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1.
Drug Deliv ; 31(1): 2372285, 2024 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-38952133

RESUMEN

In this study, chitosan low molecular weight (LCH) and chitosan medium molecular weight (MCH) were employed to encapsulate a yarrow extract rich in chlorogenic acid and dicaffeoylquinic acids (DCQAs) that showed antiproliferative activity against colon adenocarcinoma cells. The design of CH micro/nanoparticles to increase the extract colon delivery was carried out by using two different techniques: ionic gelation and spray drying. Ionic gelation nanoparticles obtained were smaller and presented higher yields values than spray-drying microparticles, but spray-drying microparticles showed the best performance in terms of encapsulation efficiency (EE) (> 94%), also allowing the inclusion of a higher quantity of extract. Spray-drying microparticles designed using LCH with an LCH:extract ratio of 6:1 (1.25 mg/mL) showed a mean diameter of 1.31 ± 0.21 µm and EE values > 93%, for all phenolic compounds studied. The release profile of phenolic compounds included in this formulation, at gastrointestinal pHs (2 and 7.4), showed for most of them a small initial release, followed by an increase at 1 h, with a constant release up to 3 h. Chlorogenic acid presented the higher release values at 3 h (56.91% at pH 2; 44.45% at pH 7.4). DCQAs release at 3 h ranged between 9.01- 40.73%, being higher for 1,5- and 3,4-DCQAs. After gastrointestinal digestion, 67.65% of chlorogenic and most DCQAs remained encapsulated. Therefore, spray-drying microparticles can be proposed as a promising vehicle to increase the colon delivery of yarrow phenolics compounds (mainly chlorogenic acid and DCQAs) previously described as potential agents against colorectal cancer.


Asunto(s)
Achillea , Proliferación Celular , Quitosano , Ácido Clorogénico , Neoplasias Colorrectales , Nanopartículas , Tamaño de la Partícula , Extractos Vegetales , Quitosano/química , Humanos , Extractos Vegetales/farmacología , Extractos Vegetales/administración & dosificación , Extractos Vegetales/química , Achillea/química , Ácido Clorogénico/farmacología , Ácido Clorogénico/administración & dosificación , Ácido Clorogénico/química , Nanopartículas/química , Proliferación Celular/efectos de los fármacos , Neoplasias Colorrectales/tratamiento farmacológico , Línea Celular Tumoral , Ácido Quínico/análogos & derivados , Ácido Quínico/farmacología , Ácido Quínico/química , Ácido Quínico/administración & dosificación , Liberación de Fármacos , Sistemas de Liberación de Medicamentos/métodos , Antineoplásicos Fitogénicos/farmacología , Antineoplásicos Fitogénicos/administración & dosificación , Antineoplásicos Fitogénicos/química , Colon/efectos de los fármacos , Colon/metabolismo , Portadores de Fármacos/química , Peso Molecular
2.
Int J Mol Sci ; 25(11)2024 May 27.
Artículo en Inglés | MEDLINE | ID: mdl-38892026

RESUMEN

In this study, we examined the potential antidepressant-like effects of Chinese quince fruit extract (Chaenomeles sinensis fruit extract, CSFE) in an in vivo model induced by repeated injection of corticosterone (CORT)-induced depression. HPLC analysis determined that chlorogenic acid (CGA), neo-chlorogenic acid (neo-CGA), and rutin (RT) compounds were major constituents in CSFE. Male ICR mice (5 weeks old) were orally administered various doses (30, 100, and 300 mg/kg) of CSFE and selegiline (10 mg/kg), a monoamine oxidase B (MAO-B) inhibitor, as a positive control following daily intraperitoneal injections of CORT (40 mg/kg) for 21 days. In our results, mice treated with CSFE exhibited significant improvements in depressive-like behaviors induced by CORT. This was evidenced by reduced immobility times in the tail suspension test and forced swim test, as well as increased step-through latency times in the passive avoidance test. Indeed, mice treated with CSFE also exhibited a significant decrease in anxiety-like behaviors as measured by the elevated plus maze test. Moreover, molecular docking analysis indicated that CGA and neo-CGA from CSFE had stronger binding to the active site of MAO-B. Our results indicate that CSFE has potential antidepressant effects in a mouse model of repeated injections of CORT-induced depression.


Asunto(s)
Antidepresivos , Depresión , Frutas , Ratones Endogámicos ICR , Simulación del Acoplamiento Molecular , Extractos Vegetales , Rosaceae , Animales , Antidepresivos/farmacología , Antidepresivos/química , Masculino , Ratones , Frutas/química , Extractos Vegetales/farmacología , Extractos Vegetales/química , Depresión/tratamiento farmacológico , Rosaceae/química , Conducta Animal/efectos de los fármacos , Monoaminooxidasa/metabolismo , Modelos Animales de Enfermedad , Corticosterona , Inhibidores de la Monoaminooxidasa/farmacología , Inhibidores de la Monoaminooxidasa/química , Ácido Clorogénico/farmacología , Ácido Clorogénico/química , Pueblos del Este de Asia
3.
Int J Biol Macromol ; 273(Pt 1): 133029, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38852716

RESUMEN

This study determined the inhibitory mechanism as well as anti-biofilm activity of chlorogenic acid-grafted-chitosan (CS-g-CA) against Pseudomonas fluorescens (P. fluorescens) in terms of biofilm content, oxidative stress, quorum sensing and cyclic diguanosine monophosphate (c-di-GMP) concentration, and detected the changes in the expression levels of related genes by quantitative real-time PCR (qRT-PCR). Results indicated that treatment with sub-concentrations of CS-g-CA for P. fluorescens led to reduce the biofilm size of large colonies, decrease the content of biofilm and extracellular polymers, weaken the motility and adhesion of P. fluorescens. Moreover, CS-g-CA resulted in higher ROS levels, diminished catalase activity (CAT), and increased superoxide dismutase (SOD) in P. fluorescens. CS-g-CA reduced the production of quorum-sensing signaling molecules (AHLs) and the concentration of c-di-GMP in bacteria. Genes for flagellar synthesis (flgA), the resistance to stress (rpoS and hfq), and pde (phosphodiesterases that degrade c-di-GMP) were significantly down-regulated as determined by RT-PCR. Overall, CS-g-CA leads to the accumulation of ROS in bacteria via P. fluorescens environmental resistance genes and decreases the activity of enzymes in the bacterial antioxidant system, and interferes with the production and reception of quorum-sensing signaling molecules and the synthesis of c-di-GMP in P. fluorescens, which regulates the generation of biofilms.


Asunto(s)
Biopelículas , Quitosano , Ácido Clorogénico , GMP Cíclico , Estrés Oxidativo , Pseudomonas fluorescens , Percepción de Quorum , Pseudomonas fluorescens/efectos de los fármacos , Pseudomonas fluorescens/metabolismo , Quitosano/química , Quitosano/farmacología , Biopelículas/efectos de los fármacos , Percepción de Quorum/efectos de los fármacos , Estrés Oxidativo/efectos de los fármacos , GMP Cíclico/análogos & derivados , GMP Cíclico/metabolismo , Ácido Clorogénico/farmacología , Ácido Clorogénico/química , Regulación Bacteriana de la Expresión Génica/efectos de los fármacos , Especies Reactivas de Oxígeno/metabolismo
4.
J Agric Food Chem ; 72(21): 12270-12280, 2024 May 29.
Artículo en Inglés | MEDLINE | ID: mdl-38743450

RESUMEN

Allergenicity of soybean 7S protein (7S) troubles many people around the world. However, many processing methods for lowering allergenicity is invalid. Interaction of 7S with phenolic acids, such as chlorogenic acid (CHA), to structurally modify 7S may lower the allergenicity. Hence, the effects of covalent (C-I, periodate oxidation method) and noncovalent interactions (NC-I) of 7S with CHA in different concentrations (0.3, 0.5, and 1.0 mM) on lowering 7S allergenicity were investigated in this study. The results demonstrated that C-I led to higher binding efficiency (C-0.3:28.51 ± 2.13%) than NC-I (N-0.3:22.66 ± 1.75%). The C-I decreased the α-helix content (C-1:21.06%), while the NC-I increased the random coil content (N-1:24.39%). The covalent 7S-CHA complexes of different concentrations had lower IgE binding capacity (C-0.3:37.38 ± 0.61; C-0.5:34.89 ± 0.80; C-1:35.69 ± 0.61%) compared with that of natural 7S (100%), while the noncovalent 7S-CHA complexes showed concentration-dependent inhibition of IgE binding capacity (N-0.3:57.89 ± 1.23; N-0.5:46.91 ± 1.57; N-1:40.79 ± 0.22%). Both interactions produced binding to known linear epitopes. This study provides the theoretical basis for the CHA application in soybean products to lower soybean allergenicity.


Asunto(s)
Antígenos de Plantas , Ácido Clorogénico , Glycine max , Inmunoglobulina E , Proteínas de Soja , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Glycine max/química , Glycine max/inmunología , Inmunoglobulina E/inmunología , Proteínas de Soja/química , Proteínas de Soja/inmunología , Antígenos de Plantas/química , Antígenos de Plantas/inmunología , Humanos , Hipersensibilidad a los Alimentos/inmunología , Alérgenos/química , Alérgenos/inmunología , Unión Proteica , Proteínas de Almacenamiento de Semillas/química , Proteínas de Almacenamiento de Semillas/inmunología
5.
Food Res Int ; 186: 114374, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38729731

RESUMEN

As a crucial component of the fungal cell membranes, ergosterol has been demonstrated to possess surface activity attributed to its hydrophobic region and polar group. However, further investigation is required to explore its emulsification behavior upon migration to the oil-water interface. Therefore, this study was conducted to analyze the interface properties of ergosterol as a stabilizer for water in oil (W/O) emulsion. Moreover, the emulsion prepared under the optimal conditions was utilized to load the water-soluble bioactive substance with the chlorogenic acid as the model molecules. Our results showed that the contact angle of ergosterol was 117.017°, and its dynamic interfacial tension was obviously lower than that of a pure water-oil system. When the ratio of water to oil was 4: 6, and the content of ergosterol was 3.5 % (ergosterol/oil phase, w/w), the W/O emulsion had smaller particle size (438 nm), higher apparent viscosity, and better stability. Meanwhile, the stability of loaded chlorogenic acid was improved under unfavorable conditions (pH 1.2, 90 °C, ultraviolet irradiation, and oxidation), which were 73.87 %, 59.53 %, 62.53 %, and 69.73 %, respectively. Additionally, the bioaccessibility of chlorogenic acid (38.75 %) and ergosterol (33.69 %), and the scavenging rates of the emulsion on DPPH radicals (81.00 %) and hydroxyl radicals (82.30 %) were also enhanced. Therefore, a novel W/O Pickering emulsion was prepared in this work using ergosterol as an emulsifier solely, which has great potential for application in oil-based food and nutraceutical formulations.


Asunto(s)
Ácido Clorogénico , Emulsionantes , Emulsiones , Ergosterol , Tamaño de la Partícula , Agua , Ergosterol/química , Emulsiones/química , Emulsionantes/química , Agua/química , Ácido Clorogénico/química , Viscosidad , Antioxidantes/química , Aceites/química , Concentración de Iones de Hidrógeno
6.
Food Chem ; 452: 139551, 2024 Sep 15.
Artículo en Inglés | MEDLINE | ID: mdl-38723572

RESUMEN

This study explored the mechanism of interaction between chlorogenic acid (CA) and protein fibrils (PF) as well as the effects of varying the CA/PF concentration ratio on antibacterial activity. Analysis of various parameters, such as ζ-potential, thioflavin T fluorescence intensity, surface hydrophobicity, and free sulfhydryl groups, revealed that the interaction between PF and CA altered the structure of PF. Fluorescence analysis revealed that hydrogen bonding and hydrophobic interactions were the primary interaction forces causing conformational rearrangement, resulting in a shorter, more flexible, and thicker fibril structure, as observed through transmission electron microscopy. Fourier-transform infrared spectroscopy, small-angle X-ray scattering, and X-ray diffraction analyses revealed that the characteristic fibril structure was destroyed when the CA/PF ratio exceeded 0.05. Notably, the CA-PF complexes inhibited the growth of Escherichia coli and Staphylococcus aureus and also exhibited antioxidant activity. Overall, this study expands the application prospects of CA and PF in the food industry.


Asunto(s)
Antibacterianos , Ácido Clorogénico , Escherichia coli , Proteínas de Soja , Staphylococcus aureus , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Antibacterianos/farmacología , Antibacterianos/química , Staphylococcus aureus/efectos de los fármacos , Staphylococcus aureus/crecimiento & desarrollo , Escherichia coli/efectos de los fármacos , Escherichia coli/crecimiento & desarrollo , Proteínas de Soja/química , Proteínas de Soja/farmacología , Interacciones Hidrofóbicas e Hidrofílicas , Glycine max/química , Glycine max/crecimiento & desarrollo
7.
J Agric Food Chem ; 72(20): 11759-11772, 2024 May 22.
Artículo en Inglés | MEDLINE | ID: mdl-38738668

RESUMEN

This study aimed to investigate alterations in gut microbiota and metabolites mediated by wheat-resistant starch and its repair of gut barrier dysfunction induced by a high-fat diet (HFD). Structural data revealed that chlorogenic acid (CA)/linoleic acid (LA) functioned through noncovalent interactions to form a more ordered structure and fortify antidigestibility in wheat starch (WS)-CA/LA complexes; the resistant starch (RS) contents of WS-CA, WS-LA, and WS-CA-LA complexes were 23.40 ± 1.56%, 21.25 ± 1.87%, and 35.47 ± 2.16%, respectively. Dietary intervention with WS-CA/LA complexes effectively suppressed detrimental alterations in colon tissue morphology induced by HFD and repaired the gut barrier in ZO-1 and MUC-2 levels. WS-CA/LA complexes could augment gut barrier-promoting microbes including Parabacteroides, Bacteroides, and Muribaculum, accompanied by an increase in short-chain fatty acids (SCFAs) and elevated expression of SCFA receptors. Moreover, WS-CA/LA complexes modulated secondary bile acid metabolism by decreasing taurochenodeoxycholic, cholic, and deoxycholic acids, leading to the activation of bile acid receptors. Collectively, this study offered guiding significance in the manufacture of functional diets for a weak gut barrier.


Asunto(s)
Ácido Clorogénico , Dieta Alta en Grasa , Microbioma Gastrointestinal , Ácido Linoleico , Ratones Endogámicos C57BL , Almidón , Triticum , Ácido Clorogénico/metabolismo , Ácido Clorogénico/farmacología , Ácido Clorogénico/administración & dosificación , Ácido Clorogénico/química , Dieta Alta en Grasa/efectos adversos , Triticum/química , Triticum/metabolismo , Microbioma Gastrointestinal/efectos de los fármacos , Animales , Masculino , Ratones , Almidón/metabolismo , Almidón/química , Ácido Linoleico/metabolismo , Ácido Linoleico/química , Bacterias/clasificación , Bacterias/metabolismo , Bacterias/genética , Bacterias/efectos de los fármacos , Bacterias/aislamiento & purificación , Mucosa Intestinal/metabolismo , Mucosa Intestinal/efectos de los fármacos , Humanos , Ácidos Grasos Volátiles/metabolismo , Almidón Resistente/metabolismo
8.
ACS Appl Mater Interfaces ; 16(22): 28209-28221, 2024 Jun 05.
Artículo en Inglés | MEDLINE | ID: mdl-38778020

RESUMEN

Diabetic chronic wounds are notoriously difficult to heal as a result of their susceptibility to infection. To address this issue, we constructed an innovated and adaptable solution in the form of injectable chitosan (CS) hydrogel, denoted as CCOD, with enhanced antibacterial and anti-inflammatory properties. This hydrogel is created through a Schiff base reaction that combines chitosan-grafted chlorogenic acid (CS-CGA) and oxidized hyaluronic acid (OHA) with deferoxamine (DFO) as a model drug. The combination of CS and CGA has demonstrated excellent antibacterial and anti-inflammatory properties, while grafting played a pivotal role in making these positive effects stable. These unique features make it possible to customize injectable hydrogel and fit any wound shape, allowing for more effective and personalized treatment of complex bacterial infections. Furthermore, the hydrogel system is not only effective against inflammation and bacterial infections but also possesses antioxidant and angiogenic abilities, making it an ideal solution for the repair of chronic wounds that have been previously thought of as unmanageable.


Asunto(s)
Antibacterianos , Antiinflamatorios , Quitosano , Ácido Clorogénico , Deferoxamina , Ácido Hialurónico , Hidrogeles , Cicatrización de Heridas , Quitosano/química , Quitosano/farmacología , Ácido Hialurónico/química , Ácido Hialurónico/farmacología , Antibacterianos/química , Antibacterianos/farmacología , Deferoxamina/química , Deferoxamina/farmacología , Cicatrización de Heridas/efectos de los fármacos , Hidrogeles/química , Hidrogeles/farmacología , Animales , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Ácido Clorogénico/administración & dosificación , Antiinflamatorios/química , Antiinflamatorios/farmacología , Antiinflamatorios/administración & dosificación , Ratones , Humanos , Oxidación-Reducción , Inductores de la Angiogénesis/farmacología , Inductores de la Angiogénesis/química , Inductores de la Angiogénesis/administración & dosificación , Inductores de la Angiogénesis/uso terapéutico , Neovascularización Fisiológica/efectos de los fármacos , Staphylococcus aureus/efectos de los fármacos , Angiogénesis
9.
J Hazard Mater ; 473: 134680, 2024 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-38795486

RESUMEN

Due to the bacteria resistant to various first-line antibiotics, it is urgent to develop efficient antibiotic alternatives and formulate multidimensional strategies. Herein, supramolecular Chinese medicine nanoparticles are synthesized by self-assembly of berberine (BBR) and chlorogenic acid (CGA), which exhibit higher inhibitory effect against Staphylococcus aureus and multidrug-resistant Staphylococcus aureus (MRSA) than ampicillin, oxacillin, BBR, CGA, as well as mixture of BBR and CGA (minimum inhibitory concentration, MIC = 1.5 µM). The inhibition by BBR/CGA nanoparticles (2.5 µM) reaches 99.06 % for MRSA, which is significantly higher than ampicillin (29.03 %). The nanoparticles with 1/2 MIC can also synergistically restore the antimicrobial activity of ampicillin against MRSA. Moreover, in vivo therapeutic outcome in the murine skin wound infection model suggests that the nanoparticles are able to promote wound healing. This study provides new insights in the application of Chinese medicines self-assembly for MRSA inhibition, as well as solutions for potential persistent clinical infections and drug deficiencies.


Asunto(s)
Antibacterianos , Berberina , Ácido Clorogénico , Staphylococcus aureus Resistente a Meticilina , Pruebas de Sensibilidad Microbiana , Nanopartículas , Berberina/farmacología , Berberina/química , Ácido Clorogénico/farmacología , Ácido Clorogénico/química , Animales , Nanopartículas/química , Staphylococcus aureus Resistente a Meticilina/efectos de los fármacos , Antibacterianos/farmacología , Antibacterianos/química , Ratones , Infecciones Estafilocócicas/tratamiento farmacológico , Staphylococcus aureus/efectos de los fármacos , Cicatrización de Heridas/efectos de los fármacos
10.
Biomater Sci ; 12(13): 3335-3344, 2024 Jun 25.
Artículo en Inglés | MEDLINE | ID: mdl-38787761

RESUMEN

Rheumatoid arthritis (RA) is a systemic immune disorder marked by synovitis, bone damage, and cartilage erosion, leading to increased socio-economic burdens and reduced quality of life. Despite its unknown cause, advancements in understanding its pathophysiology have facilitated novel therapeutic approaches. Current treatments, including disease-modifying anti-rheumatic drugs (DMARDs) and biologics, often result in low efficacy and unnecessary side effects. To address the limitations of these drugs, carrier-based drug delivery systems, such as nanomicelles, have emerged as a promising solution. In this study, nanomicelles were synthesised utilizing PLGA (poly(lactic-co-glycolic acid)) as a backbone; this backbone is conjugated with chlorogenic acid (CGA), which is known for suppressing inflammation, and incorporates methotrexate (MTX), a model drug that is established for RA treatment. The nanomicelles were extensively characterized in terms of size, charge, drug loading, and drug-release behaviour. The in vivo assessment of MTX-PLGA-b-CGA nanomicelles in a collagen-induced arthritis model demonstrated a remarkable reduction in joint swelling, cartilage erosion, and disease severity. Furthermore, histological findings confirmed cartilage integrity and reduced expression of key pro-inflammatory markers, including receptor activator of nuclear factor kappa beta ligand (RANKL) and tumor necrosis factor (TNF-α). The approach based on the MTX-PLGA-b-CGA nanomicelles presents a biocompatible and potentially effective therapeutic strategy for management of the severity and progression of RA, providing a hopeful alternative for RA treatment.


Asunto(s)
Artritis Experimental , Ácido Clorogénico , Metotrexato , Micelas , Copolímero de Ácido Poliláctico-Ácido Poliglicólico , Animales , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Ácido Clorogénico/administración & dosificación , Metotrexato/química , Metotrexato/farmacología , Metotrexato/administración & dosificación , Artritis Experimental/tratamiento farmacológico , Artritis Experimental/patología , Copolímero de Ácido Poliláctico-Ácido Poliglicólico/química , Ratones , Portadores de Fármacos/química , Masculino , Liberación de Fármacos , Nanopartículas/química , Artritis Reumatoide/tratamiento farmacológico
11.
Food Chem ; 453: 139638, 2024 Sep 30.
Artículo en Inglés | MEDLINE | ID: mdl-38781898

RESUMEN

As primary polyphenol oxidant products, the occurrence of o-quinone is greatly responsible for quality deterioration in wine, including browning and aroma loss. The high reactivity of o-quinone causes huge difficulty in its determination. Herein, a derivative strategy combined with UHPLC-MS/MS analysis was established with chlorogenic acid quinone (CQAQ) and 4-methylcatechol quinone (4MCQ) as model compounds. Method validation demonstrated its efficiency for two analytes (R2 > 0.99, accuracy 98.71-106.39 %, RSD of precision 0.46-6.11 %, recovery 85.83-99.37 %). This approach was successfully applied to detect CQAQ and 4MCQ, suggesting its applicability in food analysis. CQAQ in coffee was much more than 4MCQ and with the deepening of baking degree, CQAQ decreased and 4MCQ increased. The amounts of CQAQ in various vegetables were markedly different, seemingly consistent with their respective browning degrees in practical production. This study developed an accurate and robust analytical approach for o-quinones, providing technical support for their further investigation in foods.


Asunto(s)
Quinonas , Espectrometría de Masas en Tándem , Cromatografía Líquida de Alta Presión , Quinonas/química , Quinonas/análisis , Verduras/química , Análisis de los Alimentos , Café/química , Ácido Clorogénico/análisis , Ácido Clorogénico/química , Catecoles/análisis , Catecoles/química
12.
Chem Biodivers ; 21(7): e202400564, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38708558

RESUMEN

Chlorogenic acid (Chl), isochlorogenic acid A (Isochl A), and isochlorogenic acid B (Isochl B) are naturally occurring phenolic compounds, which have been shown to exert a regulatory effect on lipid metabolism. However, the mechanism underlying this effect remains unclear. Herein, we investigated the inhibitory effects and underlying mechanisms of these three phenolic compounds on oleic acid (OA)-induced HepG2 cells and high-fat diet (HFD)-fed zebrafish. Lipid accumulation and triacylglycerol levels increased in OA-induced cells, which was attenuated by Chl, Isochl A, and Isochl B. Moreover, the levels of malondialdehyde (MDA) and reactive oxygen species (ROS) decreased, while superoxide dismutase (SOD) levels increased by Chl, Isochl A and Isochl B treatment. Western blot analysis demonstrated that Chl, Isochl A and Isochl B reduced the expression of lipogenesis-related protein, including fatty acid synthase (FAS), acetyl-CoA carboxylase (ACC) and peroxisome proliferator-activated receptor gamma (PPARγ). Moreover, peroxisome proliferator-activated receptor alpha gamma (PPARα) was increased by Chl, Isochl A, and Isochl B treatment. In addition, our results indicated that Chl, Isochl A and Isochl B decreased lipid profiles and lipid accumulation in HFD-fed zebrafish. Thus, these findings highlight the potential of Chl, Isochl A, and Isochl B as effective agents for treating or/and ameliorating non-alcoholic fatty liver disease (NAFLD).


Asunto(s)
Ácido Clorogénico , Dieta Alta en Grasa , Metabolismo de los Lípidos , Enfermedad del Hígado Graso no Alcohólico , Ácido Oléico , Pez Cebra , Animales , Enfermedad del Hígado Graso no Alcohólico/metabolismo , Enfermedad del Hígado Graso no Alcohólico/tratamiento farmacológico , Enfermedad del Hígado Graso no Alcohólico/inducido químicamente , Enfermedad del Hígado Graso no Alcohólico/patología , Humanos , Ácido Oléico/farmacología , Ácido Clorogénico/farmacología , Ácido Clorogénico/química , Células Hep G2 , Dieta Alta en Grasa/efectos adversos , Metabolismo de los Lípidos/efectos de los fármacos , Isomerismo , Estructura Molecular , Supervivencia Celular/efectos de los fármacos
13.
Food Chem ; 454: 139717, 2024 Oct 01.
Artículo en Inglés | MEDLINE | ID: mdl-38810441

RESUMEN

Even if the acids composition and their role in coffee still need to be clarified, acidity is one of the main sought-after features in coffee and it is becoming one of the main quality markers. Hence, the aim of this paper was to evaluate the main parameters influencing coffee acidity with a focus on carboxylic acids. To the best of our knowledge, this is the first study regarding filter coffee prepared from specialty and mainstream coffee, differently roasted and through eight diverse extraction methods. Coffee cup chemical composition in terms of organic and chlorogenic acids, caffein and physicochemical parameters were correlated with perceived sourness and mouthfeel to better understand the influence of extracted compounds on the final beverage acidity. Statistical tools revealed that a major impact of chlorogenic acids emerged in pH and titratable acidity, while the sensorial sourness appeared more correlated with organic acids concentration. Thus, these findings suggests that organic acids could be potential predictors of beverage perceived acidity.


Asunto(s)
Coffea , Café , Gusto , Café/química , Humanos , Coffea/química , Concentración de Iones de Hidrógeno , Femenino , Masculino , Ácido Clorogénico/análisis , Ácido Clorogénico/química , Adulto , Adulto Joven , Ácidos Carboxílicos/análisis , Ácidos Carboxílicos/química , Persona de Mediana Edad
14.
Int J Mol Sci ; 25(8)2024 Apr 09.
Artículo en Inglés | MEDLINE | ID: mdl-38673738

RESUMEN

The high content of bioactive compounds in Aronia melanocarpa fruit offers health benefits. In this study, the anti-atherosclerotic effect of Aronia extracts was assessed. The impact on the level of adhesion molecules and the inflammatory response of human umbilical vein endothelial cells (HUVECs) was shown in relation to the chemical composition and the stage of ripening of the fruits. Samples were collected between May (green, unripe) and October (red, overripe) on two farms in Poland, which differed in climate. The content of chlorogenic acids, anthocyanins, and carbohydrates in the extracts was determined using HPLC-DAD/RI. The surface expression of ICAM-1 and VCAM-1 in HUVECs was determined by flow cytometry. The mRNA levels of VCAM-1, ICAM-1, IL-6, and MCP-1 were assessed using the quantitative real-time PCR method. The farms' geographical location was associated with the quantity of active compounds in berries and their anti-atherosclerotic properties. Confirmed activity for green fruits was linked to their high chlorogenic acid content.


Asunto(s)
Aterosclerosis , Frutas , Células Endoteliales de la Vena Umbilical Humana , Photinia , Extractos Vegetales , Photinia/química , Humanos , Extractos Vegetales/farmacología , Extractos Vegetales/química , Frutas/química , Aterosclerosis/tratamiento farmacológico , Molécula 1 de Adhesión Celular Vascular/genética , Molécula 1 de Adhesión Celular Vascular/metabolismo , Molécula 1 de Adhesión Intercelular/metabolismo , Molécula 1 de Adhesión Intercelular/genética , Antocianinas/farmacología , Antocianinas/química , Quimiocina CCL2/genética , Quimiocina CCL2/metabolismo , Ácido Clorogénico/farmacología , Ácido Clorogénico/química , Interleucina-6/metabolismo , Interleucina-6/genética
15.
Food Funct ; 15(9): 4741-4762, 2024 May 07.
Artículo en Inglés | MEDLINE | ID: mdl-38629635

RESUMEN

In the contemporary era, heightened emphasis on health and safety has emerged as a paramount concern among individuals with food. The concepts of "natural" and "green" have progressively asserted dominance in the food consumption market. Consequently, through continuous exploration and development, an escalating array of natural bioactive ingredients is finding application in both nutrition delivery and the broader food industry. Chlorogenic acid (CGA), a polyphenolic compound widely distributed in various plants in nature, has garnered significant attention. Abundant research underscores CGA's robust biological activity, showcasing notable preventive and therapeutic efficacy across diverse diseases. This article commences with a comprehensive overview, summarizing the dietary sources and primary biological activities of CGA. These encompass antioxidant, anti-inflammatory, antibacterial, anti-cancer, and neuroprotective activities. Next, a comprehensive overview of the current research on nutrient delivery systems incorporating CGA is provided. This exploration encompasses nanoparticle, liposome, hydrogel, and emulsion delivery systems. Additionally, the article explores the latest applications of CGA in the food industry. Serving as a cutting-edge theoretical foundation, this paper contributes to the design and development of CGA in the realms of nutrition delivery and the food industry. Finally, the article presents informed speculations and considerations for the future development of CGA.


Asunto(s)
Ácido Clorogénico , Industria de Alimentos , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Humanos , Animales , Antioxidantes/farmacología , Antioxidantes/química , Antiinflamatorios/farmacología , Antiinflamatorios/administración & dosificación , Antiinflamatorios/química , Sistemas de Liberación de Medicamentos/métodos
16.
J Control Release ; 369: 420-443, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38575075

RESUMEN

Wound healing involves distinct phases, including hemostasis, inflammation, proliferation, and remodeling, which is a complex and dynamic process. Conventional preparations often fail to meet multiple demands and provide prompt information about wound status. Here, a pH/ROS dual-responsive hydrogel (OHA-PP@Z-CA@EGF) was constructed based on oxidized hyaluronic acid (OHA), phenylboronic acid-grafted ε-polylysine (PP), chlorogenic acid (CA)-loaded ZIF-8 (Z-CA), and epidermal growth factor (EGF), which possesses intrinsic antibacterial, antioxidant, and angiogenic capacities. Due to the Schiff base and Phenylboronate ester bonds, the hydrogel exhibited excellent mechanical properties, strong adhesion, good biodegradability, high biocompatibility, stable rheological properties, and self-healing ability. Moreover, introducing Z-CA as an initiator and nanofiller led to the additional cross-linking of hydrogel through coordination bonds, which further improved the mechanical properties and antioxidant capabilities. Bleeding models of liver and tail amputations demonstrated rapid hemostatic properties of the hydrogel. Besides, the hydrogel regulated macrophage phenotypes via the NF-κB/JAK-STAT pathways, relieved oxidative stress, promoted cell migration and angiogenesis, and accelerated diabetic wound healing. The hydrogel also enabled real-time monitoring of the wound healing stages by colorimetric detection. This multifunctional hydrogel opens new avenues for the treatment and management of full-thickness diabetic wounds.


Asunto(s)
Ácido Clorogénico , Hidrogeles , Macrófagos , Nanocompuestos , Cicatrización de Heridas , Cicatrización de Heridas/efectos de los fármacos , Animales , Ácido Clorogénico/administración & dosificación , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Hidrogeles/química , Nanocompuestos/química , Nanocompuestos/administración & dosificación , Células RAW 264.7 , Ratones , Macrófagos/efectos de los fármacos , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/administración & dosificación , Masculino , Fenotipo , Ratas Sprague-Dawley , Polilisina/química , Ácido Hialurónico/química
17.
J Mater Chem B ; 12(19): 4717-4723, 2024 May 15.
Artículo en Inglés | MEDLINE | ID: mdl-38655651

RESUMEN

Metal-organic frameworks (MOFs) possess a variety of interesting features related to their composition and structure that make them excellent candidates to be used in agriculture. However, few studies have reported their use as delivery agents of agrochemicals. In this work, the natural polyphenol chlorogenic acid (CGA) was entrapped via simple impregnation in the titanium aminoterephthalate MOF, MIL-125-NH2. A combination of experimental and computational techniques was used to understand and quantify the encapsulated CGA in MIL-125-NH2. Subsequently, CGA delivery studies were carried out in water at different pHs, showing a fast release of CGA during the first 2 h (17.3 ± 0.3% at pH = 6.5). In vivo studies were also performed against larvae of mealworm (Tenebrio molitor), evidencing the long-lasting insecticidal activity of CGA@MIL-125-NH2. This report demonstrates the potential of MOFs in the efficient release of agrochemicals, and paves the way to their study against in vivo models.


Asunto(s)
Ácido Clorogénico , Insecticidas , Estructuras Metalorgánicas , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Estructuras Metalorgánicas/química , Estructuras Metalorgánicas/farmacología , Insecticidas/química , Insecticidas/farmacología , Animales , Tenebrio/química , Tenebrio/efectos de los fármacos , Larva/efectos de los fármacos
18.
Nano Lett ; 24(17): 5154-5164, 2024 May 01.
Artículo en Inglés | MEDLINE | ID: mdl-38602357

RESUMEN

Developing novel strategies for defeating osteoporosis has become a world-wide challenge with the aging of the population. In this work, novel supramolecular nanoagonists (NAs), constructed from alkaloids and phenolic acids, emerge as a carrier-free nanotherapy for efficacious osteoporosis treatment. These precision nanoagonists are formed through the self-assembly of berberine (BER) and chlorogenic acid (CGA), utilizing noncovalent electrostatic, π-π, and hydrophobic interactions. This assembly results in a 100% drug loading capacity and stable nanostructure. Furthermore, the resulting weights and proportions of CGA and BER within the NAs are meticulously controlled with strong consistency when the CGA/BER assembly feed ratio is altered from 1:1 to 1:4. As anticipated, our NAs themselves could passively target osteoporotic bone tissues following prolonged blood circulation, modulate Wnt signaling, regulate osteogenic differentiation, and ameliorate bone loss in ovariectomy-induced osteoporotic mice. We hope this work will open a new strategy to design efficient herbal-derived Wnt NAs for dealing with intractable osteoporosis.


Asunto(s)
Berberina , Ácido Clorogénico , Osteoporosis , Osteoporosis/tratamiento farmacológico , Animales , Ratones , Berberina/farmacología , Berberina/uso terapéutico , Berberina/química , Berberina/administración & dosificación , Berberina/farmacocinética , Ácido Clorogénico/química , Ácido Clorogénico/farmacología , Ácido Clorogénico/uso terapéutico , Ácido Clorogénico/administración & dosificación , Femenino , Humanos , Osteogénesis/efectos de los fármacos , Huesos/efectos de los fármacos , Huesos/patología , Nanoestructuras/química , Nanoestructuras/uso terapéutico
19.
Fitoterapia ; 175: 105956, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38604261

RESUMEN

ATP citrate lyase (ACLY) is a key enzyme in glucolipid metabolism, and abnormally high expression of ACLY occurs in many diseases, including cancers, dyslipidemia and cardiovascular diseases. ACLY inhibitors are prospective treatments for these diseases. However, the scaffolds of ACLY inhibitors are insufficient with weak activity. The discovery of inhibitors with structural novelty and high activity continues to be a research hotpot. Acanthopanax senticosus (Rupr. & Maxim.) Harms is used for cardiovascular disease treatment, from which no ACLY inhibitors have ever been found. In this work, we discovered three novel ACLY inhibitors, and the most potent one was isochlorogenic acid C (ICC) with an IC50 value of 0.14 ± 0.04 µM. We found dicaffeoylquinic acids with ortho-dihydroxyphenyl groups were important features for inhibition by studying ten phenolic acids. We further investigated interactions between the highly active compound ICC and ACLY. Thermal shift assay revealed that ICC could directly bind to ACLY and improve its stability in the heating process. Enzymatic kinetic studies indicated ICC was a noncompetitive inhibitor of ACLY. Our work discovered novel ACLY inhibitors, provided valuable structure-activity patterns and deepened knowledge on the interactions between this targe tand its inhibitors.


Asunto(s)
ATP Citrato (pro-S)-Liasa , Eleutherococcus , Eleutherococcus/química , Estructura Molecular , ATP Citrato (pro-S)-Liasa/antagonistas & inhibidores , Inhibidores Enzimáticos/farmacología , Inhibidores Enzimáticos/aislamiento & purificación , Inhibidores Enzimáticos/química , Ácido Clorogénico/farmacología , Ácido Clorogénico/aislamiento & purificación , Ácido Clorogénico/química , Fitoquímicos/farmacología , Fitoquímicos/aislamiento & purificación , Fitoquímicos/química , Ácido Quínico/análogos & derivados , Ácido Quínico/farmacología , Ácido Quínico/aislamiento & purificación , Ácido Quínico/química , Hidroxibenzoatos/farmacología , Hidroxibenzoatos/aislamiento & purificación , Hidroxibenzoatos/química , Relación Estructura-Actividad
20.
Poult Sci ; 103(6): 103649, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38552567

RESUMEN

The development of large-scale and intensive breeding models has led to increasingly prominent oxidative stress issues in animal husbandry production. Chlorogenic acid (CGA) is an important extract with a variety of biological activities. It is an effective antioxidant drug and shows different antioxidant capacities due to its different chemical structures. Therefore, it is a new research target to determine the proportion of chlorogenic acid isomers with high antioxidant activity to resist the damage caused by oxidative stress. In this experiment, the antioxidant activities of the chlorogenic acid monomer and its compounds were compared by a series of in vitro antioxidant indexes. Based on the above experiments, it was found that LB and LC have superior antioxidant abilities (P < 0.05). Subsequently, 300 healthy 1-day-old Arbor Acres (AA) male broilers with no significant difference in body weight (about 44 g) were randomly selected and randomly divided into 5 groups with 6 replicates in each group and 10 chickens in each replicate. One group was the control group, 1 group was the model group, and the remaining 3 groups were the experimental groups. At 37 d of age, animals in the control group were injected with normal saline, and animals in the other 4 groups were injected with 1 mL/kg 5% hydrogen peroxide (H2O2) through the chest muscle before the supplementation. The control group (control) and the model group (PC) were fed a standard diet. The remaining 3 groups included the CGA group, LB group (CIB), and LC group (CIC). In these groups, 50 g/t chlorogenic acid, LB compound, or LC compound were added to the basal diet, respectively, and the other feeding conditions remained consistent. The addition of the LB complex to the diet could significantly improve the growth performance and antioxidant performance of broilers (P < 0.05), upregulate the expression of Nuclear factor erythroid 2-related factor 2 (Nrf2) pathway-related genes in liver and jejunum (P < 0.05), regulate the disordered intestinal flora, and alleviate the damage caused by oxidative stress. These results suggested for the first time that the LB complex exhibited superior effects in vitro and vivo.


Asunto(s)
Antioxidantes , Pollos , Ácido Clorogénico , Estrés Oxidativo , Animales , Ácido Clorogénico/farmacología , Ácido Clorogénico/administración & dosificación , Ácido Clorogénico/química , Estrés Oxidativo/efectos de los fármacos , Masculino , Antioxidantes/farmacología , Distribución Aleatoria , Alimentación Animal/análisis , Isomerismo , Suplementos Dietéticos/análisis
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