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1.
Polymers (Basel) ; 16(17)2024 Aug 24.
Artículo en Inglés | MEDLINE | ID: mdl-39274038

RESUMEN

For polyacrylate latex pressure-sensitive adhesives (PSAs), high peel strength is of crucial significance. It is not only a key factor for ensuring the long-lasting and effective adhesive force of polyacrylate latex PSAs but also can significantly expand their application scope in many vital fields, such as packaging, electronics, and medical high-performance composite materials. High peel strength can guarantee that the products maintain stable and reliable adhesive performance under complex and variable environmental conditions. However, at present, the peel strength capacity of polyacrylate latex PSAs is conspicuously insufficient, making it difficult to fully meet the urgent market demand for high peel strength, and severely restricting their application in many cutting-edge fields. Therefore, based on previous experimental studies, and deeply inspired by the adhesion mechanism of natural marine mussels, in this study, a traditional polyacrylate latex PSA was ingeniously graft-modified with 3,4-dihydroxybenzaldehyde (DHBA) through the method of monomer-starved seeded semi-continuous emulsion polymerization, successfully synthesizing novel high-peel-strength polyacrylate latex pressure-sensitive adhesives (HPSAs) with outstanding strong adhesion properties, and the influence of DHBA content on the properties of the HPSAs was comprehensively studied. The research results indicated that the properties of the modified HPSAs were comprehensively enhanced. Regarding the water resistance of the adhesive film, the minimum water absorption rate was 4.33%. In terms of the heat resistance of the adhesive tape, it could withstand heat at 90 °C for 1 h without leaving residue upon tape peeling. Notably, the adhesive properties were significantly improved, and when the DHBA content reached 4.0%, the loop tack and 180° peel strength of HPSA4 significantly increased to 5.75 N and 825.4 gf/25 mm, respectively, which were 2.5 times and 2 times those of the unmodified PSA, respectively. Such superior adhesive performance of HPSAs, on the one hand, should be attributed to the introduction of the bonding functional monomer DHBA with a rich polyphenol structure; on the other hand, the acetal structure formed by the grafting reaction of DHBA with the PSA effectively enhanced the spatial network and crosslink density of the HPSAs. In summary, in this study, the natural biological adhesion phenomenon was ingeniously utilized to increase the peel strength of pressure-sensitive adhesives, providing a highly forward-looking and feasible direct strategy for the development of environmentally friendly polyacrylate latex pressure-sensitive adhesives.

2.
Biomed Pharmacother ; 168: 115657, 2023 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-37839106

RESUMEN

BACKGROUND: Diabetic retinopathy (DR) is a leading cause of blindness characterized by damage to the retinal neurovascular unit, which is caused by hyperglycemia-induced metabolic and inflammatory responses. 5-Bromo-3,4-dihydroxybenzaldehyde (BDB) is a compound derived from marine red algae and known for its anti-inflammatory effects. METHODS: This study aimed to investigate the potential protective effects of BDB on DR using primary human retinal vascular endothelial cells and retinal tissue explants. The analysis involved assessing vascular integrity, expression of tight junction protein, hyperglycemia-induced permeability, and retinal ganglion cell (RGC) apoptosis. The protective effect of BDB in maintaining the diabetic retinal neurovascular units was verified using type 1 diabetic mouse models. Additionally, the inhibitory effect of BDB on the levels of inflammatory cytokines TNF-α, IL-1ß, and IL-6 were examined. RESULTS: In vitro experiments revealed that BDB promoted vascular integrity, inhibited the transcription of pro-inflammatory factors, and alleviated hyperglycemia-induced permeability. BDB also protected RGC from hyperglycemia-induced apoptosis. In diabetic mice models, BDB treatment maintained the integrity of diabetic retinal neurovascular units and inhibited the secretion of TNF-α, IL-1ß, and IL-6. CONCLUSION: BDB demonstrated a protective effect on DR by inhibiting the secretion of inflammatory factors, suggesting its potential as a therapeutic agent for the treatment of DR. Further research is warranted to validate its safety and efficacy for clinical application.


Asunto(s)
Diabetes Mellitus Experimental , Retinopatía Diabética , Hiperglucemia , Ratones , Humanos , Animales , Retinopatía Diabética/tratamiento farmacológico , Retinopatía Diabética/metabolismo , Diabetes Mellitus Experimental/complicaciones , Diabetes Mellitus Experimental/tratamiento farmacológico , Diabetes Mellitus Experimental/metabolismo , Factor de Necrosis Tumoral alfa/metabolismo , Células Endoteliales/metabolismo , Interleucina-6/metabolismo , Retina , Hiperglucemia/metabolismo
3.
Zhongguo Zhong Yao Za Zhi ; 48(12): 3308-3316, 2023 Jun.
Artículo en Chino | MEDLINE | ID: mdl-37382015

RESUMEN

Based on the O-GlcNAc transferase(OGT)-PTEN-induced putative kinase 1(PINK1) pathway, the mechanism of 3,4-dihydroxybenzaldehyde(DBD) on mitochondrial quality control was investigated. Middle cerebral artery occlusion/reperfusion(MCAO/R) rats were established. SD rats were randomized into sham operation group(sham), model group(MCAO/R), DBD-L group(5 mg·kg~(-1)), and DBD-H group(10 mg·kg~(-1)). After 7 days of administration(ig), MCAO/R was induced in rats except the sham group with the suture method. Twenty-four h after reperfusion, the neurological function and the percentage of cerebral infarct area were measured. Based on hematoxylin and eosin(HE) staining and Nissl staining, the pathological damage of cerebral neurons was examined. Then the ultrastructure of mitochondria was observed under the electron microscope, and the co-localization of light chain-3(LC3), sequestosome-1(SQSTM1/P62), and Beclin1 was further detected by immunofluorescence staining. It has been reported that the quality of mitochondria can be ensured by inducing mitochondrial autophagy through the OGT-PINK1 pathway. Therefore, Western blot was employed to detect the expression of OGT, mitophagy-related proteins PINK1 and E3 ubiquitin ligase(Parkin), and mitochondrial kinetic proteins dynamin-like protein 1(Drp1) and optic atrophy 1(Opa1). The results showed that MCAO/R group had neurological dysfunction, large cerebral infarct area(P<0.01), damaged morphological structure of neurons, decreased number of Nissl bodies, mitochondrial swelling, disappearance of mitochondrial cristae, decrease of cells with LC3 and Beclin1, rise of cells with P62(P<0.01), inhibited expression of OGT, PINK1, and Parkin, up-regulated expression of Drp1, and down-regulated expression of Opa1 compared with the sham group(P<0.01). However, DBD improved the behavioral deficits and mitochondrial health of MCAO/R rats, as manifested by the improved morphology and structure of neurons and mitochondria and the increased Nissl bodies. Moreover, DBD increased cells with LC3 and Beclin1 and decreased cells with P62(P<0.01). In addition, DBD promoted the expression of OGT, PINK1, Parkin, and Opa1 and inhibited the expression of Drp1, enhancing mitophagy(P<0.05, P<0.01). In conclusion, DBD can trigger PINK1/Parkin-mediated brain mitophagy through the OGT-PINK1 pathway, which plays a positive role in maintaining the health of the mitochondrial network. This may be a mitochondrial therapeutic mechanism to promote nerve cell survival and improve cerebral ischemia/reperfusion injury.


Asunto(s)
Infarto Cerebral , Mitocondrias , Animales , Ratas , Ratas Sprague-Dawley , Beclina-1 , Proteínas Quinasas
4.
Artículo en Chino | WPRIM (Pacífico Occidental) | ID: wpr-981468

RESUMEN

Based on the O-GlcNAc transferase(OGT)-PTEN-induced putative kinase 1(PINK1) pathway, the mechanism of 3,4-dihydroxybenzaldehyde(DBD) on mitochondrial quality control was investigated. Middle cerebral artery occlusion/reperfusion(MCAO/R) rats were established. SD rats were randomized into sham operation group(sham), model group(MCAO/R), DBD-L group(5 mg·kg~(-1)), and DBD-H group(10 mg·kg~(-1)). After 7 days of administration(ig), MCAO/R was induced in rats except the sham group with the suture method. Twenty-four h after reperfusion, the neurological function and the percentage of cerebral infarct area were measured. Based on hematoxylin and eosin(HE) staining and Nissl staining, the pathological damage of cerebral neurons was examined. Then the ultrastructure of mitochondria was observed under the electron microscope, and the co-localization of light chain-3(LC3), sequestosome-1(SQSTM1/P62), and Beclin1 was further detected by immunofluorescence staining. It has been reported that the quality of mitochondria can be ensured by inducing mitochondrial autophagy through the OGT-PINK1 pathway. Therefore, Western blot was employed to detect the expression of OGT, mitophagy-related proteins PINK1 and E3 ubiquitin ligase(Parkin), and mitochondrial kinetic proteins dynamin-like protein 1(Drp1) and optic atrophy 1(Opa1). The results showed that MCAO/R group had neurological dysfunction, large cerebral infarct area(P<0.01), damaged morphological structure of neurons, decreased number of Nissl bodies, mitochondrial swelling, disappearance of mitochondrial cristae, decrease of cells with LC3 and Beclin1, rise of cells with P62(P<0.01), inhibited expression of OGT, PINK1, and Parkin, up-regulated expression of Drp1, and down-regulated expression of Opa1 compared with the sham group(P<0.01). However, DBD improved the behavioral deficits and mitochondrial health of MCAO/R rats, as manifested by the improved morphology and structure of neurons and mitochondria and the increased Nissl bodies. Moreover, DBD increased cells with LC3 and Beclin1 and decreased cells with P62(P<0.01). In addition, DBD promoted the expression of OGT, PINK1, Parkin, and Opa1 and inhibited the expression of Drp1, enhancing mitophagy(P<0.05, P<0.01). In conclusion, DBD can trigger PINK1/Parkin-mediated brain mitophagy through the OGT-PINK1 pathway, which plays a positive role in maintaining the health of the mitochondrial network. This may be a mitochondrial therapeutic mechanism to promote nerve cell survival and improve cerebral ischemia/reperfusion injury.


Asunto(s)
Animales , Ratas , Ratas Sprague-Dawley , Beclina-1 , Mitocondrias , Infarto Cerebral , Proteínas Quinasas
5.
China Pharmacy ; (12): 2886-2890, 2023.
Artículo en Chino | WPRIM (Pacífico Occidental) | ID: wpr-999222

RESUMEN

OBJECTIVE To study the improvement effect and mechanism of Gastrodia elata active ingredient 3,4- dihydroxybenzaldehyde (3,4-DD) on oxygen-glucose deprivation/reoxygenation(OGD/R) injury in rat primary brain microvascular endothelial cells (BMECs)-rat adrenal chromaffin cells PC12 co-culture system. METHODS The co-culture model of BMECs and PC12 cells was replicated in the Transwell chamber, and divided into control group, model group, butylphthalide group (positive control group, 0.1 mmol/L) and 3,4-DD group (0.1 μmol/L). OGD/R injury model of the co-culture system was induced in those groups except for the control group. After preventively intervention in BMECs with relevant medicine or culture medium for 24 h, cell transendothelial electronic resistance (TEER) value, lactate dehydrogenase (LDH) activity, brain-derived neurotrophic factor (BDNF) level and mRNA expressions of TrkB, Plc-γ, Map-2, GAP-43 in PC12 cells was detected. RESULTS Compared with the control group, TEER of the co-culture model, LDH activity and BDNF level of PC12 cells were decreased significantly in the model group (P<0.01), while mRNA expressions of TrkB, Plc-γ, Map-2 and GAP-43 in PC12 cells were increased significantly (P<0.01). Compared with the model group, TEER of the co-culture model, LDH activity, BDNF level, and the mRNA expressions of TrkB, Plc-γ, Map-2 and GAP-43 in PC12 cells were increased significantly in the 3,4-DD group and butylphthalide group (P<0.05 or P<0.01). CONCLUSIONS 3,4-DD can relieve the damage of neuronal OGD/R by acting on BMECs, the mechanism of which may be associated with activating the BDNF/TrkB signaling pathway.

6.
Plants (Basel) ; 11(13)2022 Jun 27.
Artículo en Inglés | MEDLINE | ID: mdl-35807644

RESUMEN

Orchidaceae is one of the largest families of flowering plants with more than 27,000 accepted species, and more than 31,000-35,000 species are estimated to exist in total. The orchid Spiranthes sinensis (Pers.) Ames, having ornamental and medicinal value, is widely distributed throughout Asia and Oceania. S. sinensis (Shou Tsao) is also known as Panlongshen among the common folk herbs. It has a fleshy root similar to ginseng, and the entire plant is widely used in traditional Chinese medicine. Owing to overexploitation and habitat destruction in recent years, the wild population has become scarce. The traits of this species show obvious differences in different countries. In the Taiwanese climate, it flowers during the Ching Ming Festival, also called the ching ming tsao. Previous investigations into S. sinensis have revealed the presence of flavonoids, homocyclotirucallane, dihydrophenanthrenes, ferulic acid, and 3,4-dihydroxybenzaldehyde. Phenolic constituents of structural and biological interest, including phenanthrenes and flavonoids, have been isolated and identified from S. sinensis. This natural product possesses extensive bioactivity, including anti-tumor, anti-inflammatory, and antioxidant effects. In this review, we outline the herbal medicine formulations and plant-derived natural products of S. sinensis.

7.
Molecules ; 27(7)2022 Mar 28.
Artículo en Inglés | MEDLINE | ID: mdl-35408575

RESUMEN

Various studies addressing the increasing problem of hair loss, using natural products with few side effects, have been conducted. 5-bromo-3,4-dihydroxybenzaldehyde (BDB) exhibited anti-inflammatory effects in mouse models of atopic dermatitis and inhibited UVB-induced oxidative stress in keratinocytes. Here, we investigated its stimulating effect and the underlying mechanism of action on hair growth using rat vibrissa follicles and dermal papilla cells (DPCs), required for the regulation of hair cycle and length. BDB increased the length of hair fibers in rat vibrissa follicles and the proliferation of DPCs, along with causing changes in the levels of cell cycle-related proteins. We investigated whether BDB could trigger anagen-activating signaling pathways, such as the Wnt/ß-catenin pathway and autophagy in DPCs. BDB induces activation of the Wnt/ß-catenin pathway through the phosphorylation of GSG3ß and ß-catenin. BDB increased the levels of autophagic vacuoles and autophagy regulatory proteins Atg7, Atg5, Atg16L, and LC3B. We also investigated whether BDB inhibits the TGF-ß pathway, which promotes transition to the catagen phase. BDB inhibited the phosphorylation of Smad2 induced by TGF-ß1. Thus, BDB can promote hair growth by modulating anagen signaling by activating Wnt/ß-catenin and autophagy pathways and inhibiting the TGF-ß pathway in DPCs.


Asunto(s)
Benzaldehídos , Cabello , Factor de Crecimiento Transformador beta , Vía de Señalización Wnt , Animales , Autofagia , Benzaldehídos/farmacología , Proteínas de Ciclo Celular/metabolismo , Proliferación Celular , Células Cultivadas , Cabello/crecimiento & desarrollo , Folículo Piloso/metabolismo , Ratas , Factor de Crecimiento Transformador beta/metabolismo , beta Catenina/metabolismo
8.
Polymers (Basel) ; 14(5)2022 Feb 25.
Artículo en Inglés | MEDLINE | ID: mdl-35267739

RESUMEN

Liquid adhesive suffers from the emission of volatile organic compounds (VOCs) that have detrimental effects on human beings. Herein, an environmentally friendly glue containing a novel supramolecule dissolved in non-toxic ethanol is developed. Poly (ether amine) (PEA) and 3,4-dihydroxybenzaldehyde (dhba) is utilized to synthesize catechol-terminated PEA, and subsequent complexation by Fe3+ results in the supramolecular component (PEA-dhba-Fe3+). The Fourier transform infrared (FTIR) spectrum together with the UV-vis spectrum reveal the existence of quinone converted from catechol. Raman spectra prove the existence of a successful complex of catechol-terminated PEA with Fe3+. The tri-complex is found to be the predominant mode and can successfully form into clusters, serving as a physical cross-linking network. The PEA-dhba-Fe3+ exhibits strong adherence to metal substrates compared to polymeric substrates, with its shear strength reaching as high as 1.36 ± 0.14 MPa when the pH of the glue is adjusted to 8. The obvious improvement of adhesion originates from the formation of interfacial coordination bonds between quinone/catechol and metal atoms, as well as their cations, as revealed by X-ray photoelectron spectroscopy (XPS) and theoretical calculations. With consideration of its merits, including strong adhesion and the minor emission of VOCs compared to commercial epoxy and acrylic adhesives, this environmentally friendly supramolecular glue has a range of cutting-edge applications as an adhesive for metal substrates.

9.
Mar Drugs ; 20(2)2022 Feb 10.
Artículo en Inglés | MEDLINE | ID: mdl-35200662

RESUMEN

In this study, we investigated the anti-allergic effects of 3,4-dihydroxybenzaldehyde (DHB) isolated from the marine red alga, Polysiphonia morrowii, in mouse bone-marrow-derived cultured mast cells (BMCMCs) and passive cutaneous anaphylaxis (PCA) in anti-dinitrophenyl (DNP) immunoglobulin E (IgE)-sensitized mice. DHB inhibited IgE/bovine serum albumin (BSA)-induced BMCMCs degranulation by reducing the release of ß-hexosaminidase without inducing cytotoxicity. Further, DHB dose-dependently decreased the IgE binding and high-affinity IgE receptor (FcεRI) expression and FcεRI-IgE binding on the surface of BMCMCs. Moreover, DHB suppressed the secretion and/or the expression of the allergic cytokines, interleukin (IL)-4, IL-5, IL-6, IL-13, and tumor necrosis factor (TNF)-α, and the chemokine, thymus activation-regulated chemokine (TARC), by regulating the phosphorylation of IκBα and the translocation of cytoplasmic NF-κB into the nucleus. Furthermore, DHB attenuated the passive cutaneous anaphylactic (PCA) reaction reducing the exuded Evans blue amount in the mouse ear stimulated by IgE/BSA. These results suggest that DHB is a potential therapeutic candidate for the prevention and treatment of type I allergic disorders.


Asunto(s)
Antialérgicos/farmacología , Benzaldehídos/farmacología , Catecoles/farmacología , Mastocitos/efectos de los fármacos , Rhodophyta/metabolismo , Animales , Antialérgicos/administración & dosificación , Antialérgicos/aislamiento & purificación , Benzaldehídos/administración & dosificación , Benzaldehídos/aislamiento & purificación , Catecoles/administración & dosificación , Catecoles/aislamiento & purificación , Células Cultivadas , Citocinas/inmunología , Modelos Animales de Enfermedad , Relación Dosis-Respuesta a Droga , Inmunoglobulina E/inmunología , Masculino , Mastocitos/inmunología , Ratones , Ratones Endogámicos BALB C , Ratones Endogámicos C57BL , Anafilaxis Cutánea Pasiva/efectos de los fármacos , Anafilaxis Cutánea Pasiva/inmunología , Albúmina Sérica Bovina/inmunología
10.
Drug Chem Toxicol ; 45(3): 1225-1242, 2022 May.
Artículo en Inglés | MEDLINE | ID: mdl-32854525

RESUMEN

Pentachlorophenol (PCP) is a chlorophenolic compound that is widely used as pesticide, biocide and as a wood preservative to treat utility poles and wharf pilings. PCP is rapidly absorbed through the gastrointestinal tract and enters the blood where it generates active oxygen species in target cells. We have, therefore, examined the protective effect of plant antioxidant 3,4-dihydroxybenzaldehyde (DHB) against PCP-induced cyto-and geno-toxicity in human red blood cells (RBC) and lymphocytes, respectively. Human RBC were incubated at 37°C with 0.75 mM PCP, either alone or in presence of different concentrations of DHB (0.05-2.0 mM). Several biochemical parameters were determined in whole cells and hemolysates. Incubation of RBC with PCP alone increased the formation of reactive oxygen and nitrogen species (ROS and RNS) that resulted in oxidation of proteins, lipids, cellular thiols and plasma membrane damage. The antioxidant defense system was impaired and glucose metabolism was inhibited. However, prior treatment of RBC with DHB lowered ROS and RNS generation and attenuated PCP-induced oxidative damage of cell components. DHB alone enhanced electron transport by the plasma membrane redox system and also prevented its inhibition by PCP. DHB significantly prevented PCP-induced transformation of RBC morphology from normal biconcave shape to spherocytes, spiculated acanthocytes and echinocytes. DHB protected human lymphocytes from PCP-induced DNA damage and strand breaks, lysosomal membrane damage and collapse of the mitochondrial membrane potential. These results show that DHB mitigates PCP-induced cytotoxicity and can potentially function as a chemoprotective agent against the harmful effects of PCP and possibly other chlorophenols.


Asunto(s)
Pentaclorofenol , Antioxidantes/metabolismo , Antioxidantes/farmacología , Benzaldehídos , Catecoles , Daño del ADN , Eritrocitos , Humanos , Potencial de la Membrana Mitocondrial , Pentaclorofenol/metabolismo , Pentaclorofenol/toxicidad , Especies de Nitrógeno Reactivo/metabolismo , Especies Reactivas de Oxígeno/metabolismo
11.
J Trace Elem Med Biol ; 69: 126888, 2022 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-34773916

RESUMEN

BACKGROUND: Fluoride is an essential micronutrient that is needed for mineralization of bones and formation of dental enamel. It is a widely dispersed environmental pollutant and chronic exposure to it is toxic, resulting in malignancies and hematological damage in humans. Blood is a major and early target of environmental pollutants and toxicants like fluoride. Fluoride generates reactive oxygen species and free radicals which induce oxidative stress in target cells and mediate its toxic effects. The aim of this study was to determine the mitigating effect of plant antioxidant 3,4-dihydroxybenzaldehyde (DHB) on sodium fluoride (NaF) induced oxidative damage and cytotoxicity in isolated human red blood cells (RBC) METHOD: Isolated human RBC were treated with 0.5 mM NaF, in absence or presence of different concentrations of DHB (0.1-2.5 mM). Several biochemical parameters were analyzed in cell lysates and whole cells. RESULTS: Treatment of RBC with NaF increased the formation of reactive oxygen and nitrogen species. It oxidized thiols, proteins and lipids and generated their peroxidative products. Methemoglobin level, heme degradation and lipid peroxidation were increased but cellular antioxidant status declined significantly in NaF alone treated RBC, compared to the control. NaF inhibited antioxidant, membrane bound and glycolytic enzymes in RBC. However, prior incubation of RBC with DHB significantly attenuated the NaF-induced alterations in all these parameters in a DHB concentration-dependent manner. CONCLUSION: These results show that DHB mitigates NaF-induced oxidative damage in human RBC, probably because of its antioxidant character.


Asunto(s)
Antioxidantes , Benzaldehídos , Catecoles , Fluoruros , Antioxidantes/metabolismo , Antioxidantes/farmacología , Eritrocitos/metabolismo , Fluoruros/toxicidad , Humanos , Estrés Oxidativo , Fluoruro de Sodio/toxicidad
12.
Food Chem ; 340: 127983, 2021 Mar 15.
Artículo en Inglés | MEDLINE | ID: mdl-32919354

RESUMEN

This study aims at determining the potentials of cinnamon (Cinnamomun burmannii) extracts to improve the health-promoting properties of white chocolate. LC-HRMS analysis was employed to obtain information regarding the phytochemical content while the phosphomolybdenum, FRAP and DPPH assays were used to determine antioxidant activity of cinnamon extract. Furthermore, the cinnamon extract was loaded into nanoparticles before adding it to white chocolate. The results show that cinnamon extracts contained phenols up to 310 mg EE and possessed antioxidant activity up to 260 mg TAE per gram of dry extract depending on the extraction mode (i.e., traditional and ultrasonic-assisted method) and the solvent type. The cinnamon extract contained catechin, epicatechin, procyanidin B2, quercitrin, 3,4-dihydroxybenzaldehyde, protocatechuic acid and cinnamic acid at levels of 51, 53, 1396, 13, 1138, 228 and 934 µg/g of dry extract, respectively. The encapsulated cinnamon extract increased the phenolic content of white chocolate from 47.6 to 1060.6 µg EE/g.


Asunto(s)
Antioxidantes/química , Chocolate , Cinnamomum zeylanicum/química , Fitoquímicos/análisis , Extractos Vegetales/química , Biflavonoides/análisis , Catequina/análisis , Chocolate/análisis , Microscopía por Crioelectrón , Industria de Procesamiento de Alimentos , Hidroxibenzoatos/análisis , Fenoles/análisis , Extractos Vegetales/análisis , Proantocianidinas/análisis , Quercetina/análogos & derivados , Quercetina/análisis , Ultrasonido
13.
Biochem Pharmacol ; 178: 114087, 2020 08.
Artículo en Inglés | MEDLINE | ID: mdl-32531348

RESUMEN

The present study investigates the anti-allergic activity of the marine algal bromophenol, 3-bromo-4,5-dihydroxybenzaldehyde (BDB), isolated from Polysiphonia morrowii Harvey in immunoglobulin (Ig)E/bovine serum albumin (BSA)-stimulated mouse bone marrow-derived cultured mast cells (BMCMCs) and a passive cutaneous anaphylaxis (PCA) mice ear model. BDB effectively inhibited ß-hexosaminidase release (IC50 = 80.12 µM), in IgE/BSA-stimulated BMCMCs without a cytotoxic response. Also, BDB down-regulated the expression or secretion of cytokines, interleukin (IL)-1ß, IL-4, IL-5, IL-6, IL-10, IL-13, interferon (IFN)-γ, and tumor necrosis factor (TNF)-α and the chemokine (thymus and activation-regulated chemokine (TARC). The above effects could be attributed to the dose-dependent decrease of FcεRI expression on the surface of BMCMCs and its stable IgE binding. Moreover, BDB suppressed the nuclear factor (NF)-κB and spleen tyrosine kinase (SYK)-linker for T-cell activation (LAT)-GRB2 associated binding protein 2 (Gab2) signaling axis activated by IgE/BSA stimulation. Furthermore, oral administration of BDB to IgE-sensitized mice effectively attenuated IgE-triggered PCA reaction. Collectively, the anti-allergic effects of BDB suggest its potential applicability as a candidate for in-depth test trials.


Asunto(s)
Benzaldehídos/farmacología , Inmunoglobulina E/farmacología , Mastocitos/efectos de los fármacos , Mastocitos/metabolismo , Anafilaxis Cutánea Pasiva/efectos de los fármacos , Rhodophyta , Albúmina Sérica Bovina/farmacología , Animales , Benzaldehídos/aislamiento & purificación , Supervivencia Celular/efectos de los fármacos , Supervivencia Celular/fisiología , Masculino , Ratones , Ratones Endogámicos C57BL , Anafilaxis Cutánea Pasiva/fisiología , Unión Proteica/fisiología
14.
Int Immunopharmacol ; 82: 106353, 2020 Mar 03.
Artículo en Inglés | MEDLINE | ID: mdl-32143007

RESUMEN

BACKGROUND: Increasing evidence from human and animal studies suggests that cerebral ischemic diseases are associated with nerve dysfunction and neuroinflammation. Therefore, alleviating neuroinflammation is a potential way to treat ischemic stroke. Gastrodia elata Blume (GEB) is a traditional Chinese medicine used to treat central nervous system diseases and related conditions, such as vertigo, headache, epilepsy. We have previously shown that GEB has a protective effect in ischemic stroke, and that the underlying mechanism is related to anti-neuroinflammation. 3,4-Dihydroxybenzaldehyde (DBD) is a phenolic component of GEB and may be responsible for the neuroprotective effect of GEB; however, the detailed molecular mechanisms underlying the effects of DBD are unknown. METHODS: The anti-neuroinflammatory effect of DBD and the potential mechanisms underlying it were assessed. We using a rat model of middle cerebral artery occlusion/reperfusion and lipopolysaccharide-treated BV2 microglial cells. RESULTS: DBD (10 mg/kg) significantly decreased infarct volume. Additionally, it alleviated neurological deficits in the rats by inhibiting microglia activation. DBD (0.01, 0.1, and 1 µM) also significantly decreased the levels of inflammatory mediators and cytokines such as tumor necrosis factor-α, interleukin (IL)-1ß, IL-6, prostaglandin E2. Furthermore, phenotypic analysis of the BV2 cells showed that DBD significantly down-regulated the expression of M1 marker but significantly up-regulated the expression of M2 marker. Moreover, it suppressed nuclear factor (NF)-κB activation and inhibited the phosphorylation of p38 mitogen-activated protein kinase (MAPK), c-Jun N-terminal kinase, and extracellular signal-regulated protein kinases 1/2. CONCLUSIONS: The neuroprotective and anti-inflammatory effects of DBD are associated with selective modulation of microglia polarization and reduction in the production of inflammatory mediators and cytokines through inhibition of MAPK and NF-κB activation. These findings suggest that DBD may be a potential treatment for ischemic stroke and other neuroinflammatory diseases.

15.
Phytother Res ; 33(3): 737-744, 2019 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-30570192

RESUMEN

The aim of the present study was to investigate the effect of 5-bromo-3,4-dihydroxybenzaldehyde (BD) isolated from Polysiphonia morrowii on adipogenesis and differentiation of 3T3-L1 preadipocytes into mature adipocytes and its possible mechanism of action. Levels of lipid accumulation and triglyceride were significantly lower in BD treated cells than those in untreated cells. In addition, BD treatment reduced protein expression levels of peroxisome proliferator-activated receptor-γ, CCAAT/enhancer-binding proteins α, and sterol regulatory element-binding protein 1 compared with control (no treatment). It also reduced expression levels of adiponectin, leptin, fatty acid synthase, and fatty acid binding protein 4. AMP-activated protein kinase activation was found to be one specific mechanism involved in the effect of BD. These results demonstrate that BD possesses inhibitory effect on adipogenesis through activating AMP-activated protein kinase signal pathway.


Asunto(s)
Proteínas Quinasas Activadas por AMP/fisiología , Adipogénesis/efectos de los fármacos , Benzaldehídos/farmacología , Rhodophyta/química , Células 3T3-L1 , Animales , Benzaldehídos/aislamiento & purificación , Diferenciación Celular/efectos de los fármacos , Activación Enzimática/efectos de los fármacos , Metabolismo de los Lípidos/efectos de los fármacos , Ratones , Transducción de Señal/efectos de los fármacos
16.
Int J Mol Sci ; 19(7)2018 06 29.
Artículo en Inglés | MEDLINE | ID: mdl-29966257

RESUMEN

O-methyltransferases (OMTs) have been demonstrated to play key roles in the biosynthesis of plant secondary metabolites, such as alkaloids, isoprenoids, and phenolic compounds. Here, we isolated and characterized an OMT gene from Lycoris aurea (namely LaOMT1), based on our previous transcriptome sequencing data. Sequence alignment and phylogenetic analysis showed that LaOMT1 belongs to the class I OMT, and shares high identity to other known plant OMTs. Also, LaOMT1 is highly identical in its amino acid sequence to NpN4OMT, a norbelladine 4'-OMT from Narcissus sp. aff. pseudonarcissus involved in the biosynthesis of Amaryllidaceae alkaloids. Biochemical analysis indicated that the recombinant LaOMT1 displayed both para and metaO-methylation activities with caffeic acid and 3,4-dihydroxybenzaldehyde, and showed a strong preference for the meta position. Besides, LaOMT1 also catalyzes the O-methylation of norbelladine to form 4'-O-methylnorbelladine, which has been demonstrated to be a universal precursor of all the primary Amaryllidaceae alkaloid skeletons. The results from quantitative real-time PCR assay indicated that LaOMT1 was ubiquitously expressed in different tissues of L. aurea, and its highest expression level was observed in the ovary. Meanwhile, the largest concentration of lycorine and galanthamine were found in the ovary, whereas the highest level of narciclasine was observed in the bulb. In addition, sodium chloride (NaCl), cold, polyethylene glycol (PEG), sodium nitroprusside (SNP), and methyl jasmonate (MeJA) treatments could significantly increase LaOMT1 transcripts, while abscisic acid (ABA) treatment dramatically decreased the expression level of LaOMT1. Subcellular localization showed that LaOMT1 is mainly localized in cytoplasm and endosome. Our results in this study indicate that LaOMT1 may play a multifunctional role, and lay the foundation for Amaryllidaceae alkaloid biosynthesis in L. aurea.


Asunto(s)
Clonación Molecular , Metiltransferasas/metabolismo , Proteínas de Plantas/metabolismo , Plantas Medicinales/metabolismo , Alcaloides de Amaryllidaceae/metabolismo , Benzaldehídos/metabolismo , Ácidos Cafeicos/metabolismo , Catecoles/metabolismo , Metiltransferasas/genética , Proteínas de Plantas/genética , Plantas Medicinales/genética
17.
Environ Toxicol ; 2018 May 06.
Artículo en Inglés | MEDLINE | ID: mdl-29732668

RESUMEN

Arsenic (As) is a potent environmental toxicant and chronic exposure to it results in various malignancies in humans. Oxidative stress has been implicated in the etiopathogenesis of As-induced toxicity. This investigated the protective effect of plant antioxidant 3,4-dihydroxybenzaldehyde (DHB) on sodium meta-arsenite (SA), an As-(III) compound, induced oxidative damage in human red blood cells (RBC). The RBC were first incubated with different concentrations of DHB and then treated with SA at 37°C. Hemolysates were prepared and assayed for various biochemical parameters. Treatment of RBC with SA alone enhanced the generation of reactive oxygen species and increased lipid and protein oxidation. Reduced glutathione levels, total sulfhydryl content and cellular antioxidant power were significantly decreased in SA alone treated RBC, compared to the untreated control cells. This was accompanied by membrane damage, alterations in activities of antioxidant enzymes and deranged glucose metabolism. Incubation of RBC with DHB, prior to treatment with SA, significantly and dose-dependently attenuated the SA-induced changes in all these parameters. Scanning electron microscopy of RBC confirmed these biochemical results. Treatment of RBC with SA alone converted the biconcave discoids to echinocytes but the presence of DHB inhibited this conversion and the RBC retained their normal shape. These results show that DHB protects human RBC from SA-induced oxidative damage, most probably due to its antioxidant character.

18.
Toxicol In Vitro ; 50: 293-304, 2018 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-29665407

RESUMEN

Hexavalent chromium [Cr(VI)] is the most toxic and potent form of chromium and induces multiple organ damage in humans and experimental animals. Oxidative stress has been implicated in the toxicity of Cr(VI). We have examined the potential role of 3,4-dihydroxybenzaldehyde (DHB), a plant polyphenolic antioxidant, in protecting human erythrocytes and lymphocytes from Cr(VI)-induced cytotoxicity and genotoxicity. Erythrocytes were treated with potassium dichromate, a Cr(VI) compound, in presence and absence of DHB. Incubation of erythrocytes with Cr(VI) enhanced the generation of reactive oxygen and nitrogen species, increased lipid and protein oxidation, methemoglobin levels, and lowered antioxidant power of cells. However, prior treatment of erythrocytes with DHB, resulted in a significant DHB dose-dependent decrease in reactive oxygen and nitrogen species levels and restoration of oxidative stress parameters. DHB also improved the antioxidant power of erythrocytes and restored the activities of major antioxidant, metabolic and membrane bound enzymes. Electron microscopic studies images DHB prevented Cr(VI)-induced morphological changes in erythrocytes. The single cell gel electrophoresis assay showed that DHB mitigated Cr(VI)-induced DNA damage in lymphocytes. These results clearly show that DHB protects human blood cells from Cr(VI)-induced oxidative damage and can be potentially used in reducing the toxic effects of this metal ion.


Asunto(s)
Benzaldehídos/farmacología , Catecoles/farmacología , Cromo/toxicidad , Eritrocitos/efectos de los fármacos , Sustancias Protectoras/farmacología , Adulto , Supervivencia Celular/efectos de los fármacos , Células Cultivadas , Ensayo Cometa , Daño del ADN , Eritrocitos/metabolismo , Glutatión/metabolismo , Hemoglobinas/análisis , Humanos , Linfocitos/efectos de los fármacos , Especies de Nitrógeno Reactivo/metabolismo , Especies Reactivas de Oxígeno/metabolismo , Adulto Joven
19.
Molecules ; 22(10)2017 Sep 28.
Artículo en Inglés | MEDLINE | ID: mdl-28956846

RESUMEN

This study shows the effects of spices, and their phenolic and flavonoid compounds, on prostate cell lines (PNT1A, 22RV1 and PC3). The results of an MTT assay on extracts from eight spices revealed the strongest inhibitory effects were from black pepper and caraway seed extracts. The strongest inhibitory effect on prostatic cells was observed after the application of extracts of spices in concentration of 12.5 mg·mL-1. An LC/MS analysis identified that the most abundant phenolic and flavonoid compounds in black pepper are 3,4-dihydroxybenzaldehyde and naringenin chalcone, while the most abundant phenolic and flavonoid compounds in caraway seeds are neochlorogenic acid and apigenin. Using an MTT assay for the phenolic and flavonoid compounds from spices, we identified the IC50 value of ~1 mmol·L-1 PNT1A. The scratch test demonstrated that the most potent inhibitory effect on PNT1A, 22RV1 and PC3 cells is from the naringenin chalcone contained in black pepper. From the spectrum of compounds assessed, the naringenin chalcone contained in black pepper was identified as the most potent inhibitor of the growth of prostate cells.


Asunto(s)
Anticarcinógenos/química , Flavonoides/química , Fenoles/química , Extractos Vegetales/química , Especias/análisis , Anticarcinógenos/farmacología , Línea Celular , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Cromatografía Liquida , Flavonoides/farmacología , Humanos , Masculino , Espectrometría de Masas , Fenoles/farmacología , Extractos Vegetales/farmacología , Próstata , Cicatrización de Heridas/efectos de los fármacos
20.
J Fluoresc ; 26(6): 2257-2266, 2016 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-27592353

RESUMEN

In this study, the synthesis of boron dipyrromethene dyes containing mono, bis-2-naphthyloxyhexyloxy and 4-(benzyloxy)phenoxyhexyloxy groups has been reported. Boron dipyrromethene dyes were synthesized from the mono, bis-benzaldehyde derivatives with 2,4-dimethylpyrrole in dichloromethane in the presence of trifluoroacetic, 2,3-dichloro-5,6-dicyano-p-benzoquinon, triethyl amine and boron trifluoride diethyl etherate, respectively. Electrochemical characterization of boron dipyrromethene dyes were carried out with voltammetric measurements. Electrochemical studies show that boron dipyrromethene dyes containing mono, bis-2-naphthyloxyhexyloxy and 4-(benzyloxy)phenoxyhexyloxy groups have reversible one reduction potentials unlike irreversible one oxidation potentials. Graphical Abstract ᅟ.

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