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1.
Fitoterapia ; 175: 105863, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38373500

RESUMEN

Thirty four compounds were identified in Sorbus torminalis (L.) fruit extracts of different maturity types by means of LC-DAD-MS (ESI+) fragmentation analysis. Both immature and mature fruits were rich in flavonoid glycosides esterified with hydroxycinnamic, phenolic and dicarboxylic acids along with benzoic, phenylpropanoic and cinnamoyl quinic acid derivatives with many of them being detected for the first time in Sorbus species and in literature. Extracts and fractions were tested for their antioxidant activity (DPPH, chemiluminescence, Rancimat assays) and the estimation of the phenolic content was carried out through Folin-Ciocalteu reagent. Ethyl acetate fraction exhibited the highest scavenging activity determined as EC50 = 1.58 ± 0.22 µg/mL and EC50 = 1.64 ± 0.24 µg/mL for immature and mature fruits respectively with the DPPH test. Chemiluminescence test indicated the same fraction having the strongest antioxidant activity with an IC50 0.41 ± 0.06 µg/mL and IC50 0.50 ± 0.02 µg/mL in both maturity types. The ethyl acetate fraction of the mature fruits is considered the most potent Aldose Reductase 2 (ALR2) inhibitor with 79% demonstrating the high nutritional value of Sorbus torminalis (L.) mature fruits as a defense mechanism against the onset of diabetes mellitus secondary complications leading to the utilization of the plant for nutritional and pharmaceutical purposes.


Asunto(s)
Antioxidantes , Frutas , Fitoquímicos , Extractos Vegetales , Sorbus , Frutas/química , Sorbus/química , Antioxidantes/farmacología , Antioxidantes/aislamiento & purificación , Fitoquímicos/farmacología , Fitoquímicos/aislamiento & purificación , Extractos Vegetales/farmacología , Extractos Vegetales/química , Estructura Molecular , Fenoles/farmacología , Fenoles/aislamiento & purificación , Fenoles/análisis , Flavonoides/farmacología , Flavonoides/aislamiento & purificación
2.
Nutrients ; 15(20)2023 Oct 16.
Artículo en Inglés | MEDLINE | ID: mdl-37892466

RESUMEN

In spite of its well-known nephrotoxicity, gentamicin is nonetheless routinely used in humans and animals. However, no adjuvant treatments have been implemented to mitigate this harmful effect. Given this concern, medicinal plants represent a significant reservoir of natural antioxidants that could potentially reduce the renal oxidative stress induced by gentamicin. Therefore, the main objective of this research was to investigate the nephroprotective properties of Cornus mas and Sorbus aucuparia fruits in an experimental model of nephrotoxicity. The 3-week study was performed on male Wistar rats, which were randomly divided into six experimental groups, being subcutaneously treated with 50 mg/kg gentamicin and orally given Cornus mas and Sorbus aucuparia extracts, in doses of 40 mg/kg and 10 mg/kg, respectively. Antioxidant therapy significantly improved the nitro-oxidative stress parameters as well as the specific renal biomarkers KIM-1 and iNAG, demonstrating a considerable renal tubular protective impact. These outcomes were reinforced by biochemical and histopathological enhancements. Nevertheless, neither of the tested extracts succeeded in substantially diminishing BUN levels. Additionally, CysC did not significantly decline following extracts treatment, suggesting that the remedies did not effectively protect renal glomeruli against gentamicin stress. Future studies are required in order to determine the underlying mechanisms of these berries.


Asunto(s)
Cornus , Insuficiencia Renal , Sorbus , Ratas , Humanos , Animales , Antioxidantes/farmacología , Antioxidantes/química , Ratas Wistar , Cornus/química , Gentamicinas/toxicidad , Sorbus/química , Estrés Oxidativo , Extractos Vegetales/farmacología , Extractos Vegetales/química , Biomarcadores
3.
Molecules ; 26(13)2021 Jun 22.
Artículo en Inglés | MEDLINE | ID: mdl-34206313

RESUMEN

Recent trends in the food industry combined with novel methods in agriculture could transform rowan into a valuable raw material with potential technological applications. Thus, the aim of this research was to investigate the content of bioactive compounds in its fruits and to assess the color and antioxidant stability of the extracts prepared from such fruits during various thermal treatments and at different pH and ionic strength values. Various spectrophotometric methods, HPLC, and capillary electrophoresis were used to quantify the concentrations of bioactive compounds-polyphenols, carotenoids, organic acids, and to assess antioxidant activity and color. The results show that rowan berries contain circa 1.34-1.47 g/100 g of polyphenols among which include catechin, epicatechin, ferulic acid methyl ester, procyanidin B1, etc.; ca 21.65 mg/100 g of carotenoids including zeaxanthin, ß-cryptoxanthin, all-trans-ß-carotene, and various organic acids such as malic, citric, and succinic, which result in a high antioxidant activity of 5.8 mmol TE/100 g. Results also showed that antioxidant activity exhibited high stability when the extract was subjected to various thermal treatments, pHs, and ionic strengths, while color was mainly impacted negatively when a temperature of 100 °C was employed. This data confirms the technological potential of this traditional, yet often overlooked species.


Asunto(s)
Antioxidantes/química , Frutas/química , Pigmentos Biológicos/química , Extractos Vegetales/química , Sorbus/química , Concentración de Iones de Hidrógeno , Concentración Osmolar , Polifenoles/química
4.
Fitoterapia ; 152: 104914, 2021 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-33940066

RESUMEN

Two novel sulfur-containing dibenzofurans, sorbusins A (1) and B (2), two unprecedented biphenyl glycosides, 2'-hydroxyaucuparin 2'-O-ɑ-L-rhamnoside (3) and noraucuparin 5-O-ɑ-L-rhamnoside (4), and four known analogues (5-8), were isolated from Sorbus pohuashanensis suspension cell induced by yeast extract. Their structures were elucidated based on spectroscopic analyses and quantum calculation of 13C NMR data. Structurally, compound 1 possessed a rare naturally occurring benzothiazole moiety and represents the first example of thiazole fused dibenzofuran. A plausible biosynthetic pathway for the sulfur-containing dibenzofurans is proposed. These dibenzofuran and biphenyl phytoalexins were evaluated for their antimicrobial activities against pathogenic fungi and drug-resistant bacteria. Compound 7 exhibited significant antibacterial activity against methicinllin-resistant Staphylococcus aureus with an MIC value of 3.13 µg/mL.


Asunto(s)
Antiinfecciosos/farmacología , Dibenzofuranos/farmacología , Glicósidos/farmacología , Sesquiterpenos/farmacología , Sorbus/química , Antiinfecciosos/aislamiento & purificación , Dibenzofuranos/aislamiento & purificación , Glicósidos/aislamiento & purificación , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Sesquiterpenos/aislamiento & purificación , Fitoalexinas
5.
Chem Biodivers ; 18(5): e2100079, 2021 May.
Artículo en Inglés | MEDLINE | ID: mdl-33821531

RESUMEN

Eight natural biphenyl-type phytoalexins exhibiting antifungal effect were isolated from the leaves of Sorbus pohuashanensis, which invaded by Alternaria tenuissi, and their growth inhibition rate towards A. tenuissi were 50.3 %, 54.0 %, 66.4 %, 58.8 %, 48.5 %, 51.0 %, 33.3 %, and 37.0 %, respectively. In vivo activity assay verified the protective effect of these natural biphenyls on tobacco leaves. The observation of mycelial morphology revealed that these compounds possessed adverse effects on mycelial growth of A. tenuissi. Subsequently, the most potent active compounds, 3',4',5'-trimethoxy[1,1'-biphenyl]-4-ol (3) and 3,4,4',5-tetramethoxy-1,1'-biphenyl (4), were conducted to the further antifungal evaluation and showed significant activity against the other four crop pathogens, Fusarium graminearum, Helminthosporium maydis, Sclerotinia sclerotiorum, and Exserohilum turcicum. Further, the structure-activity relationships and biosynthesis of these compounds were speculated in this work.


Asunto(s)
Alternaria/efectos de los fármacos , Antifúngicos/farmacología , Compuestos de Bifenilo/farmacología , Sorbus/química , Alternaria/crecimiento & desarrollo , Alternaria/patogenicidad , Antifúngicos/química , Antifúngicos/aislamiento & purificación , Ascomicetos/efectos de los fármacos , Ascomicetos/patogenicidad , Compuestos de Bifenilo/química , Compuestos de Bifenilo/aislamiento & purificación , Bipolaris/efectos de los fármacos , Bipolaris/patogenicidad , Fusarium/efectos de los fármacos , Fusarium/patogenicidad , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Extractos Vegetales , Hojas de la Planta/química
6.
Artículo en Inglés | MEDLINE | ID: mdl-33798838

RESUMEN

The fruits of Sorbus pohuashanensis Hedl. (S. pohuashanensis) are rich in polyphenols with many beneficial effects such as anti-inflammatory, anti-tussive, anti-asthmatic and anti-cancer. In this study, five polyphenols, including three phenolic acids and two flavonoids, were successfully prepared from the fruits of S. pohuashanensis by high-speed counter-current chromatography (HSCCC) using different solvent systems for the first time. Ethyl acetate-n-butanol-water (3.5:1.5:5, v/v) was screened as the two-phase system to separate neochlorogenic acid (1), chlorogenic acid (2), quercetin 3-O-(6″-α-L-rhamnopyranosyl-4'″-α-L-rhamnopyranosyl)-ß-D-glucopyranoside (3) and rutin (5). N-hexane-ethyl acetate-methanol-water (1:3:1:3.5, v/v) was first utilized to isolate 3,5-O-dicaffeoylquinic acid (4). The purities of all these compounds were above 95%. In addition, their chemical structures were identified by mass spectrometer (MS), nuclear magnetic resonance (NMR) or the standards. These results indicated that HSCCC was an effective method to separate polyphenols compounds from the fruits of S. pohuashanensis.


Asunto(s)
Frutas/química , Extractos Vegetales/química , Polifenoles , Sorbus/química , Cromatografía Líquida de Alta Presión , Polifenoles/análisis , Polifenoles/aislamiento & purificación
7.
Food Res Int ; 136: 109310, 2020 10.
Artículo en Inglés | MEDLINE | ID: mdl-32846519

RESUMEN

In the present work, acetone, ethanol and water extracts of rowanberry (Sorbus aucuparia L.) pomace were evaluated for their antiproliferative, antimicrobial and antioxidative effects. Chemical composition of the extracts was determined by UPLC-ESI-MS/MS and spectrophotometric methods. Neochlorogenic and chlorogenic acids were the major phenolic compounds. The water extract contained the highest total proanthocyanidins content (301 ± 18.9 mg/g) and demonstrated the highest antioxidant activity in the all assays (DPPH, FRAP and ORAC). Extracts isolated from rowanberry pomace effectively inhibited the growth of undesirable microorganisms, especially Gram-positive bacteria. Acetone extract was the strongest antimicrobial agent followed by water and ethanol extracts. Acetone and water extracts demonstrated also higher cytotoxic potential in cell viability assays (SRB and MTT) using Caco-2 cells. In general, the results suggest that rowanberry pomace is a promising source of natural compounds with antioxidant and biological activities.


Asunto(s)
Antiinfecciosos/farmacología , Antioxidantes/farmacología , Extractos Vegetales/química , Extractos Vegetales/farmacología , Sorbus/química , Acetona , Antioxidantes/química , Bacterias/efectos de los fármacos , Células CACO-2 , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Ácido Clorogénico/análisis , Etanol , Frutas/química , Humanos , Proantocianidinas/análisis , Agua
8.
Acta Sci Pol Technol Aliment ; 19(2): 219-229, 2020.
Artículo en Inglés | MEDLINE | ID: mdl-32600018

RESUMEN

BACKGROUND: Common whitebeam, Sorbus aria (L.) Crantz is an European and Near-Eastern deciduous tree with small red fruits. However, the edible use of this forest fruit is currently not widespread. Also, its nutritional and antioxidative properties remained undiscovered. In this study, the chemical composition and antioxidant properties of common whitebeam fruit were investigated. METHODS: The fruit were collected from Golo Bardo Mountain in Bulgaria. The phytochemical (carotenoids, phenolic compounds, flavonoids), nutritional (moisture, ash, titrable acidity, lipids, proteins, pectin, carbohydrates) and antioxidant activity were evaluated by four assays (DPPH, ABTS, FRAP, and CUPRAC). RESULTS: Sugar analysis demonstrated that only fructose and glucose were detected in the fruit. Pectin content did not exceed 1.30%. Moreover, the fruit had a low lipid content (0.80%). The whitebeam fruit were also characterized as a source of carotenoids (1.69 mg/100 g fresh weight, fw), phenolic compounds (32.42 mg GAE/100 g fw), and flavonoids (20.08 mg QE/100 g fw). Among phenolic acids, only 2,4-dihydrohybenzoic, caffeic, p-coumaric, and sinapic acid were detected. The antioxidant potential of the fruit was from 168.52 mM TE/100 g fw (FRAP) to 244.81 mM TE/100 g fw (CUPRAC assay). CONCLUSIONS: The current research enriched the available information about the nutritional potential and chemical composition of common whitebeam fruit and their low sugar content. The absence of sucrose, together with its high phenolic content, demonstrated the potential of this fruit for future application in food products and supplements.


Asunto(s)
Antioxidantes/farmacología , Flavonoides/farmacología , Frutas/química , Valor Nutritivo , Fenoles/farmacología , Extractos Vegetales/farmacología , Sorbus/química , Antioxidantes/análisis , Ácidos Cafeicos/análisis , Ácidos Cafeicos/farmacología , Ácidos Cumáricos/análisis , Ácidos Cumáricos/farmacología , Azúcares de la Dieta/análisis , Flavonoides/análisis , Humanos , Fenoles/análisis , Extractos Vegetales/análisis
9.
Food Chem Toxicol ; 133: 110764, 2019 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-31437471

RESUMEN

The present study investigated the effects of Cornus mas, Sorbus aucuparia and Viburnum opulus fruit extracts on arginase activity and arterial vasodilation. V. opulus fruit extract exerted the highest vasorelaxant activity in phenylephrine precontracted rat aortic rings (EC50 = 6.31 ±â€¯1.61 µg/mL) and a significant inhibition of arginase (IC50 = 71.02 ±â€¯3.06 µg/mL). By contrast, S. aucuparia and C. mas fruit extracts showed no important anti-arginase activity and a significantly weaker activity in the rat aortic rings relaxation assay (EC50 = 100.9 ±â€¯11.63 and 78.52 ±â€¯8.59 µg/mL, respectively). For all extracts, the main mechanism of vasodilation was proven to be endothelium-dependent. HPLC-ESI-Q-TOF-MS/MS studies revealed a very complex metabolite profiling in all three extracts with chlorogenic acid accounting for 30.89, 0.72 and 2.03 mg/g in V. opulus, C. mas and S. aucuparia fruit extracts, respectively. All extracts were declared non-toxic in the brine shrimp acute toxicity test. Our study highlights potential benefits of V. opulus fruit extract in diseases associated with endothelial dysfunction and impaired vasodilation.


Asunto(s)
Arginasa/antagonistas & inhibidores , Inhibidores Enzimáticos/farmacología , Frutas/química , Extractos Vegetales/farmacología , Vasodilatadores/farmacología , Animales , Aorta/efectos de los fármacos , Artemia/efectos de los fármacos , Cromatografía Líquida de Alta Presión , Cornus/química , Endotelio/efectos de los fármacos , Inhibidores Enzimáticos/toxicidad , Masculino , Metaboloma , Extractos Vegetales/toxicidad , Ratas Sprague-Dawley , Sorbus/química , Espectrometría de Masas en Tándem , Vasodilatadores/toxicidad , Viburnum/química
10.
Molecules ; 24(12)2019 Jun 20.
Artículo en Inglés | MEDLINE | ID: mdl-31226759

RESUMEN

Sorbus domestica leaves are a traditionally used herbal medicine recommended for the treatment of oxidative stress-related diseases. Dry leaf extracts (standardized by LC-MS/MS and LC-PDA) and nine model activity markers (polyphenols), were tested in scavenging assays towards six in vivo-relevant oxidants (O2•-, OH•, NO•, H2O2, ONOO-, HClO). Ascorbic acid (AA) and Trolox (TX) were used as positive standards. The most active extracts were the diethyl ether and ethyl acetate fractions with activities in the range of 3.61-20.03 µmol AA equivalents/mg, depending on the assay. Among the model compounds, flavonoids were especially effective in OH• scavenging, while flavan-3-ols were superior in O2•- quenching. The most active constituents were quercetin, (-)-epicatechin, procyanidins B2 and C1 (3.94-24.16 µmol AA/mg), but considering their content in the extracts, isoquercitrin, (-)-epicatechin and chlorogenic acid were indicated as having the greatest influence on extract activity. The analysis of the synergistic effects between those three compounds in an O2•- scavenging assay demonstrated that the combination of chlorogenic acid and isoquercitrin exerts the greatest influence. The results indicate that the extracts possess a strong and broad spectrum of antioxidant capacity and that their complex composition plays a key role, with various constituents acting complementarily and synergistically.


Asunto(s)
Antioxidantes/química , Oxidantes/química , Plantas Medicinales/química , Sorbus/química , Antioxidantes/farmacología , Flavonoides/química , Flavonoides/farmacología , Humanos , Peróxido de Hidrógeno/química , Oxidantes/farmacología , Oxidación-Reducción/efectos de los fármacos , Fenoles/química , Fitoterapia , Extractos Vegetales/química , Extractos Vegetales/farmacología , Espectrometría de Masas en Tándem
11.
Plant Foods Hum Nutr ; 74(3): 364-369, 2019 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-31214936

RESUMEN

This study aimed to optimize the extraction conditions for Sorbus umbellata (Desf.) Fritsch var. umbellata leaves to maximize the phenolic content and their antioxidant activity and to investigate ß-glucuronidase (GUS) enzyme inhibitory, antimicrobial and cytotoxic potentials of the extracts obtained under optimum conditions. The optimum extraction conditions were found to be 78.2 and 79.7% solvent, 73.1 and 71.5 °C, and 89.9 and 88.8 min to maximize phenolic content and antioxidant activity, respectively. Low values of coefficient of variations indicate the high reliability and reproducibility of the conducted extraction experiments. Bioactivity results showed that extracts had cytotoxic effect on the MCF-7 and A549 cells where the highest cell proliferation inhibition was observed for the A549 cell line (71.8% at 150 µg/mL). Staphylococcus aureus showed highest zone of inhibition (19.3 mm) in all bacteria followed by Escherichia coli. Additionally, extracts displayed potential GUS inhibitory activity. In conclusion, Sorbus umbellata leaf extract can be obtained by optimized cost-saving extraction and has a potential bioactivity to be utilized as a food ingredient for high value-added products and/or nutraceuticals development where it can combat oxidative stress and GUS mediated reactive metabolite formation.


Asunto(s)
Antibacterianos/farmacología , Antioxidantes/farmacología , Fenoles/análisis , Extractos Vegetales/farmacología , Sorbus/química , Células A549 , Antibacterianos/aislamiento & purificación , Antioxidantes/aislamiento & purificación , Cromatografía Líquida de Alta Presión , Escherichia coli/efectos de los fármacos , Glucuronidasa/antagonistas & inhibidores , Humanos , Células MCF-7 , Extractos Vegetales/aislamiento & purificación , Hojas de la Planta/química , Reproducibilidad de los Resultados , Staphylococcus aureus/efectos de los fármacos
12.
Oxid Med Cell Longev ; 2019: 9746358, 2019.
Artículo en Inglés | MEDLINE | ID: mdl-30863484

RESUMEN

Polyphenol-rich plant extracts might alleviate the negative impact of oxidative stress and inflammation, but careful phytochemical standardisation and evaluation of various mechanisms are required to fully understand their effects. In this context, flower extracts of Sorbus aucuparia L.-a traditional medicinal plant-were investigated in the present work. The LC-MS/MS profiling of the extracts, obtained by fractionated extraction, led to the identification of 66 constituents, mostly flavonols (quercetin and sexangularetin glycosides with dominating isoquercitrin), pseudodepsides of quinic and shikimic acids (prevailing isomers of chlorogenic acid and cynarin), and flavanols (catechins and proanthocyanidins). Minor extract components of possible chemotaxonomic value were flavalignans (cinchonain I isomers) and phenylamides (spermidine derivatives). As assessed by HPLC-PDA and UV-spectrophotometric studies, the extracts were polyphenol-abundant, with the contents up to 597.6 mg/g dry weight (dw), 333.9 mg/g dw, 382.0 mg/g dw, and 169.0 mg/g dw of total phenolics, flavonoids, proanthocyanidins, and caffeoylquinic acids, respectively. Their biological in vitro effects were phenolic-dependent and the strongest for diethyl ether, ethyl acetate, and n-butanol fractions of the methanol-water (7 : 3, v/v) extract. The extracts showed significant, concentration-dependent ability to scavenge in vivo-relevant radical/oxidant agents (O2 ∙-, OH∙, H2O2, ONOO-, NO∙, and HClO) with the strongest effects towards OH∙, ONOO-, HClO, and O2 ∙- (compared to ascorbic acid). Moreover, the extracts efficiently inhibited lipoxygenase and hyaluronidase (compared to indomethacin) but were inactive towards xanthine oxidase. At in vivo-relevant levels (1-5 µg/mL), they also effectively protected human plasma components (proteins and lipids) against ONOO--induced oxidative damage (reduced the levels of 3-nitrotyrosine, lipid hydroperoxides, and thiobarbituric acid-reactive substances) and normalised/enhanced the total nonenzymatic antioxidant capacity of plasma. In cytotoxicity tests, the extracts did not affect the viability of human PBMCs and might be regarded as safe. The results support the application of the extracts in the treatment of oxidative stress-related pathologies cross-linked with inflammatory changes.


Asunto(s)
Extractos Vegetales/química , Sorbus/química , Antioxidantes , Humanos , Oxidantes , Oxidación-Reducción
13.
Nutr Cancer ; 71(2): 334-347, 2019.
Artículo en Inglés | MEDLINE | ID: mdl-30676767

RESUMEN

Multidrug resistance is one of the key barriers suppressing the effectiveness of drug therapies of malignant tumors. Here, we report a study on the effect of a mix of natural extracts (MIX2) prepared from fresh fruits of Prunus spinosa, Crataegus monogyna, Sorbus aucuparia, and Euonymus europaeus on the classic hallmarks of cancer cells and the expression of multidrug resistance proteins. In the studies, HeLa and T98G cell lines, and classic methods of molecular biology, including RT-qPCR, Western blot, flow cytometry, and confocal imaging, were used. Additionally, migration, adhesion, and proliferation assays were performed. The obtained results indicate that the MIX2 cocktail presents strong anti-cancer properties. MIX2 is not toxic, but at the same time significantly alters the migration, proliferation, and adhesion of tumor cells. Furthermore, it was found that cells exposed to the mixture presented a significantly reduced expression level of genes associated with MDR, including ABCB1, which encodes for glycoprotein P. In vitro data showed that MIX2 effectively sensitizes tumor cells to doxorubicin. We postulate that modulation of the multidrug resistance phenotype of tumors with the use of MIX2 may be considered as a safe and applicable tool in sustaining drug delivery therapies of malignancies.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Neoplasias/tratamiento farmacológico , Extractos Vegetales/farmacología , Subfamilia B de Transportador de Casetes de Unión a ATP/antagonistas & inhibidores , Subfamilia B de Transportador de Casetes de Unión a ATP/metabolismo , Línea Celular Tumoral , Movimiento Celular/efectos de los fármacos , Proliferación Celular/efectos de los fármacos , Crataegus/química , Resistencia a Múltiples Medicamentos , Resistencia a Antineoplásicos , Euonymus/química , Células HeLa , Humanos , Neoplasias/metabolismo , Neoplasias/patología , Prunus/química , Sorbus/química
14.
Chem Pharm Bull (Tokyo) ; 66(8): 839-842, 2018.
Artículo en Inglés | MEDLINE | ID: mdl-30068805

RESUMEN

From the stem bark of Sorbus commixta, two new phenolic glycosides, sorcomisides A and B (1 and 2), were isolated along with 10 known compounds. The structures of the isolates were determined by analysis of one-dimensional and two-dimensional NMR (1D- and 2D-NMR) data and high resolution (HR)-MS, chemical reaction, and computational methods. All the isolated compounds (1-12) were tested for their neuroprotective, anti-inflammatory, and cytotoxic activities.


Asunto(s)
Glicósidos/química , Fenoles/química , Corteza de la Planta/química , Extractos Vegetales/química , Sorbus/química , Antiinflamatorios/química , Antiinflamatorios/aislamiento & purificación , Antiinflamatorios/farmacología , Citotoxinas/química , Citotoxinas/aislamiento & purificación , Citotoxinas/farmacología , Glicósidos/aislamiento & purificación , Humanos , Modelos Moleculares , Fármacos Neuroprotectores/química , Fármacos Neuroprotectores/aislamiento & purificación , Fármacos Neuroprotectores/farmacología , Fenoles/aislamiento & purificación , Extractos Vegetales/aislamiento & purificación , Termodinámica
15.
Ceska Slov Farm ; 67(3): 113-115, 2018.
Artículo en Inglés | MEDLINE | ID: mdl-30630328

RESUMEN

The quantitative contents of 40 carboxylic acids, with the prevalence of hexadecanedioic, lignocerinic, behenic, azelaic, palmitic and benzoic acids, and 39 components of essential oil were determined in the extracts of the bark of Sorbus aucuparia by the GC-MS method. The quantitative contents of 6 phenolic compounds, i.e., chlorogenic, caffeic, and gallic acids, catechin, quercetin, and apigenin-7-glucoside were determined by the HPLC method in the ethanolic extract of the bark of Sorbus aucuparia. Key words: Sorbus aucuparia bark carboxylic acids phenolic compounds essential oil, GC-MS, HPLC.


Asunto(s)
Fitoquímicos/análisis , Corteza de la Planta/química , Extractos Vegetales/química , Sorbus/química , Cromatografía Líquida de Alta Presión , Cromatografía de Gases y Espectrometría de Masas , Fenoles/análisis
16.
Photochem Photobiol ; 94(2): 370-377, 2018 03.
Artículo en Inglés | MEDLINE | ID: mdl-29164624

RESUMEN

Sorbus commixta is a traditional oriental medicinal plant that grows in East Asian countries such as Korea, Japan and China. The twig of S. commixta has been considered valuable for centuries to treat diseases including asthma, cough and other bronchial disorders. However, the effect of S. commixta twig extract on human skin has not been investigated well. The present study aimed at assessing the antiphotoaging effect of S. commixta twig ethanol extract (STE) on ultraviolet B (UVB)-induced matrix metalloproteinase (MMP) levels and its underlying mechanism in human dermal fibroblasts. In this study, we found that STE (12.5-50 µg mL-1 ) treatment significantly inhibited UVB-induced MMP-1, MMP-2 and MMP-3 expression, concomitant with a downregulation of intracellular ROS generation. These effects might be associated with a STE-induced inhibition of the mitogen-activated protein kinase (MAPK) pathway. Furthermore, STE also downregulated UVB-induced c-Fos expression in a concentration-dependent manner, but had no inhibitory effect on c-Jun phosphorylation. Taken together, these results indicate that STE may be an antiphotoaging agent and that its effect may occur via its inhibition of MMPs expression and MAPK pathway activation.


Asunto(s)
Medicamentos Herbarios Chinos/farmacología , Inhibidores de la Metaloproteinasa de la Matriz/farmacología , Protectores contra Radiación/farmacología , Piel/enzimología , Piel/efectos de la radiación , Sorbus/química , Rayos Ultravioleta/efectos adversos , Células Cultivadas , Relación Dosis-Respuesta a Droga , Fibroblastos/enzimología , Fibroblastos/efectos de la radiación , Humanos , Metaloproteinasa 1 de la Matriz/metabolismo , Metaloproteinasa 2 de la Matriz/genética , Metaloproteinasa 2 de la Matriz/metabolismo , Metaloproteinasa 3 de la Matriz/genética , Metaloproteinasa 3 de la Matriz/metabolismo , Proteínas Quinasas Activadas por Mitógenos/metabolismo , Especies Reactivas de Oxígeno/metabolismo
17.
Chem Biodivers ; 14(12)2017 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-28845915

RESUMEN

Due to its nutritive and medicinal properties, berries of some Sorbus species are used for the preparation of jams and jelly as well as in traditional medicine. On the other hand, their chemical composition is not much studied especially of those grown in Balkan Peninsula. We have analyzed individual phenolics, tocopherols, carotenoids and chlorophylls using HPLC in berries from Sorbus aucuparia and Sorbus aria collected in different localities in Serbia and Montenegro together with the amounts of total phenolics and proanthocyanidins as well as their radical scavenging activity against DPPH radical. Berries of S. aucuparia were richer source of polyphenolics in comparision with S. aria and, regardless the species and locality, caffeoylquinic acids such as neochlorogenic and chlorogenic acid were the most abundant compounds. Among analyzed tocopherols the most abundant in all samples was α-tocopherol (0.48 - 19.85 µg/g dw) as it was ß-carotene among carotenoids (mean concentration of 0.98 µg/g dw in S. aucuparia and 0.40 µg/g dw in S. aria, respectively). Correlation between total phenolics and DPPH radical scavenging activity was noticed. Our study represents comprehensive report on chemical composition of S. aucuparia and S. aria which could contribute to a better understanding of their quality.


Asunto(s)
Antioxidantes/química , Fenoles/química , Sorbus/química , Tocoferoles/química , Antioxidantes/análisis , Clorofila/análisis , Clorofila/química , Cromatografía Líquida de Alta Presión , Frutas/química , Frutas/metabolismo , Fenoles/análisis , Extractos Vegetales/química , Análisis de Componente Principal , Sorbus/metabolismo , Tocoferoles/análisis
18.
Int J Mol Med ; 40(2): 483-490, 2017 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-28586002

RESUMEN

Tumor metastasis is a main cause of cancer-related morbidity and mortality. Thus, a number of medicinal herbs and phytochemicals have been investigated as possible candidates for the inhibition of cancer metastasis. Sorbus commixta Hedl. (SC) is a traditional medicinal plant used in the treatment of inflammatory diseases, as it has antioxidant, anti-inflammatory, anti-atherosclerotic and anti-hepatotoxic activities. In this study, we demonstrate that the water extract of SC exerts inhibitory effect on the invasion and migration of hepatocellular carcinoma Hep3B cells. The activity and expression of matrix metalloproteinase (MMP)-9, which is responsible for the invasion of cancer cells, was decreased by SC treatment. The invasive and migratory potentials of the Hep3B cells were also decreased, as evidence by in vitro assay using the Boyden chamber system. In addition, the expression of the chemokine receptors, C-X-C chemokine receptor type 4 (CXCR)4 and C-X-C chemokine receptor type 6 (CXCR6), were inhibited by SC in Hep3B cells. Furthermore, actin fiber organization was markedly suppressed by SC treatment. Taken together, the findings of this study suggest for the first time, to the best of our knowledge, that SC suppresses the invasion and migration of highly metastatic Hep3B cells.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Carcinoma Hepatocelular/tratamiento farmacológico , Movimiento Celular/efectos de los fármacos , Neoplasias Hepáticas/tratamiento farmacológico , Invasividad Neoplásica/prevención & control , Sorbus , Antiinflamatorios/química , Antiinflamatorios/farmacología , Antineoplásicos Fitogénicos/química , Carcinoma Hepatocelular/genética , Carcinoma Hepatocelular/metabolismo , Carcinoma Hepatocelular/patología , Línea Celular Tumoral , Regulación Neoplásica de la Expresión Génica/efectos de los fármacos , Humanos , Neoplasias Hepáticas/genética , Neoplasias Hepáticas/metabolismo , Neoplasias Hepáticas/patología , Sistema de Señalización de MAP Quinasas/efectos de los fármacos , Metaloproteinasa 9 de la Matriz/genética , Metaloproteinasa 9 de la Matriz/metabolismo , Invasividad Neoplásica/genética , Invasividad Neoplásica/patología , Receptores de Quimiocina/genética , Receptores de Quimiocina/metabolismo , Sorbus/química
19.
J Food Sci ; 82(3): 647-658, 2017 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-28182841

RESUMEN

In this study, biochemical profile of fruits of 9 Sorbus genotypes was analyzed. The content of total sugars ranged from 69.7 g/kg ('Titan') to 217.5 g/kg (Sorbus torminalis) and total organic acids from 17.7 g/kg ('Businka') to 40.2 g/kg (S. torminalis). The highest content of total anthocyanins had 'Burka' (871 mg/kg FW) and 'Businka' (856 mg/kg FW). Quercetin derivatives represented more than 95% of total flavonols. 'Alaja krupnaja' had 3.5- to 29-fold higher rutin content than other analyzed genotypes. S. torminalis fruits had the greatest diversity of isorhamnetin and kaempferol derivatives. Chlorogenic acid was the major hydroxycinnamic acid and its share was 33% to 73% of total analyzed hydoxycinnamic acid derivatives. The richest in chlorogenic acid were 'Krasavica' and 'Alaja krupnaja' fruits. Cultivar 'Businka' had the highest content of epicatechin (40.7 mg/kg) and neochlorogenic acid (1061 mg/kg). Different procyanidin oligomers were detected among flavanols in Sorbus fruits. The highest content of total flavanols was measured in 'Alaja Krupnaja' fruits. Cultivars 'Krasavica' (84.5 mg/kg) and 'Burka' (85.1 mg/kg) had 1.2- to 6.9-fold higher amount of total carotenoids. 'Businka' was highlighted as the richest in total tannin and phenolic contents (3768 mg GAE/kg) and consequently, it had the highest antioxidant activity (57.6 mM TE/kg FW). Being abundant in polyphenolics, some extracts of Sorbus genotypes, for example, 'Businka,' 'Burka,' and 'Alaja krupnaja' could serve as valuable resource of bioactive compounds to food and pharmaceutical industries.


Asunto(s)
Antioxidantes/análisis , Carotenoides/análisis , Frutas/química , Genotipo , Extractos Vegetales/química , Polifenoles/análisis , Sorbus/química , Antocianinas/análisis , Biflavonoides/análisis , Catequina/análisis , Ácido Clorogénico/análogos & derivados , Ácido Clorogénico/análisis , Flavonoles/análisis , Quempferoles/análisis , Fenoles/análisis , Proantocianidinas/análisis , Quercetina/análogos & derivados , Quercetina/análisis , Ácido Quínico/análogos & derivados , Ácido Quínico/análisis
20.
Food Chem ; 220: 266-281, 2017 Apr 01.
Artículo en Inglés | MEDLINE | ID: mdl-27855899

RESUMEN

Phenolic compounds of berries and leaves of thirteen various plant species were extracted with aqueous ethanol and analyzed with UPLC-DAD-ESI-MS, HPLC-DAD, and NMR. The total content of phenolics was consistently higher in leaves than in berries (25-7856 vs. 28-711mg/100g fresh weight). Sea buckthorn leaves were richest in phenolic compounds (7856mg/100g f.w.) with ellagitannins as the dominant compound class. Sea buckthorn berries contained mostly isorhamnetin glycosides, whereas quercetin glycosides were typically abundant in most samples investigated. Anthocyanins formed the dominating group of phenolics in most dark-colored berries but phenolic acid derivatives were equally abundant in saskatoon and chokeberry berries. Caffeoylquinic acids constituted 80% of the total phenolic content (1664mg/100g f.w.) in bilberry leaves. B-type procyanidins and caffeoylquinic acids were the major phenolic compounds in hawthorn and rowanberry, respectively. Use of leaves of some species with prunasin, tyramine and ß-p-arbutin, may be limited in food applications.


Asunto(s)
Frutas/química , Fenoles/análisis , Extractos Vegetales/análisis , Hojas de la Planta/química , Antocianinas/análisis , Cromatografía Líquida de Alta Presión , Crataegus/química , Glicósidos/análisis , Hippophae/química , Hidroxibenzoatos/análisis , Espectroscopía de Resonancia Magnética , Prunus/química , Quercetina/análogos & derivados , Quercetina/análisis , Ribes/química , Sorbus/química , Vaccinium macrocarpon/química , Vaccinium myrtillus/química , Vaccinium vitis-Idaea/química
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