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1.
Environ Sci Technol ; 57(7): 2779-2791, 2023 02 21.
Artículo en Inglés | MEDLINE | ID: mdl-36758188

RESUMEN

Recently, roadway releases of N,N'-substituted p-phenylenediamine (PPD) antioxidants and their transformation products (TPs) received significant attention due to the highly toxic 6PPD-quinone. However, the occurrence of PPDs and TPs in recycled tire rubber products remains uncharacterized. Here, we analyzed tire wear particles (TWPs), recycled rubber doormats, and turf-field crumb rubbers for seven PPD antioxidants, five PPD-quinones (PPDQs), and five other 6PPD TPs using liquid chromatography-tandem mass spectrometry. PPD antioxidants, PPDQs, and other TPs were present in all samples with chemical profiles dominated by 6PPD, DTPD, DPPD, and their corresponding PPDQs. Interestingly, the individual [PPDQ]/[PPD] and [TP]/[PPD] ratios significantly increased as total concentrations of the PPD-derived chemical decreased, indicating that TPs (including PPDQs) dominated the PPD-derived compounds with increased environmental weathering. Furthermore, we quantified 15 other industrial rubber additives (including bonding agents, vulcanization accelerators, benzotriazole and benzothiazole derivatives, and diphenylamine antioxidants), observing that PPD-derived chemical concentrations were 0.5-6 times higher than these often-studied additives. We also screened various other elastomeric consumer products, consistently detecting PPD-derived compounds in lab stoppers, sneaker soles, and rubber garden hose samples. These data emphasize that PPD antioxidants, PPDQs, and related TPs are important, previously overlooked contaminant classes in tire rubbers and elastomeric consumer products.


Asunto(s)
Antioxidantes , Benzoquinonas , Fenilendiaminas , Goma , Antioxidantes/análisis , Antioxidantes/química , Antioxidantes/clasificación , Fenilendiaminas/análisis , Fenilendiaminas/química , Fenilendiaminas/clasificación , Goma/química , Benzoquinonas/análisis , Benzoquinonas/química , Benzoquinonas/clasificación , Cromatografía Líquida con Espectrometría de Masas , Espectrometría de Masas en Tándem
2.
Regul Toxicol Pharmacol ; 121: 104887, 2021 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-33556417

RESUMEN

Tumor data from rodent bioassays are used for cancer hazard classification with wide-ranging consequences. This paper presents a case study of the synthetic antioxidant butylated hydroxyanisole (BHA), which IARC classified as Group 2B ("possibly carcinogenic to humans") on the basis of forestomach tumors in rodents following chronic dietary exposure to high levels. IARC later determined that the mechanism by which BHA induces forestomach tumors is not relevant to humans; however, the classification has not been revoked. BHA was listed on California Proposition 65 as a direct consequence of the IARC classification, and there is widespread concern among consumers regarding the safety of BHA driven by the perception that it is a carcinogen. While many regulatory agencies have established safe exposure limits for BHA, the IARC classification and Proposition 65 listing resulted in the addition of BHA to lists of substances banned from children's products and products seeking credentials such as EPA's Safer Choice program, as well as mandatory product labeling. Classifications have consequences that many times pre-empt the ability to conduct an exposure-based risk-based assessment., It is imperative to consider human relevance of both the endpoint and exposure conditions as fundamental to hazard identification.


Asunto(s)
Antioxidantes/clasificación , Hidroxianisol Butilado/clasificación , Carcinógenos/clasificación , Aditivos Alimentarios/clasificación , Animales , Antioxidantes/toxicidad , Hidroxianisol Butilado/toxicidad , Carcinógenos/toxicidad , Aditivos Alimentarios/toxicidad , Abastecimiento de Alimentos , Humanos , Medición de Riesgo
3.
Arch Pharm (Weinheim) ; 354(7): e2000496, 2021 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-33749025

RESUMEN

A series of novel dopamine analogs incorporating urea and sulfonamide functional groups was synthesized from 3,4-dimethoxyphenethylamine. The reaction of 3,4-dimethoxyphenethylamine with N,N-dimethylcarbamoyl chloride, followed by the sulfonyl chlorination of the urea derivative, gave benzene-1-sulfonyl chloride 9, which was reacted with NH3 (aq) or N-alkyl amines to give related sulfonamides. The O-demethylation reaction of the subsequent compounds with BBr3 afforded four novel phenolic dopamine analogs including sulfonamide and urea in the same structure. The anticholinergic and antioxidant effects of the synthesized compounds were examined. Compound 13 exhibited inhibition at the micromolar level for both acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The IC50 value of 13 was calculated as 298 ± 43 µM for AChE and 321 ± 29 µM for BChE. The antioxidant and antiradical effects of the molecules were investigated by five different methods. Among the synthesized compounds 10-18, the best antioxidant and antiradical activities belong to the phenolic compounds 15-18. Compounds 16 and 18 have a higher reducing power than the standards used, that is, butylated hydroxytoluene, butylated hydroxyanisole, Trolox, and α-tocopherol, for Fe3+ -Fe2+ and Cu2+ -Cu+ reducing activities. For the DPPH• radical scavenging method, compounds 16-18 have a much better scavenging power than the standard molecules. In addition, it has been determined by the induced-fit docking method that compound 13 is well-fitted in the active site of the enzymes. ADME studies reveal that the pharmacokinetic and physicochemical properties of all synthesized compounds are within an acceptable range.


Asunto(s)
Antioxidantes/farmacología , Inhibidores de la Colinesterasa/farmacología , Dopamina/farmacología , Sulfonamidas/farmacología , Acetilcolinesterasa/efectos de los fármacos , Acetilcolinesterasa/metabolismo , Enfermedad de Alzheimer/tratamiento farmacológico , Antioxidantes/síntesis química , Antioxidantes/clasificación , Butirilcolinesterasa/efectos de los fármacos , Butirilcolinesterasa/metabolismo , Células CACO-2 , Inhibidores de la Colinesterasa/síntesis química , Inhibidores de la Colinesterasa/química , Dopamina/análogos & derivados , Dopamina/síntesis química , Humanos , Concentración 50 Inhibidora , Simulación del Acoplamiento Molecular , Fenoles/síntesis química , Fenoles/química , Fenoles/farmacología , Relación Estructura-Actividad , Sulfonamidas/síntesis química , Sulfonamidas/química
4.
ScientificWorldJournal ; 2021: 6623609, 2021.
Artículo en Inglés | MEDLINE | ID: mdl-33986636

RESUMEN

BACKGROUND: Nigella sativa L (NS) is a powerful antioxidant and medicinal plant with many therapeutic applications particularly in traditional medicine for respiratory, gastrointestinal, rheumatic, and inflammatory disorders, as well as cancer. OBJECTIVE: The aim of this study is to extract the active ingredients from the Moroccan Nigella sativa L and determine its antioxidant properties. We hypothesize that the separation of the compounds from Nigella sativa L has either a positive or negative effect on antioxidants. To study this, we explored different methods to simultaneously extract and separate compounds from Nigella sativa L and performed antioxidant tests (ß-carotene and DPPH) for all collected fractions. METHODS: Nigella sativa L was hot-extracted by Soxhlet and mother extracts and was separated using silica column chromatography with adequate eluents. Qualitative phytochemical tests to determine the chemical families in Nigella sativa L seeds were performed on the fractions. They were also identified and characterized by GC-MS and HPLC-DAD. Then, antioxidant activity was examined by ß-carotene bleaching and DPPH radical scavenger tests. Results and Conclusion. The mother extract hexane FH generated eight different fractions (SH1-8) and the acetone extract FA generated 11 fractions (SA1-11). The FH fractions had a high percentage of fatty acids, and the FA fractions had some interesting polyphenols derivative compounds. Phytochemical screening revealed secondary metabolites such as polyphenols flavonoids, alkaloids, steroids, terpenes coumarins, tannins, and saponins. We found that only two solvents (hexane, acetone) of different polarities could easily extract and simultaneously separate the components of Nigella sativa L. The antioxidant fractions that we collected had close activity to reference compounds but were more active than the corresponding mother extracts. Moreover, several IC50 values of fractions from acetone extract were better than those from hexane. Therefore, the antioxidant activity of Nigella sativa L is more attributed to flavonoids and polyphenols than fatty acids. In summary, the separation of hexane extract presents a more pronounced positive effect for antioxidant tests than acetone extract.


Asunto(s)
Antioxidantes/aislamiento & purificación , Flavonoides/aislamiento & purificación , Extracción Líquido-Líquido/métodos , Nigella sativa/química , Fitoquímicos/aislamiento & purificación , Polifenoles/aislamiento & purificación , Semillas/química , Acetona/química , Alcaloides/química , Alcaloides/clasificación , Alcaloides/aislamiento & purificación , Antioxidantes/química , Antioxidantes/clasificación , Compuestos de Bifenilo/antagonistas & inhibidores , Cromatografía Líquida de Alta Presión , Cumarinas/química , Cumarinas/clasificación , Cumarinas/aislamiento & purificación , Flavonoides/química , Flavonoides/clasificación , Hexanos/química , Humanos , Marruecos , Fitoquímicos/química , Fitoquímicos/clasificación , Picratos/antagonistas & inhibidores , Extractos Vegetales/química , Plantas Medicinales , Polifenoles/química , Polifenoles/clasificación , Saponinas/química , Saponinas/clasificación , Saponinas/aislamiento & purificación , Solventes/química , Esteroides/química , Esteroides/clasificación , Esteroides/aislamiento & purificación , Taninos/química , Taninos/clasificación , Taninos/aislamiento & purificación , Terpenos/química , Terpenos/clasificación , Terpenos/aislamiento & purificación , beta Caroteno/agonistas
5.
Molecules ; 26(15)2021 Jul 28.
Artículo en Inglés | MEDLINE | ID: mdl-34361704

RESUMEN

Significant growth of interest in cannabis (Cannabis sativa L.), especially its natural anti-inflammatory and antioxidative properties, has been observed recently. This narrative review aimed to present the state of the art of research concerning the anti-inflammatory activity of all classes of cannabinoids published in the last five years. Multimodal properties of cannabinoids include their involvement in immunological processes, anti-inflammatory, and antioxidative effects. Cannabinoids and non-cannabinoid compounds of cannabis proved their anti-inflammatory effects in numerous animal models. The research in humans is missing, and the results are unconvincing. Although preclinical evidence suggests cannabinoids are of value in treating chronic inflammatory diseases, the clinical evidence is scarce, and further well-designed clinical trials are essential to determine the prospects for using cannabinoids in inflammatory conditions.


Asunto(s)
Analgésicos/uso terapéutico , Antiinflamatorios/uso terapéutico , Antioxidantes/uso terapéutico , Cannabinoides/uso terapéutico , Cannabis/química , Analgésicos/química , Analgésicos/clasificación , Analgésicos/aislamiento & purificación , Animales , Antiinflamatorios/química , Antiinflamatorios/clasificación , Antiinflamatorios/aislamiento & purificación , Antioxidantes/química , Antioxidantes/clasificación , Antioxidantes/aislamiento & purificación , Cannabinoides/química , Cannabinoides/clasificación , Cannabinoides/aislamiento & purificación , Humanos , Inflamación/prevención & control , Estructura Molecular , Estrés Oxidativo/efectos de los fármacos , Relación Estructura-Actividad
6.
Molecules ; 26(15)2021 Jul 30.
Artículo en Inglés | MEDLINE | ID: mdl-34361795

RESUMEN

Although Australia is the largest exporter of faba bean globally, there is limited information available on the levels of bioactive compounds found in current commercial faba bean varieties grown in this country. This study profiled the phenolic acid and flavonoid composition of 10 Australian faba bean varieties, grown at two different locations. Phenolic profiling by HPLC-DAD revealed the most abundant flavonoid to be catechin, followed by rutin. For the phenolic acids, syringic acid was found in high concentrations (72.4-122.5 mg/kg), while protocatechuic, vanillic, p-hydroxybenzoic, chlorogenic, p-coumaric, and trans-ferulic acid were all found in low concentrations. The content of most individual phenolics varied significantly with the variety, while some effect of the growing location was also observed. This information could be used by food processors and plant breeders to maximise the potential health benefits of Australian-grown faba bean.


Asunto(s)
Antioxidantes/química , Productos Agrícolas/química , Flavonoides/química , Vicia faba/química , Antioxidantes/clasificación , Antioxidantes/aislamiento & purificación , Australia , Catequina/química , Catequina/aislamiento & purificación , Ácido Clorogénico/química , Ácido Clorogénico/aislamiento & purificación , Cromatografía Líquida de Alta Presión/métodos , Ácidos Cumáricos/química , Ácidos Cumáricos/aislamiento & purificación , Productos Agrícolas/crecimiento & desarrollo , Productos Agrícolas/metabolismo , Flavonoides/clasificación , Flavonoides/aislamiento & purificación , Ácido Gálico/análogos & derivados , Ácido Gálico/química , Ácido Gálico/aislamiento & purificación , Humanos , Hidroxibenzoatos/química , Hidroxibenzoatos/aislamiento & purificación , Parabenos/química , Parabenos/aislamiento & purificación , Rutina/química , Rutina/aislamiento & purificación , Ácido Vanílico/química , Ácido Vanílico/aislamiento & purificación , Vicia faba/crecimiento & desarrollo , Vicia faba/metabolismo
7.
Molecules ; 26(7)2021 Mar 28.
Artículo en Inglés | MEDLINE | ID: mdl-33800622

RESUMEN

Croton hirtus L'Hér methanol extract was studied by NMR and two different LC-DAD-MSn using electrospray (ESI) and atmospheric pressure chemical ionization (APCI) sources to obtain a quali-quantitative fingerprint. Forty different phytochemicals were identified, and twenty of them were quantified, whereas the main constituents were dihydro α ionol-O-[arabinosil(1-6) glucoside] (133 mg/g), dihydro ß ionol-O-[arabinosil(1-6) glucoside] (80 mg/g), ß-sitosterol (49 mg/g), and isorhamnetin-3-O-rutinoside (26 mg/g). C. hirtus was extracted with different solvents-namely, water, methanol, dichloromethane, and ethyl acetate-and the extracts were assayed using different in vitro tests. The methanolic extracts presented the highest 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2'-azino-bis(3-ethylbenzothiazoline)-6-sulfonic acid (ABTS), and ferric reducing antioxidant power (FRAP) values. All the tested extracts exhibited inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), with a higher activity observed for dichloromethane (AChE: 5.03 and BChE: 16.41 mgGALAE/g), while the methanolic extract showed highest impact against tyrosinase (49.83 mgKAE/g). Taken together, these findings suggest C. hirtus as a novel source of bioactive phytochemicals with potential for commercial development.


Asunto(s)
Antioxidantes/química , Inhibidores de la Colinesterasa/química , Croton/química , Glucósidos/química , Fitoquímicos/química , Fitosteroles/química , Terpenos/química , Acetatos/química , Acetilcolinesterasa/química , Acetilcolinesterasa/metabolismo , Antioxidantes/clasificación , Antioxidantes/aislamiento & purificación , Benzotiazoles/antagonistas & inhibidores , Benzotiazoles/química , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Butirilcolinesterasa/química , Butirilcolinesterasa/metabolismo , Inhibidores de la Colinesterasa/aislamiento & purificación , Croton/metabolismo , Glucósidos/clasificación , Glucósidos/aislamiento & purificación , Humanos , Metanol/química , Cloruro de Metileno/química , Fitoquímicos/clasificación , Fitoquímicos/aislamiento & purificación , Fitosteroles/clasificación , Fitosteroles/aislamiento & purificación , Picratos/antagonistas & inhibidores , Picratos/química , Extractos Vegetales/química , Solventes/química , Relación Estructura-Actividad , Ácidos Sulfónicos/antagonistas & inhibidores , Ácidos Sulfónicos/química , Terpenos/clasificación , Terpenos/aislamiento & purificación , Agua/química
8.
Molecules ; 25(14)2020 Jul 17.
Artículo en Inglés | MEDLINE | ID: mdl-32708908

RESUMEN

Herbs derived from Taraxacum genus have been used as traditional medicines and food supplements in China for hundreds of years. Taraxacum mongolicum is a famous traditional Chinese medicine derived from Taraxacum genus for the treatment of inflammatory disorders and viral infectious diseases. In the present study, the bioactive phenolic chemical profiles and antioxidant activities of flowers, leaves, and roots of Taraxacum mongolicum were investigated. Firstly, a high performance liquid chromatography method combined with segmental monitoring strategy was employed to simultaneously determine six bioactive phenolic compounds in Taraxacum mongolicum samples. Moreover, multivariate statistical analysis, including hierarchical clustering analysis, principal component analysis, and partial least squares discriminant analysis were performed to compare and discriminate different parts of Taraxacum mongolicum based on the quantitative data. The results showed that three phenolic compounds, caftaric acid, caffeic acid, and luteolin, could be regarded as chemical markers for the differences of flowers, leaves, and roots of Taraxacum mongolicum. In parallel, total phenolic contents, total flavonoid contents and antioxidant activities of different parts of Taraxacum mongolicum were also evaluated and compared. It is clear that Taraxacum mongolicum had antioxidant properties, and the antioxidant capacities of different parts of Taraxacum mongolicum in three antioxidant assays showed a similar tendency: Flowers ≈ leaves > roots, which revealed a positive relationship with their total phenolic and flavonoid contents. Furthermore, to find the potential antioxidant components of Taraxacum mongolicum, the latent relationships of the six bioactive phenolic compounds and antioxidant activities of Taraxacum mongolicum were investigated by Pearson correlation analysis. The results indicated caftaric acid and caffeic acid could be the potential antioxidant ingredients of Taraxacum mongolicum. The present work may facilitate better understanding of differences of bioactive phenolic constituents and antioxidant activities of different parts of Taraxacum mongolicum and provide useful information for utilization of this herbal medicine.


Asunto(s)
Antioxidantes/química , Fenoles/química , Fitoquímicos/química , Taraxacum/química , Antioxidantes/clasificación , Antioxidantes/aislamiento & purificación , Ácidos Cafeicos/química , Cromatografía Líquida de Alta Presión , Flores/química , Luteolina/química , Fenoles/clasificación , Fenoles/aislamiento & purificación , Fitoquímicos/clasificación , Fitoquímicos/aislamiento & purificación , Hojas de la Planta/química , Raíces de Plantas/química
9.
Molecules ; 25(4)2020 Feb 24.
Artículo en Inglés | MEDLINE | ID: mdl-32102409

RESUMEN

Fireweed has recently been recognized as a plant with high antioxidant potential and phenolic content. Its leaves can be fermented to prepare an infusion with ideal antioxidant activity. The aim of this study was to investigate and to determine the influence of solid-phase fermentation of different durations on the variation of polyphenols in the leaves of fireweed. Laboratory experiments were conducted in 2017-2018. The leaves of fireweed, naturally growing, were fermented for different periods of time: not fermented (control) and fermented for 24 and 48 h. The evaluation of polyphenols and antioxidant activity in leaves was performed using high- performance liquid chromatography (HPLC). Additionally, principal component analysis was used to characterize differences in bioactive compounds between fireweed samples fermented at different durations. Solid-phase fermented leaves were characterized by higher contents of oenothein B, quercetin and benzoic acid but had lower contents of quercetin-3-O-rutinoside, luteolin and chlorogenic and gallic acids. Antioxidant activity in short- (24 h) and long-term (48 h) fermentation (compared to control) gave the highest level of regression in 2017, but in 2018 the effect was observed only with short-term fermentation and control. In conclusion, solid-phase fermentation can be used to modulate biologically active compounds in fireweed leaves.


Asunto(s)
Antioxidantes/química , Ácido Benzoico/química , Fermentación , Taninos Hidrolizables/química , Onagraceae/química , Polifenoles/química , Quercetina/química , Antioxidantes/clasificación , Antioxidantes/aislamiento & purificación , Ácido Benzoico/aislamiento & purificación , Benzotiazoles/química , Ácido Clorogénico/química , Ácido Clorogénico/aislamiento & purificación , Cromatografía Líquida de Alta Presión , Ácido Gálico/química , Ácido Gálico/aislamiento & purificación , Glucósidos/química , Glucósidos/aislamiento & purificación , Taninos Hidrolizables/aislamiento & purificación , Luteolina/química , Luteolina/aislamiento & purificación , Hojas de la Planta/química , Polifenoles/clasificación , Polifenoles/aislamiento & purificación , Análisis de Componente Principal , Quercetina/análogos & derivados , Quercetina/aislamiento & purificación , Ácidos Sulfónicos/química , Factores de Tiempo
10.
Molecules ; 25(6)2020 Mar 11.
Artículo en Inglés | MEDLINE | ID: mdl-32168868

RESUMEN

Sea buckthorn (Hippophae rhamnoides) berries are well known for their content in bioactive compounds, high acidity, bright yellow color, pleasant taste and odor, thus their addition in a basic food such as bread could be an opportunity for modern food producers. The aim of the present research was to investigate the characteristics and the effects of the berry' flour added in wheat bread (in concentration of 1%, 3% and 5%) on sensory, physicochemical and antioxidant properties, and also bread shelf life. Berry flour contained total polyphenols-1467 mg gallic acid equivalents (GAE)/100 g, of which flavonoids-555 mg GAE/100 g, cinnamic acids-425 mg caffeic acid equivalents (CAE)/100 g, flavonols-668 mg quercetin equivalents (QE)/100 g. The main identified phenolics were catechin, hyperoside, chlorogenic acid, cis- and trans-resveratrol, ferulic and protocatechuic acids, procyanidins B1 and B2, epicatechin, gallic acid, quercetin, p- and m-hydroxybenzoic acids. The antioxidant activity was 7.64 mmol TE/100 g, and carotenoids content 34.93 ± 1.3 mg/100 g. The addition of berry flour increased the antioxidant activity of bread and the shelf life up to 120 h by inhibiting the development of rope spoilage. The obtained results recommend the addition of 1% Hippophae rhamnoides berry flour in wheat bread, in order to obtain a product enriched in health-promoting biomolecules, with better sensorial and antioxidant properties and longer shelf life.


Asunto(s)
Antioxidantes/aislamiento & purificación , Pan/análisis , Flavonoides/aislamiento & purificación , Flavonoles/aislamiento & purificación , Harina/análisis , Hippophae/química , Polifenoles/aislamiento & purificación , Antioxidantes/clasificación , Ácidos Cafeicos/aislamiento & purificación , Carotenoides/clasificación , Carotenoides/aislamiento & purificación , Cinamatos/aislamiento & purificación , Flavonoides/clasificación , Flavonoles/clasificación , Almacenamiento de Alimentos , Tecnología de Alimentos/métodos , Frutas/química , Ácido Gálico/aislamiento & purificación , Humanos , Polifenoles/clasificación , Quercetina/aislamiento & purificación
11.
Molecules ; 25(6)2020 Mar 11.
Artículo en Inglés | MEDLINE | ID: mdl-32168896

RESUMEN

In this study, the phenolic profiles and bioactivities of five representative cultivars of okra collected in China were investigated. Noticeable variations of phenolic compounds and their bioactivities were observed among these different cultivars of okra. The contents of total flavonoids (TFC) in "Shuiguo", "Kalong 8", "Kalong 3", "Wufu", and "Royal red" ranged from 1.75 to 3.39 mg RE/g DW, of which "Shuiguo" showed the highest TFC. Moreover, five individual phenolic compounds were found in okra by high performance liquid chromatography analysis, including isoquercitrin, protocatechuic acid, quercetin-3-O-gentiobioside, quercetin, and rutin, while isoquercitrin and quercetin-3-O-gentiobioside were detected as the main phenolic compounds in okra. Moreover, all tested okra exhibited significant antioxidant activities (2,2-diphenyl-1-picrylhydrazyl radical scavenging capacity, 2,2'-azino-bis (3-ethylenzthiazoline-6-sulphonic acid) radical scavenging capacity, and ferric reducing antioxidant power) and inhibitory effects on digestive enzymes (lipase, α-glucosidase, and α-amylase). Indeed, "Shuiguo" exhibited much better antioxidant activities and inhibitory activities on digestive enzymes, which might be attributed to its high TFC. Results suggested that okra, especially "Shuiguo", could be developed as natural antioxidants and inhibitors against hyperlipidemia and hyperglycemia in the fields of functional foods and pharmaceuticals, which could meet the increasing demand for high-quality okra with health-promoting properties in China.


Asunto(s)
Abelmoschus/química , Frutas/química , Lipasa/antagonistas & inhibidores , alfa-Amilasas/antagonistas & inhibidores , alfa-Glucosidasas/química , Animales , Antioxidantes/química , Antioxidantes/clasificación , Antioxidantes/aislamiento & purificación , Benzotiazoles/antagonistas & inhibidores , Benzotiazoles/química , Compuestos de Bifenilo/antagonistas & inhibidores , Compuestos de Bifenilo/química , Disacáridos/química , Disacáridos/aislamiento & purificación , Flavonoides/química , Flavonoides/clasificación , Flavonoides/aislamiento & purificación , Hidroxibenzoatos/química , Hidroxibenzoatos/aislamiento & purificación , Lipasa/química , Fenoles/química , Fenoles/clasificación , Fenoles/aislamiento & purificación , Picratos/antagonistas & inhibidores , Picratos/química , Extractos Vegetales/química , Quercetina/análogos & derivados , Quercetina/química , Quercetina/aislamiento & purificación , Rutina/química , Rutina/aislamiento & purificación , Ácidos Sulfónicos/antagonistas & inhibidores , Ácidos Sulfónicos/química , Ácidos Sulfónicos/aislamiento & purificación , Porcinos , Tiazoles/química , Tiazoles/aislamiento & purificación , alfa-Amilasas/química
12.
Molecules ; 24(21)2019 Nov 01.
Artículo en Inglés | MEDLINE | ID: mdl-31683952

RESUMEN

Four new constituents, as cis-6-oxogeran-4-enyl-10-oxy-O-ß-arabinopyranosyl-4'-O-ß-arabinopyranosyl-2''-octadec-9''',12''',15'''-trienoate (1), geran-3(10)-enyl-1-oxy-O-ß-arabinopyranosyl-4'-O-ß-arabinopyranosyl-2''-octadec-9''',12''',15'''-trienoate (2), geranilan-8-oxy-O-α-d-xylopyranosyl-2'-n-octadec-9'',12'',15''-trienoate (3), 1-cyclohex-2', 5'-dienyl 1-cyclohexylethanol-O-ß-d-xylopyranoside (4), along with six known constituents, guaiacol-O-ß-d-arabinopyaranoside (5), n-tetradecanyl oleate (6), oleyl-O-ß-d-xyloside (7), n-octadec-9,12-dienoyl-O-ß-d-arabinopyranoside (8), linolenyl-O-ß-d-arabinofuranoside (9) andglyceryl-1,3-dipalmito-2-olein (10), were isolated and identified from the Dendropanax morbifera bark. The new structures were established by one-and two-dimensional NMR (and in combination with IR, FAB-MSand HR-ESI-FTMS. The comparative evaluation of antioxidant potential by phosphomolybdenum, DPPH, FRAP and the NO assay of four different compounds (1-4), we have found that the compounds 1 and 2 have power as a natural antioxidant, whereas the compound 3 and 4 exhibited mild activity in comparison to compounds 1 and 2.


Asunto(s)
Antioxidantes/química , Araliaceae/química , Triterpenos/química , Antioxidantes/clasificación , Ácidos Grasos/química , Ácidos Grasos/aislamiento & purificación , Glicósidos/química , Glicósidos/aislamiento & purificación , Estructura Molecular , Corteza de la Planta/química , Extractos Vegetales/química , Extractos Vegetales/farmacología , Saponinas/química , Saponinas/aislamiento & purificación , Triterpenos/clasificación , Triterpenos/aislamiento & purificación
13.
Molecules ; 24(14)2019 Jul 23.
Artículo en Inglés | MEDLINE | ID: mdl-31340530

RESUMEN

Solidago species are often used in traditional medicine as anti-inflammatory, diuretic, wound-healing and antimicrobial agents. Still, the bioactive compounds and biological activities of some species have not been studied. The present work aimed to investigate the polyphenolic profile and the biological properties of Solidago graminifolia L. Salisb., a poorly explored medicinal plant. The hydroalcoholic extracts from aerial parts were evaluated for total phenolic content (TPC), total flavonoid content (TFC) and the polyphenolic compounds were investigated by HPLC-MS. The antioxidant potential in vitro was determined using DPPH and FRAP assays. Antibacterial and antifungal effects were evaluated by dilution assays and MIC, MBC and MFC were calculated. The results showed that Solidago graminifolia aerial parts contain an important amount of total phenolics (192.69 mg GAE/g) and flavonoids (151.41 mg RE/g), with chlorogenic acid and quercitrin as major constituents. The hydroalcoholic extracts showed promising antioxidant and antimicrobial potential, with potent antibacterial activity against Staphylococcus aureus and important antifungal effect against Candida albicans and C. parapsilosis. The obtained results indicated that the aerial parts of Solidago graminifolia could be used as novel resource of phytochemicals in herbal preparations with antioxidant and antimicrobial activities.


Asunto(s)
Antiinfecciosos/aislamiento & purificación , Antioxidantes/aislamiento & purificación , Ácido Clorogénico/aislamiento & purificación , Flavonoides/aislamiento & purificación , Fenoles/aislamiento & purificación , Quercetina/análogos & derivados , Solidago/química , Antiinfecciosos/clasificación , Antiinfecciosos/farmacología , Antioxidantes/clasificación , Antioxidantes/farmacología , Compuestos de Bifenilo/antagonistas & inhibidores , Candida albicans/efectos de los fármacos , Candida albicans/crecimiento & desarrollo , Candida parapsilosis/efectos de los fármacos , Candida parapsilosis/crecimiento & desarrollo , Cloroformo/química , Ácido Clorogénico/farmacología , Etanol/química , Flavonoides/clasificación , Flavonoides/farmacología , Metanol/química , Pruebas de Sensibilidad Microbiana , Fenoles/clasificación , Fenoles/farmacología , Picratos/antagonistas & inhibidores , Componentes Aéreos de las Plantas/química , Extractos Vegetales/química , Quercetina/aislamiento & purificación , Quercetina/farmacología , Solventes/química , Staphylococcus aureus/efectos de los fármacos , Staphylococcus aureus/crecimiento & desarrollo
14.
Vopr Pitan ; 88(1): 17-25, 2019.
Artículo en Ruso | MEDLINE | ID: mdl-30811130

RESUMEN

Nowadays, more than 300 representatives of stilbenoids are known - a group of natural, synthetic and semi-synthetic biologic active substances, according to the chemical structure belonging to the group of polyphenolic compounds - phenylpropanoids. Representatives of this group of compounds can be detected in such classes of plants as gymnosperms, angiosperms, bryophytes and pteridophyte. The main food sources are the fruits of grapes, blueberries, blueberries, peanuts, cocoa. The history of their detection is associated with the discovery of the protective functions of plants in response to the action of external stimuli. Further study revealed pronounced antioxidant properties. The mechanism of development of many diseases is associated with the processes of oxidation of free radicals, which can be interrupted by the effect of antioxidants. Possible mechanisms of antioxidant action of stilbenoids and their effect on diseases caused by excessive amounts of free radicals have been studied. Stilbenoids increase the tone and stability of the body to stress factors of the environment, improve the adaptive capacity of the nervous and immune systems, show antitumor, cardio-protective and lipid-lowering activities, inhibit lipid peroxidation. In this regard specialized products, food supplements and drugs containing stilbenoids have been developed. However, representatives of this group of compounds have low consumer properties, are sensitive to environmental factors and have low solubility and absorption. Therefore, solutions of these problems are important when developing new foods and drugs. Nowadays, auxiliary substances (solubilizers) are used, as well as such technological methods as microencapsulation, coacervation, polymerization, and others that can cope with problems of instability, poor solubility, low bioavailability, and unsatisfactory consumer qualities, which improve the effect of stilbenoids on the organism.


Asunto(s)
Antioxidantes , Polifenoles , Estilbenos , Antioxidantes/química , Antioxidantes/clasificación , Antioxidantes/uso terapéutico , Arachis/química , Cacao/química , Análisis de los Alimentos , Frutas/química , Polifenoles/química , Polifenoles/clasificación , Polifenoles/uso terapéutico , Estilbenos/química , Estilbenos/clasificación , Estilbenos/uso terapéutico
15.
Molecules ; 22(5)2017 May 21.
Artículo en Inglés | MEDLINE | ID: mdl-28531138

RESUMEN

The basic chemical composition, bioactive compounds, and antioxidant capacity of fruits of three new Polish breeding clones (No. 5/6, type S, and type N) and four Canadian cultivars (cvs.) ("Martin", "Smoky", "Pembina", and "Honeywood") grown in Poland in 2016 were investigated. Fruits were analyzed for their contents of triterpenoids, carotenoids, chlorophylls, and polyphenolics with the ultra-performance liquid chromatography photodiode detector-quadrupole/time-of-flight mass spectrometry (UPLC-PDA-Q/TOF-MS) method, sugar with the high-performance liquid chromatography-evaporative light scattering detector (HPLC-ELSD) method, and antioxidant capacity with the ability to reduce free radical (ABTS) and ferric reducing ability of plasma (FRAP) method. Thirty-eight bioactive compounds, including twenty-eight polyphenolic compounds (four anthocyanins, nine phenolic acids, nine flavonols, and seven flavan-3-ols), four carotenoids, two chlorophylls, and three triterpenoids were identified in the fruits. The fruits of the tested Saskatoon berry genotypes were found to be rich in phenolic compounds (3773.94-6390.36 mg/100 g·dm), triterpenoids (66.55-91.31 mg/kg·dm), and carotenoids (478.62-561.57 mg/kg·dm), with high ABTS and FRAP capacity (10.38-34.49 and 9.66-25.34 mmol·Trolox/100 g·dm, respectively). Additionally, the berries of these genotypes seemed to be a good source of sugar (9.02-19.69 g/100 g), pectins (0.67%-1.33%), and ash (0.59%-0.67%). Some genotypes of Saskatoon berry, especially the clones type S, type N, and cvs. "Honeywood" and "Smoky", may be selected for their potential applications in commercial cultivation to produce fruits with valuable health-promoting nutritional effects on human health. Additionally, three new genotypes that may offer new functional materials can be recommended for fruit growers.


Asunto(s)
Antioxidantes/química , Carotenoides/química , Clorofila/química , Frutas/química , Polifenoles/química , Rosaceae/química , Triterpenos/química , Antioxidantes/clasificación , Antioxidantes/aislamiento & purificación , Benzotiazoles/antagonistas & inhibidores , Benzotiazoles/química , Carotenoides/clasificación , Carotenoides/aislamiento & purificación , Clorofila/aislamiento & purificación , Genotipo , Extractos Vegetales/química , Polonia , Polifenoles/clasificación , Polifenoles/aislamiento & purificación , Rosaceae/genética , Rosaceae/crecimiento & desarrollo , Espectrometría de Masa por Láser de Matriz Asistida de Ionización Desorción , Ácidos Sulfónicos/antagonistas & inhibidores , Ácidos Sulfónicos/química , Triterpenos/clasificación , Triterpenos/aislamiento & purificación
16.
Eksp Klin Farmakol ; 77(11): 36-44, 2014.
Artículo en Ruso | MEDLINE | ID: mdl-25668946

RESUMEN

Central nervous system disorders are the leading cause of mortality and disability in the world. Unfortunately, the possibility of pathogenetic therapy is limited and it is important to search for new drugs with neuroprotective mechanism of action. One of the most promising groups of drugs are antioxidants--substances that can neutralize free radicals and reduce oxidative stress. This review focuses on preclinical and clinical studies of new antioxidants.


Asunto(s)
Antioxidantes/farmacología , Isquemia Encefálica/tratamiento farmacológico , Enfermedades Neurodegenerativas/tratamiento farmacológico , Fármacos Neuroprotectores/farmacología , Antioxidantes/síntesis química , Antioxidantes/clasificación , Isquemia Encefálica/metabolismo , Isquemia Encefálica/fisiopatología , Radicales Libres/antagonistas & inhibidores , Radicales Libres/metabolismo , Humanos , Enfermedades Neurodegenerativas/metabolismo , Enfermedades Neurodegenerativas/fisiopatología , Fármacos Neuroprotectores/síntesis química , Fármacos Neuroprotectores/clasificación , Estrés Oxidativo/efectos de los fármacos
17.
J Toxicol Environ Health A ; 76(6): 381-90, 2013.
Artículo en Inglés | MEDLINE | ID: mdl-23557236

RESUMEN

Arrabidaea chica Verlot (Bignoniaceae) is an important folk medicine plant native to the Amazon region and used to treat anemia, hemorrhage, inflammation, intestinal colic, hepatitis, and skin affections. Although studies showed its therapeutic properties, little knowledge regarding genotoxic properties of this plant is available. The aim of this study was to determine the potential mutagenic and genotoxic/antigenotoxic effects of an A. chica chloroformic fraction (Ac-CF) obtained from leaves containing bioactive metabolites. The mutagenic effects were evaluated using the Salmonella mutagenicity assay, with TA98, TA97a, TA100, TA102, and TA1535 strains, with and without metabolic activation. In vivo mutagenic and genotoxic/antigenotoxic effects were investigated using the micronucleus (MN) test in bone marrow and alkaline comet assay in blood and liver after administration of 100, 500, or 1000 mg/kg Ac-CF in CF-1 mice by gavage (once a day for 3 d). In vitro antioxidant potential was evaluated using DPPH and xanthine/hypoxanthine assays. Ac-CF was not mutagenic in any of the Salmonella typhimurium strains tested and showed negative responses for mutagenicity and genotoxicity in mice. Further, Ac-CF displayed antigenotoxic effects by decreasing the oxidative DNA damage induced by hydrogen peroxide by greater than 50% in blood and liver. The antioxidant action detected in the in vitro assays demonstrated IC50 of 0.838 mg/ml in the xanthine/hypoxanthine assay and IC50 of 28.17 µg/ml in the DPPH assay. In conclusion, Ac-CF did not induce mutagenic and genotoxic effects and was able to protect DNA against oxidative damage in vivo, suggesting that this fraction may not pose genetic risks, although further toxicology assays are necessary.


Asunto(s)
Antioxidantes/toxicidad , Bignoniaceae/química , Medicina Tradicional , Mutágenos/toxicidad , Extractos Vegetales/toxicidad , Plantas Medicinales/química , Administración Oral , Animales , Antioxidantes/clasificación , Antioxidantes/metabolismo , Biotransformación , Células de la Médula Ósea/efectos de los fármacos , Ensayo Cometa , ADN/efectos de los fármacos , Relación Dosis-Respuesta a Droga , Depuradores de Radicales Libres/análisis , Hígado/efectos de los fármacos , Masculino , Ratones , Ratones Endogámicos , Micronúcleos con Defecto Cromosómico/inducido químicamente , Pruebas de Micronúcleos , Mutágenos/clasificación , Mutágenos/metabolismo , Extractos Vegetales/clasificación , Extractos Vegetales/metabolismo , Salmonella typhimurium/efectos de los fármacos , Salmonella typhimurium/genética
18.
Pharm Biol ; 51(10): 1282-92, 2013 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-23844599

RESUMEN

UNLABELLED: CONTEXT. Ribes nigrum L. (Grossulariaceae) is among the most commonly used herbal medicines and it is popularized for its alleged tonic effect and curative and restorative properties. The current practice of identifying herbal extracts is by measuring the concentration of the main botanicals. Their concentrations are used to characterize the herbal preparations and fingerprinting is recommended by the main Pharmacopeias as a potential and reliable strategy for the quality control of complex mixtures. OBJECTIVE: The aim of this research was to perform an analytical study of R. nigrum bud-preparations, in order to identify and quantify the main bioactive compounds, obtaining a specific chemical fingerprint to evaluate the single class contribution to herbal preparation phytocomplex. MATERIALS AND METHODS: The same analyses were performed using a high-performance liquid chromatograph-diode array detector both on University lab preparations and on commercial preparations from different Italian locations. Different chromatographic methods were used to analyse the macerated samples, two for polyphenols and one for terpenic compounds. RESULTS. Ribes nigrum was identified as a rich source of anti-inflammatory and antioxidant compounds. The observed analytical firgerprint demonstrated that these bud-preparations represent a rich source of terpenic and polyphenolic compounds, especially catechins and phenolic acids. DISCUSSION AND CONCLUSION: Analytical fingerprinting could be an important tool to study the assessment of chemical composition and bioactivities of plant-derived products, helping to find new sources of natural health-promoting compounds: this study allowed the development of an effective tool for quality control through botanical fingerprinting of bud preparations.


Asunto(s)
Antiinflamatorios/análisis , Antioxidantes/análisis , Cromatografía Líquida de Alta Presión , Extractos Vegetales/análisis , Ribes/química , Antiinflamatorios/clasificación , Antioxidantes/clasificación , Catequina/análisis , Hidroxibenzoatos/análisis , Fitoterapia , Componentes Aéreos de las Plantas , Extractos Vegetales/clasificación , Plantas Medicinales , Polifenoles/análisis , Terpenos/análisis
19.
Izv Akad Nauk Ser Biol ; (5): 551-7, 2013.
Artículo en Ruso | MEDLINE | ID: mdl-25510108

RESUMEN

The total content of phenolic compounds and antioxidants has been determined in medicinal plants (66 species from 31 families). Promising plant species with high antioxidant activity and maximum content of phenols have been found. Based on these data, the plants can be used as a basis for making innovative functional food products with an increased antioxidant effect.


Asunto(s)
Antioxidantes/química , Fenoles/aislamiento & purificación , Extractos Vegetales/química , Plantas Medicinales/química , Antioxidantes/clasificación , Oxidación-Reducción , Fenoles/química , Plantas Medicinales/clasificación , Federación de Rusia
20.
Usp Fiziol Nauk ; 43(1): 75-94, 2012.
Artículo en Ruso | MEDLINE | ID: mdl-22567830

RESUMEN

In the overview one can find analysis medico-biological aspects of free radical theory, clinical experience of antioxidants using, perspectives of new active agents and possible directions of theirs practical use.


Asunto(s)
Antioxidantes/clasificación , Antioxidantes/metabolismo , Enzimas/metabolismo , Radicales Libres/metabolismo , Especies Reactivas de Oxígeno/metabolismo , Vitaminas/metabolismo , Antioxidantes/síntesis química , Alimentos , Radicales Libres/química , Humanos , Peroxidación de Lípido/fisiología , Estrés Oxidativo , Vitaminas/fisiología
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