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Naphthalene

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https://www.readbyqxmd.com/read/27925323/synthesis-binding-properties-and-differences-on-cell-uptake-of-g-quadruplex-ligands-based-on-carbohydrate-naphthalene-diimide-conjugates
#1
Matilde Arevalo, Filippo Doria, Efres Belmonte-Reche, Aurore De Rache, Jenny Campos-Salinas, Ricardo Lucas, Eva Falomir, Miguel Carda, Jose María Pérez-Victoria, Jean-Louis Mergny, Mauro Freccero, Juan Carlos Morales
G-quadruplex (G4) are currently being explored as therapeutic targets in cancer and other pathologies. We have synthesized six carbohydrate naphthalene diimide conjugates (carb-NDIs) as G4 ligands to investigate their potential selectivity on G4 binding and on cell penetration. Carb-NDIs have shown certain selectivity for G4 structures against DNA duplexes but the different sugar moieties did not induce a preference for a specific G4 topology. Interestingly, when monosaccharides were attached through a short ethylene linker to the NDI scaffold their cellular uptake was 2-3 fold more efficient than when the sugar was directly attached through its anomeric position...
December 7, 2016: Chemistry: a European Journal
https://www.readbyqxmd.com/read/27924916/insights-into-functional-and-evolutionary-analysis-of-carbaryl-metabolic-pathway-from-pseudomonas-sp-strain-c5pp
#2
Vikas D Trivedi, Pramod Kumar Jangir, Rakesh Sharma, Prashant S Phale
Carbaryl (1-naphthyl N-methylcarbamate) is a most widely used carbamate pesticide in the agriculture field. Soil isolate, Pseudomonas sp. strain C5pp mineralizes carbaryl via 1-naphthol, salicylate and gentisate, however the genetic organization and evolutionary events of acquisition and assembly of pathway have not yet been studied. The draft genome analysis of strain C5pp reveals that the carbaryl catabolic genes are organized into three putative operons, 'upper', 'middle' and 'lower'. The sequence and functional analysis led to identification of new genes encoding: i) hitherto unidentified 1-naphthol 2-hydroxylase, sharing a common ancestry with 2,4-dichlorophenol monooxygenase; ii) carbaryl hydrolase, a member of a new family of esterase; and iii) 1,2-dihydroxy naphthalene dioxygenase, uncharacterized type-II extradiol dioxygenase...
December 7, 2016: Scientific Reports
https://www.readbyqxmd.com/read/27921386/cytotoxicity-of-a-series-of-norcantharidin-inspired-tetrahydroepoxyisoindole-carboxamides
#3
Christopher Peter Gordon, Lawson K Spare, Pasquale Falsetta, Jayne Gilbert, David G Harman, Mark A Baker, Feng Li, Adam McCluskey, Jack K Clegg, Jennette A Sakoff, Janice R Aldrich-Wright
A series of 28 norcantharidin (NorC) inspired analogues were accessed via a robust two-step Ugi intramolecular Diels-Alder (IMDA) sequence. Four analogues displayed equipotent whole cell cytotoxicity to NorC and cisplatin against a number of cancer cell lines and a normal breast cell line (MCF10A). Notably (3S,3aS,6R)-2-benzyl-7-methyl-N-(naphthalen-2-yl)-1-oxo-1,2,3,6-tetrahydro-3a,6-epoxyisoindole-3-carboxamide (trans-27) displayed superior whole cell activity against breast (MCF-7, GI50 = 2.9 µM) and colon (HT29, GI50 = 6...
December 6, 2016: ChemMedChem
https://www.readbyqxmd.com/read/27920927/synthesis-and-crystal-structure-of-e-2-e-4-hy-droxynaphthalen-1-yl-methyl-idene-hydrazin-1-yl-methyl-sulfan-yl-methyl-idene-azanium-hydrogen-sulfate-monohydrate
#4
Oussama Nehar, Samira Louhibi, Leila Boukli-Hacene, Thierry Roisnel
In the title hydrated mol-ecular salt, C13H14N3S(+)·HSO4(-)·H2O, the protonation of the azomethine N atom in sulfuric acid medium involves the formation of the bis-ulfate anion. The mol-ecular structure of the cation is obtained from the thiol tautomer of thio-semicarbazone wherein the naphthalene moiety and the conjugation of the bonds contribute to the planarity of the mol-ecular skeleton. In the crystal, the cation, anion and water mol-ecule of crystallization are linked by a series of O-H⋯O and N-H⋯O hydrogen bonds, forming a three-dimensional network...
September 1, 2016: Acta Crystallographica. Section E, Crystallographic Communications
https://www.readbyqxmd.com/read/27920924/crystal-structure-of-6-p-tol-yl-benzo-b-naphtho-2-3-d-thio-phene-and-of-an-ortho-rhom-bic-polymorph-of-7-phenyl-anthra-2-3-b-benzo-d-thio-phene
#5
S Gopinath, K Sethusankar, Helen Stoeckli-Evans, Muhamad Rafiq, Arasambattu K Mohanakrishnan
The title compounds, C23H16S, (I), and C26H16S, (II), are benzo-thio-phene derivatives in which the benzo-thio-phene moiety is fused with a naphthalene ring system in (I), and with an anthracene ring system in (II). In (I), the mean plane of the benzo-thio-phene ring system makes a dihedral angle of 2.28 (6)° with the naphthalene ring system, and a dihedral angle of 1.28 (6)° with the anthracene ring system in (II), showing that the fused units are essentially planar. In (I), the 4-methyl-benzene ring substituent makes a dihedral angle of 71...
September 1, 2016: Acta Crystallographica. Section E, Crystallographic Communications
https://www.readbyqxmd.com/read/27920918/two-forms-of-naphthalen-1-yl-boronic-acid
#6
Kayleigh Bemisderfer, Alexander Y Nazarenko
Two polymorphs of the title compound, C10H9BO2, were prepared by recystallization from different solvents at room temperature. Both forms demonstrate nearly identical mol-ecular structures with all naphthalene group atoms located in one plane and all boronic acid atoms in another: the dihedral angles between these planes are 39.88 (5) and 40.15 (5)° for the two asymmetric mol-ecules of the ortho-rhom-bic form and 40.60 (3)° for the single asymmetric mol-ecule in the monoclinic form. In each extended structure, mol-ecules form dimers, connected via two O-H⋯O hydrogen bonds...
September 1, 2016: Acta Crystallographica. Section E, Crystallographic Communications
https://www.readbyqxmd.com/read/27918052/restorable-piezochromism-phenomenon-in-an-aie-molecular-crystal-combined-synchronous-raman-scattering
#7
Liqun Liu, Kai Wang, Jian Deng, Zhe Zhang, Yan Wang, Yuguang Ma
Many AIE active molecules have been designed and synthesized, and have been found to possess many interesting characteristics. In recent years, research into AIE crystals has increased, and it has been clearly shown that the piezochromic effect of AIE crystals depends on their structure. While most of the related research has given qualitative results, to quantitatively reveal molecular conditions under different pressure conditions, crystals of an AIE material (2Z,2'Z)-3,3'-(1,4-phenylene)bis(2-(naphthalen-2-yl)acrylonitrile) were investigated by synchronous Raman scattering and fluorescence spectroscopies...
December 5, 2016: Faraday Discussions
https://www.readbyqxmd.com/read/27916264/the-use-of-conifer-needles-as-biomonitor-candidates-for-the-study-of-temporal-air-pollution-variation-in-the-strasbourg-region
#8
Josephine Al-Alam, Ziad Fajloun, Asma Chbani, Maurice Millet
The continuous emission of polluting chemicals into the atmosphere requires the implementation of monitoring of ambient air quality. The use of vegetation for environmental monitoring can be considered as a simple monitoring technique by providing a cheap and accessible matrix. In this study, needles of two conifers (Pinus nigra and Cedrus atlantica), were used for the consecutive biomonitoring of multipollutants such as pesticides, polychlorinated biphenyls, and polyaromatic hydrocarbons (PAHs) in an urban area in Strasbourg (France)...
December 1, 2016: Chemosphere
https://www.readbyqxmd.com/read/27910106/identification-of-semiochemicals-attractive-to-simulium-vittatum-is-7
#9
G G Verocai, T W McGAHA, J P Iburg, C R Katholi, E W Cupp, R Noblet, T R Unnasch
Many blackfly species (Diptera: Simuliidae) are economically important insect pests, both as nuisance biters and as vectors of pathogens of medical and veterinary relevance. Among the important blackfly pest species in North America is Simulium vittatum Zetterstedt sensu lato. The objective of this study was to identify compounds excreted by mammalian hosts that are attractive to host-seeking S. vittatum females. The attractiveness of putative compounds to colonized S. vittatum was tested through electrophysiological (electroantennography; n = 58 compounds) and behavioural (Y-tube assays; n = 7 compounds in three concentrations) bioassays...
December 2, 2016: Medical and Veterinary Entomology
https://www.readbyqxmd.com/read/27908752/n-propargylpiperidines-with-naphthalene-2-carboxamide-or-naphthalene-2-sulfonamide-moieties-potential-multifunctional-anti-alzheimer-s-agents
#10
Urban Košak, Damijan Knez, Nicolas Coquelle, Boris Brus, Anja Pišlar, Florian Nachon, Xavier Brazzolotto, Janko Kos, Jacques-Philippe Colletier, Stanislav Gobec
In the brains of patients with Alzheimer's disease, the enzymatic activities of butyrylcholinesterase (BChE) and monoamine oxidase B (MAO-B) are increased. While BChE is a viable therapeutic target for alleviation of symptoms caused by cholinergic hypofunction, MAO-B is a potential therapeutic target for prevention of neurodegeneration in Alzheimer's disease. Starting with piperidine-based selective human (h)BChE inhibitors and propargylamine-based MAO inhibitors, we have designed, synthesized and biochemically evaluated a series of N-propargylpiperidines...
November 19, 2016: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/27902935/g-quadruplex-fluorescence-sensing-by-core-extended-naphthalene-diimides
#11
Michela Zuffo, Filippo Doria, Silvia Botti, Greta Bergamaschi, Mauro Freccero
BACKGROUND: Fluorescent sensing of G-quadruplex nucleic acids (G4s) is an effective strategy to elucidate their role in vitro and in vivo. Small molecule ligands have often been exploited, producing an emission light up upon binding. Naphthalene diimides (NDIs), although potent G4 binders exhibiting red-NIR fluorophores, have only been marginally exploited, as they are usually quenched upon binding. Contrary, aggregating core-extended naphthalene diimides (cex-NDIs) proved to be effective probes...
November 27, 2016: Biochimica et Biophysica Acta
https://www.readbyqxmd.com/read/27899791/quinoline-and-naphthalene-derivatives-from-saccharopolyspora-sp-yim-m13568
#12
Mingwei Sun, Jinhuan Ou, Wenjun Li, Chunhua Lu
No abstract text is available yet for this article.
November 30, 2016: Journal of Antibiotics
https://www.readbyqxmd.com/read/27897998/a-new-two-photon-ratiometric-fluorescent-probe-for-detecting-alkaline-phosphatase-in-living-cells
#13
Xiaohong Zhou, Yuren Jiang, Xiongjie Zhao, Yao Zhu
Alkaline phosphatase (ALP) is an important diagnostic indicator of many human diseases. To quantitatively track ALP in biosystems, herein, for the first time, we report an efficient two-photon ratiometric fluorescent probe, termed probe 1 and based on classic naphthalene derivatives with a donor-π-acceptor (D-π-A) structure and deprotection of the phosphoric acid moiety by ALP. The presence of ALP causes the cleave of the phosphate group from naphthalene derivatives and the phosphate group changes the ability of the intramolecular charge transfer (ICT) and remarkably alters the probe's photophysical properties, thus an obvious ratiometric signal with an isoemissive point is observed...
November 25, 2016: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/27896384/uptake-of-total-petroleum-hydrocarbon-tph-and-polycyclic-aromatic-hydrocarbons-pahs-by-oryza-sativa-l-grown-in-soil-contaminated-with-crude-oil
#14
Rupshikha Patowary, Kaustuvmani Patowary, Arundhuti Devi, Mohan Chandra Kalita, Suresh Deka
The purpose of this study was to determine whether total petroleum hydrocarbon (TPH) and polycyclic aromatic hydrocarbons (PAHs) present in crude oil contaminated sites are transferred to roots, shoots and finally the grains of rice crops (Oryza sativa L.) grown in those sites. Soil was artificially contaminated with crude oil at concentrations of 0, 1000, 5000, 10,000, and 15,000 mg/kg, followed by planting of rice seedlings. After harvest, TPH in plant samples were measured, and it was determined that the uptake of TPH by the plants gradually increased as the concentration of oil in soil increased...
November 28, 2016: Bulletin of Environmental Contamination and Toxicology
https://www.readbyqxmd.com/read/27895262/gas-adsorption-and-structural-diversity-in-a-family-of-cu-ii-pyridyl-isophthalate-metal-organic-framework-materials
#15
Jamie A Gould, Harprit Singh Athwal, Alexander J Blake, William Lewis, Peter Hubberstey, Neil R Champness, Martin Schröder
A family of Cu(II)-based metal-organic frameworks (MOFs) has been synthesized using three pyridyl-isophthalate ligands, H2L(1) (4'-(pyridin-4-yl)biphenyl-3,5-dicarboxylic acid), H2L(2) (4''-(pyridin-4-yl)-1,1':4',1''-terphenyl-3,5-dicarboxylic acid) and H2L(3) (5-[4-(pyridin-4-yl)naphthalen-1-yl]benzene-1,3-dicarboxylic acid). Although in each case the pyridyl-isophthalate ligands adopt the same pseudo-octahedral [Cu2(O2CR)4N2] paddlewheel coordination modes, the resulting frameworks are structurally diverse, particularly in the case of the complex of Cu(II) with H2L(3), which leads to three distinct supramolecular isomers, each derived from Kagomé and square nets...
January 13, 2017: Philosophical Transactions. Series A, Mathematical, Physical, and Engineering Sciences
https://www.readbyqxmd.com/read/27894050/successful-application-of-a-neutral-organic-base-1-8-bis-tetramethylguanidino-naphthalene-tmgn-for-the-radiosynthesis-of-11-c-raclopride
#16
Jihye Lee, Il-Koo Cheong, Sang-Yoon Lee
[(11)C]Raclopride is one of the most popular PET tracers used in Parkinson's disease studies. We previously prepared [(11)C]raclopride with reasonable yields using NaOH as an inorganic base, but the reaction patterns fluctuated. In this study, we describe the successful application of a commercially available 'super basic' proton sponge, TMGN, as a base for the [(11)C]methylation step using [(11)C]CH3OTf. This novel TMGN method produced better radiochemical yields, as well as enhanced reproducibility and a reduction in side products...
October 11, 2016: Applied Radiation and Isotopes
https://www.readbyqxmd.com/read/27893990/ferrocenyl-naphthalene-diimides-as-tetraplex-dna-binders
#17
Shinobu Sato, Shigeori Takenaka
Seven ferrocenyl naphthalene diimide (FND) ligands were synthesized. Each had a higher affinity for tetraplex DNA than for either single- or double-stranded DNA. The FND binding affinities were >10(5)M(-1) in 0.10M AcOH-AcONa or AcOH-AcOK (pH5.5) containing 0.10M NaCl or KCl. The FNDs with the highest binding affinities for tetraplex DNA showed 23- or 8-times higher preference for tetraplex DNA than for single- or double-stranded DNA, respectively. The current signals generated from the seven FNDs bound to the tetraplex DNA immobilized on the electrode were found to correlate with the binding affinities of these ligands for the tetraplex DNA...
November 17, 2016: Journal of Inorganic Biochemistry
https://www.readbyqxmd.com/read/27892581/tuning-of-azine-derivatives-for-selective-recognition-of-ag-with-the-in-vitro-tracking-of-endophytic-bacteria-in-rice-root-tissue
#18
Abhijit Ghosh, Sangita Adhikari, Sabyasachi Ta, Avishek Banik, Tushar Kanti Dangar, Subhra Kanti Mukhopadhyay, Jesús Sanmartín Matalobos, Paula Brandão, Vítor Félix, Debasis Das
Several azine derivatives have been prepared and structurally characterized by spectroscopic and single-crystal X-ray diffraction analysis. Two of them, viz. naphthalene based (A10) and anthracene based (A11) show fluorescence enhancement in the presence of Ag(+) in aqueous-methanol. Moreover, A11 efficiently tracks Ag(+)in vitro endophytic bacteria infected rice root tissue. Experimental results have been substantiated by theoretical DFT calculations.
November 28, 2016: Dalton Transactions: An International Journal of Inorganic Chemistry
https://www.readbyqxmd.com/read/27886281/green-and-highly-efficient-synthesis-of-perylene-and-naphthalene-bisimides-in-nothing-but-water
#19
Bettina Baumgartner, Anastasiya Svirkova, Johannes Bintinger, Christian Hametner, Martina Marchetti-Deschmann, Miriam M Unterlass
High-purity, symmetrically substituted perylene and naphthalene bisimides were obtained by hydrothermal condensation of monoamines with the corresponding bisanhydride. The hydrothermal imidization proceeds quantitatively, without the need for organic solvents, catalysts or excess of the amines.
November 25, 2016: Chemical Communications: Chem Comm
https://www.readbyqxmd.com/read/27882641/hydrogen-permeable-tubular-membrane-reactor-promoting-conversion-and-product-selectivity-for-non-oxidative-activation-of-methane-over-an-fe%C3%A2-sio2-catalyst
#20
Mann Sakbodin, Yiqing Wu, Su Cheun Oh, Eric D Wachsman, Dongxia Liu
Non-oxidative methane conversion over Fe©SiO2 catalyst was studied for the first time in a hydrogen (H2 ) permeable tubular membrane reactor. The membrane reactor is composed of a mixed ionic-electronic SrCe0.7 Zr0.2 Eu0.1 O3-δ thin film (≈20 μm) supported on the outer surface of a one-end capped porous SrCe0.8 Zr0.2 O3-δ tube. Significant improvement in CH4 conversion was achieved upon H2 removal from the membrane reactor compared to that in a fixed-bed reactor. The Fe©SiO2 catalyst in the H2 permeable membrane reactor demonstrated a stable ≈30 % C2+ single-pass yield, with up to 30 % CH4 conversion and 99 % selectivity to C2 (ethylene and acetylene) and aromatic (benzene and naphthalene) products, at the tested conditions...
November 24, 2016: Angewandte Chemie
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