RESUMEN
This study investigated the structural composition and antioxidant properties of pectic polysaccharides extracted from Rohdea japonica (Thunb.) Roth. Pectins, which belong to a complex category of acidic polysaccharides, possess a wide range of biological effects stemming from their distinctive structural domains. The polysaccharides were extracted using water, and were subsequently purified through ion exchange and gel permeation chromatography. In order to elucidate their structural features, Fourier Transform Infrared Spectroscopy and Nuclear Magnetic Resonance techniques were applied. Two specific polysaccharides, WRJP-A2a and WRJP-A3b, with molecular weights of 42.7 kDa and 64.1 kDa, respectively, were identified to contain varying proportions of homogalacturonan, rhamnogalacturonan I, and rhamnogalacturonan II domains. Regarding antioxidant capacity, WRJP-A3b exhibited superior scavenging capabilities against DPPH, ABTS, and hydroxyl radicals, potentially attributed to its higher galacturonic acid content and abundance of homogalacturonan domains. These results enhance our comprehension of the structure-activity interplay of pectic polysaccharides sourced from Rohdea japonica (Thunb.) Roth and their potential utility in the healthcare and functional food sectors.
Asunto(s)
Antioxidantes , Pectinas , Polisacáridos , Pectinas/química , Pectinas/farmacología , Antioxidantes/química , Antioxidantes/farmacología , Polisacáridos/química , Polisacáridos/farmacología , Peso Molecular , Espectroscopía Infrarroja por Transformada de Fourier , Depuradores de Radicales Libres/química , Depuradores de Radicales Libres/farmacología , Espectroscopía de Resonancia Magnética , Picratos/química , Picratos/antagonistas & inhibidores , Ácidos HexurónicosRESUMEN
Quercetin, recognized for its antioxidant, anti-inflammatory, and antibacterial properties, faces limited biomedical application due to its low solubility. Cotton, a preferred wound dressing material over synthetic ones, lacks inherent antibacterial and wound-healing attributes and can benefit from quercetin features. This study explores the potential of overcoming these challenges through the inclusion complexation of quercetin with cyclodextrins (CDs) and the development of a nanofibrous coating on a cotton nonwoven textile. Hydroxypropyl-beta-cyclodextrin (HP-ß-CD) and hydroxypropyl-gamma-cyclodextrin (HP-γ-CD) formed inclusion complexes of quercetin, with chitosan added to enhance antibacterial properties. Phase solubility results showed that inclusion complexation can enhance quercetin solubility up to 20 times, with HP-γ-CD forming a more stable inclusion complexation compared with HP-ß-CD. Electrospinning of the nanofibers from HP-ß-CD/Quercetin and HP-γ-CD/Quercetin aqueous solutions without the use of a polymeric matrix yielded a uniform, smooth fiber morphology. The structural and thermal analyses of the HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers confirmed the presence of inclusion complexes between quercetin and each of the CDs (HP-ß-CD and HP-γ-CD). Moreover, HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers showed a near-complete loading efficiency of quercetin and followed a fast-releasing profile of quercetin. Both HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers showed significantly higher antioxidant activity compared to pristine quercetin. The HP-ß-CD/Quercetin and HP-γ-CD/Quercetin nanofibers also showed antibacterial activity, and with the addition of chitosan in the HP-γ-CD/Quercetin system, the Chitosan/HP-γ-CD/Quercetin nanofibers completely eliminated the investigated bacteria species. The nanofibers were nontoxic and well-tolerated by cells, and exploiting the quercetin and chitosan anti-inflammatory activities resulted in the downregulation of IL-6 and NO secretion in both immune as well as regenerative cells. Overall, CD inclusion complexation markedly enhances quercetin solubility, resulting in a biofunctional antioxidant, antibacterial, and anti-inflammatory wound dressing through a nanofibrous coating on cotton textiles.
Asunto(s)
Antibacterianos , Antiinflamatorios , Antioxidantes , Vendajes , Quitosano , Ciclodextrinas , Ensayo de Materiales , Nanofibras , Quercetina , Quercetina/farmacología , Quercetina/química , Antioxidantes/farmacología , Antioxidantes/química , Nanofibras/química , Quitosano/química , Quitosano/farmacología , Antibacterianos/farmacología , Antibacterianos/química , Antiinflamatorios/farmacología , Antiinflamatorios/química , Ciclodextrinas/química , Ciclodextrinas/farmacología , Tamaño de la Partícula , Materiales Biocompatibles/química , Materiales Biocompatibles/farmacología , Pruebas de Sensibilidad Microbiana , Fibra de Algodón , Cicatrización de Heridas/efectos de los fármacos , Humanos , Picratos/antagonistas & inhibidores , Supervivencia Celular/efectos de los fármacos , Compuestos de BifeniloRESUMEN
A high performance liquid chromatography-ultraviolet-visible detector-electrospray ionization-ion trap-time-of-flight-mass spectrometry-total antioxidant capacity determination (HPLC-UVD-ESI-IT-TOF-MS-TACD) new online technique was developed for efficient screening of potential antioxidant active components in Prunus persica flowers (PPF) from 4 origins. Through this online system, 46 compounds were initially identified, while 20 compounds with DPPH binding activity and 21 compounds with FRAP binding activity were detected. The antioxidant activities of 9 compounds obtained from the screening were then validated in DNA oxidative damage protection study. The results showed that this online system can cope well with the complexity of the samples. This also provides technical basis for rapid screening of antioxidant resources of PPF. In short, this study made the chemical composition of PPF more abundant and its potential antioxidant active compounds more explicit, which provided new ideas for the detection and development of natural antioxidants and provided scientific basis for PPF as functional food.
Asunto(s)
Antioxidantes , Daño del ADN , Flores , Prunus persica , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/análisis , Flores/química , Daño del ADN/efectos de los fármacos , Prunus persica/química , Cromatografía Líquida de Alta Presión , Espectrometría de Masa por Ionización de Electrospray , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Estrés Oxidativo/efectos de los fármacos , Picratos/antagonistas & inhibidores , Picratos/químicaRESUMEN
This study reports the Design Hypothesis of a novel series of 1,3-diphenyl pyrazole-thiosemicarbazone as novel tyrosinase inhibitors (TYRI). The designed compounds were prepared and their TYRI activity and mechanisms were studied. The results showed that the selected compounds exhibited potent tyrosinase inhibitory activities greater than that of kojic acid (KA). Lead candidates, denoted as 6g and 6n, with a para-hydroxyphenyl group attached to the 3-position of the pyrazole ring demonstrated IC50 values of 2.09 and 3.18 µM, respectively. The potency of these compounds was approximately 5-8 times higher than that of KA. The in vitro melanin content of 6g or 6n-treated melanoma cells resulted in significant efficacy in melanin reduction. The DPPH assay result revealed that the tyrosinase inhibition mechanism for these derivatives was independent of a redox effect and corresponded to the interaction with tyrosinase. According to the Lineweaver-Burk plot, the most potent compounds, 6g and 6n, exhibit a mixed type of inhibition, primarily noncompetitive inhibition. In silico molecular docking studies were employed to determine the binding mode and explore the Design Hypothesis in detail. The results suggested that these compounds could be considered promising leads for the further development of novel inhibitors to treat disorders related to tyrosinase.
Asunto(s)
Antioxidantes , Inhibidores Enzimáticos , Melaninas , Simulación del Acoplamiento Molecular , Monofenol Monooxigenasa , Pirazoles , Tiosemicarbazonas , Monofenol Monooxigenasa/antagonistas & inhibidores , Monofenol Monooxigenasa/metabolismo , Tiosemicarbazonas/química , Tiosemicarbazonas/farmacología , Tiosemicarbazonas/síntesis química , Inhibidores Enzimáticos/farmacología , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/síntesis química , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/síntesis química , Relación Estructura-Actividad , Melaninas/metabolismo , Melaninas/antagonistas & inhibidores , Cinética , Estructura Molecular , Pirazoles/química , Pirazoles/farmacología , Pirazoles/síntesis química , Relación Dosis-Respuesta a Droga , Humanos , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/farmacología , Picratos/antagonistas & inhibidores , Animales , Línea Celular TumoralRESUMEN
Purpose: This study aimed to isolate and characterize palmatine from Fibraurea tinctoria Lour stems, quantify its content, and determine its antioxidant and antidiabetic activities. Patients and Methods: Palmatine was isolated from the methanol extract of Fibraurea tinctoria Lour stems by silica gel column chromatography. Structural elucidation of the isolated compounds was performed using spectral data analysis and comparison with the literature. High-Performance Liquid Chromatography (HPLC) was used to quantitatively determine palmatine in the crude methanol extract and fractions. The DPPH and non-enzymatic SOD mimic methods were used to assess the antioxidant activity of the methanol extract, fractions, and isolated compounds. The antidiabetic activity was evaluated in silico by the molecular docking method of alpha-glucosidase and DPP-IV enzymes. Palmatine was used as a test ligand and was compared with berberine and its native ligand or standard compounds. Results: The isolated compound was identified as palmatine. Quantification of palmatine compound by HPLC showed that palmatine was found in the extract and all fractions. In the in vitro antioxidant activity test using the DPPH method, fraction 4 showed the highest activity, with an IC50 value of 91 ppm. In contrast, using the non-enzymatic SOD mimic method, the methanol extract, fraction 5, and isolated compound (palmatine) exhibited very strong antioxidant activity, with IC50 values of 18, 20, and 28 ppm, respectively. The in silico antidiabetic activity of palmatine is thought to have the potential to inhibit these two enzymes. Conclusion: These results showed that Fibraurea tinctoria Lour stems have potential as an antioxidant and antidiabetic agent. Further research on phytochemical and pharmacological is required to validate the use of this plant species for the treatment of various diseases, especially diabetes mellitus.
Asunto(s)
Antioxidantes , Alcaloides de Berberina , Hipoglucemiantes , Simulación del Acoplamiento Molecular , Extractos Vegetales , Hipoglucemiantes/farmacología , Hipoglucemiantes/química , Hipoglucemiantes/aislamiento & purificación , Antioxidantes/farmacología , Antioxidantes/aislamiento & purificación , Antioxidantes/química , Alcaloides de Berberina/farmacología , Alcaloides de Berberina/aislamiento & purificación , Alcaloides de Berberina/química , Extractos Vegetales/farmacología , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Cromatografía Líquida de Alta Presión , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Picratos/antagonistas & inhibidores , Picratos/química , Simulación por Computador , alfa-Glucosidasas/metabolismo , Relación Estructura-ActividadRESUMEN
Melanin is a complex brown pigment, primarily responsible for the skin pigmentation. Therefore, cosmetic industries have always been in search of potent oxidative enzymes useful for melanin degradation, and to promise a fair complexion after using their products. In the present study, lignin peroxidase from Pseudomonas fluorescence LiP-RL5 isolate has been immobilized on super-paramagnetic nanoparticles to enhance its stability and reusability. The chitosan coated enzyme-nanomaterial complex (LiP@MFO-Chit) showed higher melanin decolorization (47.30 ± 2.3 %) compared to the graphene oxide coated nanoparticles (LiP@MFO-GO) (41.60 ± 1.6 %). Synthesized enzyme nanoparticle complexes showed microbicidal effect on skin infection causing pathogen, Pantoea agglomerans with an inhibitory zone of 6.0 ± 0.9 mm and 250 µg/100 µl minimum inhibitory concentration, and a 7.0 ± 1.5 mm zone and 170 µg/100 µl MIC for LiP@MFO-GO and LiP@MFO-Chit, respectively. Antioxidant potential of LiP@MFO-Chit and LiP@MFO-GO nano-conjugates showed a substantial DPPH scavenging activity of 75.7 % and 88.3 %, respectively. Therefore, LiP-nanoparticle hybrid complexes analyzed in this study are not only effective as skin whitening agents but they are potential molecules against various microbial skin infections as well as useful for different other biomedical applications like biorefinery, drug delivery, and dermatology, etc.
Asunto(s)
Quitosano , Grafito , Melaninas , Pruebas de Sensibilidad Microbiana , Melaninas/metabolismo , Melaninas/química , Quitosano/química , Quitosano/farmacología , Grafito/química , Grafito/farmacología , Antibacterianos/farmacología , Antibacterianos/química , Antibacterianos/síntesis química , Peroxidasas/metabolismo , Peroxidasas/química , Enzimas Inmovilizadas/química , Enzimas Inmovilizadas/metabolismo , Pantoea , Antioxidantes/química , Antioxidantes/farmacología , Antioxidantes/síntesis química , Estructura Molecular , Pseudomonas , Relación Dosis-Respuesta a Droga , Relación Estructura-Actividad , Picratos/antagonistas & inhibidores , Nanopartículas/química , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/químicaRESUMEN
In the current investigation, total phenolics and flavonoids of the methanolic extract obtained from the trunk bark of Acacia cyanophylla Lindl. were quantified by LC-HRMS technique. DPPH and ABTS reagents were employed to assay the antioxidant potential. The anti-tyrosinase and anti-α-amylase potentials were also assayed. The findings revealed that thirteen polyphenolic compounds were detected in the methanolic extract with trans-taxifolin (23.2â g/kg), as the major constituent. A. cyanophylla extract displayed a higher activity with DPPH test (IC50=10.14±1.00â µg/mL) than with ABTS (IC50=15.27±2.09â µg/mL). The same extract also exhibited interesting α-amylase inhibitory action (IC50 value of 4.00±0.17â µg/mL). Moreover, methanolic trunk bark extract exerted strong anti-tyrosinase capacity with an IC50 of 5.12±0.41â µg/mL in comparison to kojic acid (IC50=10.22±0.85â µg/mL) used as positive control. The antioxidant, anti-tyrosinase and anti-α-amylase potentials of the methanolic extract of A. cyanophylla trunk bark were reinforced by in silico molecular docking analyses, which confirmed the results of the inâ vitro tests.
Asunto(s)
Acacia , Antioxidantes , Inhibidores Enzimáticos , Simulación del Acoplamiento Molecular , Monofenol Monooxigenasa , Fenoles , Corteza de la Planta , Extractos Vegetales , alfa-Amilasas , Corteza de la Planta/química , Fenoles/química , Fenoles/farmacología , Fenoles/aislamiento & purificación , alfa-Amilasas/antagonistas & inhibidores , alfa-Amilasas/metabolismo , Acacia/química , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Monofenol Monooxigenasa/antagonistas & inhibidores , Monofenol Monooxigenasa/metabolismo , Extractos Vegetales/química , Extractos Vegetales/farmacología , Extractos Vegetales/aislamiento & purificación , Inhibidores Enzimáticos/farmacología , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/aislamiento & purificación , Picratos/antagonistas & inhibidores , Compuestos de Bifenilo/antagonistas & inhibidores , Simulación por Computador , Flavonoides/química , Flavonoides/farmacología , Flavonoides/aislamiento & purificaciónRESUMEN
Arnebia benthamii is one of the important sources of biologically active naphthoquinone pigments. The present study aimed at extraction of shikonin from Arnebia benthamii roots and its characterization. In order to identify and quantify shikonin, the extracts were evaluated using HPLC, LCMS, GCMS, NP-HPTLC and FTIR. Furthermore, nutraceutical evaluation was also done. It was found that the amount of shikonin was very low in the extracts obtained by using aqueous ethanol as it was not detected through chromatographic techniques. However, when hexane was used for extraction, a significant amount of shikonin (4.55 mg/g) was detected. The shikonin showed a linear range from 2-55 µg/mL with LOD and LOQ of 2.65 and 8.02 respectively, with a retention time of 3.64 min. The results of FTIR revealed that hexane extract had the intensity of functional groups similar to that of the standard. The values of DPPH radical inhibition were observed as 82.98 ± 0.01, 65.09 ± 0.23 %, 62.28 ± 0.86 % and 54.09 ± 0.23 % for Std, Ehex, Eus and Evs, respectively. The hexane extract showed the highest antioxidant activity as compared to other samples. Moreover, the hexane extracted shikonin displayed significantly (p > 0.05) high α-amylase and pancreatic lipase inhibition, indicating its high anti-diabetic and anti-lipidemic potential. It can be concluded that hexane is the best solvent for the extraction of shikonin and has better nutraceutical potential compared to ethanolic extracts.
Asunto(s)
Boraginaceae , Suplementos Dietéticos , Naftoquinonas , Extractos Vegetales , Raíces de Plantas , Raíces de Plantas/química , Suplementos Dietéticos/análisis , Extractos Vegetales/química , Naftoquinonas/análisis , Naftoquinonas/química , Naftoquinonas/aislamiento & purificación , India , Boraginaceae/química , Antioxidantes/análisis , Antioxidantes/farmacología , Compuestos de Bifenilo/antagonistas & inhibidores , Picratos/antagonistas & inhibidores , Espectroscopía Infrarroja por Transformada de Fourier/métodos , alfa-Amilasas/antagonistas & inhibidoresRESUMEN
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 , BenzotiazolesRESUMEN
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 , AlelopatíaRESUMEN
BACKGROUND: The quality of traditional Chinese medicine (TCM) is the prerequisite for ensuring its safe and effective clinical application. With the increasing popularity of TCM worldwide, the quality control of TCM products has become increasingly crucial. Tianma toutong tablet (TMTTT) is mainly used for migraine caused by external wind and cold, blood stasis, or deficiency of blood and nourishment. However, the mechanism of action of TMTTT is still unclear, and there has been a lack of in vitro antioxidant activity research and migraine treatment mechanism research. Therefore, it is urgent to establish a set of comprehensive and effective evaluation methods. RESULTS: three fingerprint profiles were established using HPLC, UV, and DSC analysis methods, and established three digital parameters simple complexity index (SX), simple clarity index (SY), simple complexity clarity ratio (Sω), 22 batches of samples were evaluated using a comprehensive linear quantitative fingerprint method (CLQFM). In addition, the antioxidant activity of the samples was determined using the DPPH method, and the relationship between fingerprint peaks in different fingerprints and antioxidant capacity was explored using Pearson correlation coefficients. Finally, network pharmacological research was conducted to investigate the potential targets, compounds, and pathways involved in the treatment of migraines with TMTTT. The results showed that the 22 batches of samples were classified into different quality grades. TMTTT exhibited good antioxidant activity, the fingerprint-efficacy relationship showed that gastrodin, chlorogenic acid, ferulic acid, imperatorin and isoimperatorin had strong antioxidant capacity, providing directions for the identification of active compounds. A total of 36 core targets were identified and screened by network pharmacology, which AKT serine/threonine kinase 1 (AKT1), albumin (ALB), insulin (INS), tumor necrosis factor (TNF), prostaglandin-endoperoxide synthase 2 (PTGS2) and interleukin-6 (IL-6), and compounds such as ß-sitosterol, chrysophanol, vanillin are the key to the treatment of migraine, providing references for subsequent clinical research and new drug development. SIGNIFICANCE: This study examined the consistency of the quality of TMTTT and the mechanism of action in treating migraines from both quality and efficacy perspectives, providing a favorable direction for further research on TMTTT and offering new ideas for the quality control of TCM compound formulations.
Asunto(s)
Antioxidantes , Medicamentos Herbarios Chinos , Farmacología en Red , Comprimidos , Medicamentos Herbarios Chinos/química , Medicamentos Herbarios Chinos/farmacología , Medicamentos Herbarios Chinos/análisis , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/análisis , Cromatografía Líquida de Alta Presión , Control de Calidad , Medicina Tradicional China , Picratos/antagonistas & inhibidores , Compuestos de BifeniloRESUMEN
In this work, the hexane, chloroform, and methanol extracts from Kalanchoe fedtschenkoi were utilized to green-synthesize silver nanoparticles (Kf1-, Kf2-, and Kf3-AgNPs). The Kf1-, Kf2-, and Kf3-AgNPs were characterized by spectroscopy and microscopy techniques. The antibacterial activity of AgNPs was studied against bacteria strains, utilizing the microdilution assay. The DPPH and H2O2 assays were considered to assess the antioxidant activity of AgNPs. The results revealed that Kf1-, Kf2-, and Kf3-AgNPs exhibit an average diameter of 39.9, 111, and 42 nm, respectively. The calculated ζ-potential of Kf1-, Kf2-, and Kf3-AgNPs were -20.5, -10.6, and -7.9 mV, respectively. The UV-vis analysis of the three samples demonstrated characteristic absorption bands within the range of 350-450 nm, which confirmed the formation of AgNPs. The FTIR analysis of AgNPs exhibited a series of bands from 3500 to 750 cm-1, related to the presence of extracts on their surfaces. SEM observations unveiled that Kf1- and Kf2-AgNPs adopted structural arrangements related to nano-popcorns and nanoflowers, whereas Kf3-AgNPs were spherical in shape. It was determined that treatment with Kf1-, Kf2-, and Kf3-AgNPs was demonstrated to inhibit the growth of E. coli, S. aureus, and P. aeruginosa in a dose-dependent manner (50-300 µg/mL). Within the same range, treatment with Kf1-, Kf2-, and Kf3-AgNPs decreased the generation of DPPH (IC50 57.02-2.09 µg/mL) and H2O2 (IC50 3.15-3.45 µg/mL) radicals. This study highlights the importance of using inorganic nanomaterials to improve the biological performance of plant extracts as an efficient nanotechnological approach.
Asunto(s)
Antibacterianos , Antioxidantes , Tecnología Química Verde , Kalanchoe , Nanopartículas del Metal , Pruebas de Sensibilidad Microbiana , Extractos Vegetales , Plata , Nanopartículas del Metal/química , Plata/química , Plata/farmacología , Extractos Vegetales/química , Extractos Vegetales/farmacología , Antibacterianos/farmacología , Antibacterianos/química , Antibacterianos/síntesis química , Kalanchoe/química , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/síntesis química , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Picratos/antagonistas & inhibidores , Picratos/química , Escherichia coli/efectos de los fármacos , Escherichia coli/crecimiento & desarrollo , Peróxido de HidrógenoRESUMEN
A set of novels 2-thiohydantoin derivatives were synthesized and enaminone function was discussed at position 5 using DMFDMA catalyst which result in formation of pyrazole, isoxazole, benzoxazepine by using reagents such as hydrazine, hydroxylamine and 2-aminothiophenol. These newly synthesized compounds were evaluated for their antioxidant and antiproliferative activity. In vitro studies on the effect of 2-thiohydantoin on scavenging 2,2-diphenyl-1-picrylhydrazyl radical (DPPHâ¢) confirmed the free radical scavenging and antioxidant activity of 2-thiohydantoin. The synthesized compounds show significant antioxidant activity. The in vitro antitumor activity of 2-thiohydantoin on MCF7 (breast) and PC3 cells (prostate) was evaluated using MTT assay. Some of the synthesized compounds show significant to moderate antiproliferative properties compared to reference drug erlotinib. Among all, compound 4a exhibit potent antitumor properties against MCF7 and PC3 cancer cell lines with IC50 = 2.53 ± 0.09 /ml & with IC50 = 3.25 ± 0.12 µg/ml respectively and has potent antioxidant activity with IC50 = 10.04 ± 0.49 µg/ml.
Asunto(s)
Antineoplásicos , Antioxidantes , Aromatasa , Proliferación Celular , Ensayos de Selección de Medicamentos Antitumorales , Receptores ErbB , Simulación del Acoplamiento Molecular , Tiohidantoínas , Humanos , Antineoplásicos/farmacología , Antineoplásicos/síntesis química , Antineoplásicos/química , Proliferación Celular/efectos de los fármacos , Antioxidantes/farmacología , Antioxidantes/síntesis química , Antioxidantes/química , Receptores ErbB/antagonistas & inhibidores , Receptores ErbB/metabolismo , Relación Estructura-Actividad , Estructura Molecular , Tiohidantoínas/farmacología , Tiohidantoínas/química , Tiohidantoínas/síntesis química , Aromatasa/metabolismo , Relación Dosis-Respuesta a Droga , Diseño de Fármacos , Inhibidores de Proteínas Quinasas/farmacología , Inhibidores de Proteínas Quinasas/síntesis química , Inhibidores de Proteínas Quinasas/química , Catálisis , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/farmacología , Compuestos de Bifenilo/química , Línea Celular Tumoral , Termodinámica , Picratos/antagonistas & inhibidores , Hidrazinas , TioamidasRESUMEN
The study of new plant species and the identification of their chemical composition may contribute to the discovery of a new breakthrough substances for pharmacotherapeutical applications. For the first time, we examined antioxidant and antimicrobial activity of 70 %â v/v methanolic extracts from inflorescences and roots of Cirsium monspessulanum (L.) Hill. obtained by the ASE method. In the (2,2-diphenyl-1-picrylhydrazyl) DPPH analysis, tested extract of inflorescences showed antioxidant activity with an EC50=0.223±0.0479â mg/mL, and (Cupric Ion Reducting Antioxidant Capacity) CUPRAC test assessed the antiradical activity on 14.95±0.13â mgTE/g and for roots the values were EC50=0.307±0.0554â mg/mL and 11.18±0.49â mgTE/g, respectively. Furthermore, extract from the inflorescences possessed the highest antimicrobial activity against Staphylococcus aureus, Staphylococcus epidermidis and Micrococcus luteus with MIC=1.25â mg/mL for each. HPLC/ESI-QTOF-MS/MS method identified 7 phenolic acids and 14 flavonoids in inflorescences extract and only 7 phenolic acids in roots extract. To the best of our knowledge, this is the first qualitative analysis of Cirsium monspessulanum (L.) Hill. and all substances were described for the first time.
Asunto(s)
Antibacterianos , Antioxidantes , Cirsium , Metanol , Pruebas de Sensibilidad Microbiana , Fitoquímicos , Extractos Vegetales , Staphylococcus aureus , Cirsium/química , Extractos Vegetales/farmacología , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Antioxidantes/farmacología , Antioxidantes/química , Antioxidantes/aislamiento & purificación , Antibacterianos/farmacología , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Fitoquímicos/farmacología , Fitoquímicos/química , Fitoquímicos/aislamiento & purificación , Staphylococcus aureus/efectos de los fármacos , Metanol/química , Micrococcus luteus/efectos de los fármacos , Staphylococcus epidermidis/efectos de los fármacos , Compuestos de Bifenilo/antagonistas & inhibidores , Raíces de Plantas/química , Picratos/antagonistas & inhibidoresRESUMEN
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 ABTSâ¢+ (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 ABTSâ¢+ 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 químicaRESUMEN
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 & inhibidoresRESUMEN
Understanding the contribution of new natural sources of antioxidant compounds to the stability of wines is of great interest in a context of reduction of sulfites. Here, we investigated the antioxidant potential of selected inactivated non-Saccharomyces yeast (INSY) along with related chemical fingerprints, using combined untargeted UHPLC-Q-ToF MS and DPPH analyses. 4 INSY species were compared to a reference inactivated Saccharomyces cerevisiae yeast (ISY) selected for its high antioxidant capacity. Our results show that, all the INSY can accumulate GSH during the specific production process with yields ranging from +170 % to +360 % compared to the corresponding classical production process. The principal component analysis of the 3511 ions detected by UHPLC-Q-ToF-MS clearly grouped INSY by species, independently of the production process. One INSY exhibited equivalent antioxidant capacity to the control ISY, but with a GSH concentration four times lower (4.73 ± 0.09 mg/g against 20.95 ± 0.34 mg/g, respectively). 73 specific ions presenting strong and significant spearman correlation (rho < -0.6, p-value < 0.05) with the DPPH scores, clustered the most antioxidant INSY and the control Saccharomyces in different groups, indicating that the antioxidant capacity of these two products should be driven by different pools of compounds. These results point out that, GSH alone is not relevant to explain the antioxidant capacity of INSY soluble fractions and other more reactive compounds must be considered, which opens an avenue for the selection new species with great enological potential.
Asunto(s)
Antioxidantes , Metaboloma , Saccharomyces cerevisiae , Antioxidantes/química , Antioxidantes/análisis , Antioxidantes/metabolismo , Saccharomyces cerevisiae/metabolismo , Cromatografía Líquida de Alta Presión , Compuestos de Bifenilo/química , Picratos/antagonistas & inhibidores , Glutatión/metabolismo , Glutatión/análisisRESUMEN
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 11.7â µg/ml on the ABTS radical, from 1.77 to 48.22â µg/ml on the DPPH radical, and from 1.54 to 67.97â 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 & purificaciónRESUMEN
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 VegetalesRESUMEN
Chemical investigation on the leaves of Michelia champaca L. (Magnoliaceae) led to the isolation of five previously undescribed phenylethanoid glycosides (PhGs), 4-O-ß-d-glucopyranosyl-acteoside (1), 4â´-O-(6-O-E-caffeoyl)-ß-d-glucopyranosyl-acteoside (2), 4â´-O-(6-O-E-caffeoyl)-ß-d-glucopyranosyl-isoacteoside (3), 6""-O-E-feruloyl-echinacoside (4), and 6""-O-p-E-coumaroyl-echinacoside (5), together with eighteen known PhGs. Their structures were determined by spectroscopic and chemical methods. All the known PhGs except acteoside (8) were not previously reported in the genus. Twenty-one PhGs exhibited more potent DPPH radical scavenging activity and FRAP than l-ascorbic acid (l-AA), and twenty-two PhGs showed better ABTS radical cation scavenging activity than l-AA. In addition, twelve PhGs displayed more potent cellular reactive oxygen species scavenging activity than curcumin. The results revealed that the leaves of M. champaca are a rich source of phenylethanoid glycosides and antioxidants.