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1.
Acta Crystallogr C Struct Chem ; 76(Pt 3): 269-275, 2020 03 01.
Artigo em Inglês | MEDLINE | ID: mdl-32132285

RESUMO

A new iridoid glycoside, methyl (3R,4R,4aS,7S,7aR)-3-hydroxy-7-methyl-5-oxooctahydrocyclopenta[c]pyran-4-carboxylate-3-O-ß-D-(1'S,2'R,3'S,4'S,5'R)-glucopyranoside, named loniceroside A, C17H26O10, (1), was obtained from the aerial parts of Lonicera saccata. Its structure was established based on an analysis of spectroscopic data, including 1D NMR, 2D NMR and HRESIMS, and the configurations of the chiral C atoms were determined by X-ray crystallographic analysis. The single-crystal structure reveals that the cyclopenta[c]pyran scaffold is formed from a five-membered ring and a chair-like six-membered ring connected through two bridgehead chiral C atoms. In the solid state, the glucose group of (1) plays an important role in constructing an unusual supramolecular motif. The structure analysis revealed adjacent molecules linked together through intermolecular O-H...O hydrogen bonds to generate a banded structure. Furthermore, the banded structures are linked into a three-dimensional network by interesting hydrogen bonds. Biogenetically, compound (1) carries a glucopyranosyloxy moiety at the C-3 position, representing a rare structural feature for naturally occurring iridoid glycosides. The growth inhibitory effects against human cervical carcinoma cells (Hela), human lung adenocarcinoma cells (A549), human acute mononuclear granulocyte leukaemia (THP-1) and the human liver hepatocellular carcinoma cell line (HepG2) were evaluated by the MTT method.


Assuntos
Citotoxinas/farmacologia , Glicosídeos Iridoides/farmacologia , Lonicera/química , Cristalografia por Raios X , Citotoxinas/isolamento & purificação , Humanos , Ligações de Hidrogênio , Glicosídeos Iridoides/isolamento & purificação , Espectroscopia de Ressonância Magnética , Estrutura Molecular
2.
J Chem Ecol ; 46(2): 206-216, 2020 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-31907751

RESUMO

Plants are chemically-complex organisms; each individual contains diverse tissue-types, has the ability to differentially allocate secondary metabolites to these tissues and can change this allocation through time. The interaction of variation in chemical defense of different tissue types and variation in chemical defense through time, however, is rarely examined and has not been studied for iridoid glycoside-producing woody plants. In this study, we quantified allocation of iridoid glycosides (IGs) to the leaves, flowers, fruits, and seeds of 25 individuals of a long-lived shrub (Lonicera x bella Zabel, Caprifoliaceae), at five important phenological timepoints (leaf-out, flowering, fruit appearance, fruit ripening, and fruit dispersal) throughout a growing season. We found that leaves had 2x higher IG concentrations during flowering and fruiting than earlier in the season (after leaf-out), and later in the season (after fruit dispersal). The individual IG driving this increase in leaves during reproduction, secologanin, was also the most abundant IG in semiripe fruits. Flowers and seeds were composed of different proportions of individual IGs than fruits or leaves, but did not change across time and had overall low concentrations of IGs. In L. x bella, phenological events such as flowering and fruiting lead to an increase in leaf chemical defense that is likely to influence interactions with leaf-feeders. Our results stress the importance of considering phenology when sampling plants for the quantification of chemical defenses.


Assuntos
Glicosídeos Iridoides/análise , Lonicera/química , Flores/química , Flores/metabolismo , Cromatografia Gasosa-Espectrometria de Massas , Glicosídeos Iridoides/metabolismo , Lonicera/crescimento & desenvolvimento , Lonicera/metabolismo , Folhas de Planta/química , Folhas de Planta/metabolismo , Estações do Ano , Sementes/química , Sementes/metabolismo
3.
J Sci Food Agric ; 100(2): 614-622, 2020 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-31597198

RESUMO

BACKGROUND: Lonicera japonica Thunb is a common herb in East Asia. The flower buds are usually regarded as the traditional medicinal part, while leaves and stems are considered less valuable and receive little attention. This study compared the chemical constituents and anti-inflammatory effects of the different tissues in L. japonica Thunb for the first time. RESULTS: Thirty compounds were identified by ultra-performance liquid chromatography-photodiode detector-quadrupole / time of flight-mass spectrometry (UPLC-PDA-Q/TOF-MS/MS) analysis. Hydroxycinnamic acids, flavonoids, and iridoids were identified as the major components. The flower buds (FLJ), leaves (LLJ), and stems (SLJ) of L. japonica Thunb showed strong similarities in chemical components. The LLJ contained higher levels of hydroxycinnamic acids and flavonoids than the FLJ and SLJ. Furthermore, FLJ, LLJ, and SLJ exhibited potent anti-inflammatory activity in croton oil-induced ear edema and carrageenan-induced paw edema assays in mice. Moreover, FLJ, LLJ, and SLJ showed a cytoprotective effect on lipopolysaccharide- (LPS-) stimulated RAW 264.7 macrophages. Lipopolysaccharide-induced increases in nitric oxide (NO), tumor necrosis factor-α (TNF-α), interleukin-1ß (IL-1ß), and interleukin-6 (IL-6) were suppressed by treatments of FLJ, LLJ, and SLJ, respectively. The LLJ possessed a stronger anti-inflammatory effect than the FLJ. CONCLUSION: Leaves and stems of L. japonica Thunb have chemical components and anti-inflammatory properties similar to flower buds, and may become alternative or supplementary sources of flower buds. © 2019 Society of Chemical Industry.


Assuntos
Anti-Inflamatórios/química , Edema/tratamento farmacológico , Lonicera/química , Extratos Vegetais/administração & dosagem , Extratos Vegetais/química , Animais , Anti-Inflamatórios/administração & dosagem , Carragenina/efeitos adversos , Cromatografia Líquida de Alta Pressão , Edema/induzido quimicamente , Edema/genética , Edema/imunologia , Flavonoides/administração & dosagem , Flavonoides/química , Flores/química , Interleucina-1beta/genética , Interleucina-1beta/imunologia , Interleucina-6/genética , Interleucina-6/imunologia , Camundongos , Folhas de Planta/química , Caules de Planta/química , Espectrometria de Massas em Tandem , Fator de Necrose Tumoral alfa/genética , Fator de Necrose Tumoral alfa/imunologia
4.
J Chromatogr A ; 1606: 460374, 2019 Nov 22.
Artigo em Inglês | MEDLINE | ID: mdl-31447205

RESUMO

A method for both qualitative screening and quantitative determination of 569 pesticides in honeysuckle was developed based on ultrahigh-performance liquid chromatography (UHPLC) coupled to quadrupole-Orbitrap high resolution mass spectrometry and an in-house executable compound database involving the theoretical masses of precursor and fragment ions and retention times. Different workflows were evaluated, validated and compared including Full MS-SIM, Full MS/ddMS2, Full MS/AIF and Full MS/DIA. For qualitative analysis, Full MS/DIA showed relatively low screening detection limits (SDLs) for most pesticides, but its MS2 identification seemed to be not reliable enough. Full MS/ddMS2 showed good repeatability of fragment ion recognition and less false positives. For quantitative analysis, the results of four workflows were comparable in terms of linearity and trueness, while Full MS-SIM and Full MS/ddMS2 gave better precision than the other two workflows for most pesticides at the spiking level of 0.01 mg/kg. Therefore, UHPLC-Full MS/ddMS2 was considered as the optimal workflow for both qualitative and quantitative analysis of honeysuckle samples. Pesticides were present in 75 of the 82 investigated samples, with concentrations ranging from 10.0 to 4116.9 µg/kg in some of the most severely contaminated samples.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Lonicera/química , Espectrometria de Massas/métodos , Resíduos de Praguicidas/análise , Cromatografia Líquida , Bases de Dados de Compostos Químicos , Limite de Detecção , Praguicidas/análise
5.
Anim Sci J ; 90(9): 1170-1176, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31321858

RESUMO

Lonicera japonica (LJ; honeysuckle) is used in traditional folk medicine in Korea and is a rich source of ascorbic acid and phenolic components that are reported to have antioxidant and antibiotic properties. We performed an in vitro experiment to assess the effects of LJ extracts (LJE) on ruminal fermentation. Timothy hay (0.3 g dry matter [DM]) was incubated with buffer, ruminal fluid, and 0%, 3%, 5%, 7%, and 9% LJE. Batch culture fermentation was conducted separately for 12, 24, and 48 hr to determine gas production (GP), ruminal fermentation characteristics, and microbial population characteristics. The effects on GP were generally similar to those on DM degradability, with a linear decrease observed at 9% extract at 24 hr. NH3 -N showed a linear increase with increasing extract concentrations at 12 hr, whereas a decrease was observed at 24 hr. Extract supplementation decreased methane (CH4 ) production at 12, 24, and 48 hr. In addition, the abundance of fibrolytic bacteria and ciliate-associated methanogen was reduced at all concentrations of extracts. These results indicate that LJE have the potential to serve as a ruminal fermentation modifier to suppress CH4 production with minimal effects on nutrient digestion in the rumen.


Assuntos
Fermentação/efeitos dos fármacos , Lonicera/química , Metano/metabolismo , Microbiota/efeitos dos fármacos , Extratos Vegetais/farmacologia , Rúmen/efeitos dos fármacos , Animais , Técnicas In Vitro , Medicina Tradicional , República da Coreia , Rúmen/metabolismo , Rúmen/microbiologia , Ruminantes
6.
J Pharm Biomed Anal ; 175: 112758, 2019 Oct 25.
Artigo em Inglês | MEDLINE | ID: mdl-31330279

RESUMO

Flos Lonicerae Japonicae(Jinyinhua) possesses clearing heat and detoxification activity, and has been used as a traditional Chinese medicine to treat influenza for many years. Due to the complex chemical composition and diverse content of Jinyinhua, especially the many trace ingredients, the effective components are unknown. In this study, an improved two-dimensional high performance liquid chromatography-ultrafiltration combined with electrospray ionization-time-of-flight/mass spectroscopy (ESI-TOF/MS) approach was designed and used for the enrichment, screening and characterization of minor neuraminidase inhibitors in Jinyinhua. In the first dimension, semi-prep-HPLC was employed for the preliminary separation of different polarity components and enrichment of low content components from Jinyinhua extract. In the second dimension, hydrophilic interaction liquid chromatography and reverse phase-HPLC were used to separate the different polar fractions, respectively. The fractions then underwent ultrafiltration and ESI-TOF/MS for the comprehensive screening and characterization of potential neuraminidase inhibitors. As a result, a total of 44 compounds were found to have neuraminidase inhibitory activity, and 22 of these compounds were preliminarily identified by accurate molecular weight and UV absorption data compared with standards and references. The activity of 16 of these compounds was verified by the neuraminidase inhibition assay. This study provides support for the rapid screening of minor neuraminidase inhibitors from complex natural medicines.


Assuntos
Inibidores Enzimáticos/química , Neuraminidase/antagonistas & inibidores , Extratos Vegetais/química , Cromatografia Líquida de Alta Pressão/métodos , Medicamentos de Ervas Chinesas/química , Lonicera/química , Espectrometria de Massas por Ionização por Electrospray/métodos , Ultrafiltração/métodos
7.
Food Chem ; 299: 125102, 2019 Nov 30.
Artigo em Inglês | MEDLINE | ID: mdl-31279126

RESUMO

The chemical compositions and α-glucosidase inhibitory activities of anthocyanins extracted from blueberry, blackcurrant and blue honeysuckle fruits and their acid hydrolysates (anthocyanidins) were analysed. Those anthocyanins were glycosidic anthocyanins that converted to anthocyanidins during acid hydrolysis, leading to increases in their α-glucosidase inhibitory activities (expressed as IC50 values) from 0.232, 0.152 and 0.188 to 0.113 to 0.005 and 0.025 mg/mL. The potential inhibitory mechanism of these anthocyanidins was then investigated through inhibition kinetics, fluorescence quenching and docking simulations. The results showed the following: 1) all anthocyanidins were mixed-type inhibitors of α-glucosidase and they bind more tightly to free α-glucosidase as compared to the α-glucosidase-substrate complex; 2) anthocyanidin inhibition of α-glucosidase was a static procedure, presumably driven by hydrophobic associations and hydrogen bonding; and 3) all anthocyanidins were inserted into the active site of α-glucosidase and avoided the entrance of p-nitrophenyl-a-D-glucopyranoside. This study is valuable for anthocyanidins as potential α-glucosidase inhibitors.


Assuntos
Antocianinas/farmacologia , Mirtilos Azuis (Planta)/química , Inibidores de Glicosídeo Hidrolases/farmacologia , Lonicera/química , Ribes/química , Antocianinas/análise , Antocianinas/química , Fluorescência , Frutas/química , Inibidores de Glicosídeo Hidrolases/química , Ligações de Hidrogênio , Interações Hidrofóbicas e Hidrofílicas , Cinética , Simulação de Acoplamento Molecular , alfa-Glucosidases/química , alfa-Glucosidases/metabolismo
8.
Molecules ; 24(12)2019 Jun 21.
Artigo em Inglês | MEDLINE | ID: mdl-31234365

RESUMO

Chlorogenic acid (CGA), a bioactive compound commonly found in plants, has been demonstrated possessing nutraceutical potential in recent years. However, the more critical issue concerning how to improve production efficacy of CGA is still limited. It is a challenge to harvest a large amount of CGA without prolonging extraction time. In this study, the feasibility of using ultrasound for CGA extraction from Lonicera japonica was investigated. A central composite design (CCD) was employed to evaluate the effects of the operation parameters, including temperature, ethanol concentration, liquid to solid ratio, and ultrasound power on CGA yields. Meanwhile, the process of ultrasound-assisted extraction was optimized through modeling response surface methodology (RSM) and artificial neural network (ANN). The data indicated that CGA was efficiently extracted from the flower of Lonicera japonica by ultrasound assistance. The optimal conditions for the maximum extraction of CGA were as follows: The temperature at 33.56 °C, ethanol concentration at 65.88%, L/S ratio at 46:1 mL/g and ultrasound power at 150 W. ANN possessed greater optimization capacity than RSM for fitting experimental data and predicting the extraction process to obtain a maximum CGA yield. In conclusion, the process of ultrasound-assisted extraction can be well established by a methodological approach using either RSM or ANN, but it is worth mentioning that the ANN model used here showed the superiority over RSM for predicting and optimizing.


Assuntos
Ácido Clorogênico/isolamento & purificação , Lonicera/química , Extratos Vegetais/química , Fracionamento Químico/métodos , Ácido Clorogênico/química , Etanol/química , Flores/química , Ultrassom
9.
Biomed Pharmacother ; 117: 109087, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31195351

RESUMO

Liver inflammation and excessive accumulation of lipids play a critical role in alcoholic liver diseases (ALD) pathogenesis. Plant polyphenols are widely used to prevent toxic liver damage. The anthocyanin from Lonicera caerulea L. was extracted and purified. The aim of the study was to evaluate the hepatoprotective mechanism of the purified component (PLE), focusing on the effects of PLE on alcoholic steatohepatitis. C57BL/6 mice were fed on chronic plus binge ethanol in Lieber-DeCarli liquid diet to establish acute ethanol model. PLE treatment significantly reduced the accumulation of serum aminotransferase and triglycerides and increased albumin levels in ethanol-induced mice. Also, PLE ameliorated histological changes and lipid droplets induced by ethanol. In addition, PLE obviously suppressed the expression of SREBP1 and enhanced phosphorylation of AMPK compared with chronic ethanol administration. PLE suppressed inflammasome activation by decreasing F4/80 level and inhibiting caspase-1, thereby preventing activated macrophages from producing pro-inflammation cytokines. AML12 cells were pretreated with different concentrations of PLE for 2 h and then exposed to ethanol for 48 h. PLE suppressed the expression of SREBP1 and enhanced phosphorylation of AMPK in AML12 cells exposed to ethanol. Additionally, PLE inhibited the expression of F4/80 and decreased IL-1ß release. AMPK interference confirms that PLE downregulation SREBP1 and F4/80 depending on AMPK activation in ethanol-treated AML12 cells. PLE possessed the capacity for inhibiting the inflammatory response and suppressing lipid accumulation, indicating that PLE can be used as a dietary health supplement for alcoholic steatohepatitis.


Assuntos
Antocianinas/farmacologia , Fígado Gorduroso Alcoólico/tratamento farmacológico , Hepatopatias Alcoólicas/tratamento farmacológico , Lonicera/química , Proteínas Quinases Ativadas por AMP/metabolismo , Animais , Etanol/química , Fígado Gorduroso Alcoólico/metabolismo , Inflamassomos/efeitos dos fármacos , Inflamassomos/metabolismo , Inflamação/tratamento farmacológico , Inflamação/metabolismo , Interleucina-1beta/metabolismo , Fígado/efeitos dos fármacos , Fígado/metabolismo , Hepatopatias Alcoólicas/metabolismo , Masculino , Camundongos , Camundongos Endogâmicos C57BL , Fosforilação/efeitos dos fármacos , Transdução de Sinais/efeitos dos fármacos , Proteína de Ligação a Elemento Regulador de Esterol 1/metabolismo , Triglicerídeos/metabolismo
10.
J Agric Food Chem ; 67(25): 7157-7166, 2019 Jun 26.
Artigo em Inglês | MEDLINE | ID: mdl-31146527

RESUMO

Lonicera caerulea berry polyphenols (LCBP) are known to reduce cholesterol accumulation. Currently, it is unknown whether LCBP can activate Sirtuin 1 (SIRT1) to regulate the formation of RAW264.7 macrophage foam cells. In this study, the effect of LCBP on lipid accumulation in macrophages was evaluated. Fluorescently labeled ox-LDL and 25-NBD cholesterol were used to detect the ox-LDL uptake and cholesterol outflow rate from macrophages. Gene silencing was performed using siRNA to detect changes in the expression of the ATP-binding cassette transporter A1 (ABCA1), sterol regulatory element-binding protein 2 (SREBP2), and SIRT1 proteins using Western blotting, and changes in the expression of miR-33 were detected by real-time polymerase chain reaction. The results showed that treatment with 80 µg/mL LCBP significantly inhibited the accumulation of lipids in RAW264.7 macrophages induced by ox-LDL and reduced intracellular cholesterol levels by activating SIRT1 to enhance the expression of ABCA1, a cholesterol efflux gene, but not independent effect. Of the three key LCBP components investigated, chlorogenic acid was found to activate SIRT1 and regulate the expression of the cholesterol-related factors ABCA1, SREBP2, and miR-33; cyanidin-3-glucoside and catechins were effective to a lesser extent. Our results suggest a novel hypolipidemic mechanism of LCBP.


Assuntos
Colesterol/metabolismo , Células Espumosas/efeitos dos fármacos , Lonicera/química , Macrófagos/efeitos dos fármacos , Polifenóis/farmacologia , Sirtuína 1/metabolismo , Transportador 1 de Cassete de Ligação de ATP/genética , Transportador 1 de Cassete de Ligação de ATP/metabolismo , Animais , Transporte Biológico/efeitos dos fármacos , Células Espumosas/metabolismo , Frutas/química , Lipoproteínas LDL/metabolismo , Macrófagos/metabolismo , Camundongos , Células RAW 264.7 , Sirtuína 1/genética , Proteína de Ligação a Elemento Regulador de Esterol 2/genética , Proteína de Ligação a Elemento Regulador de Esterol 2/metabolismo
11.
Ultrason Sonochem ; 56: 372-377, 2019 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-31101275

RESUMO

Honeyberries are rich in various nutrients (eg. minerals, and vitamins) and bioactive compounds (eg. polyphenols). The aim of the study was to evaluate the impact of ultrasound (USN) pre-treatment (100% power at 37 kHz) at 40 °C for 3 min and drying techniques (conduction or vacuum) on nutritional composition and bioactive compounds of honeyberry fruits. The evaluation of dried barriers revealed that both USN pre-treatment and drying techniques affected the composition of the final product. The highest vitamin C content (1.067-1.187 mg 100 g-1 DM) was found in fruit samples pre-treated by USN, regardless of the drying technology used. The highest total phenol (2.445 mg GAE 100 g-1 DM), total flavonoid (0.939 mg GAE 100 g-1 DM), total non-flavonoid (1.506 mg GAE 100 g-1 DM) and anthocyanin content (2.334 mg kg-1 FW) were obtained in fruits after applying USN pre-treatment and vacuum dried at 40 °C.


Assuntos
Dessecação/métodos , Manipulação de Alimentos/métodos , Frutas/química , Lonicera/química , Ondas Ultrassônicas , Valor Nutritivo , Temperatura Ambiente , Fatores de Tempo , Vácuo
12.
Fish Physiol Biochem ; 45(5): 1563-1573, 2019 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-31102099

RESUMO

This study investigated the effects of honeysuckle extract (Lonicera japonica, HE) on the growth performance and lipid metabolism of juvenile grass carp (Ctenopharyngodon idella). HE at doses of 10 g kg-1 (LHE), 20 g kg-1 (MHE), and 40 g kg-1 (HHE) were individually mixed with the basal diet and fed to grass carp for 10 weeks, and ginseng extract (20 g kg-1, GSE) was used as a positive control. The results showed that HE administration exerted no effect on growth performance, but the hepatosomatic index (HSI) and muscle and liver lipid contents were significantly decreased in the LHE and MHE groups. The serum levels of LDL-c, total triglyceride (TG) and total cholesterol (TC) also declined in the HE-treated groups. Moreover, the disordered vacuolization and nucleus migration in the liver were alleviated in the MHE and HHE groups, and mRNA expressions of lipogenesis-related genes, such as acc1, fas, srebp1, and pparγ decreased. Similarly, the expression of genes related to lipolysis, such as cpt1, atgl, lpl, and pparα, was found to be significantly increased in the MHE and HHE groups compared with the control. Taken together, HE can effectively improve the lipid metabolism and ameliorate the lipid deposition of grass carp and thus may be a promising feed additive in aquaculture.


Assuntos
Carpas/crescimento & desenvolvimento , Carpas/metabolismo , Lonicera/química , Extratos Vegetais/farmacologia , Ração Animal/análise , Animais , Dieta/veterinária , Suplementos Nutricionais , Regulação da Expressão Gênica/efeitos dos fármacos , Metabolismo dos Lipídeos/efeitos dos fármacos , Extratos Vegetais/química
13.
Phytomedicine ; 61: 152829, 2019 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-31039532

RESUMO

BACKGROUND: Quality control of herbal medicines based on characteristic components is an important trend. Although the plant metabolomics provide a powerful tool for species classification, the discovered marker is usually limited in practical application. For rapid discovery of efficient marker combination, we proposed a strategy integrating targeted metabolite profiling and sequential optimization method. METHODS: This strategy included: (1) directional enrichment and chemical profiling of targeted metabolites by matrix solid phase dispersion (MSPD) combined with liquid chromatography-tandem mass spectrometry (LC-MS/MS). (2) Partial least squares discrimination analysis (PLS-DA)-based sequential screening of efficient marker combination was constructed for various species predictions. Five Lonicera species and their characteristic metabolites, sponins, were taken as a case study. RESULTS: A total of 19 saponins were identified, and 12 major and available saponins were enriched based on MSPD and quantified by LC-MS/MS in 5 Lonicera species flower buds. Followed by 3 runs of PLS-DA-based screening, a combination consisting of macranthoidin B, dipsacoside B and α-hederin was discovered as the effective chemical marker for 5 analogous Lonicera flower classification. CONCLUSION: Our study provides an effective and applicable approach to select the practical marker combination for the assessment of analogical herb medicines.


Assuntos
Cromatografia Líquida/métodos , Lonicera/química , Lonicera/metabolismo , Metabolômica/métodos , Espectrometria de Massas em Tandem/métodos , Biomarcadores/análise , Biomarcadores/metabolismo , Flores/química , Flores/metabolismo , Análise dos Mínimos Quadrados , Metabolômica/estatística & dados numéricos , Ácido Oleanólico/análogos & derivados , Ácido Oleanólico/análise , Ácido Oleanólico/metabolismo , Plantas Medicinais/química , Saponinas/análise , Saponinas/metabolismo , Especificidade da Espécie , Espectrometria de Massas em Tandem/estatística & dados numéricos
14.
Biomed Chromatogr ; 33(10): e4583, 2019 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-31087668

RESUMO

Honeysuckle (Lonicera japonica flos) is a well-known agent of edible and medicinal value in China and its antioxidative activity makes a major contribution to its dual use. However, the compounds responsible for its antioxidative activity are still unknown. In this study, 10 batches of honeysuckle were collected from different origins in China. The fingerprints were established by HPLC technique to investigate the compounds and a 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity assay was carried out to evaluate their antioxidant activity. partial least squares regression analysis was applied to set up the regression equation between DPPH radical scavenging activity and average peak area of common peaks of fingerprints. The results showed that peaks 10 (isochlorogenic acid B), 12 (isochlorogenic acid C), 11 (isochlorogenic acid A) and 9 (cynaroside) in the fingerprints were closely related to the antioxidant activity of 50% methanol extracts of honeysuckle. This study successfully established the spectrum-effect relationship between HPLC fingerprints and DPPH radical scavenging activity and provided a general model for exploring active components with a combination of chromatography and efficacy.


Assuntos
Antioxidantes , Cromatografia Líquida de Alta Pressão/métodos , Lonicera/química , Extratos Vegetais , Antioxidantes/análise , Antioxidantes/química , Compostos de Bifenilo/química , Ácido Clorogênico/análise , Ácido Clorogênico/química , Glucosídeos/análise , Glucosídeos/química , Luteolina/análise , Luteolina/química , Picratos/química , Extratos Vegetais/análise , Extratos Vegetais/química , Reprodutibilidade dos Testes
15.
Molecules ; 24(10)2019 May 20.
Artigo em Inglês | MEDLINE | ID: mdl-31137485

RESUMO

Lonicerae japonicae flos (LJF) and Lonicerae japonicae caulis (LJC) are derived from different parts of Lonicera japonica Thunb. (Caprifoliaceae), and have been used as herbal remedies to treat various diseases for thousands of years with confirmed curative effects. However, little attention has been paid to illustrating the differences in efficacy from the perspective of phytochemistry. In the present study, a simultaneous determination of 47 bioactive constituents, including 12 organic acids, 12 flavonoids, six iridoids, 13 amino acids and four nucleosides in 44 batches of LJF and LJC samples from different habitats and commercial herbs was established based on ultra-fast liquid chromatography tandem triple quadrupole mass spectrometry (UFLC-QTRAP-MS/MS). Moreover, principal component analysis (PCA), partial least squares discriminant analysis (PLS-DA) and t-test were then performed to classify and reveal the differential compositions of LJF and LJC according to the content of the tested constituents. The results demonstrated that the types and contents of chemical components (e.g., isochlorogenic acid A, chlorogenic acid, neochlorogenic acid, quinic acid, secologanic acid, luteoloside, loganin, secoxyloganin, morroniside and L-isoleucine) were significantly different, which may lead to the classification and the differences in efficacy of LJF and LJC. Our findings not only provide a basis for the comprehensive evaluation and intrinsic quality control of LJF and LJC, but also pave the way for discovering the material basis contributing to the different properties and efficacies of the two medicinal materials at the phytochemical level.


Assuntos
Flores/química , Lonicera/química , Compostos Fitoquímicos/análise , Espectrometria de Massas em Tandem/métodos , Cromatografia Líquida de Alta Pressão , Análise Discriminante , Análise dos Mínimos Quadrados , Limite de Detecção , Análise Multivariada , Compostos Fitoquímicos/isolamento & purificação , Análise de Componente Principal , Análise de Regressão , Fatores de Tempo
16.
Molecules ; 24(9)2019 May 08.
Artigo em Inglês | MEDLINE | ID: mdl-31072054

RESUMO

In the study, a surface plasmon resonance-based (SPR-based) competitive assay was performed to analyze different compounds' inhibitory activity to TNF-, an important pro-inflammatory cytokine in the pathogenesis of chronic inflammatory diseases. Moreover, the single mass spectrometry (MS) detection method was coupled with an ultra-high-performance liquid chromatography (UPLC) system for the routine quality control (QC) of a traditional Chinese medicine (TCM). The above quality control strategy was evaluated with Lonicera japonica Thunb. Analytes were firstly separated on a Waters ACQUITYTM UPLC HSS T3 column (2.1 × 50 mm; particle size = 1.8 µm) using a 0.1% formic acid gradient elution, then detected by negative ESI mass spectrometry. The limits of quantification (LOQ) for analytes reached 0.005-0.56 µg/mL. The LOD of the QDa detector was lower than that of the PDA detector, indicating its wider detection range. The QDa detector was also more suitable for the analysis of the complex matrix of TCM. The method showed excellent linearity, with regression coefficients higher than 0.9991. The average recoveries of the investigated analytes were in the range of 98.78-105.13%, with an RSD below 3.91%. The inter-day precision range (n = 3 days) was 2.51-4.54%. Compared to other detectors, this strategy could be widely applied in the quantitative analysis of TCM. In addition, the chemically latent data could be revealed using chemometric analysis. Importantly, this study provides an efficient screening method for small-molecule inhibitors targeting the TNF-α pathway.


Assuntos
Técnicas Biossensoriais/métodos , Cromatografia Líquida de Alta Pressão/métodos , Lonicera/química , Análise por Conglomerados , Concentração de Íons de Hidrogênio , Limite de Detecção , Padrões de Referência , Análise de Regressão , Reprodutibilidade dos Testes , Fator de Necrose Tumoral alfa/metabolismo
17.
Zhongguo Zhong Yao Za Zhi ; 44(8): 1724-1728, 2019 Apr.
Artigo em Chinês | MEDLINE | ID: mdl-31090341

RESUMO

This study aims to explore the evaluation model for the proficiency testing of heavy metal and harmful element residues in pharmaceuticals,and to provide reference for the proficiency testing program and proficiency testing result in the field of residue analysis. The proficiency test result of cadmium determination in honeysuckle as an example. The algorithm A,NIQR,and Horwitz function are used to calculate the assigned value and the standard deviation. Z was obtained at the same time. If | Z | ≤2,the result is satisfactory. If 2< | Z | <3,the result is questionable. If | Z | ≥3,the result is unsatisfactory. In addition,the median value is the assigned value,and deviation(D%) is used. If D% is not more than 16%,the result is satisfactory; if D% is more than 16%,the result is unsatisfactory. After analysis,in the results of questionable or dissatisfied laboratories calculated by algorithm A and NIQR,the deviation error of some data is within the scope of the standard. In the results of the satisfactory laboratory evaluated by the Horwitz function,some data deviation errors far exceed the standard range. The evaluation result of the D% meets the requirements. According to heavy metal and harmful element trace analysis methods,this study is the first to apply D% to the evaluation of the detection ability of heavy metals and harmful elements in pharmaceuticals. This method makes the evaluation result more reasonable,and has important reference significance for the evaluation of other proficiency test results.


Assuntos
Cádmio/análise , Ensaio de Proficiência Laboratorial , Preparações Farmacêuticas/normas , Oligoelementos/análise , Laboratórios , Lonicera/química , Preparações de Plantas/normas
18.
J Pharm Biomed Anal ; 171: 22-29, 2019 Jul 15.
Artigo em Inglês | MEDLINE | ID: mdl-30959316

RESUMO

A green and efficient microemulsion liquid chromatographic (MELC) method using fatty acid as co-surfactant and electrochemical detection was established and validated for the determination of four caffeoylquinic acid isomers and caffeic acid in honeysuckle samples. The influences of each individual component within the isocratic oil-in-water (O/W) microemulsion mobile phase were systematically investigated, such as the type and concentration of co-surfactant, concentration of sodium dodecyl sulphate (SDS), organic modifier addition, type and concentration of oil phase, pH and detection voltage. Results indicated that excellent resolution was achieved using 3.0% w/v of propionic acid, 0.5% w/v of ethyl acetate, 1.0% w/v of SDS, 5% w/v acetonitrile, 90.5% v/v of water and 25 mM sodium dihydrogen phosphate at pH = 3 as microemulsion mobile phase and 0.8 V as the optimal voltage value. Under the optimal condition, analytical performance of developed method was evaluated. The detection limits were below 17.3 ng/mL and intra-day and inter-day precisions by relative standard deviations (RSD%) were between 0.5% and 3.6%. Satisfactory recovery (in the range of 83.8-109.1%) with good repeatability lower than 4.7% (n = 3) was obtained. Therefore, the developed O/W MELC method was rapid, precise and accurate for simultaneous determination of neochlorogenic acid, chlorogenic acid, isochlorogenic acid A and isochlorogenic acid C in honeysuckle samples, with contents of 2.6, 28.7, 18.1 and 5.2 mg/g, respectively.


Assuntos
Ácidos Cafeicos/análise , Cromatografia Líquida/métodos , Ácidos Graxos/química , Lonicera/química , Ácido Quínico/análogos & derivados , Tensoativos/química , Ácidos Cafeicos/química , Emulsões , Isomerismo , Limite de Detecção , Estrutura Molecular , Ácido Quínico/análise , Ácido Quínico/química
19.
Biosci Trends ; 13(2): 145-151, 2019 May 12.
Artigo em Inglês | MEDLINE | ID: mdl-30996209

RESUMO

Streptococcus pyogenes causes several infectious diseases such as tonsillitis, cellulitis, and streptococcal toxic shock syndrome. As antibiotics are used for the general treatment of S. pyogenes infection, cases of treatment failure due to drug-resistant bacteria have increased. Lonicera caerulea var. emphyllocalyx (LCE) has been used as a folk medicine in northern Japan (Hokkaido). In this study, we investigated the antibacterial effect of methanol extracts of the fruit, stem, and leaf of LCE (LCEEs) against S. pyogenes using disk diffusion assay. As LCEE (fruit) had the strongest antibacterial activity among the three LCEEs, we focused on functional analysis of antibacterial effects of LCEE (fruit). LCEE (fruit) suppressed the growth of S. pyogenes in a dose-dependent manner. Morphological analysis by transmission electron microscopy demonstrated that LCEE (fruit) damaged the shape of S. pyogenes. Microplate and confocal laser microscopy analysis showed that biofilm formation was also suppressed by LCEE (fruit) in a dose-dependent manner. To further evaluate the surface structure of these biofilms, we performed hydrophobic analysis, which demonstrated that LCEE (fruit) reduced the hydrophobicity of the bacterial surface structure. Our data demonstrated that LCEE (fruit) had anti-bacterial and anti-biofilm effects on S. pyogenes in vitro, suggesting that the direct anti-bacterial effects of the LCEE (fruit) may be useful for treatment of local S. pyogenes infection.


Assuntos
Antibacterianos/farmacologia , Biofilmes/efeitos dos fármacos , Frutas/química , Lonicera/química , Metanol/química , Extratos Vegetais/farmacologia , Streptococcus pyogenes/fisiologia , Interações Hidrofóbicas e Hidrofílicas , Testes de Sensibilidade Microbiana , Folhas de Planta/química , Caules de Planta/química , Streptococcus pyogenes/citologia , Streptococcus pyogenes/efeitos dos fármacos , Streptococcus pyogenes/crescimento & desenvolvimento
20.
J Ethnopharmacol ; 238: 111892, 2019 Jun 28.
Artigo em Inglês | MEDLINE | ID: mdl-31004727

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Flower and flower bud of Lonicera japonica, Lonicerae Flos, have been popularly used as medicinal plant for the treatment of clearing heat and thirst, thereby improving diabetic or diabetic associated symptoms (thirst and poor eyesight). AIM OF THE STUDY: Organic cation transporters (OCTs) and multi-drug and toxin extrusion proteins (MATEs) are known to play important roles in metformin transport in the liver and kidneys. Thus, there might be interactions between Lonicerae Flos and metformin via OCTs and MATEs. Also treatment period has been issued in transporter-mediated drug interactions. The objective of this study was to determine the effect of Lonicerae Flos ethanol extract (LJ) on metformin pharmacokinetics and its glucose lowering activity in different treatment periods. MATERIALS AND METHODS: Effect of LJ on metformin uptake was evaluated in vitro HEK-293 cells expressing human OCTs or MATEs. Treatment period-dependent impact of LJ on systemic exposure and hepatic distribution of metformin as well as its glucose tolerance activity were assessed in in vivo rats. RESULTS: LJ substantially inhibited MATE1-mediated metformin uptake in vitro. In evaluating treatment period effects of LJ and metformin, 1-, 7-, and 28-day co-treatments of LJ with metformin did not change systemic exposure of metformin compared to those in metformin alone. Whereas, 28-day co-treatment of LJ with metformin increased metformin concentration in liver as a pharmacological target site of metformin. It could be due to the reduced MATE1-mediated metformin efflux from hepatocytes to bile by MATE1 inhibition in liver. Glucose tolerance activity was also enhanced by 28-day co-treatment of LJ and metformin compared to metformin alone. CONCLUSIONS: In 28-day co-treatment of LJ and metformin, LJ increased metformin concentration in liver and improved glucose tolerance activity without systemic exposure change of metformin, suggesting the importance to consider treatment period effect and both systemic exposure and tissue distribution in drug interactions.


Assuntos
Fígado/metabolismo , Lonicera/química , Metformina/farmacocinética , Extratos Vegetais/farmacocinética , Animais , Interações de Medicamentos , Células HEK293 , Humanos , Hipoglicemiantes/administração & dosagem , Hipoglicemiantes/farmacocinética , Masculino , Metformina/administração & dosagem , Extratos Vegetais/administração & dosagem , Extratos Vegetais/química , Ratos , Distribuição Tecidual
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