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https://www.readbyqxmd.com/read/28819677/direct-analysis-of-terpenes-from-biological-buffer-systems-using-sesi-and-ir-maldesi
#1
Milad Nazari, Alexandra A Malico, Måns Ekelöf, Sean Lund, Gavin J Williams, David C Muddiman
Terpenes are the largest class of natural products with a wide range of applications including use as pharmaceuticals, fragrances, flavorings, and agricultural products. Terpenes are biosynthesized by the condensation of a variable number of isoprene units resulting in linear polyisoprene diphosphate units, which can then be cyclized by terpene synthases into a range of complex structures. While these cyclic structures have immense diversity and potential in different applications, their direct analysis in biological buffer systems requires intensive sample preparation steps such as salt cleanup, extraction with organic solvents, and chromatographic separations...
August 17, 2017: Analytical and Bioanalytical Chemistry
https://www.readbyqxmd.com/read/28818800/the-step-wise-framework-to-design-a-chromatography-based-hydrophobicity-assay-for-viral-particles
#2
Sarah A Johnson, Alison Walsh, Matthew R Brown, Scott C Lute, David J Roush, Michael S Burnham, Kurt A Brorson
A high-salt, hydrophobic interaction chromatography (HIC) method was developed to measure the relative hydrophobicity of a diverse set of solutes. Through the careful control of buffer pH and salt concentration, this assay was then used to ascertain for the first time the relative hydrophobicity values of three different bacteriophage, four mammalian viruses, and a range of biotech medicinal proteins as benchmarked to protein standards previously characterized for hydrophobicity.
August 9, 2017: Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
https://www.readbyqxmd.com/read/28818461/discovery-and-process-development-of-a-novel-tace-inhibitor-for-the-topical-treatment-of-psoriasis
#3
Jean-Guy Boiteau, Gilles Ouvry, Jean-Marie Arlabosse, Stéphanie Astri, Audrey Beillard, Yushma Bhurruth-Alcor, Laetitia Bonnary, Claire Bouix-Peter, Karine Bouquet, Marilyne Bourotte, Isabelle Cardinaud, Catherine Comino, Benoît Deprez, Denis Duvert, Angélique Féret, Feriel Hacini-Rachinel, Craig S Harris, Anne-Pascale Luzy, Arnaud Mathieu, Corinne Millois, Nicolas Orsini, Jonathan Pascau, Artur Pinto, David Piwnica, Gaëlle Polge, Arnaud Reitz, Kevin Reversé, Nicolas Rodeville, Patricia Rossio, Delphine Spiesse, Samuel Tabet, Nathalie Taquet, Loïc Tomas, Emmanuel Vial, Laurent F Hennequin
Targeting the TNFα pathway is a validated approach to the treatment of psoriasis. In this pathway, TACE stands out as a druggable target and has been the focus of in-house research programs. In this article, we present the discovery of clinical candidate 26a. Starting from hits plagued with poor solubility or genotoxicity, 26a was identified through thorough multiparameter optimisation. Showing robust in vivo activity in an oxazolone-mediated inflammation model, the compound was selected for development. Following a polymorph screen, the hydrochloride salt was selected and the synthesis was efficiently developed to yield the API in 47% overall yield...
August 2, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28817776/electrophilic-cyclization-of-phenylalkynediols-to-naphthyl-aryl-iodonium-triflates-with-chelating-hydroxyls-preparation-and-x-ray-analyses
#4
Robert James Hinkle, Sarah E Bredenkamp, Robert David Pike, Seong Ik Cheon
Alkynediols containing one propargylic alcohol as well as a second alcohol, which is propargylic or homopropargylic, react with PhI(+)CN(-)OTf (Stang's reagent) or 3,5-(CF3)2C6H3I(+)CN(-)OTf to afford naphthyl(aryl)iodonium triflates. The reaction occurs at room temperature over the course of 6-12 hours and provides 36-82% yields of microcrystalline solids. Slow diffusion of Et2O into CH3CN solutions of the salts afforded X-ray quality crystals of five compounds with hydroxyl groups forming five- and six-membered chelation complexes with the iodine atom...
August 17, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28815753/aruncin-b-synthetic-studies-structural-reassignment-and-biological-evaluation
#5
Aubert Ribaucourt, Christopher Towers, Laia Josa-Culleré, Frances Willenbrock, Amber Thompson, David M Hodgson
A ring-closing alkene metathesis (RCM) / oxyselenation-selenoxide elimination sequence was established to the sodium salts E- and Z-25 of the originally proposed structure for the recently isolated cytotoxin aruncin B (1), as well as to the sodium salt Z-34 of a related ethyl ether regioisomer; however, none of their corresponding free acids could be obtained. Their acid sensitivity, together with detailed analysis of the spectroscopic data indicated that profound structural revision was necessary. This led to reassignment of aruncin B as a Z-γ-alkylidenebutenolide Z-36...
August 16, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/28808039/preclincial-evaluation-of-intravesical-cisplatin-nanoparticles-for-non-muscle-invasive-bladder-cancer
#6
Max Kates, Abhijit Date, Takahiro Yoshida, Umara Afzal, Pranjali Kanvinde, Taarika Babu, Nikolai A Sopko, Hotaka Matsui, Noah M Hahn, David J McConkey, Alex S Baras, Justin Hanes, Laura Ensign, Trinity J Bivalacqua
PURPOSE: Prior clinical trials evaluating cisplatin for non-muscle invasive bladder cancer (NMIBC) were stopped due to local and systemic toxicity. Currently, there is still a need for improved intravesical therapies, and nanoparticle-based CDDP may be efficacious without the toxicity of free cisplatin observed in the past. EXPERIMENTAL DESIGN: Cisplatin nanoparticles (CDDP NP) were developed using biocompatible poly(L-aspartic acid sodium salt) (PAA), both with and without low and high grafting density of methoxy-polyethylene glycol (PEG)...
August 14, 2017: Clinical Cancer Research: An Official Journal of the American Association for Cancer Research
https://www.readbyqxmd.com/read/28805714/does-osmotic-stress-affect-natural-product-expression-in-fungi
#7
David Overy, Hebelin Correa, Catherine Roullier, Wei-Chiung Chi, Ka-Lai Pang, Mostafa Rateb, Rainer Ebel, Zhuo Shang, Rob Capon, Gerald Bills, Russell Kerr
The discovery of new natural products from fungi isolated from the marine environment has increased dramatically over the last few decades, leading to the identification of over 1000 new metabolites. However, most of the reported marine-derived species appear to be terrestrial in origin yet at the same time, facultatively halo- or osmotolerant. An unanswered question regarding the apparent chemical productivity of marine-derived fungi is whether the common practice of fermenting strains in seawater contributes to enhanced secondary metabolism? To answer this question, a terrestrial isolate of Aspergillus aculeatus was fermented in osmotic and saline stress conditions in parallel across multiple sites...
August 13, 2017: Marine Drugs
https://www.readbyqxmd.com/read/28805218/electrochemical-de-lithiation-of-silver-ferrite-and-composites-mechanistic-insights-from-ex-situ-in-situ-and-operando-x-ray-techniques
#8
Jessica L Durham, Alexander B Brady, Christina A Cama, David C Bock, Christopher J Pelliccione, Qing Zhang, Mingyuan Ge, Yue Ru Li, Yiman Zhang, Hanfei Yan, Xiaojing Huang, Yong Chu, Esther S Takeuchi, Kenneth J Takeuchi, Amy C Marschilok
The structure of pristine AgFeO2 and phase makeup of Ag0.2FeO1.6 (a one-pot composite comprised of nanocrystalline stoichiometric AgFeO2 and amorphous γ-Fe2O3 phases) was investigated using synchrotron X-ray diffraction. A new stacking-fault model was proposed for AgFeO2 powder synthesized using the co-precipitation method. The lithiation/de-lithiation mechanisms of silver ferrite, AgFeO2 and Ag0.2FeO1.6 were investigated using ex situ, in situ, and operando characterization techniques. An amorphous γ-Fe2O3 component in the Ag0...
August 14, 2017: Physical Chemistry Chemical Physics: PCCP
https://www.readbyqxmd.com/read/28802637/blood-pressure-responses-to-dietary-sodium-association-with-autonomic-cardiovascular-function-in-normotensive-adults
#9
Evan L Matthews, Michael S Brian, David G Edwards, Sean D Stocker, Megan M Wenner, William B Farquhar
Blood pressure responses to dietary sodium vary widely person-to-person. Salt sensitive rodent models display altered autonomic function, a trait thought to contribute to poor cardiovascular health. Thus, we hypothesized that increased salt sensitivity (SS) in normotensive humans would be associated with increased muscle sympathetic nerve activity (MSNA), decreased high frequency heart rate variability (HF-HRV), and decreased baroreflex sensitivity. Healthy normotensive men and women completed 1week of high (300mmol·day(-1)) and 1week of low (20mmol·day(-1)) dietary sodium (random order) with 24h mean arterial pressure (MAP) assessed on the last day of each diet to assess SS...
August 6, 2017: Autonomic Neuroscience: Basic & Clinical
https://www.readbyqxmd.com/read/28800238/an-admix-approach-to-determine-counter-anion-effects-on-metal-free-arylation-reactions-with-diaryliodonium-salts
#10
Thomas L Seidl, David Ross Stuart
A method to determine the effect of counter anions in metal-free arylation reactions of diaryliodonium salts is described. This approach avoids the independent synthesis of individual diaryliodonium salts and potentially enables assessment of a large number of different counter anions, including those that are synthetically challenging to install. Diaryliodonium tosylate salts serve as a general precursor for this approach and an azide arylation reaction was used to develop this strategy. Further optimization and representative scope of azide arylation is demonstrated in yields that range from 74 - 95% (89% average)...
August 11, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28793179/aryl-transfer-selectivity-in-metal-free-reactions-of-unsymmetrical-diaryliodonium-salts
#11
David Ross Stuart
Aromatic rings are found in a wide variety of products, including pharmaceuticals, agrochemicals, and functional materials. Diaryliodonium salts are novel reagents used to transfer aryl groups under both metal-free and metal-catalyzed reactions and thereby synthesize arene-containing compounds. This review focuses on recent studies in selective aryl transfer reactions from unsymmetrical diaryliodonium salts under metal-free conditions. Reactions reported from 2008 to 2017, which represents a period of significant growth in diaryliodonium salt chemistry, are presented and organized by the type of reactive intermediate formed in the reaction...
August 9, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/28792743/a-paradigm-shift-for-preparing-versatile-m2-free-gels-from-unmodified-sodium-alginate
#12
Maria M Pérez-Madrigal, Juan Torras, Jordi Casanovas, Marleen Häring, Carlos Aleman, David Díaz Díaz
This manuscript describes a new route to prepare rapidly Ca2+-free hydrogels from unmodified sodium alginate by simply mixing with small organic molecules such as polycarboxylic acid compounds as cross-linker agents instead of classical divalent metal salts such as CaCl2. DMSO was also found to induce the rapid gelation of aqueous alginate solutions. The gelation process takes place at RT and depending on the composition, gels with good thermal (90-100 °C) and mechanical properties compared to classical metal-containing analogs are obtained...
August 9, 2017: Biomacromolecules
https://www.readbyqxmd.com/read/28780358/formation-reactivity-and-aging-of-amorphous-ferric-oxides-in-the-presence-of-model-and-membrane-bioreactor-derived-organics
#13
Mark W Bligh, Pradeep Maheshwari, T David Waite
Iron salts are routinely dosed in wastewater treatment as a means of achieving effluent phosphorous concentration goals. The iron oxides that result from addition of iron salts partake in various reactions, including reductive dissolution and phosphate adsorption. The reactivity of these oxides is controlled by the conditions of formation and the processes, such as aggregation, that lead to a reduction in accessible surface sites following formation. The presence of organic compounds is expected to significantly impact these processes in a number of ways...
July 31, 2017: Water Research
https://www.readbyqxmd.com/read/28772075/coating-graphene-oxide-with-lipid-bilayers-greatly-decreases-its-hemolytic-properties
#14
Bingen G Monasterio, Beatriz Alonso, Jesús Sot, Aritz B García-Arribas, David Gil-Cartón, Mikel Valle, Amaia Zurutuza, Félix M Goñi
Toxicity evaluation for the proper use of graphene oxide (GO) in biomedical applications involving intravenous injections is crucial, but the GO circulation time and blood interactions are largely unknown. It is thought that GO may cause physical disruption (hemolysis) of red blood cells. The aim of this work is to characterize the interaction of GO with model and cell membranes and use this knowledge to improve GO hemocompatibility. We have found that GO interacts with both neutral and negatively charged lipid membranes; binding is decreased beyond a certain concentration of negatively charged lipids and favored in high-salt buffers...
August 11, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
https://www.readbyqxmd.com/read/28771009/model-based-analysis-of-biopharmaceutical-experiments-to-improve-mechanistic-oral-absorption-modelling-an-integrated-in-vitro-in-vivo-extrapolation-iviv_e-perspective-using-ketoconazole-as-a-model-drug
#15
Shriram M Pathak, Aaron Ruff, Edmund Kostewicz, Nikunjkumar Patel, David B Turner, Masoud Jamei
Mechanistic modelling of in vitro data generated from metabolic enzyme systems (viz. liver microsomes, hepatocytes, rCYP enzymes etc.) facilitates in vitro-in vivo extrapolation (IVIV_E) of metabolic clearance which plays a key role in the successful prediction of clearance in vivo within Physiologically-Based Pharmacokinetic (PBPK) modelling. A similar concept can be applied to solubility and dissolution experiments whereby mechanistic modelling can be used to estimate intrinsic parameters required for mechanistic oral absorption simulation in vivo...
August 3, 2017: Molecular Pharmaceutics
https://www.readbyqxmd.com/read/28767065/do-multiwell-plate-high-throughput-assays-measure-loss-of-cell-viability-following-exposure-to-genotoxic-agents
#16
Razmik Mirzayans, Bonnie Andrais, David Murray
Cell-based assays in multiwell plates are widely used for radiosensitivity and chemosensitivity assessment with different mammalian cell types. Despite their relative ease of performance, such assays lack specificity as they do not distinguish between the cytostatic (reversible/sustained growth arrest) and cytotoxic (loss of viability) effects of genotoxic agents. We recently reported studies with solid tumor-derived cell lines demonstrating that radiosensitivity as measured by multiwell plate colorimetric (e...
August 2, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/28755557/amphiphilic-gemini-pyridinium-mediated-incorporation-of-zn-ii-meso-tetrakis-4-carboxyphenyl-porphyrin-into-water-soluble-gold-nanoparticles-for-photodynamic-therapy
#17
María E Alea-Reyes, Jorge Soriano, Inma Mora-Espí, Mafalda Rodrigues, David A Russell, Leonardo Barrios, Lluïsa Pérez-García
Zn-containing porphyrins are intensely investigated for their ability to form reactive oxygen species and thereby being potent photosensitizers for use in photodynamic therapy (PDT). Some of the drawbacks of the PDT approach, such as unspecific distribution, could be addressed by means of photosensitizer drug delivery systems. In this work, we synthesize and characterize new water-soluble gold nanoparticles (GNP) stabilized by a mixture of a polyethyleneglycol-containing thiol (to improve water solubility) and a new amphiphilic gemini-type pyridinium salt, which also acts as promotor of the incorporation of the anionic photosensitizer Na-ZnTCPP into the GNP...
July 18, 2017: Colloids and Surfaces. B, Biointerfaces
https://www.readbyqxmd.com/read/28754315/insights-into-the-phosphatidylcholine-and-phosphatidylethanolamine-biosynthetic-pathways-in-leishmania-parasites-and-characterization-of-a-choline-kinase-from-leishmania-infantum
#18
Sergio A Pulido, Victoria H Nguyen, Juan F Alzate, David L Cedeño, Monika A Makurath, Amalia Ríos-Vásquez, Sandra M Duque-Benítez, Marjorie A Jones, Sara M Robledo, Jon A Friesen
The protozoan parasite Leishmania infantum is a causative agent of the disease visceral leishmaniasis, which can be fatal if not properly treated. Phosphatidylcholine (PC) and phosphatidylethanolamine (PE) biosynthesis pathways are attractive targets for new antileishmanial compounds since these Leishmania cell membrane phospholipids are important for parasite morphology and physiology. In this work we observed Leishmania synthesize PC and PE from extracellular choline and ethanolamine, respectively, suggesting the presence of CDP-choline and CDP-ethanolamine pathways...
July 25, 2017: Comparative Biochemistry and Physiology. Part B, Biochemistry & Molecular Biology
https://www.readbyqxmd.com/read/28749584/the-aldh21-gene-found-in-lower-plants-and-some-vascular-plants-codes-for-a-nadp-dependent-succinic-semialdehyde-dehydrogenase
#19
Martina Kopečná, Armelle Vigouroux, Jan Vilím, Radka Končitíková, Pierre Briozzo, Eva Hájková, Lenka Jašková, Klaus von Schwartzenberg, Marek Šebela, Solange Moréra, David Kopečný
Lower plant species including some green algae, non-vascular plants (bryophytes) as well as the oldest vascular plants (lycopods) and ferns (monilophytes) possess a unique aldehyde dehydrogenase (ALDH) gene named ALDH21, which is upregulated during dehydration. However, the gene is absent in flowering plants. Here, we show that ALDH21 from the moss Physcomitrella patens codes for a tetrameric NADP(+) -dependent succinic semialdehyde dehydrogenase (SSALDH), which converts succinic semialdehyde, an intermediate of the γ-aminobutyrate (GABA) shunt pathway, into succinate in the cytosol...
July 27, 2017: Plant Journal: for Cell and Molecular Biology
https://www.readbyqxmd.com/read/28741895/a-doubly-boron-doped-perylene-by-n-heterocylic-carbene-borenium-hydroboration-c-h-borylation-dehydrogenation
#20
Jeffrey M Farrell, David Schmidt, Vincenzo Grande, Frank Würthner
Reaction of an N-heterocyclic carbene (NHC)-borenium ion with 9,10-distyrylanthracene forms four B-C bonds through two selective, tandem hydroboration-electrophilic C-H borylations to yield an isolable, crystallographically characterizable polycyclic diborenium ion as its [NTf2]- salt (1). Dehydrogenation of 1 with TEMPO radical followed by acidic workup yields a 3,9-diboraperylene as its corresponding borinic acid (2). This sequence can be performed in one pot to allow the facile, metal-free conversion of an alkene to a small molecule containing a boron-doped graphene substructure...
July 25, 2017: Angewandte Chemie
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