química , Anticarcinógenos/uso terapéutico , Bifidobacterium , Alimentos , Humanos , Factores Inmunológicos/química , Factores Inmunológicos/uso terapéutico , Isomerismo , Ácidos Linoleicos Conjugados/química , Ácido alfa-Linolénico/química
10.
Food Chem ; 221: 1096-1103, 2017 Apr 15.
Artículo en Inglés | MEDLINE | ID: mdl-27979064

RESUMEN

The objective of the study was to determine the effects of pomegranate seed oil, used as a source of punicic acid (CLnA) in the diets of laying hens, on the physicochemical properties of eggs. Forty Isa Brown laying hens (26weeks old) were equally subjected to 4 dietary treatments (n=10) and fed a commercial layer diet supplying 2.5% sunflower oil (control) or three levels (0.5, 1.0 and 1.5%) of punicic acid in the diets. After 12weeks of feeding the hens, eggs collection began. Sixty eggs - randomly selected from each group - were analysed for physicochemical properties. Eggs naturally enriched with CLnA preserve their composition and conventional properties in most of the analysed parameters (including chemical composition, physical as well as organoleptic properties). Dietary CLnA had positive impact on the colour of the eggs' yolk, whereas the hardness of hard-boiled egg yolks was not affected. Additionally, increasing dietary CLnA led to an increase not only the CLnA concentrations, but also CLA in egg-yolk lipids.


Asunto(s)
Alimentación Animal/análisis , Fenómenos Químicos/efectos de los fármacos , Huevos/análisis , Lythraceae , Aceites de Plantas/administración & dosificación , Semillas , Animales , Pollos , Dieta/métodos , Yema de Huevo/química , Ácidos Grasos/análisis , Femenino , Lípidos/análisis , Aceite de Girasol
11.
J Sci Food Agric ; 97(10): 3469-3475, 2017 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-27873315

RESUMEN

BACKGROUND: The aim of this work was to improve the nutritional quality of Nile tilapia meat through enriched diets with conjugated isomers of linolenic acid from tung oil. The transfer process of conjugated fatty acids (CFAs) into fish muscle tissue was evaluated by gas chromatography-flame ionization detection (GC-FID) and easy ambient sonic-spray ionization mass spectrometry (EASI-MS). RESULTS: The results showed that conjugated fatty acids were transferred from enriched diet for muscle tissue of Nile tilapia. Conjugated linoleic acids biosynthesis from conjugated linolenic acids was also observed after 10 days. Other important fatty acids such as docosahexaenoic (DHA), eicosapentaenoic (EPA) and arachidonic (AA) acids were also identified over time; however, DHA showed the highest concentration when compared with EPA and AA compounds. CONCLUSION: Therefore, the nutritional quality of Nile tilapia was improved through feeding with enriched diets. The ingestion of these fish may contribute to reaching adequate levels of daily CFA consumption. Furthermore, other important substances which play an important role in human metabolism, such as EPA, DHA and AA, can also be ingested together with CFA. © 2016 Society of Chemical Industry.


Asunto(s)
Alimentación Animal/análisis , Cíclidos/metabolismo , Ácidos Linoleicos Conjugados/metabolismo , Carne/análisis , Animales , Cromatografía de Gases y Espectrometría de Masas , Ácidos Linoleicos Conjugados/química , Músculo Esquelético/química , Músculo Esquelético/metabolismo , Ácido alfa-Linolénico/análisis , Ácido alfa-Linolénico/metabolismo
12.
Anim Sci J ; 86(8): 755-64, 2015 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-25597643

RESUMEN

We hypothesized that manipulating metabolism with fish oil and malate as a hydrogen acceptor would affect the biohydrogenation process of α-linolenic acid by rumen microbes. This study was to examine the effect of fish oil and/or malate on the production of conjugated fatty acids and methane (CH4 ) by rumen microbes when incubated with linseed oil. Linseed oil (LO), LO with fish oil (LO-FO), LO with malate (LO-MA), or LO with fish oil and malate (LO-FO-MA) was added to diluted rumen fluid, respectively. The LO-MA and LO-FO-MA increased pH and propionate concentration compared to the other treatments. LO-MA and LO-FO-MA reduced CH4 production compared to LO. LO-MA and LO-FO-MA increased the contents of c9,t11-conjugated linoleic acid (CLA) and c9,t11,c15-conjugated linolenic acid (CLnA) compared to LO. The content of malate was rapidly reduced while that of lactate was reduced in LO-MA and LO-FO-MA from 3 h incubation time. The fold change of the quantity of methanogen related to total bacteria was decreased at both 3 h and 6 h incubation times in all treatments compared to the control. Overall data indicate that supplementation of combined malate and/or fish oil when incubated with linseed oil, could depress methane generation and increase production of propionate, CLA and CLnA under the conditions of the current in vitro study.


Asunto(s)
Ácidos Grasos/biosíntesis , Aceites de Pescado/metabolismo , Aceite de Linaza/metabolismo , Malatos/metabolismo , Metano/biosíntesis , Rumen/microbiología , Animales , Fermentación , Hidrogenación , Técnicas In Vitro , Propionatos/metabolismo , Rumen/metabolismo , Factores de Tiempo , Ácido alfa-Linolénico/biosíntesis
13.
Food Chem Toxicol ; 64: 119-25, 2014 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-24291452

RESUMEN

The aim of the present study was to perform a short-term safety evaluation of dietary mono-conjugated α-linolenic acid isomers (CLNA; c9-t11-c15-18:3+c9-t13-c15-18:3) using a neonatal pig model. CLNA diet was compared with three other dietary fats: (1) conjugated linoleic acid (CLA; c9-t11-18:2+t10-c12-18:2), (2) non-conjugated n-3 PUFA and (3) n-6 PUFA. Thirty-two piglets weaned at 3 weeks of age were distributed into four dietary groups. Diets were isoenergetic and food intake was controlled by a gastric tube. Mono-CLNA diet did not significantly change body or organ weight, carcass composition and most biochemical parameters including; glucose, cholesterol, triglycerides, creatinine, blood urea nitrogen, hepatic enzymes and electrolytes levels in blood (P⩾0.09). Conversely, the n-3 PUFA composition of the brain, liver and heart decreased by 6-21% in the CLNA-fed group compared to animals fed nonconjugated n-3 PUFA (P<0.01). Responses to dietary treatments were tissue-specific, with the liver and the brain being the most deprived in n-3 PUFA. Our results support that short-term intake of mono-CLNA is safe in neonatal pigs but n-3 PUFA reduction in tissues deserves to be further investigated before using long-term nutritional supplementation in pigs and other animal models and before moving to clinical trials.


Asunto(s)
Animales Recién Nacidos , Grasas Insaturadas en la Dieta/efectos adversos , Ácidos Linoleicos Conjugados/efectos adversos , Modelos Animales , Animales , Glucemia/metabolismo , Nitrógeno de la Urea Sanguínea , Colesterol/sangre , Creatinina/sangre , Hígado/enzimología , Porcinos , Triglicéridos/sangre
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