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Chemical Monthly

Current research reports and chronological list of recent articles..




The international scientific journal Chemical Monthly was originally conceived as an Austrian journal of chemistry, and has evolved into an international journal covering all branches of chemistry. It features the most recent research in analytical, inorganic, medicinal, organic, physical, structural, and theoretical chemistry, including chemically oriented areas of biochemistry.

The publisher is Springer. The copyright and publishing rights of specialized products listed below are in this publishing house. This is also responsible for the content shown.

To search this web page for specific words type "Ctrl" + "F" on your keyboard (Command + "F" on a Mac). Then: type the word you are searching for in the window that pops up!

Additional research articles in the field of general chemistry, see Current Chemistry Research Articles. Magazines with similar content:

 - Angewandte Chemie International Edition,

 - Chemical Communications,

 - The Chemical Record,

 - Chemistry Central Journal,

 - Chemistry Letters,

 - Journal of the American Chemical Society,

 - Nature Chemistry.



Chemical Monthly - Abstracts



Optical, electrochemical, and sensing properties of (E)‐2‐[[(4-hydroxyphenyl)imino]methyl]phenol for the detection of iodide ions

Abstract

An electrochemical sensor based on (E)-2-[[(4-hydroxyphenyl)imino]methyl]phenol (anil) was developed for the detection of iodide anions. The complexation ability of the anil with I, Br, Cl, CN, SCN, \({\mathrm{NO}}_{3}^{-}\) , CH3COO, \({\mathrm{SO}}_{4}^{2-}\) , F, and S2− was explored by UV–Vis spectroscopy. The results showed that the proposed probe has high sensibility for the detection of I, with the absorption intensity changing due to the formation of anil–I complex. The anil and iodide anion bind by a 1:1 complex stoichiometry and the association constant is determined to be 8.5 × 103 M−1. In addition, the sensing film was elaborated by drop coating on a platinum electrode. The electrochemical sensors for the detection of I were analyzed by DPV. It showed a linear response in the range of 1 × 10–7 to 1 × 10–4 M, with a low detection limit of 4 × 10–8 M. The sensor shows good analytical performance. The developed sensor is suitable for application in water quality monitoring.

Graphical abstract


Datum: 30.06.2022


Liquid chromatography and capillary electrophoresis in glycomic and glycoproteomic analysis

Abstract

Glycosylation is one of the most significant and abundant post-translational modifications in cells. Glycomic and glycoproteomic analyses involve the characterization of oligosaccharides (glycans) conjugated to proteins. Glycomic and glycoproteomic analysis is highly challenging because of the large diversity of structures, low abundance, site-specific heterogeneity, and poor ionization efficiency of glycans and glycopeptides in mass spectrometry (MS). MS is a key tool for characterization of glycans and glycopeptides. However, MS alone does not always provide full structural and quantitative information for many reasons, and thus MS is combined with some separation technique. This review focuses on the role of separation techniques used in glycomic and glycoproteomic analyses, liquid chromatography and capillary electrophoresis. The most important separation conditions and results are presented and discussed.

Graphical abstract


Datum: 21.06.2022


Electrochemical reactivity of thin film of plumbagin at ionic liquid | water interface

Abstract

The electrochemical behavior of plumbagin at the glassy carbon electrode modified by a thin film of tetraoctylphosphonium bromide has been investigated using cyclic and square-wave voltammetry. It was found that the redox transformation of plumbagin gives rise to two dependent systems, I/I’ and, II/II’, which are monoelectronic and resulting likely, respectively, in the formation of a monoanionic radical end of a dianion radical. The two systems were quasi-reversible. The formation of ion pairs was the main effect governing the observed redox processes and the obtained system was influenced by the scan rate as well as the scan frequency.

Graphical abstract


Datum: 21.06.2022


Efficient and heterogeneous transfer hydrogenation of nitroarenes using immobilized palladium nanoparticles on silica–starch substrate (PNP-SSS)

Abstract

This paper reports the efficient transfer hydrogenation of nitroarenes to anilines using immobilized palladium nanoparticles on a silica–starch substrate (PNP-SSS) in the presence of sodium borohydride as a reducing agent in water as a green solvent at room temperature. The prepared PNP-SSS nanocatalyst was characterized using FT-IR, XRD, SEM, EDS, BET, TEM, and ICP analyses. This catalyst system was found to be a powerful heterogeneous catalyst system to reduce the aromatic nitro compounds yielding anilines with high conversion rates. In this process, the PNP-SSS catalyst can be reused more than five times with almost consistent efficiency.

Graphical abstract


Datum: 21.06.2022


Amperometric sensor using nylon-6-film-modified carbon electrode for low-cost detection of ascorbic acid

Abstract

This study elucidates the morphological characteristics of nylon-6 film as a recognition interface for the detection of ascorbic acid by an amperometric-based biosensor. Two nylon-6 films (16 wt% and 25 wt% nylon-6 polymer) with extinctive surface morphologies were wrapped on the surface of a pencil-lead carbon electrode to specifically immobilize ascorbate oxidase. During the detection process, the porous nylon-6 film maintains capillary flow, allowing ascorbic acid to pass through the film thickness to reach the ascorbate oxidase immobilization zone, and then to the working electrode for amperometric output. The maximum oxidative peak current of cyclic voltammetry is directly commensurated to the ascorbic acid concentration with a correlation coefficient of 0.9992. These data demonstrate that the nylon-6-modified carbon electrode exhibits good stability over the concentration range studied (1–30 mM). In this work, the sensor detected ascorbic acid with a detection limit of 0.82 mM, and the calculated Michaelis–Menten constant (Km) was 17.95 mM. In the presence of citric acid as a competing noise compound, the nylon-6-modified electrochemical sensor also exhibited linearity in determination of ascorbic acid in mixtures with a correlation coefficient of 0.9863. The results clearly demonstrated that nylon-6 film serves as a promising recognition interface for immobilizing ascorbate oxidase, offering the possibility for applications such as quality control of food samples.

Graphical abstract


Datum: 18.06.2022


Chemotaxonomic markers for the authentication of the historical remains of chicory extract from the eighteenth century and mass spectrometry of these markers

Abstract

The combination of extraction with different solvents with HPLC-MS2 was used to identify chemotaxonomic markers (sesquiterpene lactones and hydroxycinnamic acids) to confirm whether the 200-year-old historical material is chicory extract. To compare and verify this approach, an analysis of current dry chicory root was performed simultaneously. Although it was not possible to prove the presence of selected sesquiterpene lactones or hydroxycinnamic acids in the historical sample analyzed, arteincultone was found to be a suitable chemotaxonomic marker to prove that this sample was prepared from chicory in the past. Moreover, this is the first evidence of this substance in the plant Cichorium intybus. In addition, the presence of other substances typical of chicory confirms the positive authentication of the sample. Mass spectrometric fragmentation of arteincultone, selected sesquiterpene lactones, and chicoric acid has also been studied in detail.

Graphical abstract


Datum: 14.06.2022


Determination of chlorpromazine, levomepromazine, and promethazine by sequential injection analysis with VIS spectrometric or spectrofluorimetric detection

Abstract

Automatic sequential injection analysis (SIA) with spectrometric or spectrofluorimetric detection is presented for the determination of three selected phenothiazines (chlorpromazine, levomepromazine, and promethazine) in pharmaceutical formulations. The determination is based on the oxidation of phenothiazine by cerium(IV) in acidic media, which leads to the formation of a color product that is detected by either VIS spectrometry or spectrofluorimetry. The conditions of SIA were optimized and second-order polynomial calibration equations were established in a dynamic range of 3–350 mg dm−3 for VIS detection, 0.05–50 mg dm−3 for spectrofluorimetric detection, respectively. The limit of quantitation was established 0.31 mg dm−3 for VIS detection, 2.6 × 10−3 mg dm−3 for spectrofluorimetric detection, respectively. The sample throughput was 24 h−1 for VIS spectrometric, 20 h−1 for spectrofluorimetric, respectively, detection. Common excipients of the dosage forms (fructose, glucose, lactose) did not affect the measurement even at concentrations 200 times higher than phenothiazine. The method was used for the phenothiazine assay in authentic samples of commercial pharmaceutical formulations, and the results were in good agreement with the official pharmacopoeial method. The advantages of the developed SIA method are its complete automation, speed, very low reagent consumption, and a wide dynamic range of analyte concentrations, enabling it to be advantageously used for routine product control in the pharmaceutical industry.

Graphical abstract


Datum: 10.06.2022


Multicomponent synthesis of a novel bicyclic pyran-2-one system

Abstract

A one-pot procedure was developed for synthesis of a new series of pyran-2-one products, based on the combination of cyclohexanone with malononitrile and aromatic aldehydes. Reactions take place in an aqueous alcoholic medium at elevated temperature in relatively short time periods, directly giving the products by spontaneous precipitation in the vessel. The final formation of the aromatic pyran-2-one system occurs in situ under molecular iodine catalysis. Monitoring of the reactions suggested the intervention of the respective bisarylidene and amino-4H-chromene intermediates in the process. These intermediates were synthesized separately and converted to the same final products to support that the reaction proceeds through the suggested mechanism.

Graphical abstract


Datum: 01.06.2022


Synthesis of N-sulfonylamidines via three-component reaction of proline, aldehydes, and sulfonyl azides under metal-free conditions

Abstract

Synthesis of N-sulfonylamidines was performed by three-component coupling reaction of proline, aldehydes, and sulfonyl azides under mild conditions. In this reaction, using acetophenone as a representative ketone instead of aldehydes gave the desired product albeit in low yield. During our mechanistic studies, we trapped the nitrene as the key intermediate using PPh3. This simple and practical approach could be applied for the synthesis of biologically active molecules having N-sulfonylamidine moiety.

Graphical abstract


Datum: 01.06.2022


Spectroscopic analysis of 2-(5-mercapto-1,3,4-oxadiazol-2-yl)-6-methylquinolin-4-ol binding to blood plasma albumin

Abstract

Binding of 2-(5-mercapto-1,3,4-oxadiazol-2-yl)-6-methylquinolin-4-ol (C1), a biologically active substance, to bovine blood plasma albumin (BSA) at 293, 298, and 303 K was studied using fluorescence (steady state, synchronous, excitation/emission matrix) and FT-IR spectroscopy methods. The experimental results showed that C1 causes fluorescence quenching of BSA through both static and dynamic quenching mechanisms. The thermodynamic parameters, enthalpy and entropy change, for the static quenching were calculated to be − 35.73 kJ mol−1 and − 35.34 J mol−1 K−1, which indicated that hydrogen bonding and van der Waals interactions were the predominant intermolecular forces regulating C1–BSA interactions. Distance between donor and acceptor (2.14, 2.26, and 2.30 nm) depending on the temperature, obtained from intrinsic Förster resonance energy transfer calculations, revealed the static quenching mechanism of BSA fluorescence in 0–3.0 × 10−5 mol/dm3 concentration range of C1. The micro-environmental and conformational changes in BSA structure, established by synchronous, excitation/emission matrices and FT-IR spectra showed the changes in the BSA secondary structure.

Graphical abstract


Datum: 01.06.2022


Facile metal-free visible-light-mediated chlorotrifluoromethylation of terminal alkenes

Abstract

A simple and convenient eosin Y-catalyzed procedure has been developed to effect metal-free, visible-light mediated chlorotrifluoromethylation of terminal alkenes with CF3SO2Cl. Several substrates with terminal alkenes including an aromatic heterocycle reacted smoothly to afford various chlorotrifluoromethylated compounds in good to excellent yields.

Graphical abstract


Datum: 01.06.2022


Binuclear Pd(II) complexes with multidentate Schiff base ligands: synthesis, catalysis, and antibacterial properties

Abstract

Three new binuclear palladium(II) complexes with multidentate Schiff base ligands were synthesized and characterized by FT-IR, UV–Vis, 1H-NMR, ESI–MS, and CHN analysis. The complexes were successfully applied as catalysts for hydration of nitriles to amides. Using one of the complexes, a wide range of aryl/heteroaryl nitriles were efficiently converted to corresponding amides in moderate-to-excellent yields with low catalyst loading (0.8 mol%). In addition, the complexes were also tested for antibacterial activity against two gram-positive and two gram-negative bacteria using Kirby Bauer’s disc diffusion method. However, to our surprise, among the three complexes, only one complex showed growth inhibitory effect against gram-positive bacteria, Bacillus subtilis, for which minimum inhibitory concentration (MIC) was determined to be 30 µg cm−3.

Graphical abstract


Datum: 01.06.2022


Dichlorosilane adsorption on the Al, Ga, and Zn-doped fullerenes

Abstract

Density functional theory calculations are utilized for probing the effect of doping Al, Ga, and Zn atoms on the sensing performance of a C60 fullerene in detecting the dichlorosilane (DS) gas. We predicted that the interaction of pure C60 with DS is physisorption, and the sensing response (SR) of C60 is 8.6. The adsorption energy of DS changes from − 21.4 to − 84.4, − 86.7, and − 90.7 kJ/mol, by doping the Al, Ga, and Zn metals, respectively. Also, the corresponding SR meaningfully rises to 33.7, 52.3, and 92.9, indicating that the Zn transition metal much more increases the sensitivity of fullerene compared to the Al and Ga metals. Our theoretical results further support the fact that the metal@C60 nanostructures have practical applications.

Graphical abstract


Datum: 01.06.2022


A review towards synthesis of heterocycles using propargyl alcohols and propargyl amines

Abstract

In the area of drug discovery, nitrogen/oxygen-based heterocycles have been utilized as key intermediates and have great attention in organic chemistry. A literature survey reveals that in the past two decades propargyl alcohols and propargyl amines contributed significantly to the synthesis of such bioactive heterocycles. Propargyl alcohols and propargyl amine precursors are alkyne-based compounds and can be easily converted to propargylic carbocations. The nucleophilic nature of the triple bond and electrophilic nature of furnished carbocations from propargyl alcohols and propargyl amines makes these intermediates highly reactive and useful for the synthesis of various heterocycles by cycloaddition, intermolecular/intramolecular-cyclization, cycloisomerization, cyclo-condensation reactions. Here in this review, we are going to summarize important and useful methodologies for the development of nitrogen and oxygen-based heterocycles using propargyl alcohols and propargyl amines.

Graphical abstract


Datum: 01.06.2022


Synthesis and characterization of (1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole and its isoxazolidine-3-carbonitrile derivatives

Abstract

In this study, a new chiral isoxazoline, namely, (1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole and (3RS,1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-2,5,5-trimethyltetrahydro-1,2-oxazole-3-carbonitrile were successfully synthesized and characterized by FT-IR, 1H NMR, 13C NMR, DEPT, H,H- and C,H–COSY, and HRMS. The preparation of (1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole was achieved by 1,3-dipolar cycloaddition reaction between the nitrile oxide, obtained in situ from 2,3-O-isopropylidenedioxyethyl-D-glycerohydroximoyl chloride, and isobutene in ether at 0 °C. The absolute configuration is determined and the chirality at the 1′-position (C6) is S. Derivative (3RS,1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-2,5,5-trimethyltetrahydro-1,2-oxazole-3-carbonitrile was obtained by the reaction of (1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole with Meerwein's salt (Me3OBF4) followed by sodium cyanide in a stereoselective manner with the chirality at the 3 and 1′-positions (C1 and C8, respectively) being S. In an effort to complete the chemical structure description of the synthetized compounds, crystal structure determination of (1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-5,5-dimethyl-4,5-dihydro-1,2-oxazole and the minor derivative (3R,1′S)-3- (1′,2′-O-isopropylidenedioxyethyl)-2,5,5-trimethyltetrahydro-1,2-oxazole-3-carbonitrile was done. The molecular structure of both derivatives consists of two five-membered rings, isoxazole C1/C2/C3-N1/O1 and 4,4-dihydro-1,3-dioxolane C6/C7/C8-O2/O3 in the 1,2-oxazole derivative and isoxazolidine C1/C2/C3-N1/O1 and 1,3-dioxolane C8/C9/C10-O2/O3 in the carbonitrile derivative. The rings adopt envelope conformations with atoms C1 and C6 (in the 1,2-oxazole derivative) and C1 and C8 (in the carbonitrile derivative) at the flap. The crystal packing is stabilized by C–H···O (in the 1,2-oxazole derivative) and C–H···O/N (in the carbonitrile derivative) interactions to assemble supramolecular arrays of both crystals. Hirshfeld surface analysis revealed that H···H (71.1 and 75.8% in 1,2-oxazole derivative and the carbonitrile derivative, respectively) are the most significant interactions, along with additional N···H/H···N and O···H/H···O interactions. The energy framework calculations indicate that the both electrostatic and dispersion energy contribute significantly in stabilizing both structures.

Graphical abstract


Datum: 01.06.2022


Determination of the chemical compounds of Shuchazao tea flowers at different developmental stages and in young shoots using 1H NMR-based metabolomics

Abstract

The chemical compounds in tea leaves have been extensively explored in recent decades. However, the compounds in tea flowers have not been fully investigated. In present study, the main chemical compounds in tea flowers were identified at four developmental stages using non-targeted metabonomics based on proton nuclear magnetic resonance (1H NMR) and an automatic amino acid analyzer, and compared with those in young tea shoots. The results showed significant differences in catechins, sugars, organic acids and amino acids between tea flowers and young shoots. The concentrations of epigallocatechin gallate, epigallocatechin, epicatechin, and caffeine were significantly lower (p < 0.01) and sugar content significantly higher (p < 0.01) in flowers than in young shoots. Caffeine and β-glucose gradually decreased and sucrose constantly increased during flower development; α-glucose and fructose were most concentrated in the white bud and then decreased with flower development. Tea flowers contained more succinic acid, citric acid, and chlorogenic acid but less quinic acid and malic acid than young shoots. Both tea flowers and young tea shoots contained 20 common amino acids, including 7 essential ones. The concentration of amino acids was highest in the white bud (27.66 mg/g); young tea shoots contained significantly more L-theanine than tea flowers (p < 0.01). Our data indicate that the different stages of tea flowers have a set of characteristic chemical compounds and are potentially useful for functional foods.

Graphical abstract


Datum: 01.06.2022


Voltammetric detection of biosorption of Co, Ni, Zn, Cd, Pb, and Cu on Hypnum cupressiforme Hedw. in aquatic media

Abstract

In this study, the concentration of six heavy metal ions biosorbed at Hypnum cupressiforme Hedw. (HC), moss determined by voltammetric methods. While determining the optimum biosorption conditions, it was found that the amount of biosorbent 0.1 g, the contact time of metal ions–mosses is 30 min. The biosorption event shows that Ni2+ and Cu2+ appropriate the Langmuir isotherm and sequence of biosorption % was explained for covalent radii of these metals. Pb2+, Cd2+, Co2+, Zn2+, appropriate the Freundlich isotherm model and sequence of biosorption % was explained for the ratio of the hydration number to the hydrated radii of these metals. Biosorption results indicated that HC can be used for removing metal ions from aqueous solutions.

Graphical abstract


Datum: 01.06.2022


Synthesis of novel 1,2,3-triazole hybrids of methyl β-orsellinate with capabilities to arrest cell cycle and induce apoptosis in breast cancer cells (MCF-7)

Abstract

A total of eleven novel 1,2,3-triazole hybrids were synthesized in excellent yields from methyl β-orsellinate through a two-step protocol with 1,3-dipolar cycloaddition as the key step. The newly synthesized compounds have been evaluated for their anti-proliferative potential against a panel of cancer cell lines viz. DU-145, MCF-7, PC-3, IMR-32, and HEK-293T. Interestingly, one of the compounds exhibited higher cytotoxicity on MCF-7 cells with an IC50 of 5 µM as compared to non-cancerous HEK293T cells (23.28 µM). Flow cytometry analysis and acridine orange/ethidium bromide dual staining have showed the significant G0/G1 phase arrest and effective induction of apoptosis, respectively. Furthermore, the inhibition of CDK4/Cyclin D1 complex proteins and thereby downregulation of p-Rb and E2F1 showed that this compound can act as a potent cell-cycle inhibitor. Docking studies also indicated that the compound may act as a strong ATP competitive inhibitor of CDK4/Cyclin D1 complex. Evidently, the methyl β-orsellinate conjugates of 1,2,3-triazole hybrids could be the effective anticancer leads in breast cancer therapeutics.

Graphical abstract


Datum: 01.06.2022


Novel xanthene-like dyes: synthesis and spectral properties

Abstract

New xanthene-like dyes were synthesized by the reaction of N-[(9-chloro (bromo)-2,3-dihydro-1H-xanthene(chromen)-4-yl)-methylene]-N-methylmethanaminium perchlorates with CH-acids. The presence of two electrophilic reaction sites allows the selective modification of the structure to form dyes with predicted photophysical properties. Dyes with a five-membered annulated aliphatic cycle can be used as organic fluorophores, and dyes with a seven-membered annulated aliphatic cycle as light filters.

Graphical abstract


Datum: 01.06.2022


Co(II) single-ion magnets: synthesis, structure, and magnetic properties

Abstract

Magnetoactive coordination compounds exhibiting bi- or multistability between two or more magnetic stable states present an attractive example of molecular switches. Currently, the research is focused on molecular nanomagnets, especially single molecule magnets (SMMs), which are molecules, where the slow relaxation of the magnetization based on the purely molecular origin is observed. Contrary to ferromagnets, the magnetic bistability of SMMs does not require intermolecular interactions, which makes them particularly interesting in terms of application potential, especially in the high-density storage of data. This paper aims to introduce the readers into a basic understanding of SMM behaviour, and furthermore, it provides an overview of the attractive Co(II) SMMs with emphasis on the relation between structural features, magnetic anisotropy, and slow relaxation of magnetization in tetra-, penta-, and hexacoordinate complexes.

Graphical abstract


Datum: 21.05.2022


 


Category: Current Chemistry Research

Last update: 28.03.2018.






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