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1.
J Chromatogr A ; 1610: 460572, 2020 Jan 11.
Artículo en Inglés | MEDLINE | ID: mdl-31606155

RESUMEN

Recently it has been reported that immobilized chlorinated-type chiral stationary phases based on cellulose tris(3,5-dichlorophenylcarbamate) are able to express an outstanding enantioselectivity towards the structure of 2-(benzylsulfinyl)benzamide. We now introduce two homologue series of chiral sulfoxides based on the same 2-(sulfinyl)benzoyl core as the prototype of new selectands for HPLC, whose enantioselectivity could be modulable through the replacement of the benzyl group with an unbranched alkyl chain varying in length from 1 to 5 carbon atoms. HPLC parameters such as mobile phase composition and column temperature have been carefully evaluated in order to get pertinent structure-enantioselectivity relationships. The enantiomer elution order was unambiguously determined by a combined strategy involving theoretical and experimental procedures. Two cases of temperature-dependent inversion of the elution order of enantiomers in the operative temperature range of chiral chromatographic support were observed.


Asunto(s)
Benzamidas/química , Benzamidas/aislamiento & purificación , Celulosa/análogos & derivados , Cromatografía Líquida de Alta Presión/métodos , Fenilcarbamatos/química , Fenilcarbamatos/aislamiento & purificación , Celulosa/química , Celulosa/aislamiento & purificación , Entropía , Estereoisomerismo , Sulfóxidos/química , Temperatura
2.
J Sep Sci ; 42(8): 1610-1619, 2019 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-30770622

RESUMEN

In this work, a method for the analysis of benzoylurea insecticides, including hexaflumuron, flufenoxuron, lufenuron and chlorfluazuron, in tea samples by high-performance liquid chromatography with Fe3 O4 -hyperbranched polyester nanocomposite as the adsorbent for magnetic solid-phase extraction was developed. The magnetic nanocomposite was prepared and characterized by infrared spectroscopy, vibrating sample magnetometry, and scanning electron microscopy. The as-prepared nanocomposite was used as a sorbent for the extraction and preconcentration of pesticide residues in tea samples. The extraction and desorption conditions, including mass ratios of raw materials, amount of sorbent, pH value, extraction time, and desorption time, were investigated. Under the final conditions chosen for the analysis, good linearity was obtained for all the tested compounds, with R2 values of at least 0.9979. The limits of detection were determined in the range of 0.15-0.3 µg/L. The recovery obtained from the analysis of tea samples with various spiked concentrations was between 90.7 and 98.4%, with relative standard deviations (n = 4) lower than 4.1%. Furthermore, the present approach was successfully applied to the quantitative determination of residues of benzoylurea insecticides in real samples.


Asunto(s)
Benzamidas/aislamiento & purificación , Cromatografía Líquida de Alta Presión/métodos , Contaminación de Alimentos/análisis , Insecticidas/aislamiento & purificación , Compuestos de Fenilurea/aislamiento & purificación , Piridinas/aislamiento & purificación , Extracción en Fase Sólida/métodos , Té/química , Adsorción , Benzamidas/análisis , Insecticidas/análisis , Magnetismo , Nanopartículas de Magnetita/química , Nanocompuestos/química , Residuos de Plaguicidas/análisis , Residuos de Plaguicidas/aislamiento & purificación , Compuestos de Fenilurea/análisis , Poliésteres/química , Piridinas/análisis , Extracción en Fase Sólida/instrumentación
3.
J Microbiol ; 56(7): 516-523, 2018 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-29956124

RESUMEN

Actinomycetes are well-known for producing numerous bioactive secondary metabolites. In this study, primary screening by antifungal activity assay found one actinomycete strain WA23-4-4 isolated from the intestinal tract of Periplaneta americana that exhibited broad spectrum antifungal activity. 16S rDNA gene analysis of strain WA23-4-4 revealed close similarity to Streptomyces nogalater (AB045886) with 86.6% sequence similarity. Strain WA23-4-4 was considered as a novel Streptomyces and the 16s rDNA sequence has been submitted to GenBank (accession no. KX291006). The maximum antifungal activity of WA23-4-4 was achieved when culture conditions were optimized to pH 8.0, with 12% inoculum concentration and 210 ml ISP2 medium, which remained stable between the 5th and the 9th day. 3-Acetyl benzoyl amide was isolated by ethyl acetate extraction of WA23-4-4 fermentation broth, and its molecular formula was determined as C9H9NO2 based on MS, IR, 1H, and 13C NMR analyses. The compound showed significant antifungal activity against Candida albicans ATCC 10231 (MIC: 31.25 µg/ml) and Aspergillus niger ATCC 16404 (MIC: 31.25 µg/ml). However, the compound had higher MIC values against Trichophyton rubrum ATCC 60836 (MIC: 500 µg/ml) and Aspergillus fumigatus ATCC 96918 (MIC: 1,000 µg/ml). SEM analysis showed damage to the cell membrane of Candida albicans ATCC 10231 and to the mycelium of Aspergillus niger ATCC 16404 after being treatment with 3-acetyl benzoyl amide. In conclusion, this is the first time that 3-acetyl benzoyl amide has been identified from an actinomycete and this compound exhibited antifungal activity against Candida albicans ATCC 10231 and Aspergillus niger ATCC 16404.


Asunto(s)
Actinobacteria/química , Antifúngicos/aislamiento & purificación , Antifúngicos/farmacología , Benzamidas/aislamiento & purificación , Intestinos/microbiología , Periplaneta/microbiología , Actinobacteria/genética , Actinobacteria/aislamiento & purificación , Actinobacteria/metabolismo , Animales , Antifúngicos/química , Aspergillus fumigatus/efectos de los fármacos , Aspergillus niger/efectos de los fármacos , Aspergillus niger/ultraestructura , Benzamidas/química , Benzamidas/farmacología , Candida albicans/efectos de los fármacos , Candida albicans/ultraestructura , Pruebas de Sensibilidad Microbiana , Microscopía Electrónica de Rastreo , Micelio/efectos de los fármacos , Micelio/ultraestructura , Periplaneta/anatomía & histología , ARN Ribosómico 16S/genética , Streptomyces/genética
4.
Bioorg Med Chem ; 26(3): 786-790, 2018 02 01.
Artículo en Inglés | MEDLINE | ID: mdl-29317147

RESUMEN

Fusarithioamide B (6), a new aminobenzamide derivative with unprecedented carbon skeleton and five known metabolites: stigmast-4-ene-3-one (1), stigmasta-4,6,8(14),22-tetraen-3-one (2), p-hydroxyacetophenone (3), tyrosol (4), and fusarithioamide A (5) were separated from Fusarium chlamydosporium EtOAc extract isolated from Anvillea garcinii (Burm.f.) DC. leaves (Asteraceae). The structure elucidation and completeassignment of the isolated metabolites were performed mainly by the aid of various NMR and MS data. Fusarithioamide B (6) has been assessed for antibacterial and antifungal activities towards various microbial strains by disc diffusion assay. It exhibited selective antifungal activity towards C. albicans (MIC 1.9 µg/ml and IZD 14.5 mm), comparing to clotrimazole (MIC 2.8 µg/ml and IZD 17.9 mm). Also, it possessed high antibacterial potential towards E. coli, B. cereus, and S. aureus compared to ciprofloxacin. Furthermore, 6 was tested for the in vitro cytotoxic effect against KB, HCT-116, BT-549, MCF-7, SKOV-3, and SK-MEL cell lines. It had selective and potent effect towards BT-549, MCF-7, SKOV-3, and HCT-116 cell lines with IC50s 0.09, 0.21, 1.23, and 0.59 µM, respectively compared to doxorubicin (IC50s 0.046, 0.05, 0.321, and 0.24 µM, respectively). Fusarithioamide B may provide a lead molecule for future developing of antitumor and antimicrobial agents.


Asunto(s)
Antineoplásicos/química , Antineoplásicos/farmacología , Benzamidas/química , Fusarium/química , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Antibacterianos/farmacología , Antibacterianos/toxicidad , Antifúngicos/química , Antifúngicos/aislamiento & purificación , Antifúngicos/farmacología , Antifúngicos/toxicidad , Antineoplásicos/aislamiento & purificación , Antineoplásicos/toxicidad , Asteraceae/química , Asteraceae/metabolismo , Benzamidas/aislamiento & purificación , Benzamidas/farmacología , Benzamidas/toxicidad , Candida albicans/efectos de los fármacos , Línea Celular Tumoral , Supervivencia Celular/efectos de los fármacos , Escherichia coli/efectos de los fármacos , Fusarium/metabolismo , Humanos , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Pruebas de Sensibilidad Microbiana , Conformación Molecular , Hojas de la Planta/química , Hojas de la Planta/metabolismo , Staphylococcus aureus/efectos de los fármacos
5.
MMWR Morb Mortal Wkly Rep ; 66(43): 1197-1202, 2017 Nov 03.
Artículo en Inglés | MEDLINE | ID: mdl-29095804

RESUMEN

Preliminary estimates of U.S. drug overdose deaths exceeded 60,000 in 2016 and were partially driven by a fivefold increase in overdose deaths involving synthetic opioids (excluding methadone), from 3,105 in 2013 to approximately 20,000 in 2016 (1,2). Illicitly manufactured fentanyl, a synthetic opioid 50-100 times more potent than morphine, is primarily responsible for this rapid increase (3,4). In addition, fentanyl analogs such as acetylfentanyl, furanylfentanyl, and carfentanil are being detected increasingly in overdose deaths (5,6) and the illicit opioid drug supply (7). Carfentanil is estimated to be 10,000 times more potent than morphine (8). Estimates of the potency of acetylfentanyl and furanylfentanyl vary but suggest that they are less potent than fentanyl (9). Estimates of relative potency have some uncertainty because illicit fentanyl analog potency has not been evaluated in humans. This report describes opioid overdose deaths during July-December 2016 that tested positive for fentanyl, fentanyl analogs, or U-47700, an illicit synthetic opioid, in 10 states participating in CDC's Enhanced State Opioid Overdose Surveillance (ESOOS) program.* Fentanyl analogs are similar in chemical structure to fentanyl but not routinely detected because specialized toxicology testing is required. Fentanyl was detected in at least half of opioid overdose deaths in seven of 10 states, and 57% of fentanyl-involved deaths also tested positive for other illicit drugs, such as heroin. Fentanyl analogs were present in >10% of opioid overdose deaths in four states, with carfentanil, furanylfentanyl, and acetylfentanyl identified most frequently. Expanded surveillance for opioid overdoses, including testing for fentanyl and fentanyl analogs, assists in tracking the rapidly changing illicit opioid market and informing innovative interventions designed to reduce opioid overdose deaths.


Asunto(s)
Benzamidas/envenenamiento , Sobredosis de Droga/mortalidad , Fentanilo/análogos & derivados , Fentanilo/envenenamiento , Adolescente , Adulto , Anciano , Benzamidas/aislamiento & purificación , Femenino , Fentanilo/aislamiento & purificación , Humanos , Masculino , Persona de Mediana Edad , Estados Unidos/epidemiología , Adulto Joven
6.
Zhongguo Zhong Yao Za Zhi ; 42(11): 2097-2101, 2017 Jun.
Artículo en Chino | MEDLINE | ID: mdl-28822154

RESUMEN

Eight compounds were isolated from the rice fermentation of Streptomyces sp. CPCC 202950 by a combination of various chromatographic techniques including column chromatography over silica, Sephadex LH-20, flash C18, and reversed-phase HPLC. Their structures were identified as 3-[(3'-amino-3'-oxoprop-1'-en-2'-yl)oxy]benzamide (1), m-hydroxybenzamide (2), leptosphaepin (3), 5-methyluracil (4), feruloylamide (5), p-hydroxyphenylacetoamide (6), vanillamide (7), cyclo (L-val-L-ala) (8). Among them, 1 was a new benzamide analogue, and 2 was a new natural product. In the preliminary assays, none of the compounds 1-8 exhibited obvious inhibition of HIV-1 protease activity, and toxic with the Hela, HepG2, and U2OS cells. (IC50 > 10 µmol•L⁻¹).


Asunto(s)
Benzamidas/aislamiento & purificación , Fermentación , Streptomyces/química , Línea Celular Tumoral , Humanos , Estructura Molecular , Oryza
7.
J Biosci Bioeng ; 124(6): 641-646, 2017 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-28734701

RESUMEN

Chemoselective biocatalytic hydrolysis of nitriles is a valuable alternative to chemical hydrolysis that operates under harsh conditions. 2,6-Difluorobenzamide (DFBAM) is an essential intermediate derived from synthesis of benzoyl urea insecticide from 2,6-difluorobenzonitrile (DFBN). High yield of DFBAM was achieved, and the method using resting cells of Rhodococcus ruber CGMCC3090 exhibited excellent product specificity. The reaction parameters for DFBAM biosynthesis were also investigated. The resting cells effectively converted DFBN at high concentrations of up to 3.5 mol L-1 without forming acids or other by-products. Therefore, biological production of DFBAM features high yield, chemoselectivity, low cost, and environment friendliness and is more suitable to the industry than chemical synthesis techniques.


Asunto(s)
Benzamidas/metabolismo , Rhodococcus/citología , Rhodococcus/metabolismo , Benzamidas/aislamiento & purificación , Biocatálisis , Biotransformación , Herbicidas/química , Herbicidas/metabolismo , Hidroliasas/metabolismo , Hidrólisis , Nitrilos/metabolismo , Rhodococcus/enzimología
8.
J Virol ; 91(16)2017 08 15.
Artículo en Inglés | MEDLINE | ID: mdl-28566379

RESUMEN

Chronic hepatitis B virus (HBV) infection is a global public health problem. Although the currently approved medications can reliably reduce the viral load and prevent the progression of liver diseases, they fail to cure the viral infection. In an effort toward discovery of novel antiviral agents against HBV, a group of benzamide (BA) derivatives that significantly reduced the amount of cytoplasmic HBV DNA were discovered. The initial lead optimization efforts identified two BA derivatives with improved antiviral activity for further mechanistic studies. Interestingly, similar to our previously reported sulfamoylbenzamides (SBAs), the BAs promote the formation of empty capsids through specific interaction with HBV core protein but not other viral and host cellular components. Genetic evidence suggested that both SBAs and BAs inhibited HBV nucleocapsid assembly by binding to the heteroaryldihydropyrimidine (HAP) pocket between core protein dimer-dimer interfaces. However, unlike SBAs, BA compounds uniquely induced the formation of empty capsids that migrated more slowly in native agarose gel electrophoresis from A36V mutant than from the wild-type core protein. Moreover, we showed that the assembly of chimeric capsids from wild-type and drug-resistant core proteins was susceptible to multiple capsid assembly modulators. Hence, HBV core protein is a dominant antiviral target that may suppress the selection of drug-resistant viruses during core protein-targeting antiviral therapy. Our studies thus indicate that BAs are a chemically and mechanistically unique type of HBV capsid assembly modulators and warranted for further development as antiviral agents against HBV.IMPORTANCE HBV core protein plays essential roles in many steps of the viral replication cycle. In addition to packaging viral pregenomic RNA (pgRNA) and DNA polymerase complex into nucleocapsids for reverse transcriptional DNA replication to take place, the core protein dimers, existing in several different quaternary structures in infected hepatocytes, participate in and regulate HBV virion assembly, capsid uncoating, and covalently closed circular DNA (cccDNA) formation. It is anticipated that small molecular core protein assembly modulators may disrupt one or multiple steps of HBV replication, depending on their interaction with the distinct quaternary structures of core protein. The discovery of novel core protein-targeting antivirals, such as benzamide derivatives reported here, and investigation of their antiviral mechanism may lead to the identification of antiviral therapeutics for the cure of chronic hepatitis B.


Asunto(s)
Fármacos Anti-VIH/farmacología , Benzamidas/farmacología , Cápside/metabolismo , Virus de la Hepatitis B/efectos de los fármacos , Virus de la Hepatitis B/fisiología , Ensamble de Virus/efectos de los fármacos , Fármacos Anti-VIH/aislamiento & purificación , Benzamidas/aislamiento & purificación , Descubrimiento de Drogas , Evaluación Preclínica de Medicamentos , Unión Proteica
9.
Shokuhin Eiseigaku Zasshi ; 57(4): 89-95, 2016.
Artículo en Japonés | MEDLINE | ID: mdl-27558226

RESUMEN

An analytical method for the determination of fluopicolide in livestock products and seafood was developed using LC-MS/MS. Sodium chloride was added to livestock products and seafood samples and fluopicolide was extracted twice with acetone after acidification with formic acid. The fat from the crude extract was removed using a macroporous diatomaceous earth column, followed by purification with a combination of mini-columns of GC (graphite carbon) and PSA (ethylenediamine-N-propyl silylation silica gel). The average recovery (n=5) of fluopicolide from 10 types of livestock products and seafood (cattle fat, cattle liver, cattle muscle, chicken, eel, egg, freshwater clam, honey, milk and salmon) spiked at the MRLs or at the uniform limit (0.01 ppm) was 96-100%, with a relative standard deviation of 2.3-6.2%. The limit of quantitation of the developed method was calculated to be 0.01 mg/kg.


Asunto(s)
Benzamidas/análisis , Cromatografía Liquida/métodos , Análisis de los Alimentos/métodos , Fungicidas Industriales/análisis , Ganado , Productos de la Carne/análisis , Residuos de Plaguicidas/análisis , Alimentos Marinos/análisis , Espectrometría de Masas en Tándem/métodos , Animales , Benzamidas/aislamiento & purificación , Bovinos , Pollos , Huevos/análisis , Fungicidas Industriales/aislamiento & purificación , Miel/análisis , Leche/química , Residuos de Plaguicidas/aislamiento & purificación
10.
Environ Sci Pollut Res Int ; 23(19): 19096-106, 2016 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-27343079

RESUMEN

The aqueous photodegradation of fluopyram was investigated under UV light (λ ≥ 200 nm) and simulated sunlight irradiation (λ ≥ 290 nm). The effect of solution pH, fulvic acids (FA), nitrate (NO3 (-)), Fe (III) ions, and titanium dioxide (TiO2) on direct photolysis of fluopyram was explored. The results showed that fluopyram photodegradation was faster in neutral solution than that in acidic and alkaline solutions. The presence of FA, NO3 (-), Fe (III), and TiO2 slightly affected the photodegradation of fluopyram under UV irradiation, whereas the photodegradation rates of fluopyram with 5 mg L(-1) Fe (III) and 500 mg L(-1) TiO2 were about 7-fold and 13-fold faster than that without Fe (III) and TiO2 under simulated sunlight irradiation, respectively. Three typical products for direct photolysis of fluopyram have been isolated and characterized by liquid chromatography tandem mass spectrometry. These products resulted from the intramolecular elimination of HCl, hydroxyl-substitution, and hydrogen extraction. Based on the identified transformation products and evolution profile, a plausible degradation pathway for the direct photolysis of fluopyram in aqueous solution was proposed. In addition, acute toxicity assays using the Vibrio fischeri bacteria test indicated that the transformation products were more toxic than the parent compound.


Asunto(s)
Benzamidas/química , Benzamidas/toxicidad , Ecotoxicología , Fungicidas Industriales/química , Fungicidas Industriales/toxicidad , Fotólisis , Piridinas/química , Piridinas/toxicidad , Agua/química , Aliivibrio fischeri/efectos de los fármacos , Benzamidas/aislamiento & purificación , Benzopiranos/química , Fungicidas Industriales/aislamiento & purificación , Cinética , Nitratos/química , Piridinas/aislamiento & purificación , Soluciones/química , Luz Solar , Agua/análisis
11.
J Sep Sci ; 39(2): 391-8, 2016 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-26526571

RESUMEN

A simple, sensitive, and efficient method of using a pipette vial to perform dispersive liquid-liquid microextraction based on the solidification of floating organic droplets was coupled with high-performance liquid chromatography (HPLC) and a diode array detector for the preconcentration and analysis of four benzoylurea insecticides in fruit juice. In this method, 1-dodecanol was used as an extractant, and a snipped pipette was used as an experimental vial to simplify the procedure of collecting and separating solidified extractant. The experimental parameters were optimized using a Plackett-Burman design and one-factor-at-a-time method. Under the optimal conditions in the water model, the limits of detection for analytes varied from 0.03 to 0.28 µg/L, and the enrichment factors ranged from 147 to 206. Linearity was achieved for diflubenzuron and flufenoxuron in a range of 0.5-500 µg/L, for hexaflumuron in a range of 1-500 µg/L, and for triflumuron in a range of 5-500 µg/L. The correlation coefficients for the analytes ranged from 0.9986 to 0.9994 with recoveries of 91.4-110.9%. Finally, the developed technique was successfully applied to fruit juice samples with acceptable results. The relative standard deviations of the analytes at two spiking levels (50 and 200 µg/L) varied between 0.2 and 4.5%.


Asunto(s)
Benzamidas/aislamiento & purificación , Jugos de Frutas y Vegetales/análisis , Insecticidas/aislamiento & purificación , Microextracción en Fase Líquida/métodos , Compuestos de Fenilurea/aislamiento & purificación , Benzamidas/análisis , Cromatografía Líquida de Alta Presión , Insecticidas/análisis , Límite de Detección , Microextracción en Fase Líquida/instrumentación , Compuestos de Fenilurea/análisis
13.
J Sep Sci ; 39(2): 412-8, 2016 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-26573895

RESUMEN

A ß-cyclodextrin-modified attapulgite composite was prepared and used as a dispersive micro-solid-phase extraction sorbent for the determination of benzoylurea insecticides in honey samples. Parameters that may influence the extraction efficiency, such as the type and volume of the eluent, the amount of the sorbent, the extraction time and the ionic strength were investigated and optimized using batch and column procedures. Under optimized conditions, good linearity was obtained for all of the tested compounds, with R(2) values of at least 0.9834. The limits of detection were determined in the range of 0.2-1.0 µg/L. The recoveries of the four benzoylurea insecticides in vitex honey and acacia honey increased from 15.2 to 81.4% and from 14.2 to 82.0%, respectively. Although the ß-cyclodextrin-modified attapulgite composite did not show a brilliant adsorption capacity for the selected benzoylurea insecticides, it exhibited a higher adsorption capacity toward relatively hydrophobic compounds, such as chlorfluazuron and hexaflumuron (recoveries in vitex honey samples ranged from 70.0 to 81.4% with a precision of 1.0-3.7%). It seemed that the logPow of the benzoylurea insecticides is related to their recoveries. The results confirmed the possibility of using cyclodextrin-modified palygorskite in the determination of relatively hydrophobic trace pharmaceutical residues.


Asunto(s)
Miel/análisis , Insecticidas/aislamiento & purificación , Microextracción en Fase Sólida/métodos , Adsorción , Benzamidas/análisis , Benzamidas/aislamiento & purificación , Insecticidas/análisis , Compuestos de Fenilurea/análisis , Compuestos de Fenilurea/aislamiento & purificación , Piridinas/análisis , Piridinas/aislamiento & purificación , Microextracción en Fase Sólida/instrumentación , beta-Ciclodextrinas/química
14.
Chem Biol Interact ; 229: 55-63, 2015 Mar 05.
Artículo en Inglés | MEDLINE | ID: mdl-25656915

RESUMEN

Inflammation is a local tissue response to attacks characterized by vascular and cellular events, including intense oxidative stress. Riparin A, a compound obtained from Aniba riparia, has been shown to have antioxidant activity and cytotoxicity in vitro. This study was aimed at evaluating the anti-inflammatory effect of riparin A against acute inflammation. The results of our evaluations in various experimental models indicated that riparin A reduced paw edema induced by carrageenan, compound 48/80, histamine, and serotonin. Furthermore, it decreased leukocyte and neutrophil counts, myeloperoxidase activity, thiobarbituric acid reactive substance (TBARS) levels, and cytokine (tumor necrosis factor-α and interleukin-1ß) levels increased by carrageenan-induced peritonitis, and reversed glutathione levels. Riparin A also reduced carrageenan-induced adhesion and rolling of leukocytes on epithelial cells and did not produce gastric-damage as compared with indomethacin. In conclusion, the data show that riparin A reduces inflammatory response by inhibiting vascular and cellular events, modulating neutrophil migration, inhibiting proinflammatory cytokine production, and reducing oxidative stress.


Asunto(s)
Antiinflamatorios/uso terapéutico , Benzamidas/uso terapéutico , Carragenina/efectos adversos , Edema/tratamiento farmacológico , Enfermedades del Sistema Inmune/tratamiento farmacológico , Trastornos Leucocíticos/tratamiento farmacológico , Neutrófilos/efectos de los fármacos , Peritonitis/tratamiento farmacológico , Fenetilaminas/uso terapéutico , Animales , Antiinflamatorios/aislamiento & purificación , Antioxidantes/aislamiento & purificación , Antioxidantes/uso terapéutico , Benzamidas/aislamiento & purificación , Carragenina/inmunología , Adhesión Celular/efectos de los fármacos , Citocinas/inmunología , Edema/inducido químicamente , Edema/inmunología , Edema/patología , Extremidades/patología , Enfermedades del Sistema Inmune/inducido químicamente , Enfermedades del Sistema Inmune/inmunología , Enfermedades del Sistema Inmune/patología , Inflamación/inducido químicamente , Inflamación/tratamiento farmacológico , Inflamación/inmunología , Inflamación/patología , Lauraceae/química , Trastornos Leucocíticos/inducido químicamente , Trastornos Leucocíticos/inmunología , Trastornos Leucocíticos/patología , Rodamiento de Leucocito/efectos de los fármacos , Masculino , Ratones , Neutrófilos/inmunología , Neutrófilos/patología , Estrés Oxidativo/efectos de los fármacos , Peritonitis/inducido químicamente , Peritonitis/inmunología , Peritonitis/patología , Peroxidasa/inmunología , Fenetilaminas/aislamiento & purificación
15.
Nat Prod Res ; 29(4): 331-5, 2015.
Artículo en Inglés | MEDLINE | ID: mdl-25109748

RESUMEN

A new benzamide (1) and four known compounds (2-5) were isolated from endophytic Streptomyces YIM67086, and their structures were determined as 2-amino-3,4-dihydroxy-5-methoxybenzamide (1), 4-hydroxy-3-methoxybenzoic acid (2), phenylacetic acid (3), N-acetyltyramine (4) and p-hydroxytruxinic acid (5). Compound 5 was first found in the microorganism. The antimicrobial activities of compounds 1-5 and antioxidant activity of compound 1 were investigated.


Asunto(s)
Antiinfecciosos/farmacología , Antioxidantes/farmacología , Benzamidas/farmacología , Streptomyces/química , Antiinfecciosos/aislamiento & purificación , Antioxidantes/aislamiento & purificación , Benzamidas/aislamiento & purificación , Endófitos/química , Estructura Molecular
16.
J Chromatogr A ; 1356: 1-9, 2014 Aug 22.
Artículo en Inglés | MEDLINE | ID: mdl-24993054

RESUMEN

Two dispersive liquid-liquid microextraction (DLLME) approaches including temperature-controlled ionic liquid dispersive liquid-liquid microextraction (TCIL-DLLME) and ultrasound-assisted ionic liquid dispersive liquid-liquid microextraction (US-IL-DLLME) were compared for the extraction of six benzoylurea insecticides (diflubenzuron, triflumuron, hexaflumuron, teflubenzuron, lufenuron and flufenoxuron) from wastewater samples prior to their determination by high-performance liquid chromatography with a hybrid triple quadrupole-linear ion trap-mass spectrometer (LC-QqLIT-MS/MS). Influential parameters affecting extraction efficiency were systematically studied and optimized and the most significant green parameters were quantified and compared. The best results were obtained using the US-IL-DLLME procedure, which employed the IL 1-octyl-3-methylimidazolium hexafluorophosphate ([C8MIM][PF6]) and methanol (MeOH) as extraction and disperser solvent, respectively. US-IL-DLLME procedure was fast, easy, low environmental toxicity and, it was also able to successfully extract all selected benzoylureas. This method was extensively validated with satisfactory results: limits of detection and quantification were in the range 0.5-1.0 ng L(-1) and 1.5-3.5 ng L(-1), respectively, whereas recovery rates ranged from 89 to 103% and the relative standard deviations were lower than 13.4%. The applicability of the method was assessed with the analysis of effluent wastewater samples from a wastewater treatment plant located in an agricultural zone of Almería (Spain) and the results indicated the presence of teflubenzuron at mean concentration levels of 11.3 ng L(-1). US-IL-DLLME sample treatment in combination with LC-QqLIT-MS/MS has demonstrated to be a sensitive, selective and efficient method to determine benzoylurea insecticides in wastewaters at ultra-trace levels.


Asunto(s)
Tecnología Química Verde/normas , Imidazoles/química , Insecticidas/aislamiento & purificación , Líquidos Iónicos/química , Espectrometría de Masas en Tándem/normas , Aguas Residuales/análisis , Benzamidas/análisis , Benzamidas/aislamiento & purificación , Cromatografía Líquida de Alta Presión/normas , Diflubenzurón/análisis , Diflubenzurón/aislamiento & purificación , Insecticidas/análisis , Microextracción en Fase Líquida/normas , Metanol/química , Compuestos de Fenilurea/análisis , Compuestos de Fenilurea/aislamiento & purificación , Estándares de Referencia , Solventes/química
17.
J Fluoresc ; 24(3): 689-93, 2014 May.
Artículo en Inglés | MEDLINE | ID: mdl-24310478

RESUMEN

Imbalance of zinc ion (Zn(2+)) in human body causes diseases like Alzheimer's and Parkinson's and therefore Zn(2+) estimation in biological fluids has diagnostic values. Fluorescence "off-on" sensors have advantages of high sensitivity and in situ application over other sensors. A new fluorescent "off-on" Zn(2+) sensor, N-benzoate-N' salicylaldehyde ethynelediamine (L), has been synthesisied. In 1:1(v/v) CH3OH:PBS (PBS = phosphate buffer solution), L shows ca. 20 times enhancement in fluorescence intensity on interaction with Zn(2+), due to snapping of photoinduced electron transfer (PET) process, which is selective over metal ions - Na(+), K(+), Ca(2+), Ni(2+), Cu(2+), Cd(2+), Hg(2+) and Pb(2+). These metal ions either individually or all together does not interfere the sensing ability of L towards Zn(2+). A 1:1 interaction between L and Zn(2+) ion with binding constant 10(4.25) has been established from spectroscopic data.


Asunto(s)
Aldehídos/química , Benzamidas/análisis , Benzamidas/química , Benzoatos/química , Técnicas Biosensibles , Colorantes Fluorescentes/química , Bases de Schiff/análisis , Bases de Schiff/química , Zinc/análisis , Zinc/química , Benzamidas/aislamiento & purificación , Humanos , Modelos Moleculares , Bases de Schiff/aislamiento & purificación , Espectrometría de Fluorescencia , Zinc/aislamiento & purificación
18.
Zhong Yao Cai ; 37(12): 2204-6, 2014 Dec.
Artículo en Chino | MEDLINE | ID: mdl-26080503

RESUMEN

OBJECTIVE: To investigate the secondary metabolites from Penicillium raistrickii. METHODS: Compounds were isolated and purified by normal and reverse phase silica gel, Sephadex LH-20 gel column chromatography and RP-HPLC. Their structures were established by means of spectral techniques and physicochemical properties. RESULTS: Twelve compounds were identified as pestafolide A(II), 3-methoxy-4-methyl-2,4-dien-pentanoic acid (2),p-hydroxy phenylacetamide (3),2-(2-hydroxy propanamido) benzamide (4), nicotinic acid (5), thymine (6), uracil (7) cyclo (Gly-Ala) (8), (22E,24R)-3ß,5α,9α-trihydroxy ergosta-7,22-diene-6-one (9), cerevisterol (10), ergosterol (11) and ergosterol peroxide (12). CONCLUSION: All compounds are isolated from Penicillium raistrickii for the first time.


Asunto(s)
Penicillium/química , Benzamidas/química , Benzamidas/aislamiento & purificación , Dipéptidos/química , Dipéptidos/aislamiento & purificación , Ergosterol/análogos & derivados , Ergosterol/química , Ergosterol/aislamiento & purificación , Niacina/química , Niacina/aislamiento & purificación , Fitosteroles/química , Fitosteroles/aislamiento & purificación , Metabolismo Secundario
19.
Planta Med ; 79(18): 1762-6, 2013 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-24356872

RESUMEN

Two novel compounds, alienusolin, a 4α-deoxyphorbol ester (1), crotonimide C, a glutarimide alkaloid derivative (2), and ten known compounds, julocrotine (3), crotepoxide (4), monodeacetyl crotepoxide (5), dideacetylcrotepoxide, (6), ß-senepoxide (7), α-senepoxide (8), (+)-(2S,3R-diacetoxy-1-benzoyloxymethylenecyclohex-4,6-diene (9), benzyl benzoate (10), acetyl aleuritolic (11), and 24-ethylcholesta-4,22-dien-3-one (12) were isolated from the Kenyan Croton alienus. The structures of the compounds were determined using NMR, GCMS, and HRESIMS studies.


Asunto(s)
Alcaloides/aislamiento & purificación , Antiinfecciosos/aislamiento & purificación , Croton/química , Forboles/aislamiento & purificación , Piperidonas/aislamiento & purificación , Aedes/efectos de los fármacos , Alcaloides/química , Alcaloides/farmacología , Animales , Anopheles/efectos de los fármacos , Antiinfecciosos/química , Antiinfecciosos/farmacología , Bacterias/efectos de los fármacos , Benzamidas/química , Benzamidas/aislamiento & purificación , Benzamidas/farmacología , Supervivencia Celular/efectos de los fármacos , Chlorocebus aethiops , Ésteres/química , Ésteres/aislamiento & purificación , Ésteres/farmacología , Hongos/efectos de los fármacos , Leishmania/efectos de los fármacos , Medicinas Tradicionales Africanas , Estructura Molecular , Ésteres del Forbol/química , Ésteres del Forbol/aislamiento & purificación , Ésteres del Forbol/farmacología , Forboles/química , Forboles/farmacología , Piperidonas/química , Piperidonas/farmacología , Hojas de la Planta/química , Raíces de Plantas/química , Plantas Medicinales , Plasmodium falciparum/efectos de los fármacos , Células Vero
20.
Zhong Yao Cai ; 36(6): 919-21, 2013 Jun.
Artículo en Chino | MEDLINE | ID: mdl-24380275

RESUMEN

OBJECTIVE: To study the secondary metabolites from marine sponge Phakellia fusca. METHODS: The compounds were isolated by column chromatography over silica gel and purified by Sephadex LH-20 column chromategraphy and preparative TLC. The structures were elucidated by means of physiochemical properties and spectroscopic analysis. RESULTS: Ten compounds were separated and identified as: p-hydroxybenzoic acid (1), cetanic acid (2), batyl alcohol (3), cety ethers of glycerol (4), (E)-N-2-(1,3-dihydroxy octadecan-4-en)-hexade-camide (5), thymidine (6), cyclo-(L-Tyr-L-Pro) (7), phenyl acetylamine (8), uracil (9),4-hydroxybenzamide (10). CONCLUSION: Compound 5, 7 and 10 are isolated from Phakellia fusca for the first time.


Asunto(s)
Benzamidas/aislamiento & purificación , Péptidos Cíclicos/aislamiento & purificación , Poríferos/química , Animales , Benzamidas/química , Cromatografía Líquida de Alta Presión , Dipéptidos/química , Dipéptidos/aislamiento & purificación , Biología Marina , Estructura Molecular , Péptidos Cíclicos/química , Poríferos/metabolismo
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