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1.
Food Res Int ; 187: 114413, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38763665

RESUMEN

In this study, the highly loaded myofibrillar protein (MP)-luteolin (Lut) complexes were noncovalently constructed by using green high-pressure homogenization technology (HPH) and high-pressure micro-fluidization technology (HPM), aiming to optimize the encapsulation efficiency of flavonoids in the protein-based vehicle without relying on the organic solvent (i.e. DMSO, ethanol, etc.). The loading efficiency of Lut into MPs could reach 100 % with a concentration of 120 µmol/g protein by using HPH (103 MPa, 2 passes) without ethanol adoption. The in vitro gastrointestinal digestion behavior and antioxidant activity of the complexes were then compared with those of ethanol-assisted groups. During gastrointestinal digestion, the MP digestibility of complexes, reaching more than 70.56 % after thermal treatment, was higher than that of sole protein. The release profile of Lut encapsulated in ethanol-containing and ethanol-free samples both well fitted with the Hixson-Crowell release kinetic model (R2 = 0.92 and 0.94, respectively), and the total phenol content decreased by ≥ 40.02 % and ≥ 62.62 %, respectively. The in vitro antioxidant activity (DPPH, ABTS, and Fe2+) of the digestive products was significantly improved by 23.89 %, 159.69 %, 351.12 % (ethanol groups) and 13.43 %, 125.48 %, 213.95 % (non-ethanol groups). The 3 mg/mL freeze-dried digesta significantly alleviated lipid accumulation and oxidative stress in HepG2 cells. The triglycerides and malondialdehyde contents decreased by at least 57.62 % and 67.74 % after digesta treatment. This study provides an easily approached and environment-friendly strategy to construct a highly loaded protein-flavonoid conjugate, which showed great potential in the formulation of healthier meat products.


Asunto(s)
Antioxidantes , Disponibilidad Biológica , Digestión , Humanos , Antioxidantes/química , Miofibrillas/química , Miofibrillas/metabolismo , Flavonoides/química , Flavonoides/farmacocinética , Tracto Gastrointestinal/metabolismo , Animales
2.
J Mass Spectrom ; 59(6): e5033, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38726726

RESUMEN

A total of 43 compounds, including phenolic acids, flavonoids, lignans, and diterpene, were identified and characterized using UPLC-ESI-Q-TOF-MS coupled with UNIFI software. The identified flavonoids were mostly isomers of luteolin, apigenin, and quercetin, which were elucidated and distinguished for the first time in pepper cultivars. The use of multivariate data analytics for sample discrimination revealed that luteolin derivatives played the most important role in differentiating pepper cultivars. The content of phenolic acids and flavonoids in immature green peppers was generally higher than that of mature red peppers. The pepper extracts possessed significant antioxidant activities, and the antioxidant activities correlated well with phenolic contents and their molecular structure. In conclusion, the findings expand our understanding of the phytochemical components of the Chinese pepper genotype at two maturity stages. Moreover, a UPLC-ESI-Q-TOF-MS in negative ionization mode rapid methods for characterization and isomers differentiation was described.


Asunto(s)
Antioxidantes , Capsicum , Fenoles , Espectrometría de Masa por Ionización de Electrospray , Espectrometría de Masa por Ionización de Electrospray/métodos , Antioxidantes/química , Antioxidantes/análisis , Antioxidantes/farmacología , Cromatografía Líquida de Alta Presión/métodos , Capsicum/química , Isomerismo , Fenoles/química , Fenoles/análisis , Flavonoides/química , Flavonoides/análisis , Extractos Vegetales/química , Pueblos del Este de Asia
3.
J Sep Sci ; 47(9-10): e2300925, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38726740

RESUMEN

Deep eutectic solvents (DESs), as a new type of eco-friendly solvent, have attracted increasing attention on the extraction and separation of flavonoid compounds from various samples, owing to their excellent properties such as biodegradability and ease of handling with very low toxicity. This article provides a status review of the applications of DESs in the extraction of flavonoids, including the introduction of flavonoid compounds, the properties and superiority of DESs, and extraction methods (ultrasonic-assisted extraction, heating reflux extraction, matrix solid-phase dispersion, and solid-phase extraction). Finally, prospects and challenges in the application of DESs on extraction and separation are extensively elucidated and critically reviewed.


Asunto(s)
Disolventes Eutécticos Profundos , Flavonoides , Extracción en Fase Sólida , Flavonoides/aislamiento & purificación , Flavonoides/química , Disolventes Eutécticos Profundos/química , Solventes/química
4.
Molecules ; 29(9)2024 Apr 25.
Artículo en Inglés | MEDLINE | ID: mdl-38731467

RESUMEN

Flavonoids are important secondary metabolites found in Juglans mandshurica Maxim., which is a precious reservoir of bioactive substances in China. To explore the antitumor actions of flavonoids (JMFs) from the waste branches of J. mandshurica, the following optimized purification parameters of JMFs by macroporous resins were first obtained. The loading concentration, flow rate, and loading volume of raw flavonoid extracts were 1.4 mg/mL, 2.4 BV/h, and 5 BV, respectively, and for desorption, 60% ethanol (4 BV) was selected to elute JMFs-loaded AB-8 resin at a flow rate of 2.4 BV/h. This adsorption behavior can be explained by the pseudo-second-order kinetic model and Langmuir isotherm model. Subsequently, JMFs were identified using Fourier transform infrared combined with high-performance liquid chromatography and tandem mass spectrometry, and a total of 156 flavonoids were identified. Furthermore, the inhibitory potential of JMFs on the proliferation, migration, and invasion of HepG2 cells was demonstrated. The results also show that exposure to JMFs induced apoptotic cell death, which might be associated with extrinsic and intrinsic pathways. Additionally, flow cytometry detection found that JMFs exposure triggered S phase arrest and the generation of reactive oxygen species in HepG2 cells. These findings suggest that the JMFs purified in this study represent great potential for the treatment of liver cancer.


Asunto(s)
Apoptosis , Proliferación Celular , Flavonoides , Juglans , Juglans/química , Humanos , Flavonoides/farmacología , Flavonoides/química , Flavonoides/aislamiento & purificación , Proliferación Celular/efectos de los fármacos , Células Hep G2 , Apoptosis/efectos de los fármacos , Antineoplásicos Fitogénicos/farmacología , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Extractos Vegetales/química , Extractos Vegetales/farmacología , Movimiento Celular/efectos de los fármacos , Cromatografía Líquida de Alta Presión , Antineoplásicos/farmacología , Antineoplásicos/química
5.
Molecules ; 29(9)2024 Apr 26.
Artículo en Inglés | MEDLINE | ID: mdl-38731491

RESUMEN

Catnip (Nepeta cataria L.) plants produce a wide array of specialized metabolites with multiple applications for human health. The productivity of such metabolites, including nepetalactones, and natural insect repellents is influenced by the conditions under which the plants are cultivated. In this study, we assessed how field-grown catnip plants, transplanted after being propagated via either single-node stem cuttings or seeds, varied regarding their phytochemical composition throughout a growing season in two distinct environmental conditions (Pittstown and Upper Deerfield) in the state of New Jersey, United States. Iridoid terpenes were quantified in plant tissues via ultra-high-performance liquid chromatography with triple quadrupole mass spectrometry (UHPLC-QqQ-MS), and phenolic compounds (phenolic acids and flavonoids) were analyzed via UHPLC with diode-array detection (UHPLC-DAD). The highest contents of total nepetalactones in Pittstown were found at 6 weeks after transplanting (WAT) for both seedlings and cuttings (1305.4 and 1223.3 mg/100 g, respectively), while in Upper Deerfield, the highest contents for both propagules were at 11 WAT (1247.7 and 997.1 mg/100 g, respectively) for seed-propagated and stem cuttings). The highest concentration of nepetalactones was associated with floral-bud to partial-flowering stages. Because plants in Pittstown accumulated considerably more biomass than plants grown in Upper Deerfield, the difference in nepetalactone production per plant was striking, with peak productivity reaching only 598.9 mg per plant in Upper Deerfield and 1833.1 mg per plant in Pittstown. Phenolic acids accumulated in higher contents towards the end of the season in both locations, after a period of low precipitation, and flavone glycosides had similar accumulation patterns to nepetalactones. In both locations, rooted stem cuttings reached their maximum nepetalactone productivity, on average, four weeks later than seed-propagated plants, suggesting that seedlings have, overall, better agronomic performance.


Asunto(s)
Nepeta , Estaciones del Año , Nepeta/química , Cromatografía Líquida de Alta Presión , Fitoquímicos/química , Fitoquímicos/análisis , Flavonoides/análisis , Flavonoides/química , Monoterpenos Ciclopentánicos , Semillas/química , Semillas/crecimiento & desarrollo , Extractos Vegetales/química , Iridoides/química , Pironas
6.
Molecules ; 29(9)2024 Apr 26.
Artículo en Inglés | MEDLINE | ID: mdl-38731493

RESUMEN

The aim of this study was to investigate the potential of Amaranthus cruentus flavonoids (quercetin, kaempferol, catechin, hesperetin, naringenin, hesperidin, and naringin), cinnamic acid derivatives (p-coumaric acid, ferulic acid, and caffeic acid), and benzoic acids (vanillic acid and 4-hydroxybenzoic acid) as antioxidants, antidiabetic, and antihypertensive agents. An analytical method for simultaneous quantification of flavonoids, cinnamic acid derivatives, and benzoic acids for metabolomic analysis of leaves and inflorescences from A. cruentus was developed with HPLC-UV-DAD. Evaluation of linearity, limit of detection, limit of quantitation, precision, and recovery was used to validate the analytical method developed. Maximum total flavonoids contents (5.2 mg/g of lyophilized material) and cinnamic acid derivatives contents (0.6 mg/g of lyophilized material) were found in leaves. Using UV-Vis spectrophotometry, the maximum total betacyanin contents (74.4 mg/g of lyophilized material) and betaxanthin contents (31 mg/g of lyophilized material) were found in inflorescences. The leaf extract showed the highest activity in removing DPPH radicals. In vitro antidiabetic activity of extracts was performed with pancreatic α-glucosidase and intestinal α-amylase, and compared to acarbose. Both extracts exhibited a reduction in enzyme activity from 57 to 74%. Furthermore, the in vivo tests on normoglycemic murine models showed improved glucose homeostasis after sucrose load, which was significantly different from the control. In vitro antihypertensive activity of extracts was performed with angiotensin-converting enzyme and contrasted to captopril; both extracts exhibited a reduction of enzyme activity from 53 to 58%. The leaf extract induced a 45% relaxation in an ex vivo aorta model. In the molecular docking analysis, isoamaranthin and isogomphrenin-I showed predictive binding affinity for α-glucosidases (human maltase-glucoamylase and human sucrase-isomaltase), while catechin displayed binding affinity for human angiotensin-converting enzyme. The data from this study highlights the potential of A. cruentus as a functional food.


Asunto(s)
Amaranthus , Antihipertensivos , Hipoglucemiantes , Metabolómica , Extractos Vegetales , Hojas de la Planta , Amaranthus/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Hojas de la Planta/química , Cromatografía Líquida de Alta Presión , Hipoglucemiantes/farmacología , Hipoglucemiantes/química , Antihipertensivos/farmacología , Antihipertensivos/química , Metabolómica/métodos , Animales , Antioxidantes/farmacología , Antioxidantes/química , Masculino , Ratas , Flavonoides/química , Flavonoides/farmacología , Flavonoides/análisis
7.
Molecules ; 29(9)2024 Apr 26.
Artículo en Inglés | MEDLINE | ID: mdl-38731498

RESUMEN

Natural products and their bioactive compounds have been used for centuries to prevent and treat numerous diseases. Kaempferol, a flavonoid found in vegetables, fruits, and spices, is recognized for its various beneficial properties, including its antioxidant and anti-inflammatory potential. This molecule has been identified as a potential means of managing different pathogenesis due to its capability to manage various biological activities. Moreover, this compound has a wide range of health-promoting benefits, such as cardioprotective, neuroprotective, hepatoprotective, and anti-diabetic, and has a role in maintaining eye, skin, and respiratory system health. Furthermore, it can also inhibit tumor growth and modulate various cell-signaling pathways. In vivo and in vitro studies have demonstrated that this compound has been shown to increase efficacy when combined with other natural products or drugs. In addition, kaempferol-based nano-formulations are more effective than kaempferol treatment alone. This review aims to provide detailed information about the sources of this compound, its bioavailability, and its role in various pathogenesis. Although there is promising evidence for its ability to manage diseases, it is crucial to conduct further investigations to know its toxicity, safety aspects, and mechanism of action in health management.


Asunto(s)
Antiinflamatorios , Inflamación , Quempferoles , Quempferoles/farmacología , Humanos , Antiinflamatorios/farmacología , Antiinflamatorios/química , Antiinflamatorios/uso terapéutico , Animales , Inflamación/tratamiento farmacológico , Inflamación/metabolismo , Antioxidantes/farmacología , Antioxidantes/uso terapéutico , Flavonoides/farmacología , Flavonoides/uso terapéutico , Flavonoides/química
8.
Molecules ; 29(9)2024 Apr 27.
Artículo en Inglés | MEDLINE | ID: mdl-38731503

RESUMEN

This current article was dedicated to the determination of the composition of phenolic compounds in extracts of four species of the genus Filipendula in order to establish a connection between the composition of polyphenols and biological effects. A chemical analysis revealed that the composition of the extracts studied depended both on the plant species and its part (leaf or flower) and on the extractant used. All four species of Filipendula were rich sources of phenolic compounds and contained hydrolyzable tannins, condensed tannins, phenolic acids and their derivatives, and flavonoids. The activities included data on those that are most important for creating functional foods with Filipendula plant components: the influence on blood coagulation measured by prothrombin and activated partial thromboplastin time, and on the activity of the digestive enzymes (pancreatic amylase and lipase). It was established that plant species, their parts, and extraction methods contribute meaningfully to biological activity. The most prominent result is as follows: the plant organ determines the selective inhibition of either amylase or lipase; thus, the anticoagulant activities of F. camtschatica and F. stepposa hold promise for health-promoting food formulations associated with general metabolic disorders.


Asunto(s)
Fenoles , Extractos Vegetales , Extractos Vegetales/química , Extractos Vegetales/farmacología , Fenoles/química , Fenoles/análisis , Fenoles/farmacología , Lipasa/antagonistas & inhibidores , Lipasa/metabolismo , Flavonoides/química , Flavonoides/farmacología , Flavonoides/análisis , Polifenoles/química , Polifenoles/farmacología , Polifenoles/análisis , Amilasas/antagonistas & inhibidores , Amilasas/metabolismo , Coagulación Sanguínea/efectos de los fármacos , Humanos , Anticoagulantes/farmacología , Anticoagulantes/química , Hojas de la Planta/química
9.
Molecules ; 29(9)2024 May 02.
Artículo en Inglés | MEDLINE | ID: mdl-38731592

RESUMEN

The study aimed to determine the phenolic content and antioxidant capacity of five protein supplements of plant origin. The content and profile of phenolics were determined using the UHPLC-DAD-MS method, while antioxidant capacity (ABTS and DPPH assays) and total phenolic content (TPC) were evaluated using spectrophotometric tests. In the analyzed proteins, twenty-five polyphenols were detected, including eleven phenolic acids, thirteen flavonoids, and one ellagitannin. Hemp protein revealed the highest individual phenolics content and TPC value (1620 µg/g and 1.79 mg GAE/g, respectively). Also, hemp protein showed the highest antioxidant activity determined via ABTS (9.37 µmol TE/g) and DPPH (9.01 µmol TE/g) assays. The contents of p-coumaric acid, m-coumaric acid, kaempferol, rutin, isorhamnetin-3-O-rutinoside, kaempferol-3-O-rutinoside, and TPC value were significantly correlated with antioxidant activity assays. Our findings indicate that plant-based protein supplements are a valuable source of phenols and can also be used in research related to precision medicine, nutrigenetics, and nutrigenomics. This will benefit future health promotion and personalized nutrition in the prevention of chronic diseases.


Asunto(s)
Antioxidantes , Suplementos Dietéticos , Fenoles , Antioxidantes/análisis , Antioxidantes/química , Antioxidantes/farmacología , Fenoles/análisis , Fenoles/química , Suplementos Dietéticos/análisis , Flavonoides/análisis , Flavonoides/química , Proteínas de Plantas/análisis , Cromatografía Líquida de Alta Presión , Polifenoles/análisis , Polifenoles/química , Extractos Vegetales/química , Extractos Vegetales/farmacología
10.
Molecules ; 29(9)2024 May 05.
Artículo en Inglés | MEDLINE | ID: mdl-38731636

RESUMEN

Plant in vitro cultures can be an effective tool in obtaining desired specialized metabolites. The purpose of this study was to evaluate the effect of light-emitting diodes (LEDs) on phenolic compounds in Rhaponticum carthamoides shoots cultured in vitro. R. carthamoides is an endemic and medicinal plant at risk of extinction due to the massive harvesting of its roots and rhizomes from the natural environment. The shoots were cultured on an agar-solidified and liquid-agitated Murashige and Skoog's medium supplemented with 0.1 mg/L of indole-3-acetic acid (IAA) and 0.5 mg/L of 6-benzyladenine (BA). The effect of the medium and different treatments of LED lights (blue (BL), red (RL), white (WL), and a combination of red and blue (R:BL; 7:3)) on R. carthamoides shoot growth and its biosynthetic potential was observed. Medium type and the duration of LED light exposure did not affect the proliferation rate of shoots, but they altered the shoot morphology and specialized metabolite accumulation. The liquid medium and BL light were the most beneficial for the caffeoylquinic acid derivatives (CQAs) production, shoot growth, and biomass increment. The liquid medium and BL light enhanced the content of the sum of all identified CQAs (6 mg/g DW) about three-fold compared to WL light and control, fluorescent lamps. HPLC-UV analysis confirmed that chlorogenic acid (5-CQA) was the primary compound in shoot extracts regardless of the type of culture and the light conditions (1.19-3.25 mg/g DW), with the highest level under R:BL light. BL and RL lights were equally effective. The abundant component was also 3,5-di-O-caffeoylquinic acid, accompanied by 4,5-di-O-caffeoylquinic acid, a tentatively identified dicaffeoylquinic acid derivative, and a tricaffeoylquinic acid derivative 2, the contents of which depended on the LED light conditions.


Asunto(s)
Flavonoides , Luz , Brotes de la Planta , Ácido Quínico , Brotes de la Planta/crecimiento & desarrollo , Brotes de la Planta/metabolismo , Brotes de la Planta/química , Ácido Quínico/análogos & derivados , Ácido Quínico/metabolismo , Ácido Quínico/química , Flavonoides/metabolismo , Flavonoides/química , Ácidos Indolacéticos/metabolismo
11.
Nat Prod Res ; 38(11): 1956-1960, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38739565

RESUMEN

Magonia pubescens is a natural species from the Brazilian cerrado biome. Its fruits and seeds are used in the treatment of seborrheic dermatitis, a common inflammatory skin disease. In this work, the known compounds lapachol, stigmasterol, maniladiol and scopoletin were isolated from hexane and dichloromethane extracts of M. pubescens branches. The aqueous extract of this material was fractioned through a liquid-liquid partition and the obtained fractions were analyzed by UHPLC-MS/MS. The results obtained were compared with data from three databases, leading to the putative identification of 51 compounds from different classes, including flavonoids, saponins and triterpenes. The cytotoxicity of aqueous fractions was assayed against breast cancer (MDA-MB-231) and leukemia (THP-1 and K562) cells. The best activity was observed for fraction AE3 against MDA-MB-231 cells (IC50 30.72 µg.mL-1).


Asunto(s)
Antineoplásicos Fitogénicos , Neoplasias de la Mama , Fitoquímicos , Extractos Vegetales , Humanos , Extractos Vegetales/farmacología , Extractos Vegetales/química , Neoplasias de la Mama/tratamiento farmacológico , Antineoplásicos Fitogénicos/farmacología , Antineoplásicos Fitogénicos/química , Línea Celular Tumoral , Femenino , Fitoquímicos/farmacología , Fitoquímicos/química , Triterpenos/farmacología , Triterpenos/química , Brasil , Leucemia/tratamiento farmacológico , Flavonoides/farmacología , Flavonoides/química , Células K562 , Cromatografía Líquida de Alta Presión , Espectrometría de Masas en Tándem , Saponinas/farmacología , Saponinas/química , Células THP-1 , Estructura Molecular
12.
Sci Rep ; 14(1): 10528, 2024 05 08.
Artículo en Inglés | MEDLINE | ID: mdl-38719861

RESUMEN

The current study aimed to assess the effect of the germination process of wild mustard seeds on the phenolic profile, antioxidant, antibacterial, and antidiabetic properties, and some relevant enzyme activities. The total phenolic and flavonoid contents increased 5- and 10-fold, respectively, and were maximized on 5-days sprouts. One new phenolic compound was identified on 5-days sprout extract using HPLC. The concentrations of the identified phenolic compounds increased 1.5-4.3 folds on 5-days sprouts compared with dry seeds. The total antioxidant activity multiplied 17- and 21-fold on 5-days sprouts using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) assays, respectively. The activity of carbohydrate-cleaving, phenolic-synthesizing and antioxidant enzymes also increased during germination. On 5-days sprouts, there was a substantial correlation between the highest ß-glucosidase and peroxidase activities with highest phenolic and flavonoid levels and maximum antioxidant activity. The phenolic extract of 5-days sprouts exhibited antimicrobial activities against Escherichia coli and Staphylococcus aureus and showed potent antidiabetic activity established by its inhibitory effect against α-amylase and α-glucosidase compared to dry seeds.


Asunto(s)
Antioxidantes , Germinación , Planta de la Mostaza , Fenoles , Extractos Vegetales , Semillas , Fenoles/análisis , Fenoles/farmacología , Fenoles/química , Antioxidantes/farmacología , Antioxidantes/química , Germinación/efectos de los fármacos , Semillas/química , Extractos Vegetales/farmacología , Extractos Vegetales/química , Planta de la Mostaza/química , Antibacterianos/farmacología , Antibacterianos/química , Flavonoides/análisis , Flavonoides/farmacología , Flavonoides/química , Hipoglucemiantes/farmacología , Hipoglucemiantes/química , Cromatografía Líquida de Alta Presión
13.
Sci Rep ; 14(1): 10561, 2024 05 08.
Artículo en Inglés | MEDLINE | ID: mdl-38719884

RESUMEN

This study focuses on understanding the structural and molecular changes in lipid membranes under the influence of six halogenated flavonoid derivatives differing in the number and position of substitution of chlorine and bromine atoms (D1-D6). Utilizing various analytical techniques, including fluorometric methods, dynamic light scattering (DLS), attenuated Fourier transform infrared spectroscopy (ATR- FTIR), and FT-Raman spectroscopy, the research aims to elucidate the mechanisms underlying the interaction of flavonoids with cell membranes. Additionally, the study includes in silico analyses to explore the physicochemical properties of these compounds and their potential pharmaceutical applications, along with toxicity studies to assess their effects on cancer, normal, and red blood cells. Our study showed the ability of halogenated derivatives to interact mostly with the outer part of the membrane, especially in the lipid heads region however, some of them were able to penetrate deeper into the membrane and affect the fluidity of hydrocarbon chains. The potential to reduce cancer cell viability, the lack of toxicity towards erythrocytes, and the favourable physicochemical and pharmacokinetic properties suggest these halogenated flavonoids potential candidates for exploring their potential for medical use.


Asunto(s)
Flavonoides , Lípidos de la Membrana , Flavonoides/química , Flavonoides/farmacología , Flavonoides/metabolismo , Humanos , Lípidos de la Membrana/metabolismo , Lípidos de la Membrana/química , Membrana Celular/metabolismo , Halogenación , Citotoxinas/química , Citotoxinas/farmacología , Citotoxinas/metabolismo , Eritrocitos/efectos de los fármacos , Eritrocitos/metabolismo , Supervivencia Celular/efectos de los fármacos , Espectrometría Raman , Espectroscopía Infrarroja por Transformada de Fourier , Antineoplásicos/farmacología , Antineoplásicos/química , Antineoplásicos/metabolismo , Línea Celular Tumoral
14.
Mikrochim Acta ; 191(6): 310, 2024 05 08.
Artículo en Inglés | MEDLINE | ID: mdl-38714566

RESUMEN

A ratiometric fluorescence sensor has been established based on dual-excitation carbon dots (D-CDs) for the detection of flavonoids (morin is chosen as the typical detecting model for flavonoids). D-CDs were prepared using microwave radiation with o-phenylenediamine and melamine and exhibit controllable dual-excitation behavior through the regulation of their concentration. Remarkably, the short-wavelength excitation of D-CDs can be quenched by morin owing to the inner filter effect, while the long-wavelength excitation remains insensitive, serving as the reference signal. This contributes to the successful design of an excitation-based ratiometric sensor. Based on the distinct and differentiated variation of excitation intensity, morin can be determined from 0.156 to 110 µM with a low detection limit of 0.156 µM. In addition, an intelligent and visually lateral flow sensing device is developed for the determination  of morin content in real samples with satisfying recoveries, which indicates the potential application for human health monitoring.


Asunto(s)
Carbono , Flavonoides , Límite de Detección , Nitrógeno , Impresión Tridimensional , Puntos Cuánticos , Espectrometría de Fluorescencia , Flavonoides/análisis , Flavonoides/química , Carbono/química , Puntos Cuánticos/química , Espectrometría de Fluorescencia/métodos , Nitrógeno/química , Colorantes Fluorescentes/química , Humanos , Flavonas
15.
Int J Mol Sci ; 25(9)2024 May 03.
Artículo en Inglés | MEDLINE | ID: mdl-38732228

RESUMEN

Herein, I will review our efforts to develop a comprehensive and robust model for the estimation of the first oxidation potential, Ep1, and antioxidant activity, AA, of flavonoids that would, besides enabling fast and cheap prediction of Ep1 and AA for a flavonoid of interest, help us explain the relationship between Ep1, AA and electronic structure. The model development went forward with enlarging the set of flavonoids and, that way, we had to learn how to deal with the structural peculiarities of some of the 35 flavonoids from the final calibration set, for which the Ep1 measurements were all made in our laboratory. The developed models were simple quadratic models based either on atomic spin densities or differences in the atomic charges of the species involved in any of the three main oxidation mechanisms. The best model takes into account all three mechanisms of oxidation, single electron transfer-proton transfer (SET-PT), sequential proton loss electron transfer (SPLET) and hydrogen atom transfer (HAT), yielding excellent statistics (R2 = 0.970, S.E. = 0.043).


Asunto(s)
Antioxidantes , Flavonoides , Oxidación-Reducción , Antioxidantes/química , Flavonoides/química , Flavonoides/metabolismo , Electrones , Transporte de Electrón , Modelos Teóricos
16.
Int J Mol Sci ; 25(9)2024 Apr 24.
Artículo en Inglés | MEDLINE | ID: mdl-38731845

RESUMEN

Moringa oleifera leaves are rich sources of bioactive compounds with potential health benefits, including antioxidants and anti-inflammatory agents. Pressurized liquid extraction (PLE) stands out as a promising technique for effectively extracting valuable compounds from natural sources. In this study, we aimed to optimize PLE parameters, such as temperature, extraction duration, and pressure, to maximize bioactive compound (polyphenols, flavonoids, and ascorbic acid) yield from M. oleifera leaves and evaluate their antioxidant and anti-inflammatory activities. According to the outcomes of this research, the maximum achieved total polyphenol content was 24.10 mg gallic acid equivalents (GAE)/g of dry weight (dw), and the total flavonoid content was increased up to 19.89 mg rutin equivalents (RtE)/g dw. Moreover, after HPLC-DAD analysis, neochlorogenic and chlorogenic acids, catechin and epicatechin, rutin, and narirutin were identified and quantified. As far as the optimum ascorbic acid content is concerned, it was found to be 4.77 mg/g dw. The antioxidant activity was evaluated by three different methods: ferric reducing antioxidant power (FRAP), the DPPH method, and the anti-hydrogen peroxide activity (AHPA) method, resulting in 124.29 µmol ascorbic acid equivalent (AAE)/g dw, 131.28 µmol AAE/g dw, and 229.38 µmol AAE/g dw values, respectively. Lastly, the albumin denaturation inhibition was found to be 37.54%. These findings underscore the potential of PLE as an efficient extraction method for preparing extracts from M. oleifera leaves with the maximum content of bioactive compounds.


Asunto(s)
Antioxidantes , Moringa oleifera , Extractos Vegetales , Hojas de la Planta , Moringa oleifera/química , Hojas de la Planta/química , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Extractos Vegetales/farmacología , Extractos Vegetales/química , Flavonoides/aislamiento & purificación , Flavonoides/análisis , Flavonoides/química , Flavonoides/farmacología , Polifenoles/aislamiento & purificación , Polifenoles/farmacología , Polifenoles/análisis , Polifenoles/química , Ácido Ascórbico/farmacología , Antiinflamatorios/farmacología , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Cromatografía Líquida de Alta Presión/métodos , Presión , Extracción Líquido-Líquido/métodos , Fitoquímicos/química , Fitoquímicos/farmacología , Fitoquímicos/aislamiento & purificación
17.
Carbohydr Polym ; 337: 122118, 2024 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-38710546

RESUMEN

Chrysin and rutin are natural polyphenols with multifaceted biological activities but their applications face challenges in bioavailability. Encapsulation using starch nanoparticles (SNPs) presents a promising approach to overcome the limitations. In this study, chrysin and rutin were encapsulated into self-assembled SNPs derived from quinoa (Q), maize (M), and waxy maize (WM) starches using enzyme-hydrolysis. Encapsulation efficiencies ranged from 74.3 % to 79.1 %, with QSNPs showing superior performance. Simulated in vitro digestion revealed sustained release and higher antioxidant activity in QSNPs compared to MSNPs and WMSNPs. Variations in encapsulation properties among SNPs from different sources were attributed to the differences in the structural properties of the starches. The encapsulated SNPs exhibited excellent stability, retaining over 90 % of chrysin and 85 % of rutin after 15 days of storage. These findings underscore the potential of SNP encapsulation to enhance the functionalities of chrysin and rutin, facilitating the development of fortified functional foods with enhanced bioavailability and health benefits.


Asunto(s)
Antioxidantes , Chenopodium quinoa , Flavonoides , Nanopartículas , Rutina , Almidón , Zea mays , Flavonoides/química , Rutina/química , Zea mays/química , Nanopartículas/química , Chenopodium quinoa/química , Almidón/química , Antioxidantes/química , Antioxidantes/farmacología , Disponibilidad Biológica , Hidrólisis
18.
J Agric Food Chem ; 72(19): 11002-11012, 2024 May 15.
Artículo en Inglés | MEDLINE | ID: mdl-38700031

RESUMEN

Due to the increasing demand for natural food ingredients, including taste-active compounds, enzyme-catalyzed conversions of natural substrates, such as flavonoids, are promising tools to align with the principles of Green Chemistry. In this study, a novel O-methyltransferase activity was identified in the mycelium of Lentinula edodes, which was successfully applied to generate the taste-active flavonoids hesperetin, hesperetin dihydrochalcone, homoeriodictyol, and homoeriodictyol dihydrochalcone. Furthermore, the mycelium-mediated OMT activity allowed for the conversion of various catecholic substrates, yielding their respective (iso-)vanilloids, while monohydroxylated compounds were not converted. By means of a bottom-up proteomics approach, three putative O-methyltransferases were identified, and subsequently, synthetic, codon-optimized genes were heterologously expressed in Escherichia coli. The purified enzymes confirmed the biocatalytic O-methylation activity against targeted flavonoids containing catechol motifs.


Asunto(s)
Biocatálisis , Catecol O-Metiltransferasa , Flavonoides , Proteínas Fúngicas , Hongos Shiitake , Hongos Shiitake/enzimología , Hongos Shiitake/genética , Hongos Shiitake/química , Hongos Shiitake/metabolismo , Catecol O-Metiltransferasa/genética , Catecol O-Metiltransferasa/metabolismo , Catecol O-Metiltransferasa/química , Proteínas Fúngicas/genética , Proteínas Fúngicas/metabolismo , Proteínas Fúngicas/química , Flavonoides/química , Flavonoides/metabolismo , Aromatizantes/metabolismo , Aromatizantes/química , Micelio/enzimología , Micelio/genética , Micelio/química , Micelio/metabolismo , Especificidad por Sustrato
19.
J Nanobiotechnology ; 22(1): 221, 2024 May 09.
Artículo en Inglés | MEDLINE | ID: mdl-38724958

RESUMEN

Intra-articular drugs used to treat osteoarthritis (OA) often suffer from poor pharmacokinetics and stability. Nano-platforms as drug delivery systems for drug delivery are promising for OA therapy. In this study, we reported an M1 macrophage-targeted delivery system Bai@FA-UIO-66-NH2 based on folic acid (FA) -modified metal-organic framework (MOF) loaded with baicalin (Bai) as antioxidant agent for OA therapy. With outstanding biocompatibility and high drug loading efficiency, Bai@FA-UIO-66-NH2 could be specifically uptaken by LPS-induced macrophages to serve as a potent ROS scavenger, gradually releasing Bai at the subcellular level to reduce ROS production, modulate macrophage polarization to M2, leading to alleviation of synovial inflammation in OA joints. The synergistic effect of Bai@FA-UIO-66-NH2 on macrophage polarization and ROS scavenging significantly improved the therapeutic efficacy of OA, which may provide a new insight into the design of OA precision therapy.


Asunto(s)
Flavonoides , Macrófagos , Estructuras Metalorgánicas , Osteoartritis , Especies Reactivas de Oxígeno , Estructuras Metalorgánicas/química , Osteoartritis/tratamiento farmacológico , Animales , Flavonoides/farmacología , Flavonoides/química , Macrófagos/efectos de los fármacos , Macrófagos/metabolismo , Ratones , Especies Reactivas de Oxígeno/metabolismo , Células RAW 264.7 , Antioxidantes/farmacología , Antioxidantes/química , Sistemas de Liberación de Medicamentos/métodos , Ácido Fólico/química , Masculino , Ratas , Lipopolisacáridos/farmacología , Ratas Sprague-Dawley
20.
J Pharm Biomed Anal ; 245: 116161, 2024 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-38714135

RESUMEN

In this study, Fe3O4@ZnCr-layered double hydroxide/zeolitic imidazolate frameworks-8 (MLDH/ZIF-8) magnetically functionalized composites were synthesized by co-precipitation and in situ growth based on the advantages of LDHs and ZIF-8 using Fe3O4 nanoparticles as a magnetic substrate to obtain adsorbents with excellent performance. Moreover, the composite was used for the efficient enrichment of flavonoids in Chinese herbal medicines. The internal structures and surface properties were characterized by SEM, Fourier transform infrared spectroscopy, X-ray diffraction and so on. MLDH/ZIF-8 exhibited a large specific surface area and good paramagnetic properties. The MLDH/ZIF-8 magnetic composite was used as a magnetic solid-phase extraction (MSPE) adsorbent, and a MLDH/ZIF-8 MSPE-pressurized capillary electrochromatography coupling method was developed for the separation and detection of flavonoids (luteolin, kaempferol and apigenin) in a sample of the Chinese herb Ohwia caudata (Thunberg) H. Ohashi. The relevant parameters affecting the extraction efficiency were optimized to determine the ideal conditions for MSPE. 5 mg of adsorbent in sample solution at pH 6, vortex extraction for 5 min, elution with 1.5 mL of ethyl acetate for 15 min. The method showed good linearity in the concentration range of 3-50 µg mL-1 with correlation coefficients of 0.9934-0.9981, and displayed a relatively LODs of 0.07-0.09 µg mL-1. The spiked recoveries of all analytes ranged from 84.5% to 122.0% with RSDs (n=3) between 4.5% and 7.7%. This method is straightforward and efficient, with promising potential in the separation and analysis of active ingredients in various Chinese herbal medicines.


Asunto(s)
Medicamentos Herbarios Chinos , Flavonoides , Hidróxidos , Extracción en Fase Sólida , Flavonoides/aislamiento & purificación , Flavonoides/análisis , Flavonoides/química , Extracción en Fase Sólida/métodos , Hidróxidos/química , Medicamentos Herbarios Chinos/química , Adsorción , Nanopartículas de Magnetita/química , Estructuras Metalorgánicas/química , Espectroscopía Infrarroja por Transformada de Fourier/métodos
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