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Articles from Wiley

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The latest papers in ChemPubSoc Europe
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The Interconnection of Two Positive Charges by Conjugation and Cross-Conjugation in Bis-Quinolinium Ethynyls

26 luglio, 2019 - 00:00

Series of diquinolinium salts separated by spacers were prepared which possess cationic charges in conjugation and cross-conjugation as well as combinations thereof. The spectroscopic differences (13C NMR, IR, Raman, UV/Vis) of 2,2-, 3,3-, 4,4-, 3,2- and 3,4-interconnections of positive charges are studied experimentally and by DFT calculations.

[Full Papers]
Sviatoslav Batsyts, Eike G. Hübner, Jan C. Namyslo, Andreas Schmidt
doi.org/10.1002/ejoc.201900816

<i>N</i>-[ω-(Purin-6-yl)aminoalkanoyl] Derivatives of Chiral Heterocyclic Amines as Promising Anti-Herpesvirus Agents

26 luglio, 2019 - 00:00

Novel purine and 2-aminopurine conjugates with chiral heterocyclic amines attached at C-6 via ω-aminoalkanoyl fragment were synthesized. The obtained compounds exhibited inhibitory activity against both herpes simplex virus type 1 (HSV-1) and acyclovir-resistant HSV-1 strains. Anti-herpesvirus activity of the synthesized compounds depends on their stereo configuration.

[Full Papers]
Victor P. Krasnov, Vera V. Musiyak, Olga A. Vozdvizhenskaya, Georgiy A. Galegov, Valeria L. Andronova, Dmitry A. Gruzdev, Evgeny N. Chulakov, Alexey Yu. Vigorov, Marina A. Ezhikova, Mikhail I. Kodess, Galina L. Levit, Valery N. Charushin
doi.org/10.1002/ejoc.201900727

ATP Inhibits the Transcription Factor STAT5b

25 luglio, 2019 - 00:00

A different side of ATP: ATP is the primary energy carrier of the cell and a co-substrate for protein kinases. Unexpectedly, ATP also inhibits the protein-protein interaction domain of the tumor-relevant transcription factor STAT5b at physiologically relevant concentrations.

[Communications]
Angela Berg, Bianca Sperl, Prof. Dr. Thorsten Berg
doi.org/10.1002/cbic.201900173

Transient <i>N</i><sup>4</sup>-Acyl-DNA Protection against Cleavage by Restriction Endonucleases

25 luglio, 2019 - 00:00

Programmable defences: N4-Acyl-deoxycytidine triphosphates are efficiently incorporated into DNA and provide transient protection to the modified DNA against cleavage by restriction endonucleases. If necessary, N4-acylated DNA can be easily demodified through a one-pot procedure, resulting in a fully natural DNA that is no longer resistant to restriction enzymes.

[Full Papers]
Jevgenija Jakubovska, Dr. Daiva Tauraitė, Prof. Dr. Rolandas Meškys
doi.org/10.1002/cbic.201900280

Physicochemical Characterization of Polymer-Stabilized Coacervate Protocells

25 luglio, 2019 - 00:00

It′s a lot like life: The physicochemical characterization of polymer-stabilized coacervate protocells (such as macromolecular diffusion and buffering capacity within the core, structure and permeability of the polymer membrane) were explored, thus establishing this system as an attractive platform for investigating biochemical processes and enzymatic reactions in stable, tunable, and increasingly cell-like environments.

[Full Papers]
Dr. N. Amy Yewdall, Bastiaan C. Buddingh, Wiggert J. Altenburg, Suzanne B. P. E. Timmermans, Daan F. M. Vervoort, Prof. Loai K. E. A. Abdelmohsen, Dr. Alexander F. Mason, Prof. Jan C. M. van Hest
doi.org/10.1002/cbic.201900195

Simultaneous High Conversion and Selectivity in Olefin Oxidation with Oxygen Through Solid/Liquid/Gas Three-Phase Interface Design

25 luglio, 2019 - 00:00

O, O, O! Simultaneous enhancement of conversion and selectivity in olefin oxidation with oxygen can be achieved under ambient pressure by solid/liquid/gas three-phase interface design through creating superaerophilic surface.

[Communications]
Zhaohua Li, Dr. Changyan Cao, Zhongpeng Zhu, Prof. Lei Jiang, Prof. Weiguo Song
doi.org/10.1002/cctc.201900918

Thiamine Diphosphate Dependent KdcA-Catalysed Formyl Elongation of Aldehydes

25 luglio, 2019 - 00:00

Mighty enzymes: Nucleophilic and electrophilic formyl elongation of aromatic and aliphatic aldehydes is catalysed by thiamine diphosphate dependent 2-keto acid decarboxylase. The presence of unstable aromatic mandelic aldehyde in aqueous solution could be proved indirectly via LC-MS/MS analysis.

[Communications]
Philipp Germer, Dr. Ekaterina Gauchenova, Dr. Lydia Walter, Prof. Dr. Michael Müller
doi.org/10.1002/cctc.201900712

Near UV-Irradiation of CuO<sub>x</sub>-Impregnated TiO<sub>2</sub> Providing Active Species for H<sub>2</sub> Production Through Methanol Photoreforming

25 luglio, 2019 - 00:00

Always the sun! CuO active species undergo in situ dynamic nanostructuring, through dissolution and photodeposition, changing both oxidation state and size distribution

[Full Papers]
Dr. Giuseppe Vitiello, Dr. Laura Clarizia, Dr. Wael Abdelraheem, Dr. Serena Esposito, Prof. Barbara Bonelli, Dr. Nicoletta Ditaranto, Prof. Alessandro Vergara, Prof. Mallikarjuna Nadagouda, Prof. Dionysios D. Dionysiou, Prof. Roberto Andreozzi, Prof. Giuseppina Luciani, Prof. Raffaele Marotta
doi.org/10.1002/cctc.201900818

KRAS Binders Hidden in Nature

25 luglio, 2019 - 00:00

No more undruggable targets: KRAS, the most frequently mutated oncogene in human cancers, remains undrugged, although the molecular architectures of natural products hold great promise for new drug targets. By using an integrated approach to natural product screening, the tricyclic indolopyrrole fungal alkaloid and an indoloisoquinolinone were uncovered, which bind to the active form of oncogenic RAS. This approach also holds promise for other “undruggable” targets.

[Communications]
Dr. Andreas Bergner, Dr. Xiaoling Cockcroft, Dr. Gerhard Fischer, Dr. Andreas Gollner, Wolfgang Hela, Roland Kousek, Dr. Andreas Mantoulidis, Dr. Laetitia J. Martin, Dr. Moriz Mayer, Barbara Müllauer, Gabriella Siszler, Bernhard Wolkerstorfer, Dr. Dirk Kessler, Dr. Darryl B. McConnell
doi.org/10.1002/chem.201902810

Two-Photon Absorption and Cell Imaging of Fluorene-Functionalized Epicocconone Analogues

25 luglio, 2019 - 00:00

Modification of the skeleton of epicocconone by replacing the triene side chain by a fluorenyl scaffold can noticeably increase the fluorophore's absorption coefficient. Two-photon absorption cross-section measurements of the fluorenyl epicocconone analogues show a structure-dependency with values ranging from 60 to 280 GM and live cell imaging shows intense staining of intracellular vesicle-like structures around the nucleus (see figure).

[Full Papers]
Dr. Samuel Oger, Damien Schapman, Dr. Romain Mougeot, Dr. Stéphane Leleu, Dr. Noëlle Lascoux, Dr. Patrice Baldeck, Dr. Magalie Bénard, Dr. Thibault Gallavardin, Dr. Ludovic Galas, Dr. Xavier Franck
doi.org/10.1002/chem.201902731

Quinoxaline and Pyrido[<i>x</i>,<i>y</i>-<i>b</i>]pyrazine-Based Emitters: Tuning Normal Fluorescence to Thermally Activated Delayed Fluorescence and Emitting Color over the Entire Visible-Light Range

25 luglio, 2019 - 00:00

Full rainbow of emission: Pyrido[2,3-b]pyrazine, pyrido[3,4-b]pyrazine, and quinoxaline are utilized to develop new light-emitting compounds. Through an appropriate combination of donor and acceptor, it is possible to tune the normal fluorescence into thermally activated delayed fluorescence, and tune the light emission from pure blue to green, yellow, and orange-red (see figure).

[Full Papers]
Tingting Huang, Prof. Dr. Di Liu, Prof. Dr. Jingyang Jiang, Prof. Dr. Wenfeng Jiang
doi.org/10.1002/chem.201902116

Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone

25 luglio, 2019 - 00:00

Methacrylic esters were synthesized in a one-pot synthesis from acetone, chloroform, and various alcohols using acetonitrile or benzonitrile as a solvent. The reaction is also applicable to bromoform and other carbonyl compounds. Deuterated methyl methacrylate was also easily produced. The reaction described herein provides a new synthetic route for methyl methacrylate production from readily available starting materials.

[Full Papers]
Minoru Koyama, Dr. Takafumi Kawakami, Dr. Takashi Okazoe, Prof. Dr. Kyoko Nozaki
doi.org/10.1002/chem.201901933

Effects of Spacers on Photoinduced Reversible Solid-to-Liquid Transitions of Azobenzene-Containing Polymers

25 luglio, 2019 - 00:00

In the spotlight: The influence of the spacer (R in the figure) on photoinduced solid-to-liquid transitions of azopolymers is investigated. Whereas azopolymers with moderate spacer length exhibit photoinduced solid-to-liquid transitions, azopolymers with short and long spacers do not. Healing scratches with light is demonstrated on hard coatings made from azopolymers and followed in real time.

[Full Papers]
Dr. Philipp Weis, Andreas Hess, Gunnar Kircher, Dr. Shilin Huang, Dr. Günter K. Auernhammer, Dr. Kaloian Koynov, Prof. Hans-Jürgen Butt, Prof. Si Wu
doi.org/10.1002/chem.201902273

Azaaurones as Potent Antimycobacterial Agents Active against MDR- and XDR-TB

25 luglio, 2019 - 00:00

Adding to the toolbox: The screening of an in-house library against M. tuberculosis H37Rv identified azaaurones as novel antimycobacterial agents. In particular, several N-acetylazaaurones displayed MIC99 values in the sub-micromolar range and were found to be active against MDR and XDR-TB clinical isolates. Although the primary mechanism of action remains undetermined, azaaurones stand as promising leads for further optimization.

[Full Papers]
André Campaniço, Dr. Marta P. Carrasco, Dr. Mathew Njoroge, Ronnett Seldon, Prof. Kelly Chibale, Dr. João Perdigão, Prof. Isabel Portugal, Prof. Digby F. Warner, Prof. Rui Moreira, Prof. Francisca Lopes
doi.org/10.1002/cmdc.201900289

A Pyropheophorbide Analogue Containing a Fused Methoxy Cyclohexenone Ring System Shows Promising Cancer-Imaging Ability

25 luglio, 2019 - 00:00

Sensible sensitizers: We show that the photophysical properties, tumor specificity, uptake, imaging, and PDT efficacy of pyropheophorbide-based compounds can be heavily influenced by the nature of the exocyclic ring present in the system. We observed encouraging tumor uptake and PET contrast in tumor-bearing BALB/c mice by [124I]4, which contains a fused cyclohexenone ring. This provides easy access to a PET imaging agent with no skin phototoxicity for imaging cancer types in which the standard [18F]fluorodeoxyglucose has limitations.

[Full Papers]
Dr. Aimee J. Marko, Mykhaylo Dukh, Dr. Nayan J. Patel, Joseph R. Missert, Prof. Dr. Tymish Ohulchanskyy, Walter A. Tabaczynski, Dr. Kei Ohkubo, Prof. Dr. Shunichi Fukuzumi, Prof. Dr. Rutao Yao, Prof. Dr. Munawwar Sajjad, Prof. Dr. Ravindra K. Pandey
doi.org/10.1002/cmdc.201900352

Synthesis of Substituted 5′-Aminoadenosine Derivatives and Evaluation of Their Inhibitory Potential toward CD73

25 luglio, 2019 - 00:00

Adenosine “diphospho-mimetic” analogues: Novel nucleotide analogues based on a 5′-aminoadenosine scaffold were synthesized, and their ability to inhibit the dephosphorylating 5′-ectonucleotidase CD73 was assessed. Their biological activity was then rationalized through molecular modeling studies. Considering the published data related to the design of nucleotide analogues as CD73 inhibitors, these results will aid in future SAR studies and in the further development of novel derivatives in this compound class.

[Full Papers]
Rayane Ghoteimi, Dr. Van Tai Nguyen, Dr. Rahila Rahimova, Felix Grosjean, Emeline Cros-Perrial, Dr. Jean-Pierre Uttaro, Prof. Christophe Mathé, Dr. Laurent Chaloin, Dr. Lars Peter Jordheim, Dr. Suzanne Peyrottes
doi.org/10.1002/cmdc.201900348

Divergent Synthesis and Evaluation of the in vitro Cytotoxicity Profiles of 3,4-Ethylenedioxythiophenyl-2-propen-1-one Analogues

25 luglio, 2019 - 00:00

Better on vinyl: A series of thiophene-containing vinyl ketones inspired by bioactive chalcone derivatives was synthesized and evaluated for their anticancer activity. Molecular docking with Chk2 kinase and a variety of cell-based and biochemical assays showed the most promising compound to be a vinyl ketone flanked by 3,4-ethylenedioxythiophene and 3,4,5-trimethoxyphenyl moieties.

[Full Papers]
Dr. Jayachandran Karunakaran, Nachiappan Dhatchana Moorthy, Somenath Roy Chowdhury, Saleem Iqbal, Hemanta K. Majumder, Dr. Krishnasamy Gunasekaran, Dr. Elangovan Vellaichamy, Dr. Arasambattu K. Mohanakrishnan
doi.org/10.1002/cmdc.201900225

Stereoselective Alkyne Hydrogenation by using a Simple Iron Catalyst

25 luglio, 2019 - 00:00

Simple but effective: A catalyst comprised of commercial iron(II) acetylacetonate and diisobutylaluminum hydride enables the Z-selective semihydrogenation of alkynes in high yields and with high stereocontrol. Neither elaborate catalyst preparation nor addition of ligands is required. Mechanistic studies indicate the operation of small Fe cluster catalysts.

[Full Papers]
Bernhard J. Gregori, Felix Schwarzhuber, Simon Pöllath, Prof. Dr. Josef Zweck, Lorena Fritsch, Dr. Roland Schoch, Prof. Dr. Matthias Bauer, Prof. Dr. Axel Jacobi von Wangelin
doi.org/10.1002/cssc.201900926

CO<sub>2</sub> Decomposition in CO<sub>2</sub> and CO<sub>2</sub>/H<sub>2</sub> Spark-like Plasma Discharges at Atmospheric Pressure

25 luglio, 2019 - 00:00

A bright spark: A spark-like atmospheric pressure plasma discharge is ignited in pure CO2 and in CO2/H2 mixtures to investigate CO formation. In pure CO2, the efficiency ranged between 20-50 % for CO2 conversions between 9-18 % for gas residence times of 100-600 ms. Conversion rates in CO2/H2 mixtures are found to be similar to pure CO2 at equivalent residence times. However, the outlet gas was found to produce O2-free mixtures of CO/H2/CO2 when H2 was present.

[Full Papers]
Dr. Seán Kelly, Prof. James A. Sullivan
doi.org/10.1002/cssc.201901744

Efficient Electrocatalytic CO<sub>2</sub> Reduction Driven by Ionic Liquid Buffer-Like Solutions

25 luglio, 2019 - 00:00

Isn't it ionic? A simple ionic liquid/DMSO/H2O solution is able to decrease the overpotential in a commercial electrode by in situ formation of bicarbonate, providing an alternative way to produce syngas from CO2.

[Full Papers]
Dr. Wellington D. G. Gonçalves, Dr. Marcileia Zanatta, Dr. Nathalia M. Simon, Luciane M. Rutzen, Prof. Dr. Darren A. Walsh, Prof. Dr. Jairton Dupont
doi.org/10.1002/cssc.201901076

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