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Pesquisa : D01.248.497.158.291 [Categoria DeCS]
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  1 / 10473 MEDLINE  
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PMID:29184947
Autor:Park E; Cheon CH
Endereço:Department of Chemistry, Korea University, 145 Anam-ro, Seongbuk-gu, Seoul 02841, Republic of Korea. cheon@korea.ac.kr.
Título:A general strategy for the synthesis of indoloquinolizine alkaloids via a cyanide-catalyzed imino-Stetter reaction.
Fonte:Org Biomol Chem; 15(48):10265-10275, 2017 Dec 13.
ISSN:1477-0539
País de publicação:England
Idioma:eng
Resumo:A new strategy applicable to the synthesis of indoloquinolizine natural products has been developed. A cyanide-catalyzed intramolecular imino-Stetter reaction of aldimines, derived from 2-aminocinnamic acid derivatives and 2-pyridinecarboxaldehydes, provided indole-3-acetic acid derivatives bearing a pyridyl ring at the 2-position. Reduction of the carboxylic acid moiety to an alcohol followed by activation of the resulting alcohol with Tf O or TsCl generated indoloquinolizinium salts, which were utilized as precursors for indoloquinolizine natural products. The advantage of this protocol was successfully demonstrated in the total syntheses of arborescidine A and nauclefidine.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (Alkaloids); 0 (Cyanides); 0 (Imines); 0 (Quinolizines)


  2 / 10473 MEDLINE  
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PMID:28448715
Autor:Thiele GAR; Friedman CP; Tsai KJS; Beld J; Londergan CH; Charkoudian LK
Endereço:Department of Chemistry, Haverford College , Haverford, Pennsylvania 19041-1392, United States.
Título:Acyl Carrier Protein Cyanylation Delivers a Ketoacyl Synthase-Carrier Protein Cross-Link.
Fonte:Biochemistry; 56(20):2533-2536, 2017 05 23.
ISSN:1520-4995
País de publicação:United States
Idioma:eng
Resumo:Acyl carrier proteins (ACPs) are central hubs in polyketide and fatty acid biosynthetic pathways, but the fast motions of the ACP's phosphopantetheine (Ppant) arm make its conformational dynamics difficult to capture using traditional spectroscopic approaches. Here we report that converting the terminal thiol of Escherichia coli ACP's Ppant arm into a thiocyanate activates this site to form a selective cross-link with the active site cysteine of its partner ketoacyl synthase (FabF). The reaction releases a cyanide anion, which can be detected by infrared spectroscopy. This represents a practical and generalizable method for obtaining and visualizing ACP-protein complexes relevant to biocatalysis and will be valuable in future structural and engineering studies.
Tipo de publicação: JOURNAL ARTICLE; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.; RESEARCH SUPPORT, N.I.H., EXTRAMURAL; RESEARCH SUPPORT, NON-U.S. GOV'T
Nome de substância:0 (Acyl Carrier Protein); 0 (Cyanides); 0 (Escherichia coli Proteins); 79956-01-7 (Polyketide Synthases)


  3 / 10473 MEDLINE  
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PMID:28756225
Autor:Guo J; Lam LT; Longenecker KL; Bui MH; Idler KB; Glaser KB; Wilsbacher JL; Tse C; Pappano WN; Huang TH
Endereço:AbbVie Inc., 1 North Waukegan Rd., North Chicago, IL 60064, United States.
Título:Identification of novel resistance mechanisms to NAMPT inhibition via the de novo NAD biosynthesis pathway and NAMPT mutation.
Fonte:Biochem Biophys Res Commun; 491(3):681-686, 2017 Sep 23.
ISSN:1090-2104
País de publicação:United States
Idioma:eng
Resumo:Cancer cells have an unusually high requirement for the central and intermediary metabolite nicotinamide adenine dinucleotide (NAD ), and NAD depletion ultimately results in cell death. The rate limiting step within the NAD salvage pathway required for converting nicotinamide to NAD is catalyzed by nicotinamide phosphoribosyltransferase (NAMPT). Targeting NAMPT has been investigated as an anti-cancer strategy, and several highly selective small molecule inhibitors have been found to potently inhibit NAMPT in cancer cells, resulting in NAD depletion and cytotoxicity. To identify mechanisms that could cause resistance to NAMPT inhibitor treatment, we generated a human fibrosarcoma cell line refractory to the highly potent and selective NAMPT small molecule inhibitor, GMX1778. We uncovered novel and unexpected mechanisms of resistance including significantly increased expression of quinolinate phosphoribosyl transferase (QPRT), a key enzyme in the de novo NAD synthesis pathway. Additionally, exome sequencing of the NAMPT gene in the resistant cells identified a single heterozygous point mutation that was not present in the parental cell line. The combination of upregulation of the NAD de novo synthesis pathway through QPRT over-expression and NAMPT mutation confers resistance to GMX1778, but the cells are only partially resistant to next-generation NAMPT inhibitors. The resistance mechanisms uncovered herein provide a potential avenue to continue exploration of next generation NAMPT inhibitors to treat neoplasms in the clinic.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (Anilides); 0 (Cyanides); 0 (Cytokines); 0 (Guanidines); 0 (N-(6-chlorophenoxyhexyl)-N''-cyano-N''-4-pyridylguanidine); 0U46U6E8UK (NAD); 85697-89-8 (N(G)-nitroarginine-4-nitroanilide); 94ZLA3W45F (Arginine); EC 2.4.2.12 (Nicotinamide Phosphoribosyltransferase); EC 2.4.2.12 (nicotinamide phosphoribosyltransferase, human)


  4 / 10473 MEDLINE  
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PMID:28512706
Autor:Jaszczak E; Polkowska Z; Narkowicz S; Namiesnik J
Endereço:Department of Analytical Chemistry, Faculty of Chemistry, Gdansk University of Technology, Narutowicza Str 11/12, Wrzeszcz, 80-952, Gdansk, Poland. ewajas5@gmail.com.
Título:Cyanides in the environment-analysis-problems and challenges.
Fonte:Environ Sci Pollut Res Int; 24(19):15929-15948, 2017 Jul.
ISSN:1614-7499
País de publicação:Germany
Idioma:eng
Resumo:Cyanide toxicity and their environmental impact are well known. Nevertheless, they are still used in the mining, galvanic and chemical industries. As a result of industrial activities, cyanides are released in various forms to all elements of the environment. In a natural environment, cyanide exists as cyanogenic glycosides in plants seeds. Too much consumption can cause unpleasant side effects. However, environmental tobacco smoke (ETS) is the most common source of cyanide. Live organisms have the ability to convert cyanide into less toxic compounds excreted with physiological fluids. The aim of this paper is to review the current state of knowledge on the behaviour of cyanide in the environment and its impact on the health and human life.
Tipo de publicação: JOURNAL ARTICLE; REVIEW
Nome de substância:0 (Cyanides); 0 (Environmental Pollutants)


  5 / 10473 MEDLINE  
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PMID:28477836
Autor:Uppal H; Tripathy SS; Chawla S; Sharma B; Dalai MK; Singh SP; Singh S; Singh N
Endereço:CSIR-National Physical Laboratory, New Delhi 110012, India; Academy of Scientific and Innovative Research (AcSIR), India.
Título:Study of cyanide removal from contaminated water using zinc peroxide nanomaterial.
Fonte:J Environ Sci (China); 55:76-85, 2017 May.
ISSN:1001-0742
País de publicação:Netherlands
Idioma:eng
Resumo:The present study highlights the potential application of zinc peroxide (ZnO ) nanomaterial as an efficient material for the decontamination of cyanide from contaminated water. A process patent for ZnO synthesis has been granted in United States of America (US Patent number 8,715,612; May 2014), South Africa, Bangladesh, and India. The ZnO nanomaterial was capped with polyvinylpyrrolidone (PVP) to control the particle size. The PVP capped ZnO nanomaterial (PVP-ZnO ) before and after adsorption of cyanide was characterized by scanning electron microscope, transmission electron microscope, X-ray diffractometer, Fourier transform infrared spectroscopy and time of flight-secondary ion mass spectrometry. The remaining concentration of cyanide after adsorption by PVP-ZnO was determined using ion chromatograph. The adsorption of cyanide over PVP-ZnO was also studied as a function of pH, adsorbent dose, time and concentration of cyanide. The maximum removal of cyanide was observed in pH range 5.8-7.8 within 15min. The adsorption data was fitted to Langmuir and Fruendlich isotherm and it has been observed that data follows both the isotherms and also follows second order kinetics.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (Cyanides); 0 (Peroxides); 0 (Water Pollutants, Chemical); J41CSQ7QDS (Zinc)


  6 / 10473 MEDLINE  
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PMID:28416275
Autor:Nath AK; Shi X; Harrison DL; Morningstar JE; Mahon S; Chan A; Sips P; Lee J; MacRae CA; Boss GR; Brenner M; Gerszten RE; Peterson RT
Endereço:Division of Cardiology, Department of Medicine, Cardiovascular Research Center, Massachusetts General Hospital, Charlestown, MA 02129, USA; Department of Systems Biology, Harvard Medical School, Boston, MA 02215, USA; Broad Institute, Cambridge, MA 02142, USA. Electronic address: anjali.nath@aya.yal
Título:Cisplatin Analogs Confer Protection against Cyanide Poisoning.
Fonte:Cell Chem Biol; 24(5):565-575.e4, 2017 May 18.
ISSN:2451-9456
País de publicação:United States
Idioma:eng
Resumo:Cisplatin holds an illustrious position in the history of chemistry most notably for its role in the virtual cure of testicular cancer. Here we describe a role for this small molecule in cyanide detoxification in vivo. Cyanide kills organisms as diverse as insects, fish, and humans within seconds to hours. Current antidotes exhibit limited efficacy and are not amenable to mass distribution requiring the development of new classes of antidotes. The binding affinity of the cyanide anion for the positively charged metal platinum is known to create an extremely stable complex in vitro. We therefore screened a panel of diverse cisplatin analogs and identified compounds that conferred protection from cyanide poisoning in zebrafish, mice, and rabbits. Cumulatively, this discovery pipeline begins to establish the characteristics of platinum ligands that influence their solubility, toxicity, and efficacy, and provides proof of concept that platinum-based complexes are effective antidotes for cyanide poisoning.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (Antidotes); 0 (Cyanides); 70FD1KFU70 (Sulfur); EC 1.9.3.1 (Electron Transport Complex IV); Q20Q21Q62J (Cisplatin)


  7 / 10473 MEDLINE  
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PMID:28399451
Autor:Ye N; Zhu Y; Liu Z; Mei FC; Chen H; Wang P; Cheng X; Zhou J
Endereço:Chemical Biology Program, Department of Pharmacology and Toxicology, University of Texas Medical Branch, Galveston, TX 77555, United States; Department of Medicinal Chemistry, College of Pharmaceutical Sciences, Soochow University, Suzhou, Jiangsu 215123, China.
Título:Identification of novel 2-(benzo[d]isoxazol-3-yl)-2-oxo-N-phenylacetohydrazonoyl cyanide analoguesas potent EPAC antagonists.
Fonte:Eur J Med Chem; 134:62-71, 2017 Jul 07.
ISSN:1768-3254
País de publicação:France
Idioma:eng
Resumo:Two series of novel EPAC antagonists are designed, synthesized and evaluated in an effort to develop diversified analogues based on the scaffold of the previously identified high-throughput (HTS) hit 1 (ESI-09). Further SAR studies reveal that the isoxazole ring A of 1 can tolerate chemical modifications with either introduction of flexible electron-donating substitutions or structurally restrictedly fusing with a phenyl ring, leading to identification of several more potent and diversified EPAC antagonists (e.g., 10 (NY0617), 14 (NY0460), 26 (NY0725), 32 (NY0561), and 33 (NY0562)) with low micromolar inhibitory activities. Molecular docking studies on compounds 10 and 33 indicate that these two series of compounds bind at a similar site with substantially different interactions with the EPAC proteins. The findings may serve as good starting points for the development of more potent EPAC antagonists as valuable pharmacological probes or potential drug candidates.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (3-(5-tert-butylisoxazol-3-yl)-2-((3-chlorophenyl)hydrazono)-3-oxopropionitrile); 0 (Cyanides); 0 (Guanine Nucleotide Exchange Factors); 0 (Hydrazones); 0 (Isoxazoles); 0 (RAPGEF3 protein, human); 0 (RAPGEF4 protein, human)


  8 / 10473 MEDLINE  
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PMID:28333410
Autor:Ding S; Tian C; Zhu X; Abney CW; Tian Z; Chen B; Li M; Jiang DE; Zhang N; Dai S
Endereço:Institute of Applied Chemistry, College of Chemistry, Nanchang University, Nanchang, Jiangxi, 330031, P. R. China.
Título:Pd-Metalated Conjugated Nanoporous Polycarbazoles for Additive-Free Cyanation of Aryl Halides: Boosting Catalytic Efficiency through Spatial Modulation.
Fonte:ChemSusChem; 10(11):2348-2351, 2017 Jun 09.
ISSN:1864-564X
País de publicação:Germany
Idioma:eng
Resumo:Transition-metal-catalyzed cyanation of aryl halides is a common route to benzonitriles, which are integral to many industrial procedures. However, traditional homogeneous catalysts for such processes are expensive and suffer poor recyclability, so a heterogeneous analogue is highly desired. A novel spatial modulation approach has been developed to fabricate a heterogeneous Pd-metalated nanoporous polymer, which catalyzes the cyanation of aryl halides without need for ligands. The catalyst displays high activity in the synthesis of benzonitriles, including high product yields, excellent stability and recycling, and broad functional-group tolerance.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (Benzene Derivatives); 0 (Carbazoles); 0 (Cyanides); 0 (Halogens); 0 (Nitriles); 0 (Polymers); 5TWQ1V240M (Palladium); 9V9APP5H5S (benzonitrile)


  9 / 10473 MEDLINE  
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PMID:28279900
Autor:Pérez T; López RL; Nava JL; Lázaro I; Velasco G; Cruz R; Rodríguez I
Endereço:Universidad de Guanajuato, Departamento de Ingeniería Geomática e Hidráulica, Av. Juárez 77, Zona Centro, 36000, Guanajuato, Guanajuato, Mexico. Electronic address: t.perezsegura@ugto.mx.
Título:Electrochemical oxidation of cyanide on 3D Ti-RuO anode using a filter-press electrolyzer.
Fonte:Chemosphere; 177:1-6, 2017 Jun.
ISSN:1879-1298
País de publicação:England
Idioma:eng
Resumo:The novelty of this communication lies in the use of a Ti-RuO anode which has not been tested for the oxidation of free cyanide in alkaline media at concentrations similar to those found in wastewater from the Merrill Crowe process (100 mg L KCN and pH 11), which is typically used for the recovery of gold and silver. The anode was prepared by the Pechini method and characterized by SEM. Linear sweep voltammetries on a Ti-RuO rotating disk electrode (RDE) confirmed that cyanide is oxidized at 0.45 < E < 1.0 V vs SHE, while significant oxygen evolution reaction (OER) occurred. Bulk oxidation of free cyanide was investigated on Ti-RuO meshes fitted into a filter-press electrolyzer. Bulk electrolyzes were performed at constant potentials of 0.85 V and 0.95 V and at different mean linear flow rates ranging between 1.2 and 4.9 cm s . The bulk anodic oxidation of cyanide at 0.85 V and 3.7 cm s achieved a degradation of 94%, with current efficiencies of 38% and an energy consumption of 24.6 kWh m . Moreover, the degradation sequence of cyanide was also examined by HPLC.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (Cyanides); 0 (Waste Water); 3M4G523W1G (Silver); 7440-57-5 (Gold); 7UI0TKC3U5 (Ruthenium); D1JT611TNE (Titanium); S88TT14065 (Oxygen)


  10 / 10473 MEDLINE  
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PMID:28279884
Autor:Donato DB; Madden-Hallett DM; Smith GB; Gursansky W
Endereço:Donato Environmental Services, PO Box 175, Athelstone 5076, South Australia, Australia. Electronic address: ddonato@rbe.net.au.
Título:Heap leach cyanide irrigation and risk to wildlife: Ramifications for the international cyanide management code.
Fonte:Ecotoxicol Environ Saf; 140:271-278, 2017 Jun.
ISSN:1090-2414
País de publicação:Netherlands
Idioma:eng
Resumo:Exposed cyanide-bearing solutions associated with gold and silver recovery processes in the mining industry pose a risk to wildlife that interact with these solutions. This has been documented with cyanide-bearing tailings storage facilities, however risks associated with heap leach facilities are poorly documented, monitored and audited. Gold and silver leaching heap leach facilities use cyanide, pH-stabilised, at concentrations deemed toxic to wildlife. Their design and management are known to result in exposed cyanide-bearing solutions that are accessible to and present a risk to wildlife. Monitoring of the presence of exposed solutions, wildlife interaction, interpretation of risks and associated wildlife deaths are poorly documented. This paper provides a list of critical monitoring criteria and attempts to predict wildlife guilds most at risk. Understanding the significance of risks to wildlife from exposed cyanide solutions is complex, involving seasonality, relative position of ponding, temporal nature of ponding, solution palatability, environmental conditions, in situ wildlife species inventory and provision of alternative drinking sources for wildlife. Although a number of heap leach operations are certified as complaint with the International Cyanide Management Code (Cyanide Code), these criteria are not considered by auditors nor has systematic monitoring regime data been published. Without systematic monitoring and further knowledge, wildlife deaths on heap leach facilities are likely to remain largely unrecorded. This has ramifications for those operations certified as compliance with the Cyanide Code.
Tipo de publicação: JOURNAL ARTICLE
Nome de substância:0 (Cyanides); 0 (Water Pollutants, Chemical); 3M4G523W1G (Silver); 7440-57-5 (Gold)



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