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Isabel Forner-Piquer, Stefania Santangeli, Francesca Maradonna, Alessandro Rabbito, Fabiana Piscitelli, Hamid R Habibi, Vincenzo Di Marzo, Oliana Carnevali
DiNP (Di-isononyl phthalate) has been recently introduced as DEHP (Bis (2-ethylhexyl) phthalate) substitute and due to its chemical properties, DiNP is commonly used in a large variety of plastic items. The endocannabinoid system (ECS) is a lipid signaling system involved in a plethora of physiological pathways including the control of the reproductive and metabolic processes. In this study, the effects of DiNP on the ECS of zebrafish (male and female) gonads were analyzed. Adult zebrafish were chronically exposed for 21 days via water to 3 environmentally relevant concentrations of DiNP (42 μg/L; 4...
May 21, 2018: Environmental Pollution
Yvonne Lorenz, Albert Gutiérrez, Montserrat Ferrer, Marianne Engeser
A series of selectively self-assembled metallo-supramolecular square-like macrocycles with unsymmetric ditopic linkers and two different types of metal corners, i.e., {Pd(η3 -2-Me-C3 H4 )} and {M(dppp)} with dppp = 1,3-bis(diphenylphosphino)propane and M = Pd2+ or Pt2+ , have been studied in the gas phase using collision-induced dissociation. The aggregates show distinct fragmentation patterns determined by ligand length, i.e, aggregate size, and type of metal corner. Information on relative binding strength can be deduced...
May 24, 2018: Inorganic Chemistry
Carolina S Bortolot, Luana da S M Forezi, Roberta K F Marra, Marcelo I P Reis, Barbara V F E Sa, Ricardo Imbroisi Filho, Zeinab Ghasemishahrestani, Mauro Sola-Penna, Patricia Zancan, Vitor F Ferreira, Fernando de C da Silva
BACKGROUND: Low molecular weight 1,2,3-triazoles and naphthoquinones are endowed with various types of biological activity, such as against cancer, HIV and bacteria. However, in some cases, the conjugation of these two nuclei considerably increases their biological activities Objective: In this work, we decided to study the synthesis and screening of bis-naphthoquinones and xanthenes tethered to 1,2,3-triazoles against cancer cell lines, specifically the human breast cancer cell line MCF-7...
May 23, 2018: Medicinal Chemistry
B S Rahul, Bindu Saraswati, C Shiju, Gopal Gupta, Nand Lal
BACKGROUND: In our previous work, several piperazine derived bis(dialkylaminethiocarbonyl) disulfides and disulfide esters of dithiocarbamic acid have been synthesized and evaluated for their spermicidal and microbicidal efficacy. These studies have provided some promising compounds for developing a dually active vaginal microbicidal contraceptive which are under pre-clinical stage [1, 16, 17]. OBJECTIVE: The main objective of this study was to design, synthesis and biological evaluation of bis(dialkylaminethiocarbonyl) disulfides (4-15) and 2,2'-disulfanediylbis (3-(substituted- 1-yl) propane-2,1-diyl) disubstituted-1-carbodithioates (19-28) as non-surfactant molecules capable of eliminating Trichomonas vaginalis as as well as irreversibly immobilizing 100% human sperm promptly...
May 23, 2018: Medicinal Chemistry
Stal Shrestha, Prachi Singh, Michelle Y Cortes-Salva, Kimberly J Jenko, Masamichi Ikawa, Min-Jeong Kim, Masato Kobayashi, Cheryl L Morse, Robert L Gladding, Jeih-San Liow, Sami S Zoghbi, Masahiro Fujita, Robert B Innis, Victor W Pike
In our preceding paper (Part 1), we identified three 1,5-bis-diaryl-1,2,4-triazole-based compounds that merited evaluation as potential PET radioligands for selectively imaging COX-1 in monkey and human brain, namely (1,5-bis-(4-methoxyphenyl)-3-(alkoxy)-1 H -1,2,4-triazoles bearing a 3-methoxy (PS1), a 3-(2,2,2-trifluoroethoxy) (PS13), or a 3-fluoromethoxy substituent (PS2). PS1 and PS13 were labeled by O -11C-methylation reactions with [11C]iodomethane, and PS2 by O -18F-fluoroalkylation with [ d 2-18F]fluorobromomethane...
May 23, 2018: ACS Chemical Neuroscience
Declan Armstrong, Sarah M Kirk, Cormac Murphy, Antonella Guerriero, Maurizio Peruzzini, Luca Gonsalvi, Andrew D Phillips
This paper describes the preparation and comprehensive characterization of a series of water-soluble cationic silver(I)-centered complexes featuring the hemilabile P, N-ligand known as 3,7-dimethyl-1,3,5-triaza-7-phosphabicyclo[3.3.1]nonane (herein abbreviated as PTN(Me)) and differing types of monoanionic counterions including known biologically active sulfadiazine and triclosan. The complexes primarily differed though the number of coordinating PTN(Me) ligands. The bis-substituted Ag(I) complexes revealed P, N bidentate coordination, while the only P-monocoordination of the metal center was observed for the tris-substituted systems...
May 23, 2018: Inorganic Chemistry
Andreas Speicher, Daniel Meidlinger, Lisa Marx, Catalina Bordeianu, Sabine Choppin, Françoise Colobert
The macrocyclization uses to be the key step in the syntheses of cyclophane type natural products. Considering cyclophanes with axially chiral biaryl moieties, the control of atroposelectivity is - referring to synthesis and biological activities - essential and challenging. We report on an atroposelective approach involving Heck cyclization, allowing for the first time the total synthesis of an enantiopure macrocyclic bis(bibenzyl), namely isoplagiochin D. An enantiopure sulfinyl auxiliary in ortho-position of a biaryl axis (still flexible) was used to induce an atropo-diastereoselective Heck coupling (up to 98 % de)...
May 23, 2018: Angewandte Chemie
Sameh E Soliman, Clay S Bennett
A concise synthesis of a branched trisaccharide, α-l-Dig-(1 → 3)-[α-l-Eva-(1 → 4)]-β-d-Fuc, corresponding to saccharomicin B, has been developed via reagent-controlled α-selective glycosylations. Starting from the d-fucose acceptor, l- epi-vancosamine was selectively installed using 2,3-bis(2,3,4-trimethoxyphenyl)cyclopropene-1-thione/oxalyl bromide mediated dehydrative glycosylation. Following deprotection, l-digitoxose was installed using the AgPF6 /TTBP thioether-activation method to produce the trisaccharide as a single α-anomer...
May 23, 2018: Organic Letters
A T Ezhil Vilian, Rajamanickam Sivakumar, Yun Suk Huh, Ji Ho Youk, Young-Kyu Han
Metal nanoparticle-containing porous organic polymers have gained great interest in chemical and pharmaceutical applications owing to their high reactivity and good recyclability. In the present work, a palladium nanoparticle-decorated triazine-urea-based porous organic polymer (Pd@TU-POP) was designed and synthesized using 1, 3-bis (4-aminiphenyl) urea with cyanuric chloride and palladium acetate. The porous structure and physicochemical properties of this electrode material Pd@TU-POP were observed using a range of standard techniques...
May 23, 2018: ACS Applied Materials & Interfaces
Conrad A P Goodwin, Benjamin L L Réant, Jon G C Kragskow, Ida M DiMucci, Kyle M Lancaster, David P Mills, Stephen Sproules
The addition of various oxidants to the near-linear Sm(ii) complex [Sm(N††)2] (1), where N†† is the bulky bis(triisopropylsilyl)amide ligand {N(SiiPr3)2}, afforded a family of heteroleptic three-coordinate Sm(iii) halide complexes, [Sm(N††)2(X)] (X = F, 2-F; Cl, 2-Cl; Br, 2-Br; I, 2-I). In addition, the trinuclear cluster [{Sm(N††)}3(μ2-I)3(μ3-I)2] (3), which formally contains one Sm(ii) and two Sm(iii) centres, was isolated during the synthesis of 2-I. Complexes 2-X are remarkably stable towards ligand redistribution, which is often a facile process for heteroleptic complexes of smaller monodentate ligands in lanthanide chemistry, including the related bis(trimethylsilyl)amide {N(SiMe3)2} (N'')...
May 23, 2018: Dalton Transactions: An International Journal of Inorganic Chemistry
Sarah Keller, Alessandro Prescimone, Henk Bolink, Michele Sessolo, Giulia Longo, Laura Martínez-Sarti, José M Junquera-Hernández, Edwin C Constable, Enrique Ortí, Catherine E Housecroft
Heteroleptic [Cu(P^P)(N^N)][PF6] complexes, where N^N is a halo-substituted 2,2'-bipyridine (bpy) and P^P is either bis(2-(diphenylphosphino)phenyl)ether (POP) or 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (xantphos) have been synthesized and investigated. To stabilize the tetrahedral geometry of the copper(i) complexes, the steric demands of the bpy ligands have been increased by introducing 6- or 6,6'-halo-substituents in 6,6'-dichloro-2,2'-bipyridine (6,6'-Cl2bpy), 6-bromo-2,2'-bipyridine (6-Brbpy) and 6,6'-dibromo-2,2'-bipyridine (6,6'-Br2bpy)...
May 23, 2018: Dalton Transactions: An International Journal of Inorganic Chemistry
Leonor Maria, Isabel C Santos, Isabel Santos
The reaction of [UI3(thf)4] with the sodium or lithium salts of hydrobis(2-mercapto-1-methylimidazolyl)borate ligands ([H(R)B(timMe)2]-) in a 1 : 2 ratio, in tetrahydrofuran, gave the U(iii) complexes [UI{κ3-H,S,S'-H(R)B(timMe)2}2(thf)2] (R = H (1), Ph (2)) in good yields. Crystals of [UI{κ3-H,S,S'-H(Ph)B(timMe)2}2(thf)2] (2) were obtained by recrystallization from a tetrahydrofuran/acetonitrile solution, and the ion-separated uranium complex [U{κ3-H,S,S'-H(Ph)B(timMe)2}2(CH3CN)3][I] (3-I) was obtained by dissolution of 2 in acetonitrile followed by recrystallization...
May 23, 2018: Dalton Transactions: An International Journal of Inorganic Chemistry
Ning Su, Zheng-Guang Wu, You-Xuan Zheng
Two novel iridium(iii) complexes Ir(BTBP)2mepzpy and Ir(BTBP)2phpzpy were successfully synthesized, in which 2',6'-bis(trifluoromethyl)-2,4'-bipyridine (BTBP) was used as the main ligand, and 2-(3-methyl-1H-pyrazol-5-yl)pyridine (mepzpy) and 2-(3-2-(3-phenyl-1H-pyrazol-5-yl))pyridine (phpzpy) were introduced as the ancillary ligands, respectively. Both Ir(iii) complexes displayed bluish green emission peaks at 486 and 487 nm with high quantum efficiencies of 0.73 and 0.69, respectively. The organic light-emitting diodes (OLEDs) with the structure of ITO/HATCN (hexaazatriphenylenehexacarbonitrile, 5 nm)/TAPC (bis[4-(N,N-ditolylamino)-phenyl]cyclohexane, 40 nm)/Ir(BTBP)2mepzpy or Ir(BTBP)2phpzpy (10 wt%): 2,6-DCzPPy (2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine, 10 nm)/TmPyPB (1,3,5-tri[(3-pyridyl)-phen-3-yl]benzene, 30 nm)/LiF (1 nm)/Al (100 nm) exhibited high efficiencies with low efficiency roll-off...
May 23, 2018: Dalton Transactions: An International Journal of Inorganic Chemistry
Tamal Kanti Ghosh, Pradyut Ghosh
Two new RuII-based bis-heteroleptic ditopic receptors 1[PF6]2 (C44H34F12N10OP2Ru) and 2[PF6]2 (C40H27F17N10OP2Ru), decorated with a 1-naphthyl and pentafluorophenyl urea pendant arm, respectively, along with the previously reported 3[PF6]2 (C40H31F13N10OP2Ru), containing a pendant 4-fluorophenyl urea unit and 4[PF6]2, devoid of a pendant urea arm, have been studied to establish the role of urea proton acidity on the sensing and extraction of oxyanions in the presence of triazole C-H as an additional hydrogen bonding motif...
May 23, 2018: Dalton Transactions: An International Journal of Inorganic Chemistry
Shigekazu Ito, Yasuhiro Ueta, Kota Koshino, Kenji M Kojima, Iain McKenzie, Koichi Mikami
A 1,3-diphosphacyclobutane-2,4-diyl contains a unique unsaturated cyclic unit, and the presence of radical-type centres have been expected as a source of functionalities. This study demonstrates that the P-heterocyclic singlet biradical captures muonium (Mu = [µ+e-]) of the light isotope of hydrogen radical to generate an observable P-heterocyclic paramagnetic species. Investigation of a powder sample of 2,4-bis(2,4,6-tri-t-butylphenyl)-1-t-butyl-3-benzyl-1,3-diphosphacyclobutane-2,4-diyl by muon avoided level-crossing resonance (µLCR) spectroscopy revealed that muonium adds to the cyclic P2C2 unit...
May 22, 2018: Angewandte Chemie
Jian Fan, Xiang-Yang Liu, Yu-Yang Ma, Wenjuan Zhang, Bo Song, Lei Ding, Man-Keung Fung
Three novel 9,10-dihydroacridine derivatives, 4'-(10-methyl-9,9-diphenyl-9,10-dihydroacridin-4-yl)-[1,1'-biphenyl]-4-carbonitrile (MeAcPhCN), 4'-(9,9,10-triphenyl-9,10-dihydroacridin-4-yl)-[1,1'-biphenyl]-4-carbonitrile (PhAcPhCN), and 5-(4-(9,9,10-triphenyl-9,10-dihydroacridin-4-yl)phenyl)picolinonitrile (MeAcPyCN), were prepared by the attachment of [1,1'-biphenyl]-4-carbonitrile or 5-phenylpicolinonitrile to the 4-position of 9,10-dihydroacridine. This special linking strategy will limit the conjugation length, maintain the triplet energy and inhibit the intermolecular charge transfer (ICT) characteristics for these compounds...
May 22, 2018: Chemistry: a European Journal
Jinyun Zhang, Fude Liu, Zhe Sun, Chenglong Li, Qian Zhang, Chen Zhang, Zhiqiang Liu, Xuguang Liu
A series of aryl-fused bis-BN dihydropyrenes were synthesized via amino-directed borylation reaction. The aryl-fused bis-BN dihydropyrenes showed blue emission, and their physical properties could be finely tuned through varying the fused aryl rings. In particular, their response towards fluoride anions was greatly dependent on the nature of the fused aryl rings.
May 23, 2018: Chemical Communications: Chem Comm
Maria Del Carmen Giménez-López, Miguel Clemente-León, Carlos Giménez-Saiz
This paper reports firstly the syntheses, crystal structures, and thermal and magnetic properties of spin crossover salts of formulae [Fe(bpp)2]3[Cr(CN)6]2·13H2O (1) and [Fe(bpp)2][N(CN)2]2·H2O (2) (bpp = 2,6-bis(pyrazol-3-yl)pyridine) exhibiting hydrogen-bonded networks of low-spin [Fe(bpp)2]2+ complexes and [Cr(CN)6]3- or [N(CN)2]- anions, with solvent molecules located in the voids. Desolvation of 1 is accompanied by a complete low-spin (LS) to a high-spin (HS) transformation that becomes reversible after rehydration by exposing the sample to the humidity of air...
May 23, 2018: Dalton Transactions: An International Journal of Inorganic Chemistry
Bhaskar Jyoti Deka, Sanghyun Jeong, S Assiyeh Alizadeh Tabatabai, Alicia Kyoungjin An
This study demonstrates the application of in situ ferrate (Fe(VI)) for the efficient removal of dissolved algal organic matter (AOM) from seawater. Sodium hypochlorite (NaOCl) and ferric (Fe(III)) were used to produce in situ Fe(VI) by wet chemical oxidation. First, the removal efficiencies of two model AOM compounds, humic acid (HA) and sodium alginate (SA), were evaluated in the presence of sodium chloride with an initial influent dissolved organic carbon (DOC) concentration of 5.0 mg C L-1 at different pH levels to establish the optimal doses for in situ Fe(VI) generation...
May 10, 2018: Chemosphere
Ethan M McBride, Guido F Verbeck
Impurity profiling has been used as a useful tool for analyzing nearly every drug class currently known on the illicit market. Impurities present within seized samples have the potential to determine source of origin, route of synthesis used, as well as provide a useful clue into the potential reaction mechanisms that are present for each synthetic procedure. Perhaps the most well studied of these impurity profiles exists for methamphetamine, including information to more than one route of synthesis. Within the present study, a complete synthesis of methamphetamine was performed, including a reductive amination of phenylpropanone (P2P) using methylamine hydrochloride and sodium triacetoxyborohydride (STAB) rather than the conventional aluminum mercury amalgam commonly found in the literature...
May 16, 2018: Forensic Science International
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