Your browser doesn't support javascript.
loading
Mostrar: 20 | 50 | 100
Resultados 1 - 20 de 4.290
Filtrar
2.
Int J Mol Sci ; 25(9)2024 Apr 29.
Artículo en Inglés | MEDLINE | ID: mdl-38732078

RESUMEN

This study aimed to synthesize molybdenum complexes coordinated with an aroyl hydrazone-type ligand (H2L), which was generated through the condensation of 2-hydroxy-5-nitrobenzaldehyde with benzhydrazide. The synthesis yielded two types of mononuclear complexes, specifically [MoO2(L)(MeOH)] and [MoO2(L)(H2O)], as well as a bipyridine-bridged dinuclear complex, [(MoO2(L))2(4,4'-bpy)]. Those entities were thoroughly characterized using a suite of analytical techniques, including attenuated total reflectance infrared spectroscopy (IR-ATR), elemental analysis (EA), thermogravimetric analysis (TGA), and single-crystal X-ray diffraction (SCXRD). Additionally, solid-state impedance spectroscopy (SS-IS) was employed to investigate the electrical properties of these complexes. The mononuclear complexes were tested as catalysts in the epoxidation of cyclooctene and the oxidation of linalool. Among these, the water-coordinated mononuclear complex, [MoO2(L)(H2O)], demonstrated superior electrical and catalytic properties. A novel contribution of this research lies in establishing a correlation between the electrical properties, structural features, and the catalytic efficiency of the complexes, marking this work as one of the pioneering studies in this area for molybdenum coordination complexes, to the best of our knowledge.


Asunto(s)
Benzaldehídos , Complejos de Coordinación , Molibdeno , Oxidación-Reducción , Molibdeno/química , Catálisis , Complejos de Coordinación/química , Benzaldehídos/química , Semiconductores
3.
Int J Mol Sci ; 25(9)2024 May 03.
Artículo en Inglés | MEDLINE | ID: mdl-38732218

RESUMEN

Boronate esters are a class of compounds containing a boron atom bonded to two oxygen atoms in an ester group, often being used as precursors in the synthesis of other materials. The characterization of the structure and properties of esters is usually carried out by UV-visible, infrared, and nuclear magnetic resonance (NMR) spectroscopic techniques. With the aim to better understand our experimental data, in this article, the density functional theory (DFT) is used to analyze the UV-visible and infrared spectra, as well as the isotropic shielding and chemical shifts of the hydrogen atoms 1H, carbon 13C and boron 11B in the compound 4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)benzaldehyde. Furthermore, this study considers the change in its electronic and spectroscopic properties of this particular ester, when its boron atom is coordinated with a fluoride anion. The calculations were carried out using the LSDA and B3LYP functionals in Gaussian-16, and PBE in CASTEP. The results show that the B3LYP functional gives the best approximation to the experimental data. The formation of a coordinated covalent B-F bond highlights the remarkable sensitivity of the NMR chemical shifts of carbon, oxygen, and boron atoms and their surroundings. Furthermore, this bond also highlights the changes in the electron transitions bands n → π* and π → π* during the absorption and emission of a photon in the UV-vis, and in the stretching bands of the C=C bonds, and bending of BO2 in the infrared spectrum. This study not only contributes to the understanding of the properties of boronate esters but also provides important information on the interactions and responses optoelectronic of the compound when is bonded to a fluorine atom.


Asunto(s)
Benzaldehídos , Benzaldehídos/química , Espectroscopía de Resonancia Magnética , Teoría Funcional de la Densidad , Flúor/química , Boro/química , Modelos Moleculares , Ésteres/química , Espectrofotometría Infrarroja , Estructura Molecular , Iones/química
5.
Int J Nanomedicine ; 19: 3031-3044, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38562612

RESUMEN

Purpose: Peripheral nerve damage lacks an appropriate diagnosis consistent with the patient's symptoms, despite expensive magnetic resonance imaging or electrodiagnostic assessments, which cause discomfort. Ultrasonography is valuable for diagnosing and treating nerve lesions; however, it is unsuitable for detecting small lesions. Poly(vanillin-oxalate) (PVO) nanoparticles are prepared from vanillin, a phytochemical with antioxidant and anti-inflammatory properties. Previously, PVO nanoparticles were cleaved by H2O2 to release vanillin, exert therapeutic efficacy, and generate CO2 to increase ultrasound contrast. However, the role of PVO nanoparticles in peripheral nerve lesion models is still unknown. Herein, we aimed to determine whether PVO nanoparticles can function as contrast and therapeutic agents for nerve lesions. Methods: To induce sciatic neuritis, rats were administered a perineural injection of carrageenan using a nerve stimulator under ultrasonographic guidance, and PVO nanoparticles were injected perineurally to evaluate ultrasonographic contrast and therapeutic effects. Reverse transcription-quantitative PCR was performed to detect mRNA levels of pro-inflammatory cytokines, ie, tumor necrosis factor-α, interleukin-6, and cyclooxygenase-2. Results: In the rat model of sciatic neuritis, PVO nanoparticles generated CO2 bubbles to increase ultrasonographic contrast, and a single perineural injection of PVO nanoparticles suppressed the expression of tumor necrosis factor-α, interleukin-6, and cyclooxygenase-2, reduced the expression of F4/80, and increased the expression of GAP43. Conclusion: The results of the current study suggest that PVO nanoparticles could be developed as ultrasonographic contrast agents and therapeutic agents for nerve lesions.


Asunto(s)
Benzaldehídos , Nanopartículas , Neuropatía Ciática , Ratas , Humanos , Animales , Peróxido de Hidrógeno/metabolismo , Factor de Necrosis Tumoral alfa/metabolismo , Interleucina-6/metabolismo , Dióxido de Carbono , Ciclooxigenasa 2/metabolismo , Neuropatía Ciática/metabolismo , Neuropatía Ciática/patología , Nanopartículas/química , Nervio Ciático/diagnóstico por imagen , Nervio Ciático/metabolismo
6.
Water Environ Res ; 96(4): e11027, 2024 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-38659148

RESUMEN

In this study, we synthesized magnetic MnFe2O4/ZIF-67 composite catalysts using a straightforward method, yielding catalysts that exhibited outstanding performance in catalyzing the ozonation of vanillin. This exceptional catalytic efficiency arose from the synergistic interplay between MnFe2O4 and ZIF-67. Comprehensive characterization via x-ray photoelectron spectroscopy (XPS), x-ray diffraction (XRD), Fourier transform infrared spectrometer (FT-IR), Brunauer-Emmett-Teller (BET), field emission scanning electron microscopy (FE-SEM), and energy dispersive spectroscopy (EDS) confirmed that the incorporation of MnFe2O4 promoted the creation of oxygen vacancies, resulting in an increased presence of l adsorbed oxygen (Oads) and the generation of additional ·OH groups on the catalyst surface. Utilizing ZIF-67 as the carrier markedly enhanced the specific surface area of the catalyst, augmenting the exposure of active sites, thus improving the degradation efficiency and reducing the energy consumption. The effects of different experimental parameters (catalyst type, initial vanillin concentration, ozone dosage, initial pH value, and catalyst dosage) were also investigated, and the optimal experimental parameters (300 mg/L1.0-MnFe2O4/ZIF-67, vanillin concentration = 250 mg/L, O3 concentration = 12 mg/min, pH = 7) were obtained. The vanillin removal efficiency of MnFe2O4/ZIF-67 was increased from 74.95% to 99.54% after 30 min of reaction, and the magnetic separation of MnFe2O4/ZIF-67 was easy to be recycled and stable, and the vanillin removal efficiency of MnFe2O4/ZIF-67 was only decreased by about 8.92% after 5 cycles. Additionally, we delved into the synergistic effects and catalytic mechanism of the catalysts through kinetic fitting, reactive oxygen quenching experiments, and electron transfer analysis. This multifaceted approach provides a comprehensive understanding of the enhanced ozonation process catalyzed by MnFe2O4/ZIF-67 composite catalysts, shedding light on their potential applications in advanced oxidation processes. PRACTITIONER POINTS: A stable and recyclable magnetic composite MnFe2O4/ZIF-67 catalyst was synthesized through a simple method. The synergistic effect and catalytic mechanism of the MnFe2O4/ZIF-67 catalyst were comprehensively analyzed and discussed. A kinetic model for the catalytic ozone oxidation of vanillin was introduced, providing valuable insights into the reaction dynamics.


Asunto(s)
Benzaldehídos , Compuestos Férricos , Imidazoles , Ozono , Ozono/química , Benzaldehídos/química , Catálisis , Compuestos Férricos/química , Compuestos de Manganeso/química , Zeolitas/química , Contaminantes Químicos del Agua/química
7.
J Chromatogr A ; 1722: 464866, 2024 May 10.
Artículo en Inglés | MEDLINE | ID: mdl-38581976

RESUMEN

The detection of aromatic aldehydes, considered potential genotoxic impurities, holds significant importance during drug development and production. Current analytical methods necessitate complex pre-treatment processes and exhibit insufficient specificity and sensitivity. This study presents the utilization of naphthalenediimide as a pre-column derivatisation reagent to detect aromatic aldehyde impurities in pharmaceuticals via high-performance liquid chromatography (HPLC). We screened a series of derivatisation reagents through density functional theory (DFT) and investigated the phenomenon of photoinduced electron transfer (PET) for both the derivatisation reagents and the resulting products. Optimal experimental conditions for derivatisation were achieved at 40 °C for 60 min. This approach has been successfully applied to detect residual aromatic aldehyde genotoxic impurities in various pharmaceutical preparations, including 4-Nitrobenzaldehyde, 2-Nitrobenzaldehyde, 1,4-Benzodioxane-6-aldehyde, and 5-Hydroxymethylfurfural. The pre-column derivatisation method significantly enhanced detection sensitivity and reduced the limit of detection (LOD), which ranged from 0.002 to 0.008 µg/ml for the analytes, with relative standard deviations < 3 %. The correlation coefficient (R2) >0.998 demonstrated high quality. In chloramphenicol eye drops, the concentration of 4-Nitrobenzaldehyde was measured to be 8.6 µg/mL below the specified concentration, with recoveries ranging from 90.0 % to 119.2 %. In comparison to existing methods, our work simplifies the pretreatment process, enhances the sensitivity and specificity of the analysis, and offers comprehensive insights into impurity detection in pharmaceutical preparations.


Asunto(s)
Aldehídos , Contaminación de Medicamentos , Imidas , Límite de Detección , Naftalenos , Cromatografía Líquida de Alta Presión/métodos , Naftalenos/química , Naftalenos/análisis , Aldehídos/análisis , Aldehídos/química , Imidas/química , Mutágenos/análisis , Mutágenos/química , Preparaciones Farmacéuticas/química , Preparaciones Farmacéuticas/análisis , Benzaldehídos/química , Benzaldehídos/análisis
8.
Plant Physiol Biochem ; 210: 108632, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38657546

RESUMEN

Plants are not passively exposed to microbes during their life cycles, but rather shape the microbiome in their own way. However, little information is available about when and how plants recruit their microbes in the life cycles. We scrutinized the recruitment of soil microbes by rice (Oryza sativa) at the seed germination stage. Bacteria of Enterobacteria and Weeksellaceae were the most preferentially recruited by the germinating seeds, despite of many other bacteria in the soil. The seedlings that recruited Enterobacteria and Weeksellaceae bacteria notably outperformed those without these microbes in leaf length (by 54.21%), root length (by 188.11%) and biomass (by 88.65%). Further, we detected benzaldehyde, a plant-specific volatile metabolite, in the exudates of germinating seeds. Addition of benzaldehyde to the soil resulted in enrichment of Enterobacteria bacteria, suggesting that seed-released benzaldehyde could be a cue to recruit beneficial bacteria. Taken together, our results demonstrated that plants could recruit beneficial bacteria from the soil at the very early life stage of seed germination via releasing specific metabolites.


Asunto(s)
Benzaldehídos , Germinación , Oryza , Semillas , Oryza/microbiología , Oryza/crecimiento & desarrollo , Oryza/metabolismo , Benzaldehídos/metabolismo , Semillas/crecimiento & desarrollo , Semillas/microbiología , Semillas/metabolismo , Rizosfera , Bacterias/metabolismo , Microbiología del Suelo , Plantones/crecimiento & desarrollo , Plantones/microbiología , Plantones/metabolismo
9.
Int J Mol Sci ; 25(8)2024 Apr 13.
Artículo en Inglés | MEDLINE | ID: mdl-38673908

RESUMEN

A library of regioisomeric monoterpene-based aminodiols was synthesised and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The synthesis of the first type of aminodiols was achieved starting from (-)-8,9-dihydroperillaldehyde via reductive amination, followed by Boc protection and dihydroxylation with the OsO4/NMO system. Separation of formed stereoisomers resulted in a library of aminodiol diastereoisomers. The library of regioisomeric analogues was obtained starting from (-)-8,9-dihydroperillic alcohol, which was transformed into a mixture of allylic trichloroacetamides via Overman rearrangement. Changing the protecting group to a Boc function, the protected enamines were subjected to dihydroxylation with the OsO4/NMO system, leading to a 71:16:13 mixture of diastereoisomers, which were separated, affording the three isomers in isolated form. The obtained primary aminodiols were transformed into secondary derivatives. The regioselectivity of the ring closure of the N-benzyl-substituted aminodiols with formaldehyde was also investigated, resulting in 1,3-oxazines in an exclusive manner. To explain the stability difference between diastereoisomeric 1,3-oxazines, a series of comparative theoretical modelling studies was carried out. The obtained potential catalysts were applied in the reaction of aromatic aldehydes and diethylzinc with moderate to good enantioselectivities (up to 94% ee), whereas the opposite chiral selectivity was observed between secondary aminodiols and their ring-closed 1,3-oxazine analogues.


Asunto(s)
Monoterpenos , Compuestos Organometálicos , Estereoisomerismo , Catálisis , Monoterpenos/química , Benzaldehídos/química , Amino Alcoholes/química , Amino Alcoholes/síntesis química , Estructura Molecular , Aldehídos/química
10.
J Biotechnol ; 387: 44-48, 2024 May 20.
Artículo en Inglés | MEDLINE | ID: mdl-38582405

RESUMEN

The biocatalytic aerobic "in-water" reduction of anthranilic acid to 2-aminobenzaldehyde by growing cultures of the basidiomycetous white-rot fungus Bjerkandera adusta has been studied. The high specific activity of Bjerkandera adusta towards the carboxylic group of anthranilic acid that allows avoiding the formation of the corresponding alcohol has been demonstrated using different substrate concentrations. The presence of ethanol as co-solvent allows increasing the yield of target product. In contrast to chemical reducing agents that usually yield 2-aminobenzyl alcohol, an overreduction of anthranilic acid is completely suppressed by the fungus and gives the target flavor compound in satisfactory preparative yields. It was shown that the activity of Bjerkandera adusta towards anthranilic acid does not apply to its m- and p-isomers.


Asunto(s)
Benzaldehídos , ortoaminobenzoatos , ortoaminobenzoatos/química , ortoaminobenzoatos/metabolismo , Benzaldehídos/química , Benzaldehídos/metabolismo , Oxidación-Reducción , Coriolaceae/metabolismo , Coriolaceae/química
11.
Chem Biol Interact ; 394: 111003, 2024 May 01.
Artículo en Inglés | MEDLINE | ID: mdl-38608998

RESUMEN

The use of flavored e-liquids in electronic nicotine delivery systems (ENDS) has become very popular in recent years, but effects of these products have not been well characterized outside the lung. In this study, acute exposure to the popular flavoring vanillin (VAN) was performed on human proximal tubule (HK-2) kidney cells. Cells were exposed to 0-1000 µM VAN for 24 or 48 h and cellular stress responses were determined. Mitochondrial viability using MTT assay showed a significant decrease between the control and 1000 µM group by 48 h. Seahorse XFp analysis showed significantly increased basal respiration, ATP production, and proton leak after 24 h exposure. By 48 h exposure, these parameters remained significantly increased in addition to non-mitochondrial respiration and maximal respiration. Glycolytic activity after 24 h exposure showed significant decreases in glycolysis, glycolytic capacity, glycolytic reserve, and non-glycolytic acidification. The autophagy markers microtubule-associated protein 1A/1B light chain 3 (LC3B-I and LC3B-II) were probed via western blotting. The ratio of LC3B-II/LC3B-I was significantly increased after 24 h exposure to VAN, but by 48 h this ratio significantly decreased. The mitophagy marker PINK1 showed an increasing trend at 24 h, and its downstream target Parkin was significantly increased between the control and 750 µM group only. Finally, the oxidative stress marker 4-HNE was significantly decreased after 48 h exposure to VAN. These results indicate that acute exposure to VAN in the kidney HK-2 model can induce energy and autophagic changes within the cell.


Asunto(s)
Autofagia , Benzaldehídos , Células Epiteliales , Aromatizantes , Túbulos Renales Proximales , Humanos , Autofagia/efectos de los fármacos , Túbulos Renales Proximales/efectos de los fármacos , Túbulos Renales Proximales/citología , Túbulos Renales Proximales/metabolismo , Aromatizantes/farmacología , Aromatizantes/toxicidad , Benzaldehídos/farmacología , Células Epiteliales/efectos de los fármacos , Células Epiteliales/metabolismo , Línea Celular , Glucólisis/efectos de los fármacos , Mitocondrias/efectos de los fármacos , Mitocondrias/metabolismo , Metabolismo Energético/efectos de los fármacos , Estrés Oxidativo/efectos de los fármacos
12.
Mol Nutr Food Res ; 68(8): e2300831, 2024 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-38602198

RESUMEN

SCOPE: The excretion of dietary odorants into urine and milk is evaluated and the impact of possible influencing factors determined. Furthermore, the metabolic relevance of conjugates for the excretion into milk is investigated. METHODS AND RESULTS: Lactating mothers (n = 20) are given a standardized curry dish and donated one milk and urine sample each before and 1, 2, 3, 4.5, 6, and 8 h after the intervention. The concentrations of nine target odorants in these samples are determined. A significant transition is observed for linalool into milk, as well as for linalool, cuminaldehyde, cinnamaldehyde, and eugenol into urine. Maximum concentrations are reached within 1 h after the intervention in the case of milk and within 2-3 h in the case of urine. In addition, the impact of glucuronidase treatment on odorant concentrations is evaluated in a sample subset of twelve mothers. Linalool, eugenol, and vanillin concentrations increased 3-77-fold in milk samples after treatment with ß-glucuronidase. CONCLUSION: The transfer profiles of odorants into milk and urine differ qualitatively, quantitatively, and in temporal aspects. More substances are transferred into urine and the transfer needs a longer period compared with milk. Phase II metabolites are transferred into urine and milk.


Asunto(s)
Acroleína/análogos & derivados , Monoterpenos Acíclicos , Benzaldehídos , Eugenol , Leche Humana , Odorantes , Humanos , Leche Humana/química , Femenino , Odorantes/análisis , Eugenol/orina , Eugenol/metabolismo , Eugenol/análogos & derivados , Adulto , Benzaldehídos/orina , Monoterpenos Acíclicos/orina , Glucuronidasa/metabolismo , Lactancia , Acroleína/orina , Acroleína/metabolismo , Monoterpenos/orina
13.
Arch Oral Biol ; 163: 105976, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38640776

RESUMEN

OBJECTIVE: The present study investigated the effects of 4-hydroxy-3-methoxybenzaldehyde (4-H-3-MB) against Streptococcus mutans (S. mutans) using an in vitro cariogenic biofilm model. DESIGN: The antimicrobial susceptibility of biofilm-forming S. mutans was evaluated by disc diffusion method. In vitro investigations were performed using crystal violet staining assay (biofilm assay), exopolysaccharide (EPS) assay, acid production, growth curve analysis, optical microscopic, and FE-SEM analyses to determine the antibiofilm activity of 4-H-3-MB. RESULTS: S. mutans (SDC-05) was resistant to ampicillin, piperacillin/tazobactam and ceftriaxone, whereas the other strains of S. mutans (SDC-01, 02, 03 and SDC-04) were sensitive to all the antibiotics tested. 4-H-3-MB showed promising antibiofilm activity on S. mutans UA159 (79.81 %, 67.76 % and 56.31 %) and S. mutans SDC-05 (77.00 %, 59.48 % and 48.22 %) at the lowest concentration of 0.2, 0.1, 0.05 mg/ml. 4-H-3-MB did not inhibit bacterial growth even at concentrations 0.2 mg/ml. Similarly, 4-H-3-MB led to significant attrition in exopolysaccharide (EPS) and acid production by S. mutans UA159 and S. mutans (SDC-05) at the concentration of 0.2, 0.1 mg/ml, respectively. Optical microscopy and FE-SEM analysis 4-H-3-MB reduced the biofilm thickness of S. mutans UA159 and S. mutans SDC-05 relative to the untreated specimens. CONCLUSION: 4-H-3-MB significantly inhibited biofilm formation by S. mutans in a dose-dependent manner. Hence, our findings indicate that the active principle of 4-H-3-MB could be used as a biofilm inhibiting agent against S. mutans.


Asunto(s)
Antibacterianos , Benzaldehídos , Biopelículas , Pruebas de Sensibilidad Microbiana , Percepción de Quorum , Streptococcus mutans , Factores de Virulencia , Streptococcus mutans/efectos de los fármacos , Biopelículas/efectos de los fármacos , Percepción de Quorum/efectos de los fármacos , Benzaldehídos/farmacología , Antibacterianos/farmacología , Polisacáridos Bacterianos/farmacología , Microscopía Electrónica de Rastreo , Técnicas In Vitro
14.
Int J Biol Macromol ; 268(Pt 2): 131642, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38641283

RESUMEN

To better treat bacteria-infected wounds and promote healing, new wound dressings must be developed. In this study, we obtained PA@Fe by chelating iron trivalent ions (Fe3+) with protocatechualdehyde (PA), which has a catechol structure. Subsequently, we reacted it with ethylene glycol chitosan (GC) via a Schiff base reaction and loaded vancomycin to obtain an antibacterial Gel@Van hydrogel with a photothermal response. The as-prepared Gel@Van hydrogel exhibited good injectability, self-healing, hemostasis, photothermal stability, biocompatibility, and antioxidant and antibacterial properties. Moreover, Gel@Van hydrogel achieved highly synergistic antibacterial efficacy through photothermal and antibiotic sterilization. In a mouse skin-damaged infection model, Gel@Van hydrogel had a strong ability to promote the healing of methicillin-resistant Staphylococcus aureus (MRSA)-infected wounds, indicating the great potential application value of Gel@Van hydrogel in the field of treating and promoting the healing of infected wounds.


Asunto(s)
Benzaldehídos , Catecoles , Hidrogeles , Hierro , Polisacáridos , Infección de Heridas , Antioxidantes/síntesis química , Antioxidantes/farmacología , Antioxidantes/uso terapéutico , Antibacterianos/síntesis química , Antibacterianos/farmacología , Antibacterianos/uso terapéutico , Hidrogeles/síntesis química , Hidrogeles/farmacología , Hidrogeles/uso terapéutico , Hierro/química , Polisacáridos/química , Catecoles/química , Benzaldehídos/química , Infección de Heridas/tratamiento farmacológico , Cicatrización de Heridas/efectos de los fármacos , Vancomicina/uso terapéutico , Terapia Fototérmica , Modelos Animales , Animales , Ratones , Infecciones Cutáneas Estafilocócicas/tratamiento farmacológico
15.
Microb Pathog ; 191: 106663, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38679246

RESUMEN

Quorum sensing (QS) has a central role in biofilm lifestyle and antimicrobial resistance, and disrupting these signaling pathways is a promising strategy to control bacterial pathogenicity and virulence. In this study, the efficacy of three structurally related benzaldehydes (4-hydroxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde (vanillin) and 4-hydroxy-3,5-dimethoxybenzaldehyde (syringaldehyde)) in disrupting the las and pqs systems of Pseudomonas aeruginosa was investigated using bioreporter strains and computational simulations. Additionally, these benzaldehydes were combined with tobramycin and ciprofloxacin antibiotics to evaluate their ability to increase antibiotic efficacy in preventing and eradicating P. aeruginosa biofilms. To this end, the total biomass, metabolic activity and culturability of the biofilm cells were determined. In vitro assays results indicated that the aromatic aldehydes have potential to inhibit the las and pqs systems by > 80 %. Molecular docking studies supported these findings, revealing the aldehydes binding in the same pocket as the natural ligands or receptor proteins (LasR, PQSA, PQSE, PQSR). Benzaldehydes were shown to act as virulence factor attenuators, with vanillin achieving a 48 % reduction in pyocyanin production. The benzaldehyde-tobramycin combination led not only to a 60 % reduction in biomass production but also to a 90 % reduction in the metabolic activity of established biofilms. A similar result was observed when benzaldehydes were combined with ciprofloxacin. 4-Hydroxybenzaldehyde demonstrated relevant action in increasing biofilm susceptibility to ciprofloxacin, resulting in a 65 % reduction in biomass. This study discloses, for the first time, that the benzaldehydes studied are potent QS inhibitors and also enhancers of antibiotics antibiofilm activity against P. aeruginosa.


Asunto(s)
Antibacterianos , Proteínas Bacterianas , Benzaldehídos , Biopelículas , Ciprofloxacina , Simulación del Acoplamiento Molecular , Pseudomonas aeruginosa , Percepción de Quorum , Tobramicina , Biopelículas/efectos de los fármacos , Percepción de Quorum/efectos de los fármacos , Pseudomonas aeruginosa/efectos de los fármacos , Pseudomonas aeruginosa/fisiología , Benzaldehídos/farmacología , Antibacterianos/farmacología , Antibacterianos/química , Tobramicina/farmacología , Ciprofloxacina/farmacología , Proteínas Bacterianas/metabolismo , Factores de Virulencia/metabolismo , Pruebas de Sensibilidad Microbiana , Sinergismo Farmacológico , Piocianina/metabolismo , Transactivadores/metabolismo , Transactivadores/antagonistas & inhibidores
16.
Curr Microbiol ; 81(6): 156, 2024 Apr 24.
Artículo en Inglés | MEDLINE | ID: mdl-38656548

RESUMEN

Aspergillus fumigatus and Fusarium solani infections have become severe health threat; both pathogens are considered a priority due to the increasing emergence of antifungal-resistant strains and high mortality rates. Therefore, the discovery of new therapeutic strategies has become crucial. In this study, we evaluated the antifungal and antivirulence effects of vanillin and tannic acid against Aspergillus fumigatus and Fusarium solani. The minimum inhibitory concentrations of the compounds were determined by the microdilution method in RPMI broth in 96-well microplates according to CLSI. Conidial germination, protease production, biofilm formation, and in vivo therapeutic efficacy assays were performed. The results demonstrated that vanillin and tannic acid had antifungal activity against Aspergillus fumigatus, while tannic acid only exhibited antifungal activity against Fusarium solani. We found that vanillin and tannic acid inhibited conidial germination and secreted protease production and biofilm formation of the fungal pathogens using sub-inhibitory concentrations. Besides, vanillin and tannic acid altered the fungal membrane permeability, and both compounds showed therapeutic effect against aspergillosis and fusariosis in an infection model in Galleria mellonella larvae. Our results highlight the antivirulence effect of vanillin and tannic acid against priority pathogenic fungi as a possible therapeutic alternative for human fungal infections.


Asunto(s)
Antifúngicos , Aspergillus fumigatus , Benzaldehídos , Biopelículas , Fusarium , Pruebas de Sensibilidad Microbiana , Polifenoles , Taninos , Benzaldehídos/farmacología , Fusarium/efectos de los fármacos , Taninos/farmacología , Antifúngicos/farmacología , Biopelículas/efectos de los fármacos , Aspergillus fumigatus/efectos de los fármacos , Animales , Aspergilosis/microbiología , Aspergilosis/tratamiento farmacológico , Virulencia/efectos de los fármacos , Larva/microbiología , Larva/efectos de los fármacos , Fusariosis/tratamiento farmacológico , Fusariosis/microbiología , Esporas Fúngicas/efectos de los fármacos , Mariposas Nocturnas/microbiología , Mariposas Nocturnas/efectos de los fármacos
17.
Biomater Adv ; 160: 213863, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38642516

RESUMEN

To obtain the collaborative antifungal potential of nanocomposites conjugated with graphene oxide (GO), a combination of GO with chitosan (CS/GO) and GO with chitosan (CS) and polyaniline (PANI/CS/GO) was carried out. The synthesized GO-nanocomposites were recognized by several techniques. Vanillin (Van.) and cinnamaldehyde (Cinn.) were loaded on the prepared nanocomposites as antioxidants through a batch adsorption process. In vitro release study of Van. and Cinn. from the nanocomposites was accomplished at pH 7 and 25°C. The antimicrobial activity of GO, CS/GO, and PANI/CS/GO was studied against tomato Fusarium oxysporum (FOL) and Pythium debaryanum (PYD) pathogens. The loaded ternary composite PANI/CS/GO exhibited the best percent of reduction against the two pathogens in vitro studies. The Greenhouse experiment revealed that seedlings' treatment by CS/GO/Van. and PANI/CS/GO/Van significantly lowered both disease index and disease incidence. The loaded CS/GO and PANI/CS/GO nanocomposites had a positive effect on lengthening shoots. Additionally, when CS/GO/Cinn., CS/GO/Van. and PANI/CS/GO/Van. were used, tomato seedlings' photosynthetic pigments dramatically increased as compared to infected control. The results show that these bio-nanocomposites can be an efficient, sustainable, nontoxic, eco-friendly, and residue-free approach for fighting fungal pathogens and improving plant growth.


Asunto(s)
Acroleína/análogos & derivados , Antifúngicos , Benzaldehídos , Quitosano , Fusarium , Grafito , Nanocompuestos , Solanum lycopersicum , Grafito/farmacología , Grafito/química , Solanum lycopersicum/microbiología , Nanocompuestos/química , Antifúngicos/farmacología , Antifúngicos/química , Fusarium/efectos de los fármacos , Quitosano/farmacología , Quitosano/química , Benzaldehídos/farmacología , Benzaldehídos/química , Enfermedades de las Plantas/microbiología , Enfermedades de las Plantas/prevención & control , Pythium/efectos de los fármacos , Compuestos de Anilina/farmacología , Compuestos de Anilina/química , Acroleína/farmacología , Acroleína/química
18.
Eur J Neurosci ; 59(10): 2850-2857, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38530120

RESUMEN

Nasal cycle (NC) is a rhythmic change of lateralised nasal airflow mediated by the autonomous nervous system. Previous studies reported the dependence of NC dominance or more patent side on handedness and hemispheric cerebral activity. We aimed to investigate firstly the possible lateralised effect of NC on olfactory bulb volume and secondly the association of NC with the lateralised cerebral dominance in terms of olfactory processing. Thirty-five subjects (22 women and 13 men, mean age 26 ± 3 years) participated in the study. NC was ascertained using a portable rhino-flowmeter. Structural and functional brain measurements were assessed using a 3T MR scanner. Vanillin odorant was presented during functional scans using a computer-controlled olfactometer. NC was found to be independent of the olfactory bulb volumes. Also, cerebral activations were found independent of the NC during odorant perception. NC potency is not associated with lateralised structural or functional differences in the cerebral olfactory system.


Asunto(s)
Imagen por Resonancia Magnética , Bulbo Olfatorio , Percepción Olfatoria , Humanos , Masculino , Femenino , Adulto , Bulbo Olfatorio/fisiología , Imagen por Resonancia Magnética/métodos , Percepción Olfatoria/fisiología , Lateralidad Funcional/fisiología , Adulto Joven , Benzaldehídos , Odorantes
19.
Acta Biomater ; 178: 68-82, 2024 Apr 01.
Artículo en Inglés | MEDLINE | ID: mdl-38452962

RESUMEN

Oral ulcers can significantly reduce the life quality of patients and even lead to malignant transformations. Local treatments using topical agents are often ineffective because of the wet and dynamic environment of the oral cavity. Current clinical treatments for oral ulcers, such as corticosteroids, have limitations and side effects for long-term usage. Here, we develop adhesive hydrogel patches (AHPs) that effectively promote the healing of oral ulcers in a rat model. The AHPs are comprised of the quaternary ammonium salt of chitosan, aldehyde-functionalized hyaluronic acid, and a tridentate complex of protocatechualdehyde and Fe3+ (PF). The AHPs exhibit tunable mechanical properties, self-healing ability, and wet adhesion on the oral mucosa. Through controlling the formula of the AHPs, PF released from the AHPs in a temporal manner. We further show that the AHPs have good biocompatibility and the capability to heal oral ulcers rapidly. Both in vitro and in vivo experiments indicate that the PF released from AHPs facilitated ulcer healing by suppressing inflammation, promoting macrophage polarization, enhancing cell proliferation, and inducing epithelial-mesenchymal transition involving inflammation, proliferation, and maturation stages. This study provides insights into the healing of oral ulcers and presents an effective therapeutic biomaterial for the treatment of oral ulcers. STATEMENT OF SIGNIFICANCE: By addressing the challenges associated with current clinical treatments for oral ulcers, the development of adhesive hydrogel patches (AHPs) presents an effective approach. These AHPs possess unique properties, such as tunable mechanical characteristics, self-healing ability, and strong adhesion to the mucosa. Through controlled release of protocatechualdehyde-Fe3+ complex, the AHPs facilitate the healing process by suppressing inflammation, promoting cell proliferation, and inducing epithelial-mesenchymal transition. The study not only provides valuable insights into the healing mechanisms of oral ulcers but also introduces a promising therapeutic biomaterial. This work holds significant scientific interest and demonstrates the potential to greatly improve the treatment outcomes and quality of life for individuals suffering from oral ulcers.


Asunto(s)
Benzaldehídos , Catecoles , Hidrogeles , Úlceras Bucales , Humanos , Ratas , Animales , Hidrogeles/farmacología , Adhesivos , Calidad de Vida , Materiales Biocompatibles , Inflamación , Antibacterianos/farmacología
20.
Microb Pathog ; 190: 106624, 2024 May.
Artículo en Inglés | MEDLINE | ID: mdl-38492828

RESUMEN

Pseudomonas aeruginosa is widely associated with biofilm-mediated antibiotic resistant chronic and acute infections which constitute a persistent healthcare challenges. Addressing this threat requires exploration of novel therapeutic strategies involving the combination of natural compounds and conventional antibiotics. Hence, our study has focused on two compounds; cuminaldehyde and ciprofloxacin, which were strategically combined to target the biofilm challenge of P. aeruginosa. The minimum inhibitory concentration (MIC) of cuminaldehyde and ciprofloxacin was found to be 400 µg/mL and 0.4 µg/mL, respectively. Moreover, the fractional inhibitory concentration index (FICI = 0.62) indicated an additive interaction prevailed between cuminaldehyde and ciprofloxacin. Subsequently, sub-MIC doses of cuminaldehyde (25 µg/mL) and ciprofloxacin (0.05 µg/mL) were selected for an array of antibiofilm assays which confirmed their biofilm inhibitory potential without exhibiting any antimicrobial activity. Furthermore, selected doses of the mentioned compounds could manage biofilm on catheter surface by inhibiting and disintegrating existing biofilm. Additionally, the test combination of the mentioned compounds reduced virulence factors secretion, accumulated reactive oxygen species and increased cell-membrane permeability. Thus, the combination of cuminaldehyde and ciprofloxacin demonstrates potential in combating biofilm-associated Pseudomonal threats.


Asunto(s)
Antibacterianos , Benzaldehídos , Biopelículas , Ciprofloxacina , Pruebas de Sensibilidad Microbiana , Pseudomonas aeruginosa , Especies Reactivas de Oxígeno , Biopelículas/efectos de los fármacos , Ciprofloxacina/farmacología , Pseudomonas aeruginosa/efectos de los fármacos , Pseudomonas aeruginosa/fisiología , Antibacterianos/farmacología , Benzaldehídos/farmacología , Especies Reactivas de Oxígeno/metabolismo , Factores de Virulencia , Cimenos/farmacología , Sinergismo Farmacológico , Permeabilidad de la Membrana Celular/efectos de los fármacos , Humanos
SELECCIÓN DE REFERENCIAS
DETALLE DE LA BÚSQUEDA