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1.
Int J Mol Sci ; 25(6)2024 Mar 14.
Artigo em Inglês | MEDLINE | ID: mdl-38542283

RESUMO

The global expansion of rapeseed seed quality has been focused on maintaining glucosinolate (GSL) and erucic acid (EA) contents. However, the influence of seed GSL and EA contents on the germination process under drought stress remains poorly understood. Herein, 114 rapeseed accessions were divided into four groups based on GSL and EA contents to investigate their performance during seed imbibition under drought stress. Our results revealed significant variations in seed germination-related traits, particularly with higher GSL and EA, which exhibited higher germination % (G%) and lower mean germination time (MGT) under drought stress conditions. Moreover, osmoregulation, enzymatic system and hormonal regulation were improved in high GSL and high EA (HGHE) versus low GSL and low EA (LGLE) seeds, indicating the essential protective role of GSL and EA during the germination process in response to drought stress. The transcriptional regulation mechanism for coordinating GSL-EA-related pathways in response to drought stress during seed imbibition was found to involve the differential expression of sugar metabolism-, antioxidant-, and hormone-related genes with higher enrichment in HGHE compared to LGLE seeds. GO enrichment analysis showed higher variations in transcription regulator activity and DNA-binding transcription factors, as well as ATP and microtubule motor activity in GSL-EA-related pathways. Furthermore, KEGG analysis identified cellular processes, environmental information processing, and metabolism categories, with varied gene participation between GSL, EA and GSL-EA-related pathways. For further clarification, QY7 (LGLE) seeds were primed with different concentrations of GSL and EA under drought stress conditions. The results showed that 200 µmol/L of GSL and 400 µmol/L of EA significantly improved G%, MGT, and seedling fresh weight, besides regulating stress and fatty acid responsive genes during the seed germination process under drought stress conditions. Conclusively, exogenous application of GSL and EA is considered a promising method for enhancing the drought tolerance of LGLE seeds. Furthermore, the current investigation could provide a theoretical basis of GSL and EA roles and their underlying mechanisms in stress tolerance during the germination process.


Assuntos
Brassica napus , Brassica rapa , Ácidos Erúcicos , Germinação/genética , Brassica napus/genética , Glucosinolatos/metabolismo , Secas , Sementes/genética , Sementes/metabolismo , Brassica rapa/genética , Perfilação da Expressão Gênica
2.
J Oleo Sci ; 73(3): 333-340, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38432997

RESUMO

This study aims to quantitatively analyze nervonic (C24:1 n-9) and erucic (C22:1 n-9) acids in human milk (HM) collected from Korean mothers, along with the infant formulas (IFs) with different fat sources and nutritional stages. The content of nervonic and erucic acids in HM from Korean mothers were 2.13 and 2.81 mg/100 g, accounting for 0.06 and 0.08% of the total fatty acids (FAs), respectively. These acids in IFs based on fat from plant-oil formula were higher than those in IFs based on cow milk formula. The composition of erucic acid in IFs based on cow milk formula and plant-oil formula increased with the nutritional stages, while nervonic acid only increased in IFs based on the plant-oil formula.


Assuntos
Fórmulas Infantis , Leite Humano , Animais , Bovinos , Feminino , Lactente , Humanos , Ácidos Erúcicos , Povo Asiático , Ácidos Graxos , Óleos de Plantas
3.
BMC Plant Biol ; 24(1): 69, 2024 Jan 24.
Artigo em Inglês | MEDLINE | ID: mdl-38262947

RESUMO

BACKGROUND: The early allopolyploid Brassica napus was a hybrid of two Brassica species, that had undergone a whole genome duplication event followed by genome restructuring, including deletions and small scale duplications. A large number of homologous genes appeared functional divergence during species domestication. Due to the high conservation of de novo glycerolipid biosynthesis, multiple homologues of glycerol-3-phosphate acyltransferases (GPATs) have been found in B. napus. Moreover, the functional variances among these homologous GPAT-encoding genes are unclear. RESULTS: In this study, four B. napus homologous genes encoding glycerol-3-phosphate acyltransferase 9 (BnaGPAT9) were characterized. Although a bioinformatics analysis indicated high protein sequence similarity, the homologues demonstrated tissue-specific expression patterns and functional divergence. Yeast genetic complementation assays revealed that BnaGPAT9-A1/C1 homologues but not BnaGPAT9-A10/C9 homologues encoded functional GPAT enzymes. Furthermore, a single nucleotide polymorphism of BnaGPAT9-C1 that occurred during the domestication process was associated with enzyme activity and contributed to the fatty acid composition. The seed-specific expression of BnGPAT9-C11124A increased the erucic acid content in the transformant seeds. CONCLUSIONS: This study revealed that BnaGPAT9 gene homologues evolved into functionally divergent forms with important roles in erucic acid biosynthesis.


Assuntos
Brassica napus , Ácidos Erúcicos , Glicerol , Glicerol-3-Fosfato O-Aciltransferase , Saccharomyces cerevisiae , Sementes , Fosfatos
4.
Br J Nutr ; 131(4): 606-621, 2024 02 28.
Artigo em Inglês | MEDLINE | ID: mdl-37737066

RESUMO

Hypercholesterolaemia is a major risk factor for CVD. Fish intake is associated with lower risk of CVD, whereas supplementation with n-3 long-chain PUFA (LC-PUFA) has little effect on the cholesterol concentration. We therefore investigated if cetoleic acid (CA), a long-chain MUFA (LC-MUFA) found especially in pelagic fish species, could lower the circulating total cholesterol (TC) concentration in rodents. A systematic literature search was performed using the databases PubMed, Web of Science and Embase, structured around the population (rodents), intervention (CA-rich fish oils or concentrates), comparator (diets not containing CA) and the primary outcome (circulating TC). Articles were assessed for risk of bias using the SYRCLE's tool. A meta-analysis was conducted in Review Manager v. 5.4.1 (the Cochrane Collaboration) to determine the effectiveness of consuming diets containing CA-rich fish oils or concentrates on the circulating TC concentration. Twelve articles were included in the systematic review and meta-analysis, with data from 288 rodents. Consumption of CA-rich fish oils and concentrates resulted in a significantly lower circulating TC concentration relative to comparator groups (mean difference -0·65 mmol/l, 95 % CI (-0·93, -0·37), P < 0·00001), with high statistical heterogeneity (I2 = 87 %). The risk of bias is unclear since few of the entries in the SYRCLE's tool were addressed. To conclude, intake of CA-rich fish oils and concentrates prevents high cholesterol concentration in rodents and should be further investigated as functional dietary ingredients or supplements to reduce the risk for developing CVD in humans.


Assuntos
Doenças Cardiovasculares , Ácidos Erúcicos , Ácidos Graxos Ômega-3 , Humanos , Animais , Óleos de Peixe/farmacologia , Roedores , Colesterol , Dieta/veterinária , Doenças Cardiovasculares/prevenção & controle
5.
Cell Mol Biol (Noisy-le-grand) ; 69(7): 212-217, 2023 Jul 31.
Artigo em Inglês | MEDLINE | ID: mdl-37715377

RESUMO

Oil seeds now make up the world's second-largest food source after cereals. In recent years, the medicinal- oil plant Camelina sativa has attracted much attention for its high levels of unsaturated fatty acids and low levels of saturated fatty acids as well as its resistance to abiotic stresses. Improvement of oil quality is considered an important trait in this plant. Erucic acid is one of the fatty acids affecting the quality of camelina oil. Altering the fatty acid composition in camelina oil through genetic manipulation requires the identification, isolation, and cloning of genes involved in fatty acid biosynthesis. The Fatty Acid Elangase 1 (FAE1) gene encoded the enzyme ß-ketoacyl COA synthase (KCS), which is a key factor in the biosynthesis of erucic acid. In this study, isolation and cloning of the FAE1 from the Camelina sativa were performed to prepare an antisense structure.  The fragments were isolated from the DNA source of the genomic Soheil cultivar with an erucic acid content of about 3% (in matured seeds) using PCR. After cloning FAE1 into the Bluescriprt II SK+ vector and sequencing, these fragments were used for the preparation of antisense structure in the pBI121 plant expression vector. The approved structure was transferred to the camelina plant via the Agrobacterium-mediated method. Also, the conditions of tissue culture and gene transfer were optimized. Moreover, the erucic acid content of the immature seeds of T0 transgenic plants was analyzed with gas chromatography (GC). Results showed significant changes in erucic acid levels of two control plants (0.88%), while two lines of the RFAE1 transgenic plants showed a decrease of approximately 0% in erucic acid level. It can be concluded that the antisense structure can be effective in reducing erucic acid.


Assuntos
Brassicaceae , Ácidos Erúcicos , Brassicaceae/genética , Ácidos Graxos , Plantas Geneticamente Modificadas/genética , Sementes/genética , Tecnologia
6.
Plant Biotechnol J ; 21(9): 1887-1903, 2023 09.
Artigo em Inglês | MEDLINE | ID: mdl-37335591

RESUMO

Pennycress (Thlaspi arvense L.), a member of the Brassicaceae family, produces seed oil high in erucic acid, suitable for biodiesel and aviation fuel. Although pennycress, a winter annual, could be grown as a dedicated bioenergy crop, an increase in its seed oil content is required to improve its economic competitiveness. The success of crop improvement relies upon finding the right combination of biomarkers and targets, and the best genetic engineering and/or breeding strategies. In this work, we combined biomass composition with metabolomic and transcriptomic studies of developing embryos from 22 pennycress natural variants to identify targets for oil improvement. The selected accession collection presented diverse levels of fatty acids at maturity ranging from 29% to 41%. Pearson correlation analyses, weighted gene co-expression network analysis and biomarker identifications were used as complementary approaches to detect associations between metabolite level or gene expression and oil content at maturity. The results indicated that improving seed oil content can lead to a concomitant increase in the proportion of erucic acid without affecting the weight of embryos. Processes, such as carbon partitioning towards the chloroplast, lipid metabolism, photosynthesis, and a tight control of nitrogen availability, were found to be key for oil improvement in pennycress. Besides identifying specific targets, our results also provide guidance regarding the best timing for their modification, early or middle maturation. Thus, this work lays out promising strategies, specific for pennycress, to accelerate the successful development of lines with increased seed oil content for biofuel applications.


Assuntos
Brassicaceae , Transcriptoma , Transcriptoma/genética , Ácidos Erúcicos/metabolismo , Melhoramento Vegetal , Brassicaceae/genética , Brassicaceae/metabolismo , Óleos de Plantas/metabolismo , Sementes/genética
7.
Molecules ; 28(4)2023 Feb 17.
Artigo em Inglês | MEDLINE | ID: mdl-36838911

RESUMO

Erucic acid (EA) is monounsaturated fatty acid (22:1 n-9), synthesized in the seeds of many plants from the Brassicaceae family, with Brassica napus, B. rapa, or B. carinata considered as its richest source. As the compound has been blamed for the poisoning effect in Toxic Oil Syndrome, and some data indicated its cardiotoxicity to rats, EA has been for decades classified as toxic substance, the use of which should be avoided. However, the cardiac adverse effects of EA have not been confirmed in humans, and the experiments in animal models had many limitations. Thus, the aim of this review was to present the results of the so far published studies on both toxic, and pharmacological properties of EA, trying to answer the question on its future medicinal use. Despite the ambiguous and relatively small data on toxic and beneficial effects of EA it seems that the compound is worth investigating. Further research should be particularly directed at the verification EA toxicity, more in-depth studies on its neuroprotective and cytotoxic properties, but also its use in combination with other drugs, as well as its role as a drug carrier.


Assuntos
Brassica napus , Ácidos Erúcicos , Humanos , Ratos , Animais , Ácidos Graxos Monoinsaturados , Sementes
8.
Eur J Neurosci ; 57(4): 585-606, 2023 02.
Artigo em Inglês | MEDLINE | ID: mdl-36564343

RESUMO

Disruption of the gut-brain axis in Parkinson's disease (PD) may lead to motor symptoms and PD pathogenesis. Recently, the neuroprotective potential of different PPARδ-agonists has been shown. We aimed to reveal the effects of erucic acid, peroxisome proliferator-activated receptors (PPARs)-ligand in rotenone-induced PD model in zebrafish, focusing on the gut-brain axis. Adult zebrafish were exposed to rotenone and erucic acid for 30 days. Liquid chromatography-mass spectrometry and tandem mass spectrometry (LC-MS/MS) analysis was performed. Raw files were analysed by Proteome Discoverer 2.4 software; peptide lists were searched against Danio rerio proteins. STRING database was used for protein annotations or interactions. Lipid peroxidation (LPO), nitric oxide (No), alkaline phosphatase, superoxide dismutase, glutathione S-transferase (GST), acetylcholinesterase and the expressions of PD-related genes were determined. Immunohistochemical tyrosine hydroxylase (TH) staining was performed. LC-MS/MS analyses allowed identification of over 2000 proteins in each sample. The 2502 and 2707 proteins overlapped for intestine and brain. The 196 and 243 significantly dysregulated proteins in the brain and intestines were found in rotenone groups. Erucic acid treatment corrected the changes in the expression of proteins associated with cytoskeletal organisation, transport and localisation and improved locomotor activity, expressions of TH, PD-related genes (lrrk2, park2, park7, pink1) and oxidant-damage in brain and intestines in the rotenone group as evidenced by decreased LPO, No and increased GST. Our results showed beneficial effects of erucic acid as a PPARδ-ligand in neurotoxin-induced PD model in zebrafish. We believe that our study will shed light on the mechanism of the effects of PPARδ agonists and ω9-fatty acids in the gut-brain axis of PD.


Assuntos
Fármacos Neuroprotetores , PPAR delta , Doença de Parkinson , Animais , Doença de Parkinson/metabolismo , Rotenona , Fármacos Neuroprotetores/farmacologia , Fármacos Neuroprotetores/uso terapêutico , Peixe-Zebra , Eixo Encéfalo-Intestino , Acetilcolinesterase , Cromatografia Líquida , Ácidos Erúcicos , Ligantes , Espectrometria de Massas em Tandem , Modelos Animais de Doenças , Serina-Treonina Proteína Quinase-2 com Repetições Ricas em Leucina , Proteínas de Peixe-Zebra
9.
Brain Nerve ; 74(12): 1354-1357, 2022 Dec.
Artigo em Japonês | MEDLINE | ID: mdl-36503132

RESUMO

Lorenzo's Oil, an American movie released in 1992, is based on a true story of a couple who spare no effort to search for a cure for their 5-year-old son who gradually develops eccentricities and signs of progressive motor and speech disturbances and is diagnosed with adrenoleukodystrophy. Despite lack of medical knowledge, Lorenzo's parents embark on a mission to study the disease on their own and eventually discover a therapeutic mixture referred to as Lorenzo's oil. Most characters in the movie retained real-life names. Even after its release in 1992, the movie has provided some subjects in many ways.


Assuntos
Adrenoleucodistrofia , Ácidos Erúcicos , Humanos , Pré-Escolar , Ácidos Erúcicos/uso terapêutico , Trioleína/uso terapêutico , Adrenoleucodistrofia/tratamento farmacológico , Combinação de Medicamentos
10.
Gynecol Endocrinol ; 38(12): 1097-1103, 2022 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-36443944

RESUMO

BACKGROUND: Long-term dietary fat intake is thought to affect metabolism and pregnancy of polycystic ovary syndrome (PCOS) patients, and the type of fatty acids one consumes plays an important role. Previous studies mostly used questionnaires to analyze the type and proportion of fatty acids. METHODS: This prospective study included 91 PCOS patients. Serum fatty acids were measured by the gas chromatograph-mass spectrometry method before ovulation induction. We compared the fatty acids between the pregnancy group and the nonpregnancy group and explored the influence of the fatty acids on live births and pregnancy loss. RESULTS: Nervonic acid was lower in the pregnancy group than in the nonpregnancy group (0.25% vs. 0.30%, p = .017). The following trans-fatty acids were significantly lower in the pregnancy group than in the nonpregnancy group: trans-10-heptadecenoic acid, trans-vaccenic acid, trans-11-eicosenoic acid, and brassidic acid. The level of polyunsaturated fatty acids in the live birth group was significantly higher than the pregnancy loss group (16.95% vs. 15.10%, p = .039). Among individual PUFAs, the levels of linoleic acid (p = .043), docosapentaenoic acid (p = .024), alpha-linolenic acid (p = .042), and eicosapentaenoic acid (p = .035) were higher in the live birth group than in the pregnancy loss group. After adjusting for infertility duration, age, and body mass index, our findings suggested an inverse association between pregnancy and nervonic acid, trans-10-heptadecenoic acid, trans-vaccenic acid, trans-11-eicosenoic acid, and brassidic acid and pregnancy. CONCLUSIONS: Our findings indicate that polyunsaturated fatty acids are associated with live birth in PCOS patients. Serum trans-fatty acids and nervonic acid might be risk factors for nonpregnancy. The mechanism of the influence of different fatty acids on pregnancy and live birth merits further exploration.


Assuntos
Aborto Espontâneo , Síndrome do Ovário Policístico , Ácidos Graxos trans , Gravidez , Humanos , Feminino , Síndrome do Ovário Policístico/complicações , Estudos Prospectivos , Ácidos Graxos , Ácidos Erúcicos , Coeficiente de Natalidade , Indução da Ovulação/métodos , Aborto Espontâneo/etiologia
11.
Genes (Basel) ; 13(10)2022 Sep 20.
Artigo em Inglês | MEDLINE | ID: mdl-36292566

RESUMO

Fatty acid (FA) composition determines the quality of oil from oilseed crops, and thus is a major target for genetic improvement. FAD2 (Fatty acid dehydrogenase 2) and FAE1 (fatty acid elongase 1) are critical FA synthetic genes, and have been the focus of genetic manipulation to alter fatty acid composition in oilseed plants. In this study, to improve the nutritional quality of rapeseed cultivar CY2 (about 50% oil content; of which 40% erucic acid), we generated novel knockout plants by CRISPR/Cas9 mediated genome editing of BnFAD2 and BnFAE1 genes. Two guide RNAs were designed to target one copy of the BnFAD2 gene and two copies of the BnFAE1 gene, respectively. A number of lines with mutations at three target sites of BnFAD2 and BnFAE1 genes were identified by sequence analysis. Three of these lines showed mutations in all three target sites of the BnFAD2 and BnFAE1 genes. Fatty acid composition analysis of seeds revealed that mutations at all three sites resulted in significantly increased oleic acid (70-80%) content compared with that of CY2 (20%), greatly reduced erucic acid levels and slightly decreased polyunsaturated fatty acids content. Our results confirmed that the CRISPR/Cas9 system is an effective tool for improving this important trait.


Assuntos
Brassica napus , Brassica napus/genética , Edição de Genes/métodos , Ácidos Erúcicos , Ácidos Graxos/genética , Elongases de Ácidos Graxos/genética , Sistemas CRISPR-Cas , Plantas Geneticamente Modificadas/genética , Ácidos Graxos Insaturados , Ácido Oleico , Oxirredutases/genética
12.
Org Biomol Chem ; 20(48): 9629-9638, 2022 12 14.
Artigo em Inglês | MEDLINE | ID: mdl-36226582

RESUMO

The potential for application of bio-derived molecules in our everyday lives is attracting vast interest as attention moves towards development of a truly circular and sustainable economy. Whilst a large number of molecules are naturally available and contain a variety of functional groups, few of these compounds are able to be immediately transferred to applications where they can directly replace established oil-derived species. This issue presents both a challenge and an opportunity for the synthetic chemistry community. This study demonstrates how erucic acid, a molecule containing an olefin and a carboxylic acid, which is readily available from commonly cultivated rapeseed oils, can be used as a platform to be chemoselectively converted into a range of value-added compounds using established and high yielding synthetic procedures. In particular, the work showcases approaches towards the chemoselective (and in cases regioselective) oxidation with m-CPBA and incorporation of cyclic carbonate and cyclic dithiocarbonate functionalities which have potential to be employed in a range of applications. Expedient routes to unusual derivatives containing both cyclic carbonate and cyclic dithiocarbonates are also presented taking advantage of the distinct reactivities of the two different epoxides in the intermediate compounds. This work also provides a rare example of the synthesis of internal cyclic dithiocarbonates. These new products have potential to be applied as monomers in the growing field of bio-based non-isocyanate polyurethane synthesis.


Assuntos
Dióxido de Carbono , Compostos de Epóxi , Compostos de Epóxi/química , Reação de Cicloadição , Ácidos Erúcicos
13.
Fish Physiol Biochem ; 48(5): 1389-1400, 2022 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-36169784

RESUMO

Changes in the metabolic profile within the intestine of lenok (Brachymystax lenok) when challenged to acute and lethal heat stress (HS) are studied using no-target HPLC-MS/MS metabonomic analysis. A total of 51 differentially expressed metabolites (VIP > 1, P < 0.05) were identified in response to HS, and 34 occurred in the positive ion mode and 17 in negative ion mode, respectively. After heat stress, changes in metabolites related to glycolysis (i.e., alpha-D-glucose, stachyose, and L-lactate) were identified. The metabolites (acetyl carnitine, palmitoylcarnitine, carnitine, and erucic acid) related to fatty acid ß-oxidation accumulated significantly, and many amino acids (L-tryptophan, D-proline, L-leucine, L-phenylalanine, L-aspartate, L-tyrosine, L-methionine, L-histidine, and L-glutamine) were significantly decreased in HS-treated lenok. The mitochondrial ß-oxidation pathway might be inhibited, while severe heat stress might activate the anaerobic glycolysis and catabolism of amino acid for energy expenditure. Oxidative damage in HS-treated lenok was indicated by the decreased glycerophospholipid metabolites (i.e., glycerophosphocholine, 1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine, 1-palmitoyl-sn-glycero-3-phosphocholine, 1-stearoyl-2-oleoyl-sn-glycero-3-phosphocholine, and 1, 2-dioleoyl-sn-glycero-3-phosphatidylcholine) and the increased oxylipin production (12-HETE and 9R, 10S-EpOME). The minor oxidative pathways (omega-oxidation and peroxisomal beta-oxidation) were likely to be induced in HS-treated lenok.


Assuntos
Ácidos Erúcicos , Salmonidae , Animais , Ácidos Erúcicos/metabolismo , Palmitoilcarnitina/metabolismo , Glutamina/metabolismo , Acetilcarnitina/metabolismo , Ácido Aspártico/metabolismo , Leucina , Triptofano , Histidina/metabolismo , Oxilipinas/metabolismo , Ácido 12-Hidroxi-5,8,10,14-Eicosatetraenoico/metabolismo , Fosforilcolina/metabolismo , Espectrometria de Massas em Tandem , Salmonidae/fisiologia , Fosfatidilcolinas/metabolismo , Resposta ao Choque Térmico , Intestinos , Metionina , Prolina/metabolismo , Tirosina , Fenilalanina , Glucose/metabolismo , Lactatos/metabolismo
14.
J Equine Vet Sci ; 117: 104086, 2022 10.
Artigo em Inglês | MEDLINE | ID: mdl-35872234

RESUMO

LinPro™ (LP) is a commercial dietary supplement marketed to increase hoof growth and quality. Ten mature (5-15 years) non-pregnant Quarter Horse mares without existing hoof quality issues were used to test the hypothesis that 32 weeks of daily supplementation with 113 g of LP would increase hoof growth rates as compared to non-supplemented controls. Hooves were trimmed at the start of the study and every 8 weeks thereafter. A mark was applied on the hoof wall surface at 2.5 cm below the junction of the hoof wall and coronary band. At each trimming, the distance between the mark and coronary band was measured and a new mark placed. For front hooves, horses assigned to LP had greater total hoof growth over 32 weeks (2.65 ± 0.15 vs. 2.18 ± 0.12 cm; P = .048) and tended to have greater hoof growth per 8 weeks trimming cycle (0.64 ± 0.03 vs. 0.55 ± 0.03 cm; P = .085) than horses assigned to non-supplemented controls (CON). Horses assigned to LP had greater plasma biotin concentrations (2158 ± 69 vs. 636 ± 62 ng/L; P < .001) and proportions of erucic acid in hoof tissue (1.03 ± 0.08 vs. 0.76 ± 0.07 %; P = .049) as compared to CON. Further, the most abundant fatty acids in hoof tissue were stearic, palmitic, oleic, and linoleic acids. LinPro may provide an effective treatment to improve hoof growth rates in horses with otherwise healthy hooves.


Assuntos
Casco e Garras , Animais , Biotina , Suplementos Nutricionais , Ácidos Erúcicos , Feminino , Cavalos , Ácidos Linoleicos
15.
Metab Brain Dis ; 37(8): 2643-2651, 2022 12.
Artigo em Inglês | MEDLINE | ID: mdl-35704146

RESUMO

Erucic acid, an omega-9 monounsaturated fatty acid present in Brassicaceae plants (rapeseed and mustard oils) is highly consumed by the Chinese population and according to several global survey studies, its highest levels are encountered in the Chinese women's milk. Erucic acid is an activating ligand of the transcription factor PPARδ and an inhibitor of the transcriptional activity of PPARγ, which drive tumorigenesis of glioblastomas and medulloblastomas. In this theoretical review, we propose that erucic acid in diet may associate with the risk of brain tumors. High grade brain tumors including medulloblastomas in children and glioblastomas in adults have devastating consequences for human health and the latter tumors are practically incurable. CONCORD-3 epidemiological study recently published in 2021 revealed a low ratio of medulloblastomas in the pediatric age group and also a low ratio of glioblastomas in adults in the Chinese population. It is certain that such profound differences can not be attributed to a single genetic factor or a single nurture pattern. It is very likely that multiple hereditary, nutritional and environmental factors are responsible for these lower ratios; yet here we propose that erucic acid may be one of the contributing factors. If future epidemiological studies and animal models show antitumor activity of erucic acid regarding brain neoplasias, it can be utilized as a preventive strategy for populations possessing very high risks to develop brain tumors such as those harbouring hereditary syndromes increasing the vulnerability to develop such malignancies.


Assuntos
Neoplasias Encefálicas , Neoplasias Cerebelares , Glioblastoma , Meduloblastoma , Animais , Feminino , Humanos , Criança , Ácidos Erúcicos , Óleos de Plantas , Dieta , Neoplasias Encefálicas/epidemiologia , Neoplasias Encefálicas/prevenção & controle , China/epidemiologia
16.
Food Chem ; 387: 132907, 2022 Sep 01.
Artigo em Inglês | MEDLINE | ID: mdl-35405554

RESUMO

Rapeseed oil has a similar oleic acid/linoleic acid ratio to human milk fat (HMF). However, it can hardly be used for human milk fat substitute (HMFS) synthesis due to high erucic acid content. In this study, Candida cylindracea lipase (CCL) was found to strongly discriminate against erucic acid. Free fatty acids containing low erucic acid and high oleic acid and linoleic acid were prepared from rapeseed oil hydrolysis catalyzed by CCL. The erucic acid content was only 1.58% (initial 8.70%), when the degree of hydrolysis reached 79.58%. The free fatty acids were used as acyl-donors in the acidolysis catalyzed by Novozym 40086. Considering acyl incorporation and migration, the optimum conditions were 1:8 (tripalmitin to acyl-donors), 40 °C and 2 h. The erucic acid content dropped to 0.97% in the HMFS. According to the Q-TOF-MS analysis, the HMFS was rich in 1,3-dioleoyl-2-palmitoyl-glycerol (18.20%) and 1-oleoyl-2-palmitoyl-3-linoleoyl-glycerol (17.96%), which was similar to HMF.


Assuntos
Substitutos da Gordura , Ácidos Erúcicos , Ácidos Graxos , Ácidos Graxos não Esterificados , Humanos , Ácido Linoleico , Lipase/metabolismo , Leite Humano/metabolismo , Ácido Oleico/metabolismo , Óleos de Plantas , Óleo de Brassica napus , Triglicerídeos/metabolismo
17.
Pharm Dev Technol ; 27(2): 145-154, 2022 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-35021932

RESUMO

This study is focused on the preparation and characterization of erucic acid (EA) and phytosphingosine (PS) containing cationic nanoemulsions (NEs) for plasmid DNA (pDNA) delivery. Repurposing of cationic agents guided us to PS, previously used for enhanced interaction with negatively charged surfaces. It was reported that EA might act anti-tumoral on C6 glioma, melanoma, neuroblastoma, and glioblastoma. However, there is only one study about mixed oleic acid-EA liposomes. This gap attracted our interest in the possible synergistic effects of PS and EA on MDA-MB-231 and MCF-7 breast cancer cells. Three cationic NEs (NE 1, NE 2, and NE 3) were prepared and characterized in terms of droplet size (DS), polydispersity index (PDI), and zeta potential (ZP) before and after complexation with pDNA, long-term stability, SDS release, cytotoxicity, and transfection studies. The cationic NEs had DSs of <200 nm, PDIs <0.3, and ZPs > +30 mV. Long-term stability studies revealed that NE 2 and NE 3 were stable. NE 1-pDNA had appropriate particle properties. NE 2 reduced the viability of MDA-MB-231 cells to 11% and of MCF-7 cells to 13% and resulted in the highest number of transfected cells. To sum up, NE 2 containing PS and EA is appropriate for delivering pDNA.


Assuntos
Neoplasias da Mama , Cátions , Sobrevivência Celular , DNA , Ácidos Erúcicos , Feminino , Humanos , Tamanho da Partícula , Plasmídeos/genética , Esfingosina/análogos & derivados , Transfecção
18.
Nutr Neurosci ; 25(5): 1041-1055, 2022 May.
Artigo em Inglês | MEDLINE | ID: mdl-33054628

RESUMO

Neurodegenerative diseases (ND) are characterised by loss of neurons in the brain and spinal cord. For the normal functioning of the brain, divers group of fatty acids in the form of glycerophospholipids, glycerol ether lipids, cerebrosides, sulfatides, and gangliosides are essential. They are present abundantly in the nervous system and are actively involved in both the development and maintenance of the nervous system. A dietary deficiency of essential fatty acid during development results in hypomyelination state which affects various neuronal functions. Several studies suggested that age remains the primary risk factor for almost all neurodegenerative disorders. The potential contribution of these fatty acids in the progression of neurodegenerative disorders is indispensable. Erucic acid an omega 9 fatty acid, which is obtained from edible oils has proven to cause myocardial lipidosis, heart lesions and hepatic steatosis in animals therefore, its content in edible oils is restricted to certain levels by regulatory agencies. However, erucic acid in the form of a mixture with oleic acid is often used as a dietary treatment for the management of adrenoleukodystrophy without any cardiotoxicity. Our literature search revealed that, erucic acid reported to enhance cognitive function, interact with peroxisome proliferator activated receptors (PPARs), inhibit elastase and thrombin. In this review first we have attempted to describe the relationship between fatty acids and neurodegeneration followed by a description on the pharmacology of erucic acid. The overall purpose of this review is to analyse toxic and beneficial neuropharmacological effects of erucic acid.


Assuntos
Ácidos Erúcicos , Ácidos Graxos , Animais , Dieta , Ácidos Erúcicos/análise , Ácidos Erúcicos/uso terapêutico , Ácido Oleico , Óleos de Plantas
19.
Int J Mol Sci ; 22(20)2021 Oct 09.
Artigo em Inglês | MEDLINE | ID: mdl-34681567

RESUMO

Senile plaque formation as a consequence of amyloid-ß peptide (Aß) aggregation constitutes one of the main hallmarks of Alzheimer's disease (AD). This pathology is characterized by synaptic alterations and cognitive impairment. In order to either prevent or revert it, different therapeutic approaches have been proposed, and some of them are focused on diet modification. Modification of the ω-6/ω-3 fatty acids (FA) ratio in diets has been proven to affect Aß production and senile plaque formation in the hippocampus and cortex of female transgenic (TG) mice. In these diets, linoleic acid is the main contribution of ω-6 FA, whereas alpha-linoleic acid (ALA), eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA) and docosapentaenoic acid (DPA) are the contributors of ω-3 FA. In the present work, we have explored the effect of ω-6/ω-3 ratio modifications in the diets of male double-transgenic APPswe/PS1ΔE9 (AD model) and wild-type mice (WT). Amyloid burden in the hippocampus increased in parallel with the increase in dietary ω-6/ω-3 ratio in TG male mice. In addition, there was a modification in the brain lipid profile proportional to the ω-6/ω-3 ratio of the diet. In particular, the higher the ω-6/ω-3 ratio, the lower the ceramides and higher the FAs, particularly docosatetraenoic acid. Modifications to the cortex lipid profile was mostly similar between TG and WT mice, except for gangliosides (higher levels in TG mice) and some ceramide species (lower levels in TG mice).


Assuntos
Doença de Alzheimer/metabolismo , Precursor de Proteína beta-Amiloide/genética , Ceramidas/metabolismo , Ácidos Graxos Ômega-3/administração & dosagem , Ácidos Graxos Ômega-6/administração & dosagem , Doença de Alzheimer/genética , Precursor de Proteína beta-Amiloide/metabolismo , Animais , Modelos Animais de Doenças , Ácidos Erúcicos/metabolismo , Ácidos Graxos Ômega-3/efeitos adversos , Ácidos Graxos Ômega-6/efeitos adversos , Gangliosídeos/metabolismo , Hipocampo/metabolismo , Humanos , Masculino , Camundongos , Camundongos Transgênicos
20.
Colloids Surf B Biointerfaces ; 207: 112003, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-34343909

RESUMO

Marine biofouling of ship hulls and ocean structures causes enormous economic losses due to increased frictional drag. Thus, efforts have been exerted worldwide to eliminate biofouling. In addition, a strong demand exists for the development of a cost-effective and eco-friendly anti-biofouling coating technology. Thus, erucamide-polydimethylsiloxane (EP) coating is proposed in this study. EP exhibits a hydrophobic surface as the erucamide content and drag reduction effect increase. In this study, the drag reduction effect of the EP 2.5 is better than that of glass and polydimethylsiloxane (PDMS) surfaces. Moreover, the proposed EP coatings are observed to prevent the biofouling induced by bacteria (E. coli) and brown algae (Cladosiphon sp.). In addition, through a marine field test, the anti-biofouling effect of the EP surface is found to be better than the previously studied oleamide-PDMS (OP) surface. In the marine field test, the EP 2.5 demonstrates superior anti-biofouling performance for 5.5 months under real marine environment. The proposed eco-friendly EP coating method could be applicable to marine vehicles that require effective drag reduction and anti-biofouling properties.


Assuntos
Incrustação Biológica , Incrustação Biológica/prevenção & controle , Dimetilpolisiloxanos , Ácidos Erúcicos , Escherichia coli , Propriedades de Superfície
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