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1.
J Photochem Photobiol B ; 257: 112975, 2024 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-38970967

RESUMEN

The physiological parameters such as growth, Chl a content, and photosynthetic performance of the experimental cyanobacterium Anabaenopsis circularis HKAR-22 were estimated to evaluate the cumulative effects of photosynthetically active radiation (PAR) and ultraviolet (UV) radiation. Maximum induction of UV-screening molecules, MAAs, was observed under the treatment condition of PAR + UV-A + UV-B (PAB) radiations. UV/VIS absorption spectroscopy and HPLC-PDA detection primarily confirmed the presence of MAA-shinorine (SN) having absorption maxima (λmax) at 332.3 nm and retention time (RT) of 1.47 min. For further validation of the presence of SN, HRMS, FTIR and NMR were utilized. UV-stress elevated the in vivo ROS scavenging and in vitro enzymatic antioxidant capabilities. SN exhibited substantial and concentration-dependent antioxidant capabilities which was determined utilizing 2,2-diphenyl-1-picryl-hydrazyl (DPPH), 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate (ABTS), ferric reducing power (FRAP) and superoxide radical scavenging assay (SRSA). The density functional theory (DFT) method using B3LYP energy model and 6-311G++(d,p) basis set was implied to perform the quantum chemical calculation to systematically investigate the antioxidant nature of SN. The principal pathways involved in the antioxidant reactions along with the basic molecular descriptors affecting the antioxidant potentials of a compound were also studied. The results favor the potential of SN as an active ingredient to be used in cosmeceutical formulations.


Asunto(s)
Antioxidantes , Cianobacterias , Teoría Funcional de la Densidad , Rayos Ultravioleta , Antioxidantes/química , Cianobacterias/química , Cianobacterias/metabolismo , Aminoácidos/química , Aminoácidos/metabolismo , Ciclohexanonas/química , Fotosíntesis , Especies Reactivas de Oxígeno/metabolismo , Clorofila A/química , Clorofila A/metabolismo , Compuestos de Bifenilo/química , Picratos/antagonistas & inhibidores , Picratos/química , Depuradores de Radicales Libres/química , Ciclohexilaminas , Glicina/análogos & derivados , Ácidos Sulfónicos , Benzotiazoles
2.
Molecules ; 29(13)2024 Jul 03.
Artículo en Inglés | MEDLINE | ID: mdl-38999116

RESUMEN

The present article describes the synthesis of an isonicotinate-derived meso-arylporphyrin, that has been fully characterized by spectroscopic methods (including fluorescence spectroscopy), as well as elemental analysis and HR-MS. The structure of an n-hexane monosolvate has been determined by single-crystal X-ray diffraction analysis. The radical scavenging activity of this new porphyrin against the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical has been measured. Its antifungal activity against three yeast strains (C. albicans ATCC 90028, C. glabrata ATCC 64677, and C. tropicalis ATCC 64677) has been tested using the disk diffusion and microdilution methods. Whereas the measured antioxidant activity was low, the porphyrin showed moderate but encouraging antifungal activity. Finally, a study of its effect on the germination of lentil seeds revealed interesting allelopathic properties.


Asunto(s)
Antifúngicos , Antioxidantes , Porfirinas , Antifúngicos/farmacología , Antifúngicos/síntesis química , Antifúngicos/química , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/síntesis química , Porfirinas/química , Porfirinas/farmacología , Porfirinas/síntesis química , Ácidos Isonicotínicos/química , Ácidos Isonicotínicos/farmacología , Ácidos Isonicotínicos/síntesis química , Estructura Molecular , Compuestos de Bifenilo/química , Picratos/química , Picratos/antagonistas & inhibidores , Candida albicans/efectos de los fármacos , Candida albicans/crecimiento & desarrollo , Cristalografía por Rayos X , Pruebas de Sensibilidad Microbiana , Lens (Planta)/química , Germinación/efectos de los fármacos , Alelopatía
3.
Pak J Pharm Sci ; 37(2(Special)): 451-458, 2024 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-38822549

RESUMEN

The research aimed to explore the antioxidant potential of extracts from different parts of Clinacanthus nutans growing in Vietnam, a member of the Acanthaceae family. The plant's roots, stem and leaves were extracted using 96% ethanol. The antioxidant actions of these extracts were evaluated by DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate) assay on thin-layer plates and 96 well plates. The extract with the most potent activity was applied for distribution extraction with solvents with different polarities, including dichloromethane, ethyl acetate and water. Dry column vacuum chromatography was utilized to obtain the most antioxidant-potent extract fractions. The stem extract had the lowest IC50 value of 6.85µg/mL, showing the most potent antioxidant activity. The ethyl acetate fraction from the stem extract expressed the lowest IC50 value of 9.67µg/mL. Meanwhile, fraction 5, separated from the ethyl acetate fraction of the stem extract, had the lowest IC50 value of 9.89µg/mL. In conclusion, the extracts from different parts of Clinacanthus nutans all expressed antioxidant action at different levels, in which the stem extract, the ethyl acetate fraction and fraction 5 from the ethyl acetate fraction displayed the most effective actions. These findings highlight the promising potential of Clinacanthus nutans in treating oxidative stress-associated diseases, inspiring further research and exploration in this area.


Asunto(s)
Acanthaceae , Antioxidantes , Extractos Vegetales , Acanthaceae/química , Extractos Vegetales/farmacología , Extractos Vegetales/química , Antioxidantes/farmacología , Antioxidantes/aislamiento & purificación , Hojas de la Planta/química , Tallos de la Planta/química , Solventes/química , Compuestos de Bifenilo/química , Raíces de Plantas/química , Picratos/química
4.
Int J Mol Sci ; 25(11)2024 May 29.
Artículo en Inglés | MEDLINE | ID: mdl-38892102

RESUMEN

The synthesis, antioxidant capacity, and anti-inflammatory activity of four novel N-benzyl-2-[4-(aryl)-1H-1,2,3-triazol-1-yl]ethan-1-imine oxides 10a-d are reported herein. The nitrones 10a-d were tested for their antioxidant properties and their ability to inhibit soybean lipoxygenase (LOX). Four diverse antioxidant tests were used for in vitro antioxidant assays, namely, interaction with the stable free radical DPPH (1,1-diphenyl-2-picrylhydrazyl radical) as well as with the water-soluble azo compound AAPH (2,2'-azobis(2-amidinopropane) dihydrochloride), competition with DMSO for hydroxyl radicals, and the scavenging of cationic radical ABTS•+ (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonate) radical cation). Nitrones 10b, 10c, and 10d, having the 4-fluorophenyl, 2,4-difluorophenyl, and 4-fluoro-3-methylphenyl motif, respectively, exhibited high interaction with DPPH (64.5-81% after 20 min; 79-96% after 60 min), whereas nitrone 10a with unfunctionalized phenyl group showed the lowest inhibitory potency (57% after 20 min, 78% after 60 min). Nitrones 10a and 10d, decorated with phenyl and 4-fluoro-3-methylphenyl motif, respectively, appeared the most potent inhibitors of lipid peroxidation. The results obtained from radical cation ABTS•+ were not significant, since all tested compounds 10a-d showed negligible activity (8-46%), much lower than Trolox (91%). Nitrone 10c, bearing the 2,4-difluorophenyl motif, was found to be the most potent LOX inhibitor (IC50 = 10 µM).


Asunto(s)
Antioxidantes , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/síntesis química , Lipooxigenasa/metabolismo , Glycine max/enzimología , Glycine max/química , Inhibidores de la Lipooxigenasa/farmacología , Inhibidores de la Lipooxigenasa/química , Inhibidores de la Lipooxigenasa/síntesis química , Triazoles/química , Triazoles/farmacología , Triazoles/síntesis química , Iminas/química , Iminas/farmacología , Compuestos de Bifenilo/química , Compuestos de Bifenilo/antagonistas & inhibidores , Picratos/química , Picratos/antagonistas & inhibidores , Óxidos de Nitrógeno/química , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/farmacología , Depuradores de Radicales Libres/síntesis química
5.
Phytochemistry ; 225: 114202, 2024 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-38944099

RESUMEN

The genus Penicillium has provided us with the household antibiotic penicillin and the well-known lipid-lowering agent mevastatin. The strain Penicillium sp. SZ-1 was found to grow vigorously in an intact Pinus koraiensis seed, it is inferred that the strain may develop unique mechanisms associated with the biosynthesis of rare metabolites. Further fermentation of the strain on solid rice medium yielded thirteen undescribed compounds, including three andrastin-type meroterpenoids (1-3), two α-pyrone polyketides (4 and 5), and eight sesquicarane derivatives (6-13), along with seven known compounds (14-20). Their structures were determined by detailed analysis of the spectroscopic and spectrometric data (NMR and HRESIMS), in addition to comparisons of the experimental and calculated ECD data for absolute configurational assignments. The hemiacetal moiety in compounds 1 and 2 and the 3α-hydroxy group in compound 3 were rarely found in the andrastin-type meroterpenoid family. The sesquicaranes belong to a small group of sesquiterpenoid that are rarely reported. Bioassay study showed that compound 1 exhibited inhibitory effects against Staphylococcus aureus ATCC 29213 and Escherichia coli ATCC 25922 with MIC values of 64 and 32 µg/mL, respectively. In addition, compounds 1 and 3 displayed weak DPPH radical scavenging activities. The andrastins and sesquicaranes in this study enriched the structural diversity of these classes of terpenoids. Of note, this study is the first report on the metabolites of a fungus isolated from P. koraiensis seed.


Asunto(s)
Pruebas de Sensibilidad Microbiana , Penicillium , Pinus , Policétidos , Semillas , Terpenos , Pinus/microbiología , Pinus/química , Penicillium/química , Semillas/química , Terpenos/química , Terpenos/farmacología , Terpenos/aislamiento & purificación , Policétidos/química , Policétidos/farmacología , Policétidos/aislamiento & purificación , Estructura Molecular , Pironas/química , Pironas/farmacología , Pironas/aislamiento & purificación , Antibacterianos/farmacología , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Staphylococcus aureus/efectos de los fármacos , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Compuestos de Bifenilo/antagonistas & inhibidores , Picratos/antagonistas & inhibidores
6.
Chem Biodivers ; 21(7): e202301816, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38861276

RESUMEN

Phytochemical investigation of the methanol extract from the fruits of Macaranga monandra (Euphorbiaceae Muell. et Arg.) afforded one new geranylated 1',2'-dihydrophenanthrene and two new flavonoid derivatives, named macamondrin (1), macamondrione A (2) and B (3) respectively. The structures of these compounds were elucidated mainly by NMR, mass spectral data and in comparison with data from the literature. Along with compounds 1-3, nine known compounds among which oleanolic acid (4); daucosterol (5); 3ß-acetoxy-11α,12α-epoxytaraxerol (6); 3,3',4-tri-O-methylellagic acid (7); 3,3',4,4'-tetra-O-methylellagic acid (8); 4'-O-methyl-6-isoprenylapigenin (9); 4'-O-methyl-8 isoprenylkaempférol (10); 4'-O-methyl-6-isoprénylkaempférol (11); 6-isoprénylkaempférol (12), were also isolated. Crude extracts as well as isolated compounds were evaluated for their antioxidant activity using the ABTS, DPPH and FRAP methods. It appears that the 50 % radical scavenging concentrations ranging from 6.26 to 11.7 µg/ml on the ABTS radical, from 1.77 to 48.22 µg/ml on the DPPH radical, and from 1.54 to 67.97 µg/ml with the FRAP method. For the compounds tested, very good antioxidant activities were observed, which clearly shows that these molecules can have an anti oxidative stress potentiel.


Asunto(s)
Antioxidantes , Euphorbiaceae , Frutas , Polifenoles , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Frutas/química , Polifenoles/química , Polifenoles/aislamiento & purificación , Polifenoles/farmacología , Euphorbiaceae/química , Compuestos de Bifenilo/antagonistas & inhibidores , Picratos/antagonistas & inhibidores , Estructura Molecular , Extractos Vegetales/química , Extractos Vegetales/farmacología , Extractos Vegetales/aislamiento & purificación
7.
J Food Sci ; 89(7): 4430-4439, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38858741

RESUMEN

Microwave-assisted extraction of mucilage from juá was investigated using response surface methodology. The optimal conditions for extraction were a power of 300 W, an extraction time of 240 s, a pH of 8.0, and a water/sample ratio of 1/6, which achieved a 26.43% yield. The monosaccharide composition and antioxidant activity of the mucilage from juá fruits from different regions of Caatinga were investigated. The fruits from Agreste Paraibano showed the highest mucilage extraction yield (18.64%) compared to that of fruits from Mata Paraibana (MP) (12.37%), Borborema (BB) (11.47%), and Sertão Paraibano (8.31%) (p < 0.05). Glucose (32.8%-50.8%) and arabinose (19.3%-32.9%) were the main monosaccharides found in juá mucilage. The mucilage from fruits in the MP presented the highest antioxidant activity in the 2,2-diphenyl-1-picrylhydrazyl and oxygen radical absorbance capacity assays. Our results demonstrated the potential for the future exploration and application of juá mucilage in the food industry. PRACTICAL APPLICATION: Juá (Ziziphus joazeiro Mart.) mucilage contains phenolic compounds and antioxidant activity, and its extraction by MAE is efficient, as it contributed to a higher yield.


Asunto(s)
Antioxidantes , Frutas , Microondas , Mucílago de Planta , Antioxidantes/análisis , Antioxidantes/química , Frutas/química , Mucílago de Planta/química , Extractos Vegetales/química , Monosacáridos/análisis , Picratos , Compuestos de Bifenilo
8.
Molecules ; 29(11)2024 May 29.
Artículo en Inglés | MEDLINE | ID: mdl-38893434

RESUMEN

Lonicera macranthoides, the main source of traditional Chinese medicine Lonicerae Flos, is extensively cultivated in Southwest China. However, the quality of L. macranthoides produced in this region significantly varies due to its wide distribution and various cultivation breeds. Herein, 50 Lonicerae Flos samples derived from different breeds of L. macranthoides cultivated in Southwest China were collected for quality evaluation. Six organic acids and three saponin compounds were quantitatively analyzed using HPLC. Furthermore, the antioxidant activity of a portion of samples was conducted with 2,2'-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS) and 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical scavenging experiments. According to the quantitative results, all samples met the quality standards outlined in the Chinese Pharmacopoeia. The samples from Guizhou, whether derived from unopened or open wild-type breeds, exhibited high quality, while the wild-type samples showed relatively significant fluctuation in quality. The samples from Chongqing and Hunan demonstrated similar quality, whereas those from Sichuan exhibited relatively lower quality. These samples demonstrated significant abilities in clearing ABTS and DPPH radicals. The relationship between HPLC chromatograms and antioxidant activity, as elucidated by multivariate analysis, indicated that chlorogenic acid, isochlorogenic acid A, isochlorogenic acid B, and isochlorogenic acid C are active components and can serve as Q-markers for quality evaluation.


Asunto(s)
Antioxidantes , Lonicera , Cromatografía Líquida de Alta Presión/métodos , Lonicera/química , Antioxidantes/química , Antioxidantes/farmacología , Antioxidantes/análisis , China , Picratos/química , Picratos/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Ácidos Sulfónicos/química , Ácidos Sulfónicos/antagonistas & inhibidores , Medicamentos Herbarios Chinos/química , Medicamentos Herbarios Chinos/normas , Control de Calidad , Benzotiazoles/química , Saponinas/química , Saponinas/análisis , Extractos Vegetales
9.
Pak J Pharm Sci ; 37(1): 147-154, 2024 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-38741411

RESUMEN

Zeravschania khorasanica, a species endemic to the eastern part of Iran, possesses distinct characteristics that distinguish it from its two closely related species. This research employed five different extraction techniques to identify the active components, total phenolic content and in vitro antioxidant activity of the extract. Furthermore, hydro-distillation was utilized for GC/MS analysis to determine the composition of the essential oil. The total phenolic content was estimated using the Folin-Ciocalteu assay and the antioxidant capacity was evaluated using the DPPH radical scavenging test. The findings revealed that ethanolic Soxhlet extraction yielded the highest efficiency in extracting total phenolic content (88.19 ±1.99 gallic acid mg/100g). In contrast, water maceration extraction demonstrated the highest antioxidant activity (68.1 ±5.4%). Interestingly, the study uncovered that there is no significant positive correlation between the phenolic content and the antioxidant activity of the plant. Additionally, HPLC analysis identified three phenolic constituents in the extract. The Soxhlet extraction method yielded the highest levels of chlorogenic acid (5.8 ppm), caffeic acid (4.1 ppm) and salicylic acid (10.3 ppm). As per the GC/MS analysis, a total of eleven compounds were identified. The predominant compounds were elemicin at 58.19% and trans--bergamotene at 25.78%.


Asunto(s)
Antioxidantes , Apiaceae , Cromatografía de Gases y Espectrometría de Masas , Fenoles , Extractos Vegetales , Solventes , Antioxidantes/aislamiento & purificación , Antioxidantes/análisis , Antioxidantes/farmacología , Antioxidantes/química , Fenoles/análisis , Fenoles/aislamiento & purificación , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Extractos Vegetales/farmacología , Irán , Solventes/química , Apiaceae/química , Cromatografía Líquida de Alta Presión , Aceites Volátiles/química , Aceites Volátiles/aislamiento & purificación , Aceites Volátiles/farmacología , Compuestos de Bifenilo/química , Picratos/química , Ácidos Cafeicos/aislamiento & purificación , Ácidos Cafeicos/análisis
10.
Molecules ; 29(10)2024 May 11.
Artículo en Inglés | MEDLINE | ID: mdl-38792132

RESUMEN

In this study, different extraction methods and conditions were used for the extraction of antioxidants from brown macroalgae Fucus spiralis. The extraction methodologies used were ultrasound-assisted extraction (ultrasonic bath and ultrasonic probe), extraction with a vortex, extraction with an Ultra-Turrax® homogenizer, and high-pressure-assisted extraction. The extracts were analyzed for their total phenolic content (TPC) and their antioxidant activity, and evaluated through the 2,2-difenil-1-picrilhidrazil (DPPH) free radical scavenging method and ferric reducing antioxidant power (FRAP) assay. Ultrasonic probe-assisted extraction yielded the highest values of TPC (94.78-474.16 mg gallic acid equivalents/g extract). Regarding the antioxidant activity, vortex-assisted extraction gave the best DPPH results (IC50 1.89-16 µg/mL), while the highest FRAP results were obtained using the Ultra-Turrax® homogenizer (502.16-1188.81 µmol ascorbic acid equivalents/g extract). For each extraction method, response surface methodology was used to analyze the influence of the experimental conditions "extraction time" (t), "biomass/solvent ratio" (R), "solvent" (S, water % in water/ethanol mixture), and "pressure" (P) on TPC, DPPH, and FRAP of the F. spiralis extracts. In general, higher TPC content and higher antioxidant capacity (lower IC50 and higher FRAP) were obtained with higher R, t, and P, and lower S (higher ethanol %). The model regarding the combined effects of independent variables t, R, and S on the FRAP response values for vortex-assisted extractions best fitted the experimental data (R2 0.957), with optimal extraction conditions of t = 300 s, R = 50 g, and S = 25%.


Asunto(s)
Antioxidantes , Fucus , Fucus/química , Antioxidantes/química , Antioxidantes/farmacología , Antioxidantes/aislamiento & purificación , Fenoles/química , Fenoles/aislamiento & purificación , Fenoles/análisis , Algas Marinas/química , Compuestos de Bifenilo/química , Compuestos de Bifenilo/antagonistas & inhibidores , Picratos/química , Picratos/antagonistas & inhibidores , Solventes/química
11.
Food Res Int ; 187: 114452, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38763687

RESUMEN

The antioxidant activity of the natural phenolic extracts is limited in particular food systems due to the existence of phenolic compounds in glycoside form. Acid hydrolysis post-treatment could be a tool to convert the glycosidic polyphenols in the extracts to aglycones. Therefore, this research investigated the effects of an acid hydrolysis post-treatment on the composition and antioxidant activity of parsley extracts obtained by an ultrasound-assisted extraction method to delay lipid oxidation in a real food system (i.e., soybean oil-in-water emulsion). Acid hydrolysis conditions were varied to maximize total phenolic content (TPC) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity. When extracts were exposed to 0.6 M HCl for 2 h at 80 ℃, TPC was 716.92 ± 24.43 µmol gallic acid equivalent (GAE)/L, and DPPH radical scavenging activity was 66.89 ± 1.63 %. Not only did acid hydrolysis increase the concentrations of individual polyphenols, but it also resulted in the release of new phenolics such as myricetin and gallic acid. The extract's metal chelating and ferric-reducing activity increased significantly after acid hydrolysis. In soybean oil-in-water emulsion containing a TPC of 400 µmol GAE/L, the acid-hydrolyzed extract had an 11-day lag phase for headspace hexanal compared to the 6-day lag phase of unhydrolyzed extract. The findings indicated that the conversion of glycosidic polyphenols to aglycones in phenolic extracts can help extend the shelf-life of emulsion-based foods.


Asunto(s)
Antioxidantes , Emulsiones , Petroselinum , Fenoles , Extractos Vegetales , Hojas de la Planta , Aceite de Soja , Emulsiones/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Aceite de Soja/química , Fenoles/química , Hidrólisis , Antioxidantes/farmacología , Antioxidantes/química , Petroselinum/química , Hojas de la Planta/química , Oxidación-Reducción , Agua/química , Peroxidación de Lípido/efectos de los fármacos , Compuestos de Bifenilo/química , Picratos/química , Polifenoles/química , Polifenoles/farmacología
12.
Nutrients ; 16(9)2024 Apr 25.
Artículo en Inglés | MEDLINE | ID: mdl-38732526

RESUMEN

Distillers' grains are rich in protein and constitute a high-quality source of various bioactive peptides. The purpose of this study is to identify novel bioactive peptides with α-glucosidase inhibitory, antioxidant, and insulin resistance-ameliorating effects from distiller's grains protein hydrolysate. Three novel peptides (YPLPR, AFEPLR, and NDPF) showed good potential bioactivities, and the YPLPR peptide had the strongest bioactivities, whose IC50 values towards α-glucosidase inhibition, radical scavenging rates of 2,2'-azino-bis (3-ethylbenzothiazoline-6- sulfonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) were about 5.31 mmol/L, 6.05 mmol/L, and 7.94 mmol/L, respectively. The glucose consumption of HepG2 cells treated with YPLPR increased significantly under insulin resistance condition. Moreover, the YPLPR peptide also had a good scavenging effect on intracellular reactive oxygen species (ROS) induced by H2O2 (the relative contents: 102.35% vs. 100%). Molecular docking results showed that these peptides could stably combine with α-glucosidase, ABTS, and DPPH free radicals, as well as related targets of the insulin signaling pathway through hydrogen bonding and van der Waals forces. This research presents a potentially valuable natural resource for reducing oxidative stress damage and regulating blood glucose in diabetes, thereby increasing the usage of distillers' grains peptides and boosting their economic worth.


Asunto(s)
Antioxidantes , Inhibidores de Glicósido Hidrolasas , Resistencia a la Insulina , Simulación del Acoplamiento Molecular , Péptidos , Inhibidores de Glicósido Hidrolasas/farmacología , Células Hep G2 , Humanos , Antioxidantes/farmacología , Péptidos/farmacología , Péptidos/química , Grano Comestible , alfa-Glucosidasas/metabolismo , Hidrolisados de Proteína/farmacología , Especies Reactivas de Oxígeno/metabolismo , Hipoglucemiantes/farmacología , Simulación por Computador , Insulina , Ácidos Sulfónicos , Compuestos de Bifenilo , Picratos , Benzotiazoles
13.
Int J Biol Macromol ; 270(Pt 1): 132344, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38754666

RESUMEN

Hydroxypropyl-gamma-cyclodextrin (HPγCD) inclusion complex nanofibers (Lut/HPγCD-IC-NF) containing Luteolin (Lut) were prepared by electrospinning technology. Fourier transform infrared (FTIR) spectroscopy and X-ray diffraction (XRD) spectra confirmed the formation of Lut/HPγCD-IC-NF. Scanning electron microscopy (SEM) images showed that the morphology of Lut/HPγCD-IC-NF was uniform and bead-free, suggesting that self-assembled aggregates, macromolecules with higher molecular weights, were formed by strong hydrogen bonding interactions between the cyclodextrin inclusion complexes. Confocal laser scanning microscopy (CLSM) images showed that Lut was distributed in Lut/HPγCD-IC-NF. Proton nuclear magnetic resonance (1H NMR) spectroscopy revealed the change in chemical shift of the proton peak between Lut and HPγCD, confirming the formation of inclusion complex. Thermogravimetric analysis (TGA) proved that Lut/HPγCD-IC-NF had good thermal stability. The phase solubility test confirmed that HPγCD had a solubilizing effect on Lut. When the solubility of HPγCD reached 10 mM, the solubility of Lut increased by 15-fold. The drug loading test showed that the content of Lut in fibers reached 8.57 ± 0.02 %. The rapid dissolution experiment showed that Lut/HPγCD-IC-NF dissolved within 3 s. The molecular simulation provides three-dimensional evidence for the formation of inclusion complexes between Lut and HPγCD. Antibacterial experiments showed that Lut/HPγCD-IC-NF had enhanced antibacterial activity against S. aureus. Lut/HPγCD-IC-NF exhibited excellent antioxidant properties with a free radical scavenging ability of 89.5 ± 1.1 %. In vitro release experiments showed Lut/HPγCD-IC-NF had a higher release amount of Lut. In conclusion, Lut/HPγCD-IC-NF improved the physicochemical properties and bioavailability of Lut, providing potential applications of Lut in the pharmaceutical field.


Asunto(s)
Luteolina , Nanofibras , gamma-Ciclodextrinas , Nanofibras/química , gamma-Ciclodextrinas/química , Luteolina/química , Luteolina/farmacología , Solubilidad , Antibacterianos/farmacología , Antibacterianos/química , Antioxidantes/química , Antioxidantes/farmacología , Staphylococcus aureus/efectos de los fármacos , Espectroscopía Infrarroja por Transformada de Fourier , Picratos/química , Compuestos de Bifenilo/química
14.
Int J Biol Macromol ; 271(Pt 2): 132677, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38820903

RESUMEN

A dynamic chitosan-based ZnO nanocomposite (NC) was fabricated via a cost-effective formulation and an eco-friendly procedure utilizing Cissus quadrangularis (CQ) plant extract. This study investigates the antimicrobial and antioxidant properties, together with the cytocompatibility aspects of chitosan-incorporated ZnO nanocomposite (CS-ZnO/CQE). The formation and structural morphology of the nanocomposites were examined using FTIR, UV-Vis, XRD, XPS, BET, TGA, SEM, and TEM techniques. The antibacterial test results demonstrated the greatest inhibitory zone diameter against S. aureus (19 ± 1.00 mm) and E. coli (17 ± 1.05 mm), assessed through agar well diffusion method. Also, the composite exhibited a DPPH inhibition rate of 78.7 ± 0.34 %, indicating its high effectiveness in neutralizing free radicals. In addition, the nanocomposite exhibited less toxicity towards human erythrocytes, HDF and HEK-293 cells as a result of the biocompatibility exhibited by CS, ZnO, and CQ plant extract. Likewise, it has exceptional cell migratory capacity and possesses biodegradability factors. These observations strongly suggest the potential of CS-ZnO/CQE as a cutting-edge antibacterial and antioxidant agent to be implemented in the medical sector.


Asunto(s)
Antibacterianos , Antioxidantes , Materiales Biocompatibles , Quitosano , Cissus , Nanocompuestos , Extractos Vegetales , Óxido de Zinc , Óxido de Zinc/química , Óxido de Zinc/farmacología , Quitosano/química , Quitosano/farmacología , Nanocompuestos/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Antioxidantes/farmacología , Antioxidantes/química , Humanos , Cissus/química , Materiales Biocompatibles/química , Materiales Biocompatibles/farmacología , Antibacterianos/farmacología , Antibacterianos/química , Staphylococcus aureus/efectos de los fármacos , Escherichia coli/efectos de los fármacos , Antiinfecciosos/farmacología , Antiinfecciosos/química , Células HEK293 , Pruebas de Sensibilidad Microbiana , Eritrocitos/efectos de los fármacos , Compuestos de Bifenilo , Picratos
15.
Int J Biol Macromol ; 271(Pt 1): 132561, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38821800

RESUMEN

A new supramolecular antioxidant bioconjugate based on cellulose nanowhisker (CNW) and gallic acid (GA) was developed by grafting ß-CD on the surface of CNW and then employing host- guest chemistry to involve GA. Our challenge was to explore the effect of supramolecular conjugation of antioxidant molecules versus their covalent binding on the CNW backbone on the antioxidant activity. The synthesis of these products was confirmed using Fourier transform infrared (FT-IR) and differential scanning calorimetry (DSC) analyses. The antioxidant activity of gallic acid (GA) containing products, both products including its non-covalent interactions with CNW-g-ß-CD and covalent bonding with CNW were experimentally evaluated using DPPH test. Theoretical calculations using Gaussian software and the density functional theory (DFT) method were also performed. The results showed that GA's antioxidant activity increased in non-covalent conjugated form. Hydrogen atom transfer (HAT) was used to predict the antioxidant activity of GA in computational methods. These findings not only expand our understanding of the structure-activity relationships in antioxidant systems but also provide valuable insights that can aid in the design and development of novel biopolymer-based antioxidants with improved properties.


Asunto(s)
Antioxidantes , Celulosa , Ácido Gálico , Ácido Gálico/química , Celulosa/química , Antioxidantes/química , Antioxidantes/farmacología , Espectroscopía Infrarroja por Transformada de Fourier , Rastreo Diferencial de Calorimetría , Compuestos de Bifenilo/química , Nanoestructuras/química , Picratos/química
16.
Int J Biol Macromol ; 272(Pt 1): 132734, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38815950

RESUMEN

Kraft lignin (KL) holds significant potential as a renewable resource for the development of innovative materials that are currently not fully utilized. In this study, a novel iminated lignin (IL) was synthesized by grafting primary amine lignin (N-KL) onto salicylaldehyde. The effects of the dosage and reaction temperature on the nitrogen content of N-KL were evaluated. The maximum nitrogen content in N-KL reached to 3.32 %. Characterization by spectroscopy techniques (FT-IR, XPS, and NMR), elemental analysis, and gel permeation chromatography confirmed the imination of lignin. Additionally, the antioxidant activity of the lignin samples was investigated using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging ability. Moreover, the DPPH radical scavenging capacity of IL-6 (IC50 = 38.6 ± 3.9 µg/mL) was close to that of commercial antioxidant butylated hydroxytoluene (BHT) (IC50 = 37.7 ± 4.5 µg/mL). Furthermore, the adsorption equilibrium results indicated that IL-6 had a maximum uptake of 115.6 mg/g Pb2+, which was 3.2-fold higher than that of KL. Kinetic adsorption experiments suggested that IL-6 adsorption follows a pseudo-second-order model. Therefore, the synthesized iminated lignin is a promising candidate for the development of environmentally friendly materials with applications as an antioxidant and lead-ion adsorbent.


Asunto(s)
Depuradores de Radicales Libres , Plomo , Lignina , Lignina/química , Plomo/química , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/síntesis química , Compuestos de Bifenilo/química , Picratos/química , Cinética , Adsorción , Antioxidantes/química , Antioxidantes/síntesis química
17.
Chem Biodivers ; 21(6): e202400379, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38743034

RESUMEN

Robusta coffee blossom honey stands as a key regional product in Dak Lak province, Vietnam. Despite its significance, there exists a dearth of scientific data for assessing its quality. This study aims to fill this gap by characterizing the physicochemical properties and biological activities of coffee blossom honeys from three distinct sub-regions within Dak Lak province, Vietnam. These activities include ferric reducing power (FRP), DPPH and ABTS radical scavenging, as well as tyrosinase inhibitory activities. Moreover, the study compares these honey samples with other popular varieties in Vietnam, such as Lychee and Longan honeys. The physicochemical parameters of the honey samples meet the standards set by Codex Alimentarius 2001. Through UPLC analysis, eleven compounds were identified, with caffeine serving as a marker for coffee honey. Furthermore, by employing multiple factor analysis (MFA), it was observed that certain physicochemical properties correlate positively with tyrosinase inhibitory, DPPH, ABTS free radicals scavenging activities, and FRP. Notably, tyrosinase inhibitory activity exhibited a positive correlation with antioxidant activity. These findings underscore the high quality of Coffea robusta honey, showcasing its potent antioxidant and tyrosinase inhibitory activities.


Asunto(s)
Antioxidantes , Inhibidores Enzimáticos , Miel , Monofenol Monooxigenasa , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Benzotiazoles/antagonistas & inhibidores , Benzotiazoles/química , Compuestos de Bifenilo/antagonistas & inhibidores , Café/química , Inhibidores Enzimáticos/farmacología , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/aislamiento & purificación , Flores/química , Miel/análisis , Monofenol Monooxigenasa/antagonistas & inhibidores , Monofenol Monooxigenasa/metabolismo , Picratos/antagonistas & inhibidores , Ácidos Sulfónicos/antagonistas & inhibidores , Vietnam
18.
Chem Biodivers ; 21(7): e202400587, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38718104

RESUMEN

A library of new chroman-4-one based 1,2,3-triazole analogues were synthesized involving a series of condensation, cyclization, Suzuki coupling and copper catalysed click chemistry protocols. The newly synthesized compounds 8a-l were screened for their invitro antioxidant and anti-inflammatory activities by employing Ascorbic acid and Diclofenac as reference drugs respectively. The compound without any substituent on benzyl ring (8a), compound with -Cl substituent in para position of benzyl ring (8i), and compound with ethoxy substituent in para position of benzyl ring (8k) exhibited potent antioxidant and anti-inflammatory activities with higher percentage of inhibition. To understand their binding affinities, molecular docking study of these three compounds performed against NADPH oxidase with presented outstanding docking scores and promising binding interactions like H-bond and hydrophobic.


Asunto(s)
Antioxidantes , Simulación del Acoplamiento Molecular , Triazoles , Triazoles/química , Triazoles/farmacología , Triazoles/síntesis química , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/síntesis química , Relación Estructura-Actividad , NADPH Oxidasas/metabolismo , NADPH Oxidasas/antagonistas & inhibidores , Animales , Antiinflamatorios no Esteroideos/farmacología , Antiinflamatorios no Esteroideos/química , Antiinflamatorios no Esteroideos/síntesis química , Cromanos/química , Cromanos/farmacología , Cromanos/síntesis química , Antiinflamatorios/química , Antiinflamatorios/farmacología , Antiinflamatorios/síntesis química , Estructura Molecular , Relación Dosis-Respuesta a Droga , Picratos/antagonistas & inhibidores
19.
Chem Biodivers ; 21(7): e202400660, 2024 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-38771297

RESUMEN

The use of plants for medicinal purposes has a long history, however it is desirable a continuous evaluation seeking for complementary scientific evidences for their safe application. Species within the Kalanchoe genus are often referred to as "miracle leaf" due to their remarkable healing properties. Traditionally, these plants have been used to treat infections, inflammation, and cancer. Despite their widespread use, the identification of their active components remains incomplete. This study aimed to differentiate K. crenata (KC), K. marmorata (KM), and K. pinnata (KP) by conducting detailed histochemical and phytochemical analyses, and to assess their antioxidant capabilities. The investigation revealed significant differences between the species, highlighting the variability in phenolic (PC) and flavonoid contents (FC) and their distinct antioxidant effects. The KM demonstrated the greatest results (PC: 59.26±1.53 mgEqGA/g; FC: 12.63±0.91 mgEqCQ/g; DPPH⋅ (IC50): 110.66 ug/mL; ABTS⋅+ (IC50): 26.81 ug/mL; ORAC: 9.65±0.75 mmolTE) when compared to KC and KP. These findings underscore a new reference for research within the Kalanchoe genus.


Asunto(s)
Antioxidantes , Kalanchoe , Fitoquímicos , Extractos Vegetales , Kalanchoe/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Extractos Vegetales/aislamiento & purificación , Fitoquímicos/química , Fitoquímicos/farmacología , Fitoquímicos/aislamiento & purificación , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Fenoles/química , Fenoles/farmacología , Fenoles/aislamiento & purificación , Agua/química , Flavonoides/química , Flavonoides/farmacología , Flavonoides/aislamiento & purificación , Picratos/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Hojas de la Planta/química
20.
Mar Drugs ; 22(4)2024 Mar 24.
Artículo en Inglés | MEDLINE | ID: mdl-38667761

RESUMEN

In order to explore the extraction and activity of macroalge glycolipids, six macroalgae (Bangia fusco-purpurea, Gelidium amansii, Gloiopeltis furcata, Gracilariopsis lemaneiformis, Gracilaria sp. and Pyropia yezoensis) glycolipids were extracted with five different solvents firstly. Considering the yield and glycolipids concentration of extracts, Bangia fusco-purpurea, Gracilaria sp. and Pyropia yezoensis were selected from six species of marine macroalgae as the raw materials for the extraction of glycolipids. The effects of the volume score of methanol, solid-liquid ratio, extraction temperature, extraction time and ultrasonic power on the yield and glycolipids concentration of extracts of the above three macroalgae were analyzed through a series of single-factor experiments. By analyzing the antioxidant activity in vitro, moisture absorption and moisturizing activity, the extraction process of Bangia fusco-purpurea glycolipids was further optimized by response surface method to obtain suitable conditions for glycolipid extraction (solid-liquid ratio of 1:27 g/mL, extraction temperature of 48 °C, extraction time of 98 min and ultrasonic power of 450 W). Bangia fusco-purpurea extracts exhibited a certain scavenging effect on DPPH free radicals, as well as good moisture-absorption and moisture retaining activities. Two glycolipids were isolated from Bangia fusco-purpurea by liquid-liquid extraction, silica gel column chromatography and thin-layer chromatography, and they showed good scavenging activities against DPPH free radicals and total antioxidant capacity. Their scavenging activities against DPPH free radicals were about 60% at 1600 µg/mL, and total antioxidant capacity was better than that of Trolox. Among them, the moisturizing activity of a glycolipid was close to that of sorbierite and sodium alginate. These two glycolipids exhibited big application potential as food humectants and antioxidants.


Asunto(s)
Antioxidantes , Glucolípidos , Algas Marinas , Glucolípidos/química , Glucolípidos/aislamiento & purificación , Glucolípidos/farmacología , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Algas Marinas/química , Rhodophyta/química , Solventes/química , Picratos/química
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