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1.
Crit Rev Food Sci Nutr ; 64(21): 7426-7450, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-39093582

RESUMEN

The health benefits of nut consumption have been extensively demonstrated in observational studies and intervention trials. Besides the high nutritional value, countless evidences show that incorporating nuts into the diet may contribute to health promotion and prevention of certain diseases. Such benefits have been mostly and certainly attributed not only to their richness in healthy lipids (plentiful in unsaturated fatty acids), but also to the presence of a vast array of phytochemicals, such as polar lipids, squalene, phytosterols, tocochromanols, and polyphenolic compounds. Thus, many nut chemical compounds apply well to the designation "nutraceuticals," a broad umbrella term used to describe any food component that, in addition to the basic nutritional value, can contribute extra health benefits. This contribution analyses the general chemical profile of groundnut and common tree nuts (almond, walnut, cashew, hazelnut, pistachio, macadamia, pecan), focusing on lipid components and phytochemicals, with a view on their bioactive properties. Relevant scientific literature linking consumption of nuts, and/or some of their components, with ameliorative and/or preventive effects on selected diseases - such as cancer, cardiovascular, metabolic, and neurodegenerative pathologies - was also reviewed. In addition, the bioactive properties were analyzed in the light of known mechanistic frameworks.


Asunto(s)
Suplementos Dietéticos , Juglans , Nueces , Fitoquímicos , Pistacia , Nueces/química , Fitoquímicos/análisis , Fitoquímicos/farmacología , Humanos , Suplementos Dietéticos/análisis , Juglans/química , Pistacia/química , Lípidos/análisis , Valor Nutritivo , Anacardium/química , Macadamia/química , Corylus/química , Fitosteroles/análisis , Carya/química , Prunus dulcis/química , Enfermedades Cardiovasculares/prevención & control
2.
Hum Genomics ; 18(1): 85, 2024 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-39090729

RESUMEN

Sitosterolemia is a rare inherited disorder caused by mutations in the ABCG5/ABCG8 genes. These genes encode proteins involved in the transport of plant sterols. Mutations in these genes lead to decreased excretion of phytosterols, which can accumulate in the body and lead to a variety of health problems, including premature coronary artery disease. We conducted the first genome-wide association study (GWAS) in the Middle East/North Africa population to identify genetic determinants of plant sterol levels in Qatari people. GWAS was performed on serum levels of ß-sitosterol and campesterol using the Metabolon platform from Qatar Biobank (QBB) and genome sequence data provided by Qatar Genome Program. A trans-ancestry meta-analysis of data from our Qatari cohort with summary statistics from a previously published large cohort (9758 subjects) of European ancestry was conducted. Using conditional analysis, we identified two independent single nucleotide polymorphisms associated with ß-sitosterol (rs145164937 and rs4299376), and two others with campesterol (rs7598542 and rs75901165) in the Qatari population in addition to previously reported variants. All of them map to the ABCG5/8 locus except rs75901165 which is located within the Intraflagellar Transport 43 (IFT43) gene. The meta-analysis replicated most of the reported variants, and our study provided significant support for the association of variants in SCARB1 and ABO with sitosterolemia. Evaluation of a polygenic risk score devised from European GWAS data showed moderate performance when applied to QBB (adjusted-R2 = 0.082). These findings provide new insights into the genetic architecture of phytosterol metabolism while showing the importance including under-represented populations in future GWAS studies.


Asunto(s)
Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 5 , Transportador de Casete de Unión a ATP, Subfamilia G, Miembro 8 , Estudio de Asociación del Genoma Completo , Errores Innatos del Metabolismo Lipídico , Fitosteroles , Polimorfismo de Nucleótido Simple , Sitoesteroles , Humanos , Fitosteroles/sangre , Fitosteroles/genética , Fitosteroles/efectos adversos , Polimorfismo de Nucleótido Simple/genética , Sitoesteroles/sangre , Errores Innatos del Metabolismo Lipídico/genética , Errores Innatos del Metabolismo Lipídico/sangre , Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 5/genética , Transportador de Casete de Unión a ATP, Subfamilia G, Miembro 8/genética , Masculino , Femenino , Enfermedades Intestinales/genética , Enfermedades Intestinales/sangre , Adulto , Colesterol/sangre , Colesterol/análogos & derivados , Hipercolesterolemia/genética , Hipercolesterolemia/sangre , Persona de Mediana Edad , Lipoproteínas/sangre , Lipoproteínas/genética , Transportadoras de Casetes de Unión a ATP/genética
3.
Nutrients ; 16(15)2024 Jul 28.
Artículo en Inglés | MEDLINE | ID: mdl-39125334

RESUMEN

Functional lipids are dietary substances that may have an impact on human health by lowering the risk of chronic illnesses and enhancing the quality of life. Numerous functional lipids have been reported to have potential health benefits in the prevention, management, and treatment of cardiovascular disease, the leading cause of death in the United States. However, there is still insufficient and contradictory information in the literature about their effectiveness and associated mechanisms of action. The objective of this review, therefore, is to evaluate available literature regarding these functional lipids and their health benefits. Various studies have been conducted to understand the links between functional lipids and the prevention and treatment of chronic diseases. Recent studies on phytosterols have reported that CLA, medium-chain triglycerides, and omega-3 and 6 fatty acids have positive effects on human health. Also, eicosanoids, which are the metabolites of these fatty acids, are produced in relation to the ratio of omega-3 to omega-6 polyunsaturated fatty acids and may modulate disease conditions. These functional lipids are available either in dietary or supplement forms and have been proven to be efficient, accessible, and inexpensive to be included in the diet. However, further research is required to properly elucidate the dosages, dietary intake, effectiveness, and their mechanisms of action in addition to the development of valid disease biomarkers and long-term effects in humans.


Asunto(s)
Enfermedades Cardiovasculares , Ácidos Grasos Omega-3 , Humanos , Enfermedades Cardiovasculares/prevención & control , Ácidos Grasos Omega-3/administración & dosificación , Ácidos Grasos Omega-6/administración & dosificación , Suplementos Dietéticos , Triglicéridos , Fitosteroles , Lípidos/sangre , Eicosanoides/metabolismo
4.
J Agric Food Chem ; 72(28): 15672-15679, 2024 Jul 17.
Artículo en Inglés | MEDLINE | ID: mdl-38950138

RESUMEN

A dynamic gastrointestinal digestion system (simgi) after a human oral phase was used, for the first time, to assess the bioaccessibility of plant sterols (PS) from wholemeal rye bread (74.8 ± 2.2 mg of PS/100 g d.m.) and PS-enriched wholemeal rye bread (PS-WRB) (1.6 ± 0.04 g of PS/100 g of fresh bread). The use of these solid food matrices requires a novel adaptation of the gastric phase of the system. The PS identified in the breads are campesterol, campestanol, stigmasterol, ß-sitosterol, sitostanol, Δ5-avenasterol, Δ5,24-stigmastadienol, Δ7-stigmastenol, and Δ7-avenasterol. The bioaccessibility of the total PS, only quantifiable in PS-WRB, is 19.9%, with Δ7-avenasterol being the most bioaccessible and Δ5-avenasterol being the least (p < 0.05). As shown in this study, PS-WRB can be considered to be a good choice to include in the daily diet. Furthermore, although the use of dynamic digestion methods for evaluating bioaccessibility implies high costs and technical complexity, their application means a closer approximation to in vivo scenarios.


Asunto(s)
Disponibilidad Biológica , Pan , Digestión , Tracto Gastrointestinal , Fitosteroles , Secale , Humanos , Pan/análisis , Fitosteroles/metabolismo , Fitosteroles/análisis , Secale/química , Secale/metabolismo , Tracto Gastrointestinal/metabolismo , Modelos Biológicos
5.
Lipids Health Dis ; 23(1): 222, 2024 Jul 22.
Artículo en Inglés | MEDLINE | ID: mdl-39039599

RESUMEN

BACKGROUND: Sitosterolemia, an autosomal recessive condition, is characterized by impaired metabolism of plant sterols. Clinical symptoms include skin xanthoma, premature atherosclerotic disease, arthritis, and unexplained hematological abnormalities. However, there is a dearth of studies on sitosterolemia-related brain damage. METHODS: This study focused on the family of two sitosterolemia patients who presented with severe hypercholesterolemia and xanthoma. Radiological examinations, biopsies, whole-exome sequencing (WES), and plant sterol tests were conducted. RESULTS: The index patient, a 66-year-old female, initially exhibited weakness in both lower limbs and later developed urinary and fecal incontinence. Neuroimaging showed that the falx of the brain had irregular fusiform thickening. Significant tissue edema was observed around the lesions in the bilateral frontal-parietal lobes. Pathological analysis of the biopsied brain lesion revealed extensive cholesterol crystal deposition and lymphocyte infiltration in the matrix. The index patient who experienced cerebral impairment and her sister both carried two compound heterozygous variants in ATP binding cassette transporter G5 (ABCG5). These included the nonsense variants NM_022436: c.751 C > T (p.Q251X) in exon 6 and NM_022436: c.1336 C > T (p.R446X) in exon 10. A notable increase in plant sterol levels was observed in the younger sister of the index patient. CONCLUSION: This study highlights a previously unreported neurological aspect of sitosterolemia. Imaging and pathology findings suggest that cholesterol crystals may be deposited in connective tissues such as the cerebral falx and pia mater through blood circulation.


Asunto(s)
Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 5 , Hipercolesterolemia , Enfermedades Intestinales , Errores Innatos del Metabolismo Lipídico , Fitosteroles , Humanos , Femenino , Fitosteroles/efectos adversos , Anciano , Hipercolesterolemia/genética , Hipercolesterolemia/patología , Hipercolesterolemia/complicaciones , Errores Innatos del Metabolismo Lipídico/genética , Errores Innatos del Metabolismo Lipídico/patología , Errores Innatos del Metabolismo Lipídico/diagnóstico por imagen , Enfermedades Intestinales/genética , Enfermedades Intestinales/patología , Enfermedades Intestinales/diagnóstico por imagen , Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 5/genética , Encéfalo/patología , Encéfalo/diagnóstico por imagen , Secuenciación del Exoma , Xantomatosis/patología , Xantomatosis/genética , Xantomatosis/diagnóstico por imagen , Linaje , Colesterol/sangre , Masculino , Sitoesteroles , Lipoproteínas
6.
J Food Sci ; 89(8): 4884-4898, 2024 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-39004805

RESUMEN

Walnut oil is an edible oil with high nutritional value, and the roasting process influences its quality and flavor. This study aimed to investigate the effects of roasting on the fatty acid composition, bioactive compounds (tocopherols, polyphenols, and phytosterols), and antioxidant capacity of walnut oil. Additionally, the aroma compounds and sensory characteristics were evaluated to comprehensively assess the variations in walnut oil after roasting. Roasting resulted in no notable impact on the fatty acid composition of walnut oil but increased the content of tocopherols and polyphenols in walnut oil, increasing its antioxidant capacity. Heavy roasting (160°C/20 min) reduced the phytosterol content in walnut oil by 2.3%. In total, 146 volatile compounds were detected in both cold-pressed and roasted walnut oil using headspace solid-phase microextraction-gas chromatography-mass spectrometry, and 32 key aroma compounds were identified. Aromatic aldehydes, aliphatic aldehydes, and heterocyclic compounds significantly contributed to fragrant walnut oil. Furthermore, the principal component analysis based on quality characteristics and sensory evaluation indicated that moderate roasting (130°C/20 min, 130°C/30 min, and 160°C/10 min) provided walnut oil with a sweet, nutty, and roasted aroma, as well as high levels of linoleic acid, phytosterols, and γ-tocopherol. Although heavy roasting (160°C/15 min and 160°C/20 min) enhanced the antioxidant capacities of walnut oils due to high levels of polyphenols, the oils exhibited an unpleasant burnt aroma. This study showed that roasting promoted the quality and flavor of walnut oil, and moderate conditions endowed walnut oil with a characteristic-rich flavor while maintaining excellent quality.


Asunto(s)
Antioxidantes , Culinaria , Cromatografía de Gases y Espectrometría de Masas , Calor , Juglans , Odorantes , Aceites de Plantas , Tocoferoles , Juglans/química , Culinaria/métodos , Odorantes/análisis , Antioxidantes/análisis , Aceites de Plantas/química , Cromatografía de Gases y Espectrometría de Masas/métodos , Tocoferoles/análisis , Humanos , Ácidos Grasos/análisis , Fitosteroles/análisis , Gusto , Polifenoles/análisis , Compuestos Orgánicos Volátiles/análisis , Microextracción en Fase Sólida/métodos , Manipulación de Alimentos/métodos
7.
J Agric Food Chem ; 72(30): 16976-16987, 2024 Jul 31.
Artículo en Inglés | MEDLINE | ID: mdl-39037854

RESUMEN

This study evaluated the impact of different digestion conditions (adult and senior) on lipolysis and bioaccessibility of plant sterols (PS) and phytosterol oxidation products (POPs) in PS-enriched wholemeal rye bread. Under adult digestion conditions, the addition of gastric lipase (GL) reduced lipolysis products (by 6.1% for free fatty acids and 11.7% for monoacylglycerols) and the bioaccessibility of PS by 6.7%, compared to the control. In digestion with both GL and cholesterol esterase (CE), these reductions were 12.9, 20.1, and 11.3%, respectively. Both modifications (GL and GL + CE) increased the bioaccessibility of POPs by 4.5-4.0%. When simulating the elderly digestion, the modified gastric and intestinal phases did not alter PS bioaccessibility but decreased POPs bioaccessibility by 21.8% compared to control, along with reduced lipolysis. Incorporating GL and CE thus approached physiological conditions and influenced lipid digestion. Elderly simulated digestion conditions resulted in a positive outcome by maintaining PS bioaccessibility while reducing potentially harmful POPs.


Asunto(s)
Disponibilidad Biológica , Pan , Digestión , Lipólisis , Fitosteroles , Secale , Humanos , Fitosteroles/metabolismo , Pan/análisis , Secale/química , Secale/metabolismo , Modelos Biológicos , Adulto , Lipasa/metabolismo , Anciano
8.
Clin Chim Acta ; 562: 119886, 2024 Aug 15.
Artículo en Inglés | MEDLINE | ID: mdl-39053727

RESUMEN

BACKGROUND: Sitosterolemia is a rare inherited lipid metabolic disorder characterized by increased levels of plant sterols and accelerated atherosclerosis. Although early detection is beneficial for the prevention of disease progression, it is largely underdiagnosed by routine screening based on conventional lipid profiles. MATERIALS AND METHODS: A gas chromatography-mass spectrometry (GC-MS)-based profiling has been developed and validated to measure the levels of biologically active free sterols, including five endogenous sterols and three plant sterols (sitosterol, campesterol, and stigmasterol) in dried blood spot (DBS). RESULTS: Within- and between-run precisions were 1.4-11.1 % and 2.2-14.1 %, respectively, while the accuracies were all 86.3 âˆ¼ 121.9 % with the correlation coefficients (r2) > 0.988 for all the sterols. In the patients (four girls and two boys, 6.5 ± 2.8 years), sitosterol levels were significantly increased, with an optimal cut-off value of 2.5 µg/mL distinguishing them from ninety-three age-matched healthy children. A cut-off value of 31.9 µg/mL differentiated the patients from six ABCG5/ABCG8 heterozygous carriers. In addition, the molecular ratios of sitosterol to cholesterol, desmosterol, and 7-dehydrocholesterol provided excellent cut-off values of 26.3, 67.6, and 21.6, respectively, to distinguish patients from both healthy controls and heterozygous carriers. CONCLUSIONS: The novel DBS-based GC-MS profiling of free sterols accurately identified patients with sitosterolemia, with a performance comparable to that of a serum assay. The DBS profiling could be more feasible method in clinical practice as well as population screening programs, and it can provide diagnostic cut-off values for individual plant sterols.


Asunto(s)
Pruebas con Sangre Seca , Cromatografía de Gases y Espectrometría de Masas , Hipercolesterolemia , Enfermedades Intestinales , Errores Innatos del Metabolismo Lipídico , Fitosteroles , Humanos , Errores Innatos del Metabolismo Lipídico/sangre , Errores Innatos del Metabolismo Lipídico/diagnóstico , Femenino , Masculino , Enfermedades Intestinales/sangre , Enfermedades Intestinales/diagnóstico , Niño , Fitosteroles/sangre , Fitosteroles/efectos adversos , Pruebas con Sangre Seca/métodos , Hipercolesterolemia/sangre , Hipercolesterolemia/diagnóstico , Preescolar , Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 5/sangre , Transportador de Casetes de Unión a ATP, Subfamilia G, Miembro 5/genética , Esteroles/sangre , Transportador de Casete de Unión a ATP, Subfamilia G, Miembro 8/sangre , Transportador de Casete de Unión a ATP, Subfamilia G, Miembro 8/genética , Lipoproteínas/sangre
9.
Lifestyle Genom ; 17(1): 82-92, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38952113

RESUMEN

INTRODUCTION: This study aims to investigate if a mixture of functional lipids (FLs), containing conjugated linoleic acid (CLA), tocopherols (TPs), and phytosterols (PSs), prevents some lipid alterations induced by high-fat (HF) diets, without adverse effects. METHODS: Male CF1 mice (n = 6/group) were fed (4 weeks) with control (C), HF, or HF + FL diets. RESULTS: FL prevented the overweight induced by the HF diet and reduced the adipose tissue (AT) weight, associated with lower energy efficiency. After the intervention period, the serum triacylglycerol (TAG) levels in both HF diets underwent a decrease associated with an enhanced LPL activity (mainly in muscle). The beneficial effect of the FL mixture on body weight gain and AT weight might be attributed to the decreased lipogenesis, denoted by the lower mRNA levels of SREBP1-c and ACC in AT, as well as by an exacerbated lipid catabolism, reflected by increased mRNA levels of PPARα, ATGL, HSL, and UCP2 in AT. Liver TAG levels were reduced in the HF + FL group due to an elevated lipid oxidation associated with a higher CPT-1 activity and mRNA levels of PPARα and CPT-1a. Moreover, genes linked to fatty acid biosynthesis (SREBP1-c and ACC) showed decreased mRNA levels in both HF diets, this finding being more pronounced in the HF + FL group. CONCLUSION: The administration of an FL mixture (CLA + TP + PS) prevented some lipid alterations induced by a HF diet, avoiding frequent deleterious effects of CLA in mice through the modulation of gene expression related to the regulation of lipid metabolism.


Asunto(s)
Dieta Alta en Grasa , Ácidos Linoleicos Conjugados , Metabolismo de los Lípidos , Hígado , PPAR alfa , Proteína 1 de Unión a los Elementos Reguladores de Esteroles , Triglicéridos , Animales , Dieta Alta en Grasa/efectos adversos , Ratones , Masculino , Triglicéridos/metabolismo , Hígado/metabolismo , Hígado/efectos de los fármacos , Metabolismo de los Lípidos/efectos de los fármacos , PPAR alfa/metabolismo , PPAR alfa/genética , Proteína 1 de Unión a los Elementos Reguladores de Esteroles/metabolismo , Proteína 1 de Unión a los Elementos Reguladores de Esteroles/genética , Ácidos Linoleicos Conjugados/farmacología , Lipogénesis/efectos de los fármacos , Carnitina O-Palmitoiltransferasa/metabolismo , Carnitina O-Palmitoiltransferasa/genética , Proteína Desacopladora 2/metabolismo , Proteína Desacopladora 2/genética , Fitosteroles/farmacología , Tejido Adiposo/metabolismo , Tejido Adiposo/efectos de los fármacos , Aumento de Peso/efectos de los fármacos , Lipoproteína Lipasa/metabolismo , Lipoproteína Lipasa/genética
10.
Acta Chim Slov ; 71(2): 305-313, 2024 May 25.
Artículo en Inglés | MEDLINE | ID: mdl-38919116

RESUMEN

This study aimed to develop a rapid method for separation of stigmasterol, campesterol and ß-sitosterol in Prunus spinosa L. (sloe) fruit extracts by High Performance Liquid Chromatography system. Samples were prepared by Soxhlet extraction method and separated on a high strength silica C18 column using acetonitrile-methanol mobile phase and Photodiode Array Detector. The optimized method resulted in a linear calibration curve ranging from 1.7 ng mL-1 to 130 ng mL-1 for all three phytosterols. Analyses of internal and external phytosterol standards showed good linearity (R2 of 0.998 to 0.999); LOD and LOQ were determined to be 2.33×10-7-2.18×10-4 and 7.07×10-7-6.60×10-4 mg mL-1, respectively. Repeatability and reproducibility precision analyses showed acceptable values of RSD %. ß-sitosterol was the predominant phytosterol (51.53-81.03 % of total) among all samples. Method validation parameters indicated that this analytical method can be applied for accurate and precise determination of campesterol, stigmasterol and ß-sitosterol, in selected extracts.


Asunto(s)
Fitosteroles , Extractos Vegetales , Prunus , Cromatografía Líquida de Alta Presión/métodos , Fitosteroles/análisis , Prunus/química , Extractos Vegetales/análisis , Extractos Vegetales/química , Reproducibilidad de los Resultados , Sitoesteroles/análisis , Estigmasterol/análisis , Colesterol/análogos & derivados
11.
Steroids ; 209: 109453, 2024 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-38901661

RESUMEN

Candida auris, a pathogenic fungus, has posed significant challenges to conventional medical treatments due to its increasing resistance to antifungal agents. Consequently, due to their promising pharmacological properties, there is a compelling interest in exploring novel bioactive compounds, such as phytosterols and triterpenes. This study aimed to conduct virtual screening utilizing computational methods, including ADMET, molecular docking, and molecular dynamics, to assess the activity and feasibility of phytosterols extracted from Cryptostegia grandiflora as potential therapeutic agents. Computational predictions suggest that compounds bearing structural similarities to Fsp3-rich molecules hold promise for inhibiting enzymes and G protein-coupled receptor (GPCR) modulators, with particular emphasis on ursolic acid, which, in its conjugated form, exhibits high oral bioavailability and metabolic stability, rendering it a compelling drug candidate. Molecular docking calculations identified ursolic acid and stigmasterol as promising ligands. While stigmasterol displayed superior affinity during molecular dynamics simulations, it exhibited instability, contrasting with ursolic acid's slightly lower affinity yet sustained stability throughout the dynamic assessments. This suggests that ursolic acid is a robust candidate for inhibiting the FKBP12 isomerase in C. auris. Moreover, further investigations could focus on experimentally validating the molecular docking predictions and evaluating the efficacy of ursolic acid as an FKBP12 isomerase inhibitor in models of C. auris infection.


Asunto(s)
Antifúngicos , Candida , Simulación del Acoplamiento Molecular , Fitosteroles , Triterpenos , Triterpenos/química , Triterpenos/farmacología , Triterpenos/aislamiento & purificación , Candida/efectos de los fármacos , Antifúngicos/farmacología , Antifúngicos/química , Antifúngicos/aislamiento & purificación , Ligandos , Fitosteroles/química , Fitosteroles/farmacología , Fitosteroles/aislamiento & purificación , Simulación de Dinámica Molecular , Pruebas de Sensibilidad Microbiana , Ácido Ursólico
12.
Food Funct ; 15(14): 7534-7552, 2024 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-38920290

RESUMEN

Traditional berries are small fruits and are widely distributed in the Canadian prairies. The current study investigates the lipophilic bioactive compounds such as fatty acids, phytosterols, and terpenes, and their bioactivities, such as lipid peroxidation, as well as the antihypertensive activities of fourteen underutilized Canadian wild berries. These berries include Saskatoon berries (Amelanchier alnifolia), gooseberries (Ribes hirtellum), wild grapes (Vitis riparia), blackcurrants (Ribes nigrum), redcurrants (Ribes rubrum), haskap berries (Lonicera caerulea), wild raspberries (Rubus idaeus), wild blueberries (Vaccinium angustifolium), chokeberries (Aronia melanocarpa), buckthorn (Rhamnus cathartica), highbush cranberries (Viburnum trilobum), chokecherries (Prunus virginiana), nannyberries (Viburnum lentago) and snowberries (Symphoricarpos albus). The fatty acids, phytosterols, and terpenes were identified using Gas Chromatography-Mass Spectrometry (GC-MS). Lipid peroxidation and the antihypertensive activity assessed by measuring the berries' angiotensin converting enzyme 1 (ACE1) inhibitory activity were determined using in vitro methods. Notably, wild grapes exhibited the highest (p < 0.05) total fat content (7659 ± 312 µg per g DW), followed by haskap berries (4650 ± 184 µg per g DW). Polyunsaturated fatty acids (PUFAs) were highest (p < 0.05) in wild grapes (74%). Predominant phytosterols and terpenes identified in Canadian wild berries included ß-sitosterol, isofucosterol, phytol, and α-amyrin. Saskatoon berries and gooseberries showed a distinct phytosterol and terpene profile compared to the other wild berries. Snowberries demonstrated the highest (p < 0.05) lipid peroxidation and the lowest (p < 0.05) angiotensin converting enzyme (ACE1) activity. This research provides valuable insights into the lipophilic bioactive compounds and their potential activities in vitro of the Canadian wild berries, offering a foundation for further exploration and potential applications in the context of nutraceuticals and functional foods.


Asunto(s)
Antihipertensivos , Frutas , Fitosteroles , Frutas/química , Antihipertensivos/farmacología , Antihipertensivos/química , Fitosteroles/farmacología , Fitosteroles/química , Canadá , Ácidos Grasos/química , Terpenos/farmacología , Extractos Vegetales/farmacología , Extractos Vegetales/química , Humanos , Peroxidación de Lípido/efectos de los fármacos , Cromatografía de Gases y Espectrometría de Masas
13.
J Med Chem ; 67(12): 10321-10335, 2024 Jun 27.
Artículo en Inglés | MEDLINE | ID: mdl-38836562

RESUMEN

Breast cancer remains a global health challenge, and innovative strategies are required to target estrogen receptor α (ERα), a key player in its development. This study investigates the potential of campesterol, a natural phytosterol, as an ERα inhibitor for breast cancer. Our approach integrates in silico, in vitro, and ex vivo experiments to assess the therapeutic potential of campesterol. In silico analyses highlight campesterol as a promising ERα ligand with favorable binding affinities and dynamic properties. Structural analysis reveals conformational changes in ERα upon campesterol binding. In vitro studies confirm the selective growth inhibition of campesterol against ERα-positive breast cancer cells. This study extends to ER+ breast cancer patient-derived organoids (PDOs), showing the effectiveness of campesterol in ERα-positive breast cancer PDOs. Importantly, it emphasizes the receptor-specific nature of campesterol, providing insights into its context-dependent action. In conclusion, campesterol displays potential as an ERα inhibitor, offering new avenues for ER+ breast cancer treatment.


Asunto(s)
Neoplasias de la Mama , Receptor alfa de Estrógeno , Receptor alfa de Estrógeno/antagonistas & inhibidores , Receptor alfa de Estrógeno/metabolismo , Humanos , Neoplasias de la Mama/tratamiento farmacológico , Neoplasias de la Mama/patología , Femenino , Descubrimiento de Drogas , Antineoplásicos/farmacología , Antineoplásicos/química , Antineoplásicos/síntesis química , Fitosteroles/farmacología , Fitosteroles/química , Proliferación Celular/efectos de los fármacos , Línea Celular Tumoral , Relación Estructura-Actividad , Simulación del Acoplamiento Molecular , Ensayos de Selección de Medicamentos Antitumorales , Colesterol/análogos & derivados
14.
PLoS One ; 19(6): e0304021, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38875282

RESUMEN

Milk thistle seed oil is still not a well-known edible oil. Silybum marianum (milk thistle), is present in several countries and is the only known representative of the genus Silybum. However, Silybum eburneum, which is an endemic plant in Spain, Kenya, Morocco, Algeria, and Tunisia, is considered a marginalized species. The present work is the first report that gives information on the lipid and phenolic profiles of Tunisian S. eburneum seed oil compared to those of Tunisian S. marianum seed oil. In addition, the antioxidant properties of these oils were determined with DPPH, FRAP, and KRL assays, and their ability to prevent oxidative stress was determined on human monocytic THP-1 cells. These oils are characterized by high amounts of unsaturated fatty acids; linoleic acid and oleic acid are the most abundant. Campesterol, sitosterol, stigmasterol, and ß-amyrin were the major phytosterols identified. α-tocopherol was the predominant tocopherol found. These oils also contain significant amounts of phenolic compounds. The diversity and richness of Silybum marianum and Silybum eburneum seed oils in unsaturated fatty acids, phenolic compounds, and tocopherols are associated with high antioxidant activities revealed by the DPPH, FRAP, and KRL assays. In addition, on THP-1 cells, these oils powerfully reduced the oxidative stress induced by 7-ketocholesterol and 7ß-hydroxycholesterol, two strongly pro-oxidant oxysterols often present at increased levels in patients with age-related diseases. Silybum marianum and Silybum eburneum seed oils are therefore important sources of bioactive molecules with nutritional interest that prevent age-related diseases, the frequency of which is increasing in all countries due to the length of life expectancy.


Asunto(s)
Antioxidantes , Fitosteroles , Aceites de Plantas , Semillas , Silybum marianum , Silybum marianum/química , Aceites de Plantas/química , Aceites de Plantas/farmacología , Aceites de Plantas/análisis , Semillas/química , Antioxidantes/análisis , Antioxidantes/farmacología , Antioxidantes/química , Humanos , Fitosteroles/análisis , Fitoquímicos/análisis , Fitoquímicos/química , Estrés Oxidativo/efectos de los fármacos , Células THP-1
15.
J Chromatogr Sci ; 62(7): 635-648, 2024 Aug 20.
Artículo en Inglés | MEDLINE | ID: mdl-38819084

RESUMEN

Danggui-Jianzhong decoction (DGJZ) is a famous classical traditional Chinese medicine formula, which ingredients are complex and the quality is difficult to control. Our study aimed to identify the overall chemical profile of DGJZ qualitatively by ultra-high performance liquid chromatography with quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF-MS) and UPLC. A total of 77 components, including terpenoids, flavonoids, phenolic acids, gingerols and other components, were firstly detected and characterized by UPLC-Q-TOF-MS and 18 peaks marked after analyzing the UPLC fingerprint. Finally, paeoniflorin, liquiritin, ferulic acid, cinnamic acid, glycyrrhizic acid and 6-gingerol were quantified, which was validated in terms of linearity, precision, accuracy, repeatability and recovery. Taken together, the chemical constitutes of DGJZ were systematically identified and a reliable quantitative method coupled with fingerprint analysis was successfully employed for evaluating the holistic quality, which will provide a robust foundation for the quality control of DGJZ.


Asunto(s)
Medicamentos Herbarios Chinos , Espectrometría de Masas , Medicamentos Herbarios Chinos/química , Medicamentos Herbarios Chinos/análisis , Medicamentos Herbarios Chinos/normas , Cromatografía Líquida de Alta Presión/métodos , Reproducibilidad de los Resultados , Modelos Lineales , Espectrometría de Masas/métodos , Flavonoides/análisis , Flavonoides/química , Glucósidos/análisis , Glucósidos/química , Límite de Detección , Catecoles/análisis , Catecoles/química , Hidroxibenzoatos/análisis , Alcoholes Grasos/análisis , Alcoholes Grasos/química , Monoterpenos/análisis , Monoterpenos/química , Ácidos Cumáricos/análisis , Ácidos Cumáricos/química , Terpenos/análisis , Terpenos/química , Flavanonas/análisis , Flavanonas/química , Cinamatos/análisis , Cinamatos/química , Fitosteroles/análisis
16.
Inflammopharmacology ; 32(4): 2177-2184, 2024 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-38814416

RESUMEN

Osteoarthritis (OA) is one of the leading causes of joint dysfunction and disability in the elderly, posing serious social problems and a huge socio-economic burden. Existing pharmacological treatments have significant drawbacks, and searching for an effective pharmacological intervention is an urgent priority. Recent studies have demonstrated the chondroprotective, anabolic, and anti-catabolic properties of avocado-soybean unsaponifiable (ASU), a natural plant extract made from avocado and soybean oils, consisting of the remainder of the saponified portion of the product that cannot be made into soap. The main components of ASU are phytosterols, beta-sitosterol, canola stanols, and soya stanols, which are rapidly incorporated into cells. Studies have confirmed the anti-inflammatory, antioxidant, and analgesic properties of phytosterols. ASU slows down the progression of OA primarily by inhibiting pathways involved in the development of OA disease. ASU prevents cartilage degradation by inhibiting the release and activity of matrix metalloproteinases and by increasing the tissue inhibition of these catabolic enzymes; ASU is also involved in the inhibition of the activation of nuclear factor κB (NF-κB) which is a transcriptional inhibitor that regulates the inflammatory response of chondrocytes. NF-κB is a transcription factor that regulates the inflammatory response of chondrocytes, and inhibition of the transfer of the transcription factor NF-κB from the cytoplasm to the nucleus regulates the transcription of many pro-inflammatory factors. By appealing to the mechanism of action and thus achieving anti-inflammatory, anti-catabolic, and pro-synthetic effects on cartilage tissues, AUS is clinically responsive to the reduction of acute pain and OA symptom progression. This paper aims to summarize the studies on the use of avocado-soybean unsaponifiable in the pharmacological treatment of osteoarticular.


Asunto(s)
Glycine max , Osteoartritis , Persea , Extractos Vegetales , Persea/química , Osteoartritis/tratamiento farmacológico , Humanos , Animales , Extractos Vegetales/farmacología , Antiinflamatorios/farmacología , Fitosteroles/farmacología , Fitosteroles/uso terapéutico , FN-kappa B/metabolismo , Condrocitos/efectos de los fármacos , Condrocitos/metabolismo
17.
Food Funct ; 15(12): 6502-6511, 2024 Jun 17.
Artículo en Inglés | MEDLINE | ID: mdl-38804902

RESUMEN

This study investigates the gut anti-inflammatory activity of a plant sterol (PS) food supplement (PS-FS), alongside PS-enriched milk-based fruit beverage and PS-enriched rye bread. A co-culture model based on a dual-chamber system with differentiated intestinal-like Caco-2 cells (apical) and RAW264.7 macrophages (basolateral) was used. The bioaccessible fractions (BF) of the samples were obtained after INFOGEST 2.0 simulated gastrointestinal digestion. The BF were added to the apical part (diluted 1/20 v/v with culture medium to avoid cytotoxicity) for 90 min, followed by stimulation with lipopolysaccharide (LPS) (1 µg mL-1, 24 h) on the basolateral side. The pharmacological interaction between samples and budesonide (1 µM, 90 min) was evaluated. Results indicate that PS-FS significantly attenuated LPS-induced secretion of IL-8 (28%) by Caco-2 cells, and TNF-α (9%) and IL-6 (54%) by RAW264.7 macrophages, whereas PS-enriched beverage and bread did not exhibit protective effects. Additionally, PS-FS demonstrated an improvement in oxidative status in Caco-2 cells, evidenced by reduced levels of reactive oxygen species (47%), iNOS protein expression (27%), and nitrite/nitrate secretion (27%). Mechanistically, PS-FS inhibited the NF-κB-COX-2-PGE2 signaling pathway in macrophages, resulting in decreased NF-κB p65 nuclear translocation (39%), COX-2 protein expression (32%), and PGE2 production (27%). Co-treatment with budesonide and PS-FS displayed an antagonistic effect (combination index 0.38-0.63). This study demonstrates the potent intestinal anti-inflammatory activity of a PS-FS, positioning it as a promising nutraceutical product for the management of inflammatory bowel diseases. However, the food matrix of the milk-based fruit beverage and rye bread appear to interfere with the anti-inflammatory activity of PS.


Asunto(s)
Antiinflamatorios , Técnicas de Cocultivo , Fitosteroles , Humanos , Células CACO-2 , Antiinflamatorios/farmacología , Animales , Ratones , Fitosteroles/farmacología , Células RAW 264.7 , Macrófagos/efectos de los fármacos , Macrófagos/metabolismo , Inflamación/tratamiento farmacológico , Inflamación/metabolismo , Suplementos Dietéticos , Interleucina-6/metabolismo , Interleucina-6/genética , Factor de Necrosis Tumoral alfa/metabolismo , FN-kappa B/metabolismo , Interleucina-8/metabolismo , Lipopolisacáridos
18.
Mikrochim Acta ; 191(6): 312, 2024 05 08.
Artículo en Inglés | MEDLINE | ID: mdl-38717599

RESUMEN

Phytosterols (PSs), a class of naturally occurring bioactive lipid compounds, have been found to possess a significant cholesterol-lowering effect. In developing countries, the consumption of rapeseed oil is the primary pathway of PS intake for the general population. However, developing low-cost, real-time, and high-throughput screening techniques for PSs remains a challenge. Here, a Cu-based nanocomposite CuOx@C was synthesized via a simple method of the calcination of HKUST-1 and systematically characterized by scanning electron microscopy, transmission electron microscopy, X-ray diffraction, and X-ray photoelectron spectroscopy. The CuOx@C demonstrated excellent peroxidase-like (POD-like) activity, functioning as a peroxidase mimic to facilitate the catalysis of 3,3',5,5'-tetramethylbenzidine (TMB) into its oxidized form (oxTMB), thereby initiating a discernible color response. On the basis of this discovery, a CuOx@C-based colorimetric method for detecting total sterols in rapeseed was successfully constructed via cascade reactions. After optimizing the conditions, the high-throughput screening of total sterols in rapeseed could be completed in only 21 min, which significantly facilitated the sensing of PSs. A linear range of 0.6-6 mg/g was achieved for the detection of total sterols in rapeseed samples, thereby satisfying the requirements for detection. In addition, due to the high stability of CuOx@C and the specificity of cholesterol oxidase, the developed method had excellent stability and selectivity toward PSs, indicating that this work has huge prospects for commercial application. This innovative work overcomes the limitation of the instrumental method and provides a portable and reliable tool for total sterols detection. It can also facilitate the development of oilseeds with a high content of PSs.


Asunto(s)
Bencidinas , Colorimetría , Cobre , Fitosteroles , Colorimetría/métodos , Fitosteroles/análisis , Fitosteroles/química , Cobre/química , Bencidinas/química , Estructuras Metalorgánicas/química , Límite de Detección , Catálisis , Nanocompuestos/química , Oxidación-Reducción
19.
Nutrients ; 16(10)2024 May 18.
Artículo en Inglés | MEDLINE | ID: mdl-38794764

RESUMEN

Long-term exposure to even slightly elevated plasma cholesterol levels significantly increases the risk of developing cardiovascular disease. The latest evidence recommends an improvement in plasma lipid levels, even in children who are not affected by severe hypercholesterolemia. The risk-benefit profile of pharmacological treatments in pediatric patients with moderate dyslipidemia is uncertain, and several cholesterol-lowering nutraceuticals have been recently tested. In this context, the available randomized clinical trials are small, short-term and mainly tested different types of fibers, plant sterols/stanols, standardized extracts of red yeast rice, polyunsaturated fatty acids, soy derivatives, and some probiotics. In children with dyslipidemia, nutraceuticals can improve lipid profile in the context of an adequate, well-balanced diet combined with regular physical activity. Of course, they should not be considered an alternative to conventional lipid-lowering drugs when necessary.


Asunto(s)
Suplementos Dietéticos , Humanos , Niño , Hipercolesterolemia/sangre , Hipercolesterolemia/dietoterapia , Hipercolesterolemia/tratamiento farmacológico , Colesterol/sangre , Anticolesterolemiantes/uso terapéutico , Dislipidemias/tratamiento farmacológico , Dislipidemias/sangre , Fitosteroles , Ensayos Clínicos Controlados Aleatorios como Asunto , Pediatría/métodos , Enfermedades Cardiovasculares/prevención & control
20.
Biomolecules ; 14(5)2024 Apr 30.
Artículo en Inglés | MEDLINE | ID: mdl-38785949

RESUMEN

Clickable chemical tools are essential for studying the localization and role of biomolecules in living cells. For this purpose, alkyne-based close analogs of the respective biomolecules are of outstanding interest. Here, in the field of phytosterols, we present the first alkyne derivative of sitosterol, which fulfills the crucial requirements for such a chemical tool as follows: very similar in size and lipophilicity to the plant phytosterols, and correct absolute configuration at C-24. The alkyne sitosterol FB-DJ-1 was synthesized, starting from stigmasterol, which comprised nine steps, utilizing a novel alkyne activation method, a Johnson-Claisen rearrangement for the stereoselective construction of a branched sterol side chain, and a Bestmann-Ohira reaction for the generation of the alkyne moiety.


Asunto(s)
Alquinos , Sitoesteroles , Sitoesteroles/química , Sitoesteroles/síntesis química , Alquinos/química , Células Vegetales/metabolismo , Células Vegetales/química , Fitosteroles/síntesis química , Fitosteroles/química , Química Clic/métodos
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