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EN
The RP-TLC method was used to determine the dissociation constant of chrysin (5,7-dihydroxyflavone) in methanol-aqueous (1:1 v/v) solutions. In this method the pK value was quantified on the basis of retention data and a retention model. The accuracy of determining the model parameters was analysed using the following statistical criteria: the sum of the squared differences between the experimental and theoretical data, approximation of standard deviation, and the Fisher test. Besides, in this work the potentiometric method was used. Investigations were carried out at ionic strength I=0.1 at T= 298 K. The dissociation constant were determined using the Rossotti method as well as the numerical method based on the procedures of non-linear curve fitting using Microsoft Excel Solver and the user-defined function. It has been found that the differences in the evaluated pK values were relatively small and did not exceed 1.2%.
EN
In this study, a UPLC-MS/MS method was developed to measure the concentrations of the flavonoids oroxin A, oroxin B, oroxylin A, oroxyloside, chrysin, chrysin 7-O-beta-gentiobioside, and guaijaverin in the blank mouse blood, and the method was then used in the measurement of the pharmacokinetics of the compounds in mice. Oroxin A, oroxin B, oroxylin A, oroxyloside, chrysin, chrysin 7-O-beta-gentiobioside, and guaijaverin were administered intravenously at a dose of 5 mg kg⁻¹, and the mouse blood (20 μL) was withdrawn from the caudal vein 0.08333, 0.25, 0.5, 1, 2, 4, 6, 8, and 10 h after administration. The mobile phase used for chromatographic separation by gradient elution was composed of acetonitrile and water (0.1% formic acid). The analytes were detected by operating in electrospray ionization (ESI) positive-ion mode using multiple reactions monitoring (MRM). The intra-day and inter-day accuracy ranged from 86.2 to 109.3%, the intra-day precision was less than 14%, and the inter-day precision was less than 15%. The matrix effect ranged from 85.3 to 111.3%, and the recovery of the analytes after protein precipitation were all above 78.2%. This method had the advantages of high sensitivity, accuracy, and recovery, and it had excellent selectivity, which enabled it to be applied to measuring the pharmacokinetics of the analytes in mice.
EN
The RP-TLC method was used to determine the dissociation constant of chrysin (5,7-dihydroxyflavone) in methanol-aqueous (1:1 v/v) solutions. In this method the pK value was quantified on the basis of retention data and a retention model. The accuracy of determining the model parameters was analysed using the following statistical criteria: the sum of the squared differences between the experimental and theoretical data, approximation of standard deviation, and the Fisher test. Besides, in this work the potentiometric method was used. Investigations were carried out at ionic strength I=0.1 at T= 298 K. The dissociation constant were determined using the Rossotti method as well as the numerical method based on the procedures of non-linear curve fitting using Microsoft Excel Solver and the user-defined function. It has been found that the differences in the evaluated pK values were relatively small and did not exceed 1.2%.
PL
Ziołolecznictwo stanowi jedną z głównych gałęzi tradycyjnej medycyny chińskiej (traditional Chinese medicine – TCM). W pracy skupiono się na aktywności biologicznej wybranych flawonoidów, a także konkretnych przykładach wpływu tych substancji na różne układy organizmu. Flawonoidy to grupa związków chemicznych zawartych w surowcach roślinnych, miodzie, propolisie czy grzybach stosowanych w TCM. Chryzyna, galangina, kemferol i fisetyna to przykłady flawonoidów wykazujących m.in. właściwości przeciwutleniające, przeciwzapalne czy przeciwbakteryjne. Właściwości te są przedmiotem wielu badań naukowych, mających na celu zbadanie ich potencjalnego działania terapeutycznego.
EN
One of the branches of traditional Chinese medicine (TCM) is herbal medicine. In this paper, we focus on the biological activity of substances belonging to flavonoids and specific examples of their impact on various body systems. Flavonoids are a group of chemical compounds included in plant materials, honey, propolis or mushrooms used in TCM. Chrysin, galangin, kaempferol and fisetin are examples of flavonoids showing, among others, antioxidant, anti-inflammatory or antibacterial properties, which are the subject of various scientific studies aimed at examining their potential therapeutic effect.
PL
Zbadano 276 układów do krystalizacji moryny, chryzyny, kwercetyny, ich sulfonowych pochodnych oraz kompleksów z jonami metali. Uzyskano formy krystaliczne dla moryny i soli sodowej kwasu moryno-5'-sulfonowego (NaMSA), sulfonowych pochodnych kwercetyny - kwasu kwercetyno-5'-sulfonowego (QSA-5') i soli sodowej kwasu kwercetyno-8,5'-disulfonowego (Na2QDSA) oraz kompleksów In(III) i Fe(IlI) z chryzyną, które zbadano metodą rentgenografii strukturalnej. Uzyskane wyniki wskazują, że QSA-5' może mieć układ regularny, tetragonalny lub heksagonalny, natomiast pozostałe związki - układ jednoskośny lub trójskośny. Wykonano zdjęcia uzyskanych form krystalicznych metodą elektronowej mikroskopii skaningowej.
EN
The 276 systems to receipt crystalline forms of morin, chrysin, quercetin, their sulphonic derivatives and complexes of metal ions were examined. The crystalline forms of morin, sodium salt of morin-5'-sulphonic acid (NaMSA), quercetin-5'-sulphonic acid (QSA-5'), sodium salt of quercetin-8,5'-disulphonic acid (Na2QDSA) and complexes of In(III) and Fe(III) ions with chrysin were obtained. The method of structural X-rays radiography and electron scanning microscopy were used.
EN
INTRODUCTION: Flavonoids belong to phytotherapeutics with a wide spectrum of pharmacological activity. It has been proven that flavonoids possess properties that can inhibit the development of cancer by inducing cells into the programmed cell death process. The aim of the work was to demonstrate the apoptotic, antiproliferative and cytotoxic properties of selected flavonoids. MATERIAL AND METHODS: The test material was the human primary hepatocellular carcinoma SK Hep-1 cell line. The tested compounds were assessed for cytotoxicity with the MTT assay. The next step was to evaluate the level of protein expression from the Bcl-2 family using the human Bcl-2 ELISA test. RESULTS: The compound with the strongest cytotoxic properties confirmed by the MTT test is chrysin, the IC50 value of which was 316.67 μM/L. In the case of all the tested compounds, apoptotic processes were confirmed by the human Bcl-2 ELISA test. The highest level of Bcl-2 protein expression occurred after 48 hours after the administration of chrysin, hesperidin, naringin and kaempferol. CONCLUSIONS: On the basis of the obtained research results, it can be concluded that the studied flavonoids (chrysin, hesperidin, naringin, kaempferol) exhibit cytotoxic, proapoptotic and antiproliferative properties in relation to SK Hep-1 hepatoma cells.
PL
WSTĘP: Flawonoidy należą do fitoterapeutyków o szerokim spektrum działania farmakologicznego. Udowodniono, że flawonoidy posiadają właściwości mogące hamować rozwój choroby nowotworowej poprzez wywoływanie w komórkach procesu programowanej śmierci komórki. Celem pracy było wykazanie właściwości apoptotycznych, antyproliferacyjnych oraz cytotoksycznych wybranych flawonoidów. MATERIAŁ I METODY: Materiał do badań stanowiła ludzka linia komórkowa pierwotnego raka wątrobowokomórkowego. Badane związki poddano ocenie cytotoksyczności za pomocą testu MTT. Kolejnym etapem była ocena poziomu ekspresji białek z rodziny Bcl-2 testem Human Bcl-2. WYNIKI: Związkiem posiadającym najsilniejsze właściwości cytotoksyczne, potwierdzone testem MTT, jest chryzyna, której wartość IC50 wyniosła 316,67 μM/L. W przypadku wszystkich badanych związków stwierdzono zainicjowanie procesów apoptotycznych potwierdzone testem Human Bcl-2 ELISA. Najwyższy poziom ekspresji białek Bcl-2 miał miejsce po upływie 48 godzin od podania chryzyny, hesperydyny, narynginy i kemferolu. WNIOSKI: Na podstawie uzyskanych wyników badań można wnioskować, że badane flawonoidy (chryzyna, hesperydyna, naryngina, kemferol) wykazują właściwości cytotoksyczne, proapoptotyczne i antyproliferacyjne w stosunku do komórek raka wątrobowokomórkowego SK Hep-1.
EN
Flavonoids and their conjugates are the most important group of natural chemical compounds in drug discovery and development. The search for pharmacological activity and new mechanisms of activity of these chemical compounds, which may inhibit mediators of inflammation and influence the structure and function of endothelial cells, can be an interesting pharmacological strategy for the prevention and adjunctive treatments of hypertension, especially induced by pregnancy. Because cardiovascular diseases have multifactorial pathogenesis these natural chemical compounds with wide spectrum of biological activities are the most interesting source of new drugs. Extracts from one of the most popular plant used in Traditional Chinese Medicine, Scutellaria baicalensis Georgi could be a very interesting source of flavonoids because of its exact content in quercetin, apigenin, chrysin and scutellarin as well as in baicalin. These flavonoids exert vasoprotective properties and many activities such as: anti-oxidative via several pathways, anti-inflammatory, anti-ischaemic, cardioprotective and anti-hypertensive. However, there is lack of summaries of results of studies in context of potential and future application of flavonoids with determined composition and activity. Our review aims to provide a literature survey of in vitro, in vivo and ex vivo pharmacological studies of selected flavonoids (apigenin, chrysin and scutellarin, baicalin) in various models of hypertension carried out in 2008–2018.
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EN
This article is an attempt to present how the classical detective work has been performed in order to determine chemical structures. In the past, discussion on these examples was the way of learning of the organic chemistry. Thermal degradation was the main method of analysis currently replaced with the spectroscopy. Perhaps the history of chemistry may help to understand mentalities of creators of new branches of science. On the other hand, it gives arguments for a cultivation of „impractical” sciences. The article describes the earliest attempts to present simple organic formulas undertaken by Couper and Kekulé. Examples of a transformation of aromatic compounds present how results of derivatization led to conclusions concerning structures. Experiments and logic line of thought was supported by a great intuition. More complicated molecules were investigated by degradation reactions. For example, A. Baeyer at the beginning of his investigations concerning indigo, subjected isatin (obtained from indigo by oxidation) to different reducing reagents. He obtained indoldiol, oxindole, indole etc. Then these relatively simple compounds were synthesized and served as by-products for indigo. Some methods of the industrial production of indigo were elaborated on the base of works of Baeyer [16–20]. Similarly, the structures of chrysin, brazilin and haematoxilin have been resolved mainly by their degradation. The final structures were confirmed by synthesis.
PL
Szczurom samcom szczepu Wistar podawano przez trzy miesiące fluorek sodu o stęż. 100 mg F-/dm3 wody. Część szczurów otrzymywała dodatkowo chryzynę p.o. w dawkach 10 mg/kg m.c./24 godz. oraz 20 mg/kg m.c./24 godz. Stwierdzono, te podawanie chryzyny łagodzi zaburzenia aktywności enzymów w surowicy krwi wywołane działaniem fluorku sodu.
EN
Male Wistar rats received sodium fluoride at 100 mg F-/dm3 water for 3 months. Some of these rats received additionally chrysin at 10 mg/kg b.w./24 h or 20 mg/kg b.w./24 h. Chrysin given to the rats was found to alleviate irregularities in the activity of blood serum enzymes resulting from the exposure to sodium fluoride.
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