bluuebunny/crossref_metadata_2025_split huggingface dataset:
ChemInform Abstract: Aerobic Copper‐Catalyzed O‐Methylation with Methylboronic Acid.
Authors: Jacobson Clare E. , Martinez‐Munoz Noelia , Gorin David J. 
Published: November 2015

AbstractThe oxidative coupling of alkylboronic acids with oxygen nucleophiles offers a strategy for replacing toxic, electrophilic alkylating reagents but, O‐alkylation with boronic acids is rare.
ChemInform Abstract: The Dual Reactivity of 5‐S/5‐O‐Phenyl‐1,4,2‐oxathiazoles: A Fragmentation Pathway That Affords Nitriles in the Presence of Water.
Authors: Lim Yi Wee , Hewitt Russell J. , Burkett Brendan A. 
Published: November 2015

AbstractThe role of water in the ring‐opening rearrangement of substituted 1,4,2‐oxathiazoles towards nitriles is examined.
ChemInform Abstract: Iridium‐Catalyzed Regioselective Decarboxylative Allylation of β‐Ketoacids: Efficient Construction of γ,δ‐Unsaturated Ketones.
Authors: Chen Shu‐Jie , Lu Guo‐Ping , Cai Chun 
Published: November 2015

AbstractThe presented approach allows direct usage of allylic alcohols as starting material without prior activation.
ChemInform Abstract: One‐Pot Relay Reduction—Isomerization of β‐Trifluoromethylated‐α,β‐unsaturated Ketones to Chiral β‐Trifluoromethylated Saturated Ketones over Combined Catalysts in Aqueous Medium.
Authors: Xia Xuelin , Wu Meng , Jin Ronghua , Cheng Tanyu , Liu Guohua 
Published: November 2015

AbstractA newly synthesized chiral ruthenium catalyst is applied in the reduction‐isomerization reaction sequence to yield chiral β‐trifluoromethylated ketones is described.
ChemInform Abstract: Direct Thiolation of Methoxybenzenes with Thiols under Metal‐Free Conditions by Iodine Catalysis.
Authors: Yan Kelu , Yang Daoshan , Sun Pengfei , Wei Wei , Liu Yao , Li Guoqing , Lu Shenglei , Wang Hua 
Published: November 2015

AbstractOptimized conditions allow the direct thiolation of various methoxybenzenes, aniline (IVc) and heteroaromatic compounds.
ChemInform Abstract: Pd(OAc)2 in WERSA: A Novel Green Catalytic System for Suzuki—Miyaura Cross‐Coupling Reactions at Room Temperature.
Authors: Boruah Preeti Rekha , Ali Abdul Aziz , Chetia Mitali , Saikia Bishwajit , Sarma Diganta 
Published: November 2015

AbstractPalladium‐catalyzed Suzuki—Miyaura cross‐coupling reactions are performed in the presence of water extract of rice straw ash (WERSA) which is obtained by burning rice straw to ashes.
ChemInform Abstract: Noncovalent Catalysis of Glucose‐Containing Imidazolium Salt in Solvent‐Free One‐Pot Synthesis of ortho‐Aminocarbonitriles.
Authors: Zhang Li‐zhuo , Wan Yu , Zhang Xiao‐xiao , Cui Hao , Zou Huan , Zhou Qiu‐ju , Wu Hui 
Published: November 2015

AbstractGlucose‐containing imidazolium salt (GIM) efficiently catalyzes the four component condensation of cyclohexanone, aldehydes, and malononitrile to produce the title compounds (IV) in good yields.
ChemInform Abstract: Direct Access to Functionalized 4‐Nitromethyl‐chromenes via a Domino Reaction under Catalyst‐Free Conditions.
Authors: Xu Wengang , Li Qingcui , Wang Wangwang , Zheng Hua , Zhang Fanglin , Hu Yunxing 
Published: November 2015

AbstractThe catalyst‐free reaction of α,β‐unsaturated ketones with a nitroalkane (II,IV) yields 4‐nitromethyl‐chromenes of type (III) or (V).
ChemInform Abstract: Organocatalytic, Enantioselective Synthesis of 1‐ and 3‐Substituted Isochromans via Intramolecular Oxa‐Michael Reaction of Alkoxyboronate: Synthesis of (+)‐Sonepiprazole.
Authors: Ravindra Barnala , Maity Sanjay , Das Braja Gopal , Ghorai Prasanta 
Published: November 2015

AbstractA new and practical route to enantioenriched substituted isochroman derivatives is developed and successfully applied to the enantioselective synthesis of the dopamine receptor antagonist sonepiprazole (XI).
ChemInform Abstract: Efficient One Pot Multi‐Component Domino Aldol Condensation—Michael Addition—Suzuki Coupling Reaction for the Highly Functionalized Quinolines.
Authors: Ubba Eethamukkala , Kumar Y. Suneel , Dasaradhan C. , Khan Fazlur‐Rahman Nawaz , Jeong Euh Duck , Chung Eun Hyuk 
Published: November 2015

AbstractThe title sequence allows the synthesis of highly functionalized quinolines via three‐ component reaction of 2‐chloro‐3‐formylquinolines, acetophenones, and boronic acids.
ChemInform Abstract: Construction of Pyrrolophenanthridinone Scaffolds Mediated by Samarium(II) Diiodide and Access to Natural Product Synthesis.
Authors: Suzuki Kenji , Iwasaki Hiroki , Domasu Reika , Hitotsuyanagi Naho , Wakizaka Yuka , Tominaga Mao , Kojima Naoto , Ozeki Minoru , Yamashita Masayuki 
Published: November 2015

AbstractA facile methodology for the construction of pyrrolophenanthridinone derivatives via a SmI2‐mediated reductive cyclization is developed and applied to the concise synthesis of the natural product anhydrolycorinone (IV).
ChemInform Abstract: Nitronium Salts as Novel Reagents for the Heterocyclization of gem‐Bromofluorocyclopropanes into Pyrimidine Derivatives.
Authors: Sedenkova Kseniya N. , Averina Elena B. , Grishin Yuri K. , Bacunov Aleksandr B. , Troyanov Sergey I. , Morozov Igor V. , Deeva Evgeniya B. , Merkulova Anna V. , Kuznetsova Tamara S. , Zefirov Nikolay S. 
Published: November 2015

AbstractNitronium triflate, either preformed or generated in situ from nitric and triflic acid, reacts with cyclopropane (I) and nitriles to give pyrimidine N‐oxides.
ChemInform Abstract: Optimization of Reaction and Substrate Activation in the Stereoselective Cross‐Coupling of Chiral 3,3‐Diboronyl Amides.
Authors: Lee Jack Chang Hung , Sun Ho‐Yan , Hall Dennis G. 
Published: November 2015

AbstractSubstrate (I) which bears a Weinreb amide undergoes a direct coupling of the Bpin moiety with inversion of the stereochemistry.
ChemInform Abstract: Diterpene Glycosides from the Dry Fronds of Conyza japonica.
Authors: Hu Jiang , Song Yan , Li Hui , Mao Xia , Shi Xiaodong , Liu Zhiming 
Published: November 2015

AbstractThree new labdane diterpene glycosides (Ia,b) and (II) are isolated together with their already known aglycone.
ChemInform Abstract: Preparation of 2,3‐Unsaturated Pseudoglycosides with Ferrier Rearrangement Promoted by Tm(OTf)3 as a Highly Efficient Catalyst.
Authors: Chen Peiran , Bi Bin 
Published: November 2015

AbstractTm(OTf)3 is shown to be a highly efficient catalyst for the preparation of various 2,3‐unsaturated glycosides in Ferrier rearrangement reactions.
ChemInform Abstract: Peptide δ‐Turn: Literature Survey and Recent Progress
Authors: Toniolo Claudio , Crisma Marco , Moretto Alessandro , Peggion Cristina , Formaggio Fernando , Aleman Carlos , Cativiela Carlos , Ramakrishnan Chandrasekharan , Balaram Padmanabhan 
Published: November 2015

AbstractReview: 88 refs.
ChemInform Abstract: Printing Peptide Arrays with a Complementary Metal Oxide Semiconductor Chip
Authors: Loeffler Felix F. , Cheng Yun‐Chien , Muenster Bastian , Striffler Jakob , Liu Fanny C. , Ralf Bischoff F. , Doersam Edgar , Breitling Frank , Nesterov‐Mueller Alexander 
Published: November 2015

AbstractReview: 41 refs.
Clinical Practice Patterns in Constrictive Pericarditis Patients With Heart Failure: A Retrospective Cohort Study Using a National Inpatient Database in Japan
Authors: Isogai Toshiaki , Yasunaga Hideo , Matsui Hiroki , Tanaka Hiroyuki , Hisagi Motoyuki , Fushimi Kiyohide 
Published: November 2015

ABSTRACTBackgroundPrevious studies on constrictive pericarditis (CP) mainly concerned patients undergoing pericardiectomy. The reported perioperative mortality of CP patients remained high. Data on medically treated CP patients without pericardiectomy have been scarce.HypothesisConstrictive pericarditis patients with more comorbidities are less likely to undergo pericardiectomy.MethodsUsing the Diagnosis Procedure Combination database from 2007 to 2013, we retrospectively identified CP patients admitted with heart failure of New York Heart Association (NYHA) class II to IV. We compared clinical characteristics between patients treated with and without pericardiectomy. A multivariable logistic regression analysis was performed to assess the factors associated with likelihood of undergoing pericardiectomy.ResultsOf 855 eligible patients, 164 (19.2%) underwent pericardiectomy (surgery group) and 691 (80.8%) did not (no‐surgery group). The surgery group was younger (mean age, 65.0 years vs 70.3 years; P < 0.001) and more often male (81.7% vs 72.2%; P = 0.013) than the no‐surgery group. No significant difference was seen in NYHA class and Barthel Index between the groups, whereas the surgery group had a lower Charlson Comorbidity Index (CCI). Older age, female sex, and higher CCI were significantly associated with a lower likelihood of undergoing pericardiectomy. In the surgery group, 30‐day postoperative mortality was significantly higher in patients who underwent cardiopulmonary bypass than in those who did not (11.3% vs 2.9%; P = 0.030).ConclusionsPatients' backgrounds were associated with the likelihood of undergoing pericardiectomy. Conservative medical therapy may be acceptable in CP patients with severe background and high preoperative need for cardiopulmonary bypass.
Stereoselective Modulation of P‐Glycoprotein by Chiral Small Molecules
Authors: Carocci Alessia , Catalano Alessia , Turi Francesco , Lovece Angelo , Cavalluzzi Maria M. , Bruno Claudio , Colabufo Nicola A. , Contino Marialessandra , Perrone Maria G. , Franchini Carlo , Lentini Giovanni 
Published: November 2015

AbstractInhibition of drug efflux pumps such as P‐glycoprotein (P‐gp) is an approach toward combating multidrug resistance, which is a significant hurdle in current cancer treatments. To address this, N‐substituted aryloxymethyl pyrrolidines were designed and synthesized in their homochiral forms in order to investigate the stereochemical requirements for the binding site of P‐gp. Our study provides evidence that the chiral property of molecules could be a strategy for improving the capacity for interacting with P‐gp, as the most active compounds of the series stereoselectively modulated this efflux pump. The naphthalene‐1‐yl analogue (R)‐2‐[(2,3‐dichlorophenoxy)methyl]‐1‐(naphthalen‐1‐ylmethyl)pyrrolidine) [(R)‐7 a] emerged foremost for its potency and stereoselectivity toward P‐gp, with the S enantiomer being nearly inactive. The modulation of P‐gp by (R)‐7 a involved consumption of ATP, thus demonstrating that the compound behaves as a P‐gp substrate.
Benzoxazepines Achieve Potent Suppression of IL‐17 Release in Human T‐Helper 17 (TH17) Cells through an Induced‐Fit Binding Mode to the Nuclear Receptor RORγ
Authors: Olsson Roine I. , Xue Yafeng , von Berg Stefan , Aagaard Anna , McPheat Jane , Hansson Eva L. , Bernström Jenny , Hansson Pia , Jirholt Johan , Grindebacke Hanna , Leffler Agnes , Chen Rongfeng , Xiong Yao , Ge Hongbin , Hansson Thomas G. , Narjes Frank 
Published: November 2015

AbstractRORγt, an isoform of the retinoic acid‐related orphan receptor gamma (RORc, RORγ), has been identified as the master regulator of T‐helper 17 (TH17) cell function and development, making it an attractive target for the treatment of autoimmune diseases. Validation for this target comes from antibodies targeting interleukin‐17 (IL‐17), the signature cytokine produced by TH17 cells, which have shown impressive results in clinical trials. Through focused screening of our compound collection, we identified a series of N‐sulfonylated benzoxazepines, which displayed micromolar affinity for the RORγ ligand‐binding domain (LBD) in a radioligand binding assay. Optimization of these initial hits resulted in potent binders, which dose‐dependently decreased the ability of the RORγ‐LBD to interact with a peptide derived from steroid receptor coactivator 1, and inhibited the release of IL‐17 secretion from isolated and cultured human TH17 cells with nanomolar potency. A cocrystal structure of inverse agonist 15 (2‐chloro‐6‐fluoro‐N‐(4‐{[3‐(trifluoromethyl)phenyl]sulfonyl}‐2,3,4,5‐tetrahydro‐1,4‐benzoxazepin‐7‐yl)benzamide) bound to the RORγ‐LBD illustrated that both hydrophobic interactions, leading to an induced fit around the substituted benzamide moiety of 15, as well as a hydrogen bond from the amide NH to His479 seemed to be important for the mechanism of action. This structure is compared with the structure of agonist 25 (N‐(2‐fluorophenyl)‐4‐[(4‐fluorophenyl)sulfonyl]‐2,3,4,5‐tetrahydro‐1,4‐benzoxazepin‐6‐amine ) and structures of other known RORγ modulators.
Identification of para‐Substituted Benzoic Acid Derivatives as Potent Inhibitors of the Protein Phosphatase Slingshot
Authors: Li Kang‐shuai , Xiao Peng , Zhang Dao‐lai , Hou Xu‐Ben , Ge Lin , Yang Du‐xiao , Liu Hong‐da , He Dong‐fang , Chen Xu , Han Ke‐rui , Song Xiao‐yuan , Yu Xiao , Fang Hao , Sun Jin‐peng 
Published: November 2015

AbstractSlingshot proteins form a small group of dual‐specific phosphatases that modulate cytoskeleton dynamics through dephosphorylation of cofilin and Lim kinases (LIMK). Small chemical compounds with Slingshot‐inhibiting activities have therapeutic potential against cancers or infectious diseases. However, only a few Slingshot inhibitors have been investigated and reported, and their cellular activities have not been examined. In this study, we identified two rhodanine‐scaffold‐based para‐substituted benzoic acid derivatives as competitive Slingshot inhibitors. The top compound, (Z)‐4‐((4‐((4‐oxo‐2‐thioxo‐3‐(o‐tolyl)thiazolidin‐5‐ylidene)methyl)phenoxy)methyl)benzoic acid (D3) had an inhibition constant (Ki) of around 4 μm and displayed selectivity over a panel of other phosphatases. Moreover, compound D3 inhibited cell migration and cofilin dephosphorylation after nerve growth factor (NGF) or angiotensin II stimulation. Therefore, our newly identified Slingshot inhibitors provide a starting point for developing Slingshot‐targeted therapies.
Combined Use of Oligopeptides, Fragment Libraries, and Natural Compounds: A Comprehensive Approach To Sample the Druggability of Vascular Endothelial Growth Factor
Authors: Bayó‐Puxan Núria , Rodríguez‐Mias Ricard , Goldflam Michael , Kotev Martin , Ciudad Sonia , Hipolito Christopher J. , Varese Monica , Suga Hiroaki , Campos‐Olivas Ramón , Barril Xavier , Guallar Víctor , Teixidó Meritxell , García Jesús , Giralt Ernest 
Published: November 2015

AbstractThe modulation of protein–protein interactions (PPIs) is emerging as a highly promising tool to fight diseases. However, whereas an increasing number of compounds are able to disrupt peptide‐mediated PPIs efficiently, the inhibition of domain–domain PPIs appears to be much more challenging. Herein, we report our results related to the interaction between vascular endothelial growth factor (VEGF) and its receptor (VEGFR). The VEGF–VEGFR interaction is a typical domain–domain PPI that is highly relevant for the treatment of cancer and some retinopathies. Our final goal was to identify ligands able to bind VEGF at the region used by the growth factor to interact with its receptor. We undertook an extensive study, combining a variety of experimental approaches, including NMR‐spectroscopy‐based screening of small organic fragments, peptide libraries, and medicinal plant extracts. The key feature of the successful ligands that emerged from this study was their capacity to expose hydrophobic functional groups able to interact with the hydrophobic hot spots at the interacting VEGF surface patch.
Relation between the level of lymph node metastasis and survival in locally advanced head and neck squamous cell carcinoma
Authors: Xing Yan , Zhang Jianjun , Lin Heather , Gold Kathryn A. , Sturgis Erich M. , Garden Adam S. , Lee J. Jack , William William N. 
Published: November 2015

BACKGROUNDThe current head and neck squamous cell carcinoma (HNSCC) staging system may not capture the full prognostic implications of regional lymph node involvement. This study investigated the impact of the level of lymph node metastasis (LNM) on survival.METHODSThe Surveillance, Epidemiology, and End Results registry was queried for oral cavity (OC), oropharynx (OP), larynx (LAR), and hypopharynx (HP) HNSCC. A multivariate Cox proportional hazards model was used to evaluate whether the level of LNM was an independent prognostic factor. Site‐specific recursive‐partitioning analysis was performed to classify patients into different risk groups.RESULTSIn all, 14,499 patients, including OC (n = 2463), OP (n = 8567), LAR (n = 2332), and HP patients (n = 1137), were analyzed. Both the American Joint Committee on Cancer (AJCC) N classification and the level of LNM showed significant effects on overall survival (OS) in patients with OC, OP, or LAR HNSCC but not in patients with HP HNSCC. In patients with N2 disease, the AJCC subclassification (N2a, N2b, or N2c) was significantly associated with the OS of patients with OP and LAR HNSCC but not with the OS of patients with OC or HP HNSCC, whereas the level of LNM (primary, secondary, or tertiary) was significantly associated with the OS of patients with OC, OP, and LAR HNSCC but not HP HNSCC. With recursive‐partitioning analysis, a simple, primary site–specific prognostic tool integrating the AJCC T and N classifications and the level of LNM was designed, and it could be easily used by health care providers in clinic.CONCLUSIONSThe level of LNM is an independent prognostic factor for patients with locally advanced HNSCC and could add to the prognostic value of AJCC T and N classifications in patients with locally advanced HNSCC.Cancer2016;122:534–545.©2015 American Cancer Society.
N,N′‐Bis(trifluoromethylsulfonyl)oxamidates: Synthesis and Thermal, Electrochemical, Spectroscopic, and Structural Properties
Authors: Sprenger Jan A. P. , Konieczka Szymon Z. , Brede Franziska A. , Kerpen Christoph , Drisch Michael , Franz Klaus‐Dieter , Ignat'ev Nikolai , Reiss Guido J. , Frank Walter , Finze Maik 
Published: November 2015

AbstractSalts of the N,N′‐bis(trifluoromethylsulfonyl)oxamidate dianion (12–) were obtained by deprotonation of the oxamide {CF3SO2NHC(O)}2 (H21) with triethylamine, tri‐n‐octylamine, 1‐methylimidazole (MIM), and lithium hydride in yields of 61–92 %. The synthesis of H21 starting from oxalyl chloride and Na(NHSO2CF3) was improved. The salts Li21, [Et3NH]21, [nOct3NH]21, and [HMIM]21 were characterized by multinuclear NMR, IR, and Raman spectroscopy, mass spectrometry, and thermal and elemental analysis. The electrochemical stability of dianion 12– was studied by cyclic voltammetry on solutions of its lithium salt. The electrochemical properties are compared to those of H21. The conductivity of Li21 in DME was found to be lower than those of Li[BF4] and LiCF3SO3. The structures of 1∞[Li21·2THF], [Et3NH]21, [nOct3NH]21, and [HMIM]21 were studied by single‐crystal X‐ray diffraction. In the solid state, dianion 12– acts as a chelating ligand toward Li+ and forms bifurcated hydrogen bonds with the N–H moieties of the organic cations. The discussion of selected spectroscopic and structural properties is aided by DFT calculations.
Facile Synthesis of Galactosamine‐Stabilized Gold Nanoparticles with Sensitive Cd2+ Sensing
Authors: Fu Shanshan , Zhang Xiuli , Ren Guojuan , Chai Fang , Wang Chungang 
Published: November 2015

AbstractCadmium is one of the most toxic and dangerous heavy‐metal elements to human health and environmental safety. Therefore, it is very useful to develop simple, rapid, and sensitive methods for the detection of Cd2+ ions in real samples. Here, we report the simple synthesis of galactosamine‐functionalized gold nanoparticles (Galn‐GNPs) at room temperature. The Galn‐GNPs can be used as a colorimetric probe for the detection of Cd2+ ions through localized surface plasmon resonance. A linear response to the concentration of Cd2+ ions was observed in the range 1 to 100 nM. The detection limit is as low as 3 nM, which is below the maximum recommended contamination level of the World Health Organization for cadmium in drinking water of 3 ppb (15 nM). The specific interactions of Cd2+ ions with Galn‐GNPs provided excellent selectivity for the detection of Cd2+ ions over 15 other metal ions (Pb2+, Mg2+, Zn2+, Ni2+, Cu2+, Co2+, Ca2+, Mn2+, Cr3+, Ba2+, Cr6+, Ag+, Fe3+, Al3+, and Hg2+). The selectivity of this system toward Cd2+ ions was remarkably fivefold higher than that for other metal ions. The aggregation‐based change in color from red to purple occurred in less than 20 s. This method is simple and fast and has also been successfully applied to the detection of Cd2+ ions in lake‐water samples.
A Simple Synthetic Approach to Al2O3–TiO2 and ZnO–TiO2 Mesoporous Hollow Composite Assemblies Consisting of Homogeneously Mixed Primary Particles at the Nano Level
Authors: Pradeep Ellawala K. C. , Ohtani Masataka , Kobiro Kazuya 
Published: November 2015

AbstractA simple synthetic approach to Al2O3–TiO2 and ZnO–TiO2 mesoporous hollow composite assemblies consisting of homogeneously mixed primary particles at the nano scale was demonstrated. The composites, Al2O3–TiO2 and ZnO–TiO2, have a large specific surface area (250–600 m2 g–1) and were synthesized by high‐temperature and high‐pressure treatment of precursor solutions containing Al(OiPr)3 or Zn(OAc)2, Ti(OiPr)4, and phthalic acid in methanol. Aggregated, fused spherical, and individual spherical morphologies of the hollow assemblies with amorphous Al2O3 and anatase TiO2 were obtained, depending on the Al/Ti ratio of the precursor solutions. Hollow spherical composite assemblies with amorphous ZnO and anatase TiO2 phases were obtained by treating precursor solutions with lower Zn contents (5–25 %). A phase transition from anatase to rutile was not observed for the Al2O3–TiO2 composite assemblies (50 % Al) even at 1000 °C. The band gap energies of the ZnO–TiO2 hollow assemblies were tuned (3.12–3.21 eV) by changing their Zn content.
Fast‐Responsive Nitroso‐Based Turn‐On Probe for Hydrogen Sulfide
Authors: Renault Kévin , Sabot Cyrille , Renard Pierre‐Yves 
Published: November 2015

AbstractSince the recent discovery that hydrogen sulfide plays a key role in many biological and physiological processes, the development of novel methods to efficiently detect this molecule has become an intensive field of research. In this context, fluorimetric strategies have become one of the methods of choice. However, very few different reducible chemical functionalities have been successfully used in the design of reduction‐based probes for the fluorescence detection of hydrogen sulfide. Reported herein is the first nitroso‐based fluorescence turn‐on probe that displays an almost instantaneous and strong fluorescence response towards hydrogen sulfide. A comparative study carried out with the hydroxylamino‐based probe analogue showed a significant difference in fluorescence response.
Highly Emissive Optically Active Conjugated Dimers Consisting of a Planar Chiral [2.2]Paracyclophane Showing Circularly Polarized Luminescence
Authors: Gon Masayuki , Morisaki Yasuhiro , Chujo Yoshiki 
Published: November 2015

AbstractOptically active X‐shaped dimers based on the planar chiral [2.2]paracyclophane have been synthesized. The dimers consist of stacked p‐arylene‐ethynylenes with phenyl, naphthyl, and anthryl groups as terminal units. The optical and chiroptical properties of the dimers and the corresponding model compounds were investigated. The naphthalene‐containing dimer exhibits an intense circularly polarized luminescence (CPL) signal with a high dissymmetry factor (glum) in the order of 10–3 in addition to a high ϵ and good photoluminescence quantum efficiency, which indicates that this compound is a highly emissive CPL material.