ChemistryOpen最新文献

{"title":"Ionic Liquid Aided [¹¹C]CO Fixation for Synthesis of ¹¹C-carbonyls.","authors":"Anton Lindberg, Narges Mokhatarinori, Zhenzhen Yang, Sheng Dai, Ilja Popovs, Neil Vasdev","doi":"10.1002/open.202400410","DOIUrl":"https://doi.org/10.1002/open.202400410","url":null,"abstract":"<p><p>Tributyl(ethyl)phosphonium oxopentenolate ([P₄₄₄₂][Pen]) is an ionic liquid developed to capture CO and has shown ability to catalyze carbonylation reactions in organic chemistry. Carbon-11 (¹¹C, t_1/2=20.4 min) labeled CO is a highly versatile building block for the synthesis of positron emission tomography (PET) radiotracers that are applied for medical imaging. The use of [¹¹C]CO is limited by its low solubility in organic solvents. Herein, we report a proof-of-concept study evaluating a new method to prepare ¹¹C-labeled amides, ureas and carbamates via reaction of [¹¹C]CO in [P₄₄₄₂][Pen] and applied for fully automated radiosyntheses of Bruton's tyrosine kinase inhibitors, [¹¹C]evobrutinib and [¹¹C]ibrutinib.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400410"},"PeriodicalIF":2.5,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143000789","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Estimation of Equivalent Series Resistance (ESR) of Supercapacitors Using Charging/Discharging Kinetics.","authors":"Mohamed Y Adel, Omar B Mohammed, Ahmad T Younis","doi":"10.1002/open.202400444","DOIUrl":"https://doi.org/10.1002/open.202400444","url":null,"abstract":"<p><p>One of the key parameters that affects efficiency, power density and performance of a supercapacitor (SC) is the equivalent series resistance (ESR). In this study we propose a method to estimate ESR from the charging kinetics which has practical applications. Therefore, to study the ESR of the SC we must look at the different factors that affect this resistance. In this study, the rise time extracted from the charging kinetics curves of the SC was used as an indirect method to investigate the ESR of the SC. Three different parameters were taken into account: ionic mobility, solvent material and pore cavity size of the porous electrode. The results offer enlightening information for optimizing the design of the SC with higher performance and smaller ESR values that will be translated into a better energy storage technologies.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400444"},"PeriodicalIF":2.5,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143000783","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Antioxidant, Antimicrobial, Anticancer, and Molecular Docking Insights into Pancratium maritimum Seeds and Flowers: A Phytochemical Approach","authors":"Muhammed Sait Ertuğrul,&nbsp;Özge Balpınar,&nbsp;Erdi Can Aytar,&nbsp;Betul Aydın,&nbsp;Emine Incilay Torunoglu,&nbsp;Alper Durmaz,&nbsp;Altevir Rossato Viana","doi":"10.1002/open.202400407","DOIUrl":"10.1002/open.202400407","url":null,"abstract":"<p>This study investigates the antioxidant, antimicrobial, and anticancer properties of <i>Pancratium maritimum</i> L. in Sp. Pl.: 291 (1753) seeds and flowers. Antioxidant activity was assessed using DPPH free radical scavenging and iron chelation assays. Antimicrobial evaluations assessed the efficacy of the extracts against diverse microorganisms. Cell viability assays were conducted on the dukes c colon cancer (SW480), while gas chromatography-mass spectrometry (GC-MS) analysis facilitated the identification of bioactive compounds. The ethanol extract of <i>P. maritimum</i> seeds exhibited a total phenolic content of 296.89±14.53 mg GAE/g extract DW and a total flavonoid content of 361.03±20.18 mg QE/g extract DW. Conversely, the flower extract showed a total phenolic content of 95.03±7.22 mg GAE/g extract DW and a total flavonoid content of 272.12±16.42 mg QE/g extract DW. As a result, the ethanol extract of <i>P. maritimum</i> seeds contains higher phenolic and flavonoid contents than the flower extract. Antimicrobial evaluations demonstrated significant inhibitory effects of both seed and flower extracts, with minimum inhibitory concentration (MIC) values ranging from 25 to &gt;50 mg/mL. Notably, the seed extract showed greater activity against <i>E. coli</i> and <i>C. krusei</i>. GC-MS analysis identified 18 bioactive compounds in the seed extract and 16 in the flower extract, with crucial components including ethyl oleate and 5-hydroxymethylfurfural. Additionally, cell viability assays revealed that ethanol extracts from seeds and flowers significantly reduced SW480 cell viability, particularly at doses of 750 μg/mL and 250 μg/mL, respectively. These findings underscore the therapeutic potential of <i>P. maritimum</i> in terms of its antioxidant, antimicrobial, and anticancer properties, highlighting its value as a natural source of antioxidants and antimicrobial agents. Furthermore, the molecular docking study emphasises strong binding interactions of key compounds, particularly ethyl oleate and hexadecanoic acid ethyl ester, with the human STARD10 protein. The biological interactions and health implications of <i>P. maritimum</i> provide a significant foundation for future research in drug development and therapeutic applications.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"14 2","pages":""},"PeriodicalIF":2.5,"publicationDate":"2025-01-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.202400407","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142945610","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Front Cover: Highly Active and Durable Nanostructured Nickel-Molybdenum Coatings as Hydrogen Electrocatalysts via Solution Precursor Plasma Spraying (ChemistryOpen 1/2025)","authors":"Xiuyu Wu,&nbsp;Alexis Piñeiro-García,&nbsp;Mouna Rafei,&nbsp;Alice Kuzhikandathil,&nbsp;Esdras J. Canto-Aguilar,&nbsp;Eduardo Gracia-Espino","doi":"10.1002/open.202580101","DOIUrl":"https://doi.org/10.1002/open.202580101","url":null,"abstract":"<p><b>Highly porous sponge-like NiMo coatings</b> are fabricated using solution precursor plasma spraying. The coatings exhibit a highly porous structure with uniformly dispersed nanoparticles of varying shapes, providing a substantial surface area for improved hydrogen production. The coatings demonstrate exceptional operational stability with minimal degradation even after extensive high-current testing. The primary mechanism of NiMo coating degradation is identified as the slow dissolution of molybdenum. More information can be found in the Research Article by Eduardo Gracia-Espino and co-workers (DOI: 10.1002/open.202400069).<figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure>\u0000 </p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"14 1","pages":""},"PeriodicalIF":2.5,"publicationDate":"2025-01-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.202580101","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143113749","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Investigation of Thiazolidine-2,4-Dione Derivatives as Acetylcholinesterase Inhibitors: Synthesis, In Vitro Biological Activities and In Silico Studies.","authors":"Hanane Naeimi, Maryam Taheri, Hossein Ghafouri, Asadollah Mohammadi","doi":"10.1002/open.202400294","DOIUrl":"https://doi.org/10.1002/open.202400294","url":null,"abstract":"<p><p>The inhibition of acetylcholinesterase (AChE), an enzyme responsible for the inactivation and decrease in acetylcholine in the cholinergic pathway, has been considered an attractive target for small-molecule drug discovery in Alzheimer's disease (AD) therapy. In the present study, a series of TZD derivatives were designed, synthesized, and studied for drug likeness, blood-brain barrier (BBB) permeability, and adsorption, distribution, metabolism, excretion, and toxicity (ADMET). Additionally, docking studies of the designed compounds were performed on AChE. Additionally, all the TZD derivatives (CHT1-5) showed an acceptable affinity for AChE inhibition, and the results showed convincing binding modes in the active site of AChE. Among them, 5-(4-methoxybenzylidene) thiazolidine-2,4-dione (CHT1) was identified as the most potent AChE inhibitor (IC₅₀ of 165.93 nM) with the highest antioxidant activity. Following the exposure of PC12 cells to Aβ1-42 (100 μM), a marked reduction in cell survival was observed. Pretreatment of PC12 cells with TZD derivatives had a neuroprotective effect and significantly enhanced cell survival in response to Aβ-induced toxicity. Western blotting analysis revealed that CHT1 (5 and 8 μM) downregulated p-Tau and HSP70 expression levels. The results indicate that CHT1 is a promising and effective AchE-I that could be utilized as a powerful candidate against AD.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400294"},"PeriodicalIF":2.5,"publicationDate":"2025-01-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142964135","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Spiro-Ometad As A Promising Substrate In Biomedical Devices.","authors":"Lisa Titze, Francesca Cadamuro, Nicoletta Murenu, Raziyeh Akbari, Luca Pellegrino, Giancarlo Capitani, Maurizio Acciarri, Carlo Antonini, Laura Russo, Norberto Manfredi","doi":"10.1002/open.202400002","DOIUrl":"https://doi.org/10.1002/open.202400002","url":null,"abstract":"<p><p>Bioactive films composed of Spiro-OMeTAD, a conductive molecular material (CMM), in combination with collagen have been manufactured and characterised for the first time. In-vitro cellular testing demonstrated the non-cytotoxicity of the doped Spiro-OMeTAD /Collagen films, opening the way for implantable or wearable medical devices and biosensors based on molecular materials.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400002"},"PeriodicalIF":2.5,"publicationDate":"2025-01-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142945634","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Substituent-Driven Anion-Binding Selectivity in Aliphatic Chain-Substituted 1,2-Phenylene Urea Macrocycles and Optimized Synthetic Methodology.","authors":"Kateřina Svobodová, Václav Eigner, Andrea Brancale, Petra Cuřínová, Michal Himl","doi":"10.1002/open.202400469","DOIUrl":"https://doi.org/10.1002/open.202400469","url":null,"abstract":"<p><p>1,2-Phenylene tetraurea macrocycles recently attracted attention as self-assembled channel-making compounds with high selectivity to chlorides. Here, we report on the introduction of aliphatic chains in the periphery of the 1,2-phenylene tetraurea macrocycle, which led to deterioration in the ability of the macrocycle to form channels and to a reversal of anion binding preferences in favour of dihydrogen phosphate. In addition, we have developed a new method of synthesis of 1,2-phenylene tetraurea macrocycle, using a direct click of two diamino ureido derivatives by triphosgene in the presence of chloride template. This approach saves time and eliminates demanding isolation of the non-cyclic tetrameric intermediates.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400469"},"PeriodicalIF":2.5,"publicationDate":"2025-01-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142945644","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Facile Synthesis of Oxazolidinones as Potential Antibacterial Agents.","authors":"Secret P Els, Kimberleigh B Govender, Mxolisi K Sokhela, Nilay Bhatt, Nakita Reddy, Hendrik G Kruger, Per I Arvidsson, Hendra Gunosewoyo, Thavendran Govender, Tricia Naicker","doi":"10.1002/open.202400432","DOIUrl":"https://doi.org/10.1002/open.202400432","url":null,"abstract":"<p><p>An efficient microwave-assisted synthesis route for novel oxazolidinone analogues has been developed. The general synthesis of these compounds began with an L-proline-mediated three-component Mannich reaction between commercially available 3-fluoro-4-morpholinoaniline, aqueous formaldehyde and α-hydroxyacetone. This was followed by a one-step cyclisation to form the core structure of oxazolidinone antibiotics which was subsequently derivatized. The novel compounds were evaluated for their antibacterial activity against M. smegmatis. One of the novel oxazolidinone derivatives 18 a1 produced a MIC of 8 mg/L, comparable with the commercial Rifampicin. The methodology is a useful addition to the field since it can make highly sought-after oxazolidinone derivatives, using cheaper, less harsh commercially available reagents, in a short time and one pot.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400432"},"PeriodicalIF":2.5,"publicationDate":"2025-01-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142945628","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Computational Study on the Reaction Mechanism of 5-Enolpyruvylshikimate-3-phosphate Synthase from Nicotiana Tabacum.","authors":"Qingfang Han, Beibei Lin, Ziwei Liu, Mengsha Li, Zhaopeng Luo, Xixian Xie, Lijuan Ma, Hao Su, Xiang Sheng","doi":"10.1002/open.202400433","DOIUrl":"https://doi.org/10.1002/open.202400433","url":null,"abstract":"<p><p>5-Enolpyruvylshikimate-3-phosphate synthase (EPSPS) catalyzes the conversion of 5-enolpyruvate (PEP) and shikimic acid phosphate (S3P) to 5-enolpyruvylshikimic acid-3-phosphate (EPSP), releasing inorganic phosphate. This reaction is the sixth step of the shikimate pathway, which is a metabolic pathway used by microorganisms and plants for the biosynthesis of aromatic amino acids and folates but not in mammals. In the present study, the detailed reaction mechanism of EPSPS from Nicotiana tabacum (NtEPSPS) is revealed by quantum chemical calculations with the cluster approach. The reaction is proposed to involve the formation of a carbocation intermediate, the formation of a tetrahedral intermediate, the C-O bond cleavage and the re-formation of C=C bond. All four steps are concerted processes involving proton transfer events. The calculations suggest a step-wise mechanism for the formation of the tetrahedral intermediate by the proton transfer from the hydroxyl group of S3P to Asp331 and the nucleophilic attack of hydroxyl group on the carbocation, which is consistent with the proposal in literature. The energy profile for the entire reaction is presented, showing that C-O bond cleavage of the tetrahedral intermediate, releasing phosphate, is the rate-limiting step. The interaction between the Glu359 residue and the phosphate group is significant in stabilizing the phosphate.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400433"},"PeriodicalIF":2.5,"publicationDate":"2025-01-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142945615","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Reactivity of Imidazole- and Pyridine-Carboxaldehydes for Gem-Diol and Hemiacetal Generation: Theoretical and Experimental Insights.","authors":"Ayelén F Crespi, Emiliano Barrionuevo, Gabriel Jasinski, Albertina G Moglioni, Daniel Vega, Juan M Lázaro-Martínez","doi":"10.1002/open.202400411","DOIUrl":"https://doi.org/10.1002/open.202400411","url":null,"abstract":"<p><p>Gem-diols are defined as organic molecules carrying two hydroxyl groups at the same carbon atom, which is the result of the nucleophilic addition of water to a carbonyl group. In this work, the generation of the hydrated or hemiacetal forms using pyridine- and imidazole-carboxaldehyde isomers in different chemical environments was studied by Nuclear Magnetic Resonance (NMR) recorded in different media and combined with theoretical calculations. The change in the position of aldehyde group in either the pyridine or the imidazole ring had a clear effect in the course of the hydration/hemiacetal generation reaction, which was favored in protic solvents mainly in the presence of methanol. For pyridinecarboxaldehydes, the acidity/basicity degree of the reaction medium influenced not only the generation of the gem-diol or hemiacetal forms but also the oxidation to the corresponding carboxylic acid. However, imidazolecarboxaldehyde was found to be less reactive to the nucleophilic addition of water and methanol than the other compounds in all the environments evaluated. Furthermore, both the gem-diol/hemiacetal generation and the Cannizzaro reaction products were studied in alkaline medium.</p>","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":" ","pages":"e202400411"},"PeriodicalIF":2.5,"publicationDate":"2025-01-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142930814","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}