Journal Description
Chemistry
Chemistry
is an international, peer-reviewed, open access journal on chemistry published bimonthly online by MDPI.
- Open Access— free for readers, with article processing charges (APC) paid by authors or their institutions.
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- Rapid Publication: manuscripts are peer-reviewed and a first decision is provided to authors approximately 19.1 days after submission; acceptance to publication is undertaken in 3.5 days (median values for papers published in this journal in the second half of 2023).
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Impact Factor:
2.1 (2022);
5-Year Impact Factor:
2.1 (2022)
Latest Articles
Breathable Iron-Based MIL-88 Framework as Dye Adsorbent in Aqueous Solution
Chemistry 2024, 6(2), 283-298; https://doi.org/10.3390/chemistry6020015 - 14 Mar 2024
Abstract
Metal–organic frameworks (MOFs) have been observed to exclusively eliminate dyes confined within their respective pores. In this investigation, the synthesis of a breathable MOF structure, MIL-88B(Fe), was pursued with the objective of circumventing restrictions on pore size to enhance its adsorption capabilities. The
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Metal–organic frameworks (MOFs) have been observed to exclusively eliminate dyes confined within their respective pores. In this investigation, the synthesis of a breathable MOF structure, MIL-88B(Fe), was pursued with the objective of circumventing restrictions on pore size to enhance its adsorption capabilities. The synthesis of MIL-88B(Fe) was carried out via the assisted solvothermal method at 373 K using inexpensive yet environmentally benign FeCl3·6H2O, 1,4-benzenedicarboxylic acid, and DMF as a metal precursor, linker, and solvent, respectively. Furthermore, the MOF was subjected to extensive analytical characterisation using XRD, FT-IR spectroscopy, N2 gas sorption, TGA, and SEM. The experimental data showed that the utilisation of MIL-88B(Fe) with a dose level of 5 mg for 180 min at a pH of 9 led to the highest levels of adsorption for both dyes, with 162.82 mg g−1 for methylene blue (MB) and 144.65 mg g−1 for rhodamine B (RhB), as a result of the contrast in the molecular size between each dye. The Langmuir and Freundlich models demonstrated a correlation with isotherms, while the thermodynamic analysis demonstrated that MIL-88B(Fe) exhibits distinct endothermic and breathable properties. The efficacy of MIL-88B(Fe) adsorbent for MB and RhB in aqueous solutions indicated exceptional performance, stability, and noteworthy reusability performance.
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(This article belongs to the Special Issue Low-Cost Water Treatment - New Materials and New Approaches)
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Open AccessArticle
Development and Validation of a Chromatographic Method for Ibrutinib Determination in Human and Porcine Skin
by
Lucas F. F. Albuquerque, Maria Victoria Souto, Felipe Saldanha-Araujo, Juliana Lott Carvalho, Tais Gratieri, Marcilio Cunha-Filho and Guilherme M. Gelfuso
Chemistry 2024, 6(2), 272-282; https://doi.org/10.3390/chemistry6020014 - 27 Feb 2024
Abstract
Ibrutinib (IBR) is a tyrosine kinase inhibitor investigated for treating solid and non-solid tumors. Considering the advantages that a topical application of IBR could generate in terms of dose reduction and side effects in skin cancer treatment, this paper presents a simple and
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Ibrutinib (IBR) is a tyrosine kinase inhibitor investigated for treating solid and non-solid tumors. Considering the advantages that a topical application of IBR could generate in terms of dose reduction and side effects in skin cancer treatment, this paper presents a simple and selective HPLC method for determining IBR concentration in in vitro skin permeation studies to support the development of topical formulations. The method uses a reversed-phase C18 column and a mobile phase composed of acetonitrile and 0.01 mol/L phosphoric acid at pH 3.5 (35:65 v/v), flowing at 1.0 mL/min. The oven temperature was set at 35 °C, the injection volume was 20 μL, and UV drug detection was performed at 259 nm. The validation procedure certified that this method was selective for IBR determination even when extracted from human or porcine skin matrices. The method was linear over a range of 0.2 to 15.0 μg/mL, precise, robust, and accurate, with recovery rates from the skin layers higher than 89.5 ± 5.9% for the porcine skin and higher than 92.0 ± 0.2% for the human skin. The limits of detection and quantification were 0.01 and 0.02 μg/mL, respectively. The method showed, therefore, to be adequate for use in further skin permeation studies employing IBR topical formulations.
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(This article belongs to the Section Medicinal Chemistry)
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Open AccessArticle
Chemical Composition of the Essential Oils from Goniothalamus tortilipetalus M.R.Hend. and Their Antioxidant and Antibacterial Activities
by
Aknarin Anatachodwanit, Phunrawie Promnart, Suwanna Deachathai, Tharakorn Maneerat, Rawiwan Charoensup, Thidarat Duangyod and Surat Laphookhieo
Chemistry 2024, 6(2), 264-271; https://doi.org/10.3390/chemistry6020013 - 23 Feb 2024
Abstract
This work was the first investigation of the essential oil composition of Goniothalamus tortilipetalus M.R.Hend. The aim of this study is to investigate the essential oil composition extracted from different parts of Goniothalamus tortilipetalus M.R.Hend., including flowers, leaves, and twigs, and to evaluate
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This work was the first investigation of the essential oil composition of Goniothalamus tortilipetalus M.R.Hend. The aim of this study is to investigate the essential oil composition extracted from different parts of Goniothalamus tortilipetalus M.R.Hend., including flowers, leaves, and twigs, and to evaluate their antioxidant and antibacterial activities. The Clevenger apparatus was used for hydrodistillation to prepare the essential oils. The essential oils were investigated using gas chromatography–mass spectrometry (GC-MS). The three major compounds of the flowers were bicyclogermacrene (15.81%), selin-11-en-4-α-ol (14.68%), and E-caryophyllene (7.02%), whereas the leaves were p-cymene (39.57%), ascaridole (9.39%), and α-copaene (9.12%). In the case of the twigs, α-copaene (10.34%), selin-11-en-4-α-ol (8.85%), and p-cymene (7.76%) were the major compounds. The flower essential oil showed antioxidant activities with IC50 values of 725.21 µg/mL and 123.06 µg/mL for DPPH and ABTS assays, respectively. The flower essential oil also displayed antibacterial activity against Bacillus subtilis, Staphylococcus aureus, Micrococcus luteus, Salmonella typhimurium, and Shigella flexneri, with the same MIC value of 640 µg/mL.
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(This article belongs to the Section Biological and Natural Products)
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Open AccessArticle
Methylene Blue Removal by Copper Oxide Nanoparticles Obtained from Green Synthesis of Melia azedarach: Kinetic and Isotherm Studies
by
Wafa K. Essa
Chemistry 2024, 6(1), 249-263; https://doi.org/10.3390/chemistry6010012 - 19 Feb 2024
Abstract
In this study, Melia azedarach fruit extract was used as a reducing agent and copper chloride dihydrate (CuCl2·2H2O) was used as a precursor in the synthesis of copper oxide nanoparticles (CuO NPs). The UV–visible spectrum showed a characteristic absorption
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In this study, Melia azedarach fruit extract was used as a reducing agent and copper chloride dihydrate (CuCl2·2H2O) was used as a precursor in the synthesis of copper oxide nanoparticles (CuO NPs). The UV–visible spectrum showed a characteristic absorption peak of CuO NPs at 350 nm. The surface properties of the adsorbent were analyzed through various techniques, indicating the successful formation of CuO NPs. The impacts of several factors, including initial pH (4 to 8), a dose of CuO NPs adsorbent (0.01–0.05 g), dye initial concentration (10–50 mg·L−1), and contact times ranging from 5 to 120 min, were examined in batch adsorption studies. Based on the experimental results, the Langmuir isotherm is well-fitted, indicating MB dye monolayer capping on the CuO NPs surface with 26.738 mg·g−1 as a maximum adsorption capacity Qm value. For the pseudo-second-order kinetic model, the experimental and calculated adsorption capacity values (qe) exhibited good agreement.
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(This article belongs to the Special Issue Low-Cost Water Treatment - New Materials and New Approaches)
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Open AccessArticle
Differential Fluorescent Chemosensing of Antibiotics Using a Luminescent Zn(II) Coordination Polymer Based on a 4-Amino-1,8-naphthalimide Tröger’s Base Fluorophore
by
Purti Patel, Mannanthara Kunhumon Noushija and Sankarasekaran Shanmugaraju
Chemistry 2024, 6(1), 237-248; https://doi.org/10.3390/chemistry6010011 - 07 Feb 2024
Abstract
The design and development of useful chemosensors for the ultra-trace detection of environmental pollutants and contaminants is a topical area of research. Herein, we report a new nanoscale emissive Zn(II) coordination polymer (TB-Zn-CP) for differential fluorescence sensing of various antibiotics in
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The design and development of useful chemosensors for the ultra-trace detection of environmental pollutants and contaminants is a topical area of research. Herein, we report a new nanoscale emissive Zn(II) coordination polymer (TB-Zn-CP) for differential fluorescence sensing of various antibiotics in water. TB-Zn-CP was synthesized using a unique V-shaped green emitting 4-amino-1,8-naphthalimide Tröger’s base (TBNap) fluorophore. The structural and morphological features of TB-Zn-CP were characterized by various standard spectroscopic and microscopy techniques. The fluorescence titration studies in water demonstrated a remarkable sensitivity and differential fluorescence sensing properties of TB-Zn-CP for the fast detection of different antibiotics. Among different antibiotics, chloramphenicol (CRP), 1,2-dimethyl-5-nitroimidazole (DMZ), and sulfamethazine (SMZ) displayed the highest fluorescence-quenching efficiency and superior sensitivity in their detection. The differential sensing capability of TB-Zn-CP was also indicated by visualizable color changes. The Stern–Volmer quenching constant KSV was determined to be in the order of 103–104 M−1, and the sensitivity was shown to be at a nanomolar (10−9 M) level. All these results confirm that TB-Zn-CP can be a potential and practically useful polymeric sensor for differential fluorescence and visual detection of different antibiotics in water.
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(This article belongs to the Section Supramolecular Chemistry)
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Open AccessReview
Temperature Matters: Enhancing Performance and Stability of Perovskite Solar Cells through Advanced Annealing Methods
by
Shengcong Wu, Chi Li, Shui Yang Lien and Peng Gao
Chemistry 2024, 6(1), 207-236; https://doi.org/10.3390/chemistry6010010 - 30 Jan 2024
Abstract
Perovskite solar cells (PSCs) have garnered significant attention in the photovoltaic field owing to their exceptional photoelectric properties, including high light absorption, extensive carrier diffusion distance, and an adjustable band gap. Temperature is a crucial factor influencing both the preparation and performance of
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Perovskite solar cells (PSCs) have garnered significant attention in the photovoltaic field owing to their exceptional photoelectric properties, including high light absorption, extensive carrier diffusion distance, and an adjustable band gap. Temperature is a crucial factor influencing both the preparation and performance of perovskite solar cells. The annealing temperature exerts a pronounced impact on the device structure, while the operational temperature influences carrier transport, perovskite band gap, and interface properties. This paper provides a comprehensive review of the influence of varied annealing temperatures on the hole transport layer, electron transport layer, and perovskite layer. Additionally, we present an overview of innovative annealing methods applied to perovskite materials. The effects of diverse working temperatures on the overall performance of perovskite cells are thoroughly examined and discussed in this review. In the end, different temperature conditions under ISOS testing conditions are summarized.
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(This article belongs to the Section Physical Chemistry and Chemical Physics)
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Open AccessReview
Pioneering Synthetic Strategies of 2-Substituted Benzothiazoles Using 2-Aminothiophenol
by
Sunita Teli, Ayushi Sethiya and Shikha Agarwal
Chemistry 2024, 6(1), 165-206; https://doi.org/10.3390/chemistry6010009 - 30 Jan 2024
Abstract
Heterocycles, compounds featuring heteroatoms like nitrogen, sulfur, and oxygen, are integral in fields such as synthesis, pharmacology, and medicine. Among these, benzothiazoles, formed by fusing thiazole with benzene, hold significant prominence. Their unique reactivity, especially at the carbon position between nitrogen and sulfur,
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Heterocycles, compounds featuring heteroatoms like nitrogen, sulfur, and oxygen, are integral in fields such as synthesis, pharmacology, and medicine. Among these, benzothiazoles, formed by fusing thiazole with benzene, hold significant prominence. Their unique reactivity, especially at the carbon position between nitrogen and sulfur, has sparked wide interest. Notably, 2-substituted benzothiazoles exhibit diverse biological activities, including anticonvulsant, antimicrobial, and antioxidant properties, making them valuable in drug discovery. This review unveils an array of mesmerizing methods employed by chemists to prepare these compounds using 2-aminothiophenol as one of the precursors with other varied reactants. From novel strategies to sophisticated methodologies, each section of this review provides a glimpse into the fascinating world of synthetic chemistry of 2-substituted benzothiazoles. Delving into the diverse synthetic applications of 2-substituted benzothiazoles, this paper not only enriches our understanding of their synthesis but also sparks the imagination with the possibilities for future advancements.
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(This article belongs to the Section Medicinal Chemistry)
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Unveiling the Molecular Signature of High-Temperature Cooking: Gas Chromatography-Mass Spectrometry Profiling of Sucrose and Histidine Reactions and Its Derivatives Induce Necrotic Death on THP1 Immune Cells
by
Vaiyapuri Subbarayan Periasamy, Jegan Athinarayanan and Ali A. Alshatwi
Chemistry 2024, 6(1), 153-164; https://doi.org/10.3390/chemistry6010008 - 15 Jan 2024
Abstract
High-temperature cooking processes like frying, baking, smoking, or drying can induce chemical transformations in conventional food ingredients, causing deteriorative modifications. These reactions, including hydrolytic, oxidative, and thermal changes, are common and can alter the food’s chemical composition. This study transformed a combination of
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High-temperature cooking processes like frying, baking, smoking, or drying can induce chemical transformations in conventional food ingredients, causing deteriorative modifications. These reactions, including hydrolytic, oxidative, and thermal changes, are common and can alter the food’s chemical composition. This study transformed a combination of sucrose and histidine (Su-Hi) through charring or pyrolysis. The GC-MS profiling study showed that when sucrose and histidine (Su-Hi) were exposed to high temperatures (≈240 °C), they produced carbonyl and aromatic compounds including beta-D-Glucopyranose, 1,6-anhydro (10.11%), 2-Butanone, 4,4-dimethoxy- (12.89%), 2(1H)-Quinolinone-hydrazine (5.73%), Benzenamine (6.35%), 2,5-Pyrrolidinedione, 1-[(3,4-dimethylbenzoyl)oxy]- (5.82%), Benzene-(1-ethyl-1-propenyl) (5.62%), and 4-Pyridinamine-2,6-dimethyl (5.52%). The compounds mentioned can permeate the cell membrane and contribute to the development of cell death by necrosis in human immune cells. The evidence suggests that a specific set of pyrolytic compounds may pose a risk to immune cells. This investigation reveals the complex relationship between high-temperature cooking-induced transformations, compound permeation inside the cells, and downstream cellular responses, emphasizing the significance of considering the broader health implications of food chemical contaminants.
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(This article belongs to the Section Food Science)
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Open AccessReview
Recent Developments in Enantioselective Scandium-Catalyzed Transformations
by
Hélène Pellissier
Chemistry 2024, 6(1), 98-152; https://doi.org/10.3390/chemistry6010007 - 11 Jan 2024
Abstract
This review collects the recent developments in the field of enantioselective scandium-catalyzed transformations published since the beginning of 2016, illustrating the power of chiral scandium catalysts to promote all types of reactions.
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(This article belongs to the Section Catalysis)
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Open AccessEditorial
Special Issue “Functional Biomolecule-Based Composites and Nanostructures: Current Developments and Applications—A Themed Issue in Honor of Prof. Dr. Itamar Willner”
by
Di Li
Chemistry 2024, 6(1), 95-97; https://doi.org/10.3390/chemistry6010006 - 11 Jan 2024
Abstract
This Special Issue of Chemistry is a themed issue of “Functional Biomolecule-Based Composites and Nanostructures: Current Developments and Applications” in honor of Itamar Willner to celebrate his innovative research career [...]
Full article
(This article belongs to the Special Issue Functional Biomolecule-Based Composites and Nanostructures: Current Developments and Applications—a Themed Issue in Honor of Prof. Dr. Itamar Willner)
Open AccessArticle
A Sensor (Optode) Based on Cellulose Triacetate Membrane for Fe(III) Detection in Water Samples
by
Zulhan Arif, Sri Sugiarti, Eti Rohaeti and Irmanida Batubara
Chemistry 2024, 6(1), 81-94; https://doi.org/10.3390/chemistry6010005 - 27 Dec 2023
Abstract
Iron is a heavy metal that often contaminates water. High iron concentrations are toxic to human health, so monitoring its presence in water is necessary. Iron in water can be detected using an optical sensor (optode). This research aims to fabricate an optode
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Iron is a heavy metal that often contaminates water. High iron concentrations are toxic to human health, so monitoring its presence in water is necessary. Iron in water can be detected using an optical sensor (optode). This research aims to fabricate an optode based on a cellulose triacetate membrane with a selective reagent against Fe(III). The optode was fabricated by mixing cellulose triacetate polymer, a plasticiser (a mixture of oleic acid and acetophenone), aliquot-336, and thiocyanate as a selective reagent. Membrane performance was tested based on working range, linearity, limit of detection and quantitation, precision, and accuracy. The performance of the membrane showed a linear response in the concentration range of 0.1–4 mg/L with a coefficient of determination (R2) of 0.9937, limit of detection of 0.0250 mg/L, limit of quantitation of 0.0757 mg/L, repeatability precision with a relative standard deviation of 3.31%, and an accuracy of 100.49%. Optode selectivity was good for interfering ions Cr(VI) and Pb(II). The colour complex of the optode was stable until the 10th day. The application of iron detection in water samples shows an average concentration of 0.2541 mg/L with good precision and accuracy.
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(This article belongs to the Section Green and Environmental Chemistry)
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4,4-Bis(isopropylthio)-1,1-diphenyl-2-azabuta-1,3-diene Adducts with Cadmium(II), Mercury(II) and Copper(I) Iodides: Crystal, Molecular and Electronic Structures of d10 Transition Metal Chelate Complexes
by
Rodolphe Kinghat, Abderrahim Khatyr, Michael Knorr, Carsten Strohmann and Marek M. Kubicki
Chemistry 2024, 6(1), 62-80; https://doi.org/10.3390/chemistry6010004 - 25 Dec 2023
Abstract
The thioether-functionalized 2-azabutadiene (iPrS)2C=C(H)-N=CPh2 L ligates to CdI2 and HgI2 to form the chelate compounds [CdI2{(iPrS)2C=C(H)-N=CPh2] (1) and [HgI2(iPrS)2C=C(H)-N=CPh
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The thioether-functionalized 2-azabutadiene (iPrS)2C=C(H)-N=CPh2 L ligates to CdI2 and HgI2 to form the chelate compounds [CdI2{(iPrS)2C=C(H)-N=CPh2] (1) and [HgI2(iPrS)2C=C(H)-N=CPh2] (2). Their crystal structures were solved via X-ray diffraction. Both crystallize in the non-centrosymmetric space groups: monoclinic P21 (1) and orthorhombic P212121 (2), respectively. The closed-shell d10 metal centers are four-coordinated (two iodides and S and N coordinating atoms from the ligand L) in both complexes. The geometrical indexes τ indicate that a highly distorted trigonal pyramidal is adopted for 1 and a seesaw geometry for 2. The comparative nature of metal–ligand bonds is discussed on the basis of metric parameters and of QT-AIM (quantum theory of atoms in molecules) calculations. L was also treated with CuI to obtain the dinuclear species [LCu(μ2-I2)CuL] (3), in which the two Cu(I) centers are linked by a short metal–metal bond. The geometric and electronic properties of 3 are compared with those of 1 and 2.
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(This article belongs to the Section Crystallography)
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Open AccessArticle
New Polymorph of β-Cyclodextrin with a Higher Bioavailability
by
Askar K. Gatiatulin, Ilya S. Balakhontsev, Sofia M. Talashmanova, Marat A. Ziganshin and Valery V. Gorbatchuk
Chemistry 2024, 6(1), 51-61; https://doi.org/10.3390/chemistry6010003 - 23 Dec 2023
Abstract
A new polymorph of anhydrous β-cyclodextrin (polymorph III) was obtained and characterized for the first time using powder X-ray diffraction, infrared spectroscopy, and thermal analysis. The solution enthalpy and time of dissolution in water were determined using solution calorimetry for this polymorph and
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A new polymorph of anhydrous β-cyclodextrin (polymorph III) was obtained and characterized for the first time using powder X-ray diffraction, infrared spectroscopy, and thermal analysis. The solution enthalpy and time of dissolution in water were determined using solution calorimetry for this polymorph and compared with those of the dried commercial form of β-cyclodextrin (polymorph I), its amorphous form, and 2-hydroxypropyl-β-cyclodextrin. The specific heat capacities of polymorphs I and III were determined using differential scanning calorimetry across a wide range of temperatures, providing enthalpy and Gibbs energy values for the polymorphic transition at 298 K. The affinities of polymorph III and 2-hydroxypropyl-β-cyclodextrin for water were characterized by determining their hydration isotherms, which provided values of hydration Gibbs energy. Being energy-rich, the new-found polymorph of β-cyclodextrin has a significantly higher dissolution rate and an increased affinity for water compared with the dried commercial form of β-cyclodextrin. These properties render the new polymorph promising in industrial applications for guest inclusion in aqueous solutions and pastes, and may be a desirable alternative for water-soluble β-cyclodextrin derivatives.
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(This article belongs to the Section Supramolecular Chemistry)
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Pure Hydrolysis of Polyamides: A Comparative Study
by
Mathis Mortensen Brette, Allan Hjarbæk Holm, Aleksey D. Drozdov and Jesper de Claville Christiansen
Chemistry 2024, 6(1), 13-50; https://doi.org/10.3390/chemistry6010002 - 20 Dec 2023
Abstract
Polyamides (PAs) undergo local environmental degradation, leading to a decline in their mechanical properties over time. PAs can experience various forms of degradation, such as thermal degradation, oxidation, hydrothermal oxidation, UV oxidation, and hydrolysis. In order to better comprehend the degradation process of
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Polyamides (PAs) undergo local environmental degradation, leading to a decline in their mechanical properties over time. PAs can experience various forms of degradation, such as thermal degradation, oxidation, hydrothermal oxidation, UV oxidation, and hydrolysis. In order to better comprehend the degradation process of PAs, it is crucial to understand each of these degradation mechanisms individually. While this review focuses on hydrolysis, the data from degrading similar PAs under pure thermal oxidation and/or hydrothermal oxidation are also collected to grasp more perspective. This review analyzes the available characterization data and evaluates the changes in molecular weight, crystallinity, chemical structure, and mechanical properties of PAs that have aged in oxygen-free water at high temperatures. The molecular weight and mechanical strength decrease as the crystallinity ratio rises over aging time. This development is occurring at a slower rate than degradation in pure thermal oxidation. By combining the data for the changes in mechanical properties with the ones for molecular weight and crystallinity, the point of embrittlement can be not only predicted, but also modeled. This prediction is also shown to be dependent on the fibers, additives, types of PA, pH, and more.
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(This article belongs to the Topic Molecular Topology and Computation)
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Synthesis, Antibacterial Activity, and Cytotoxicity of Azido-Propargyloxy 1,3,5-Triazine Derivatives and Hyperbranched Polymers
by
Anna V. Tsyganova, Artem O. Petrov, Alexey V. Shastin, Natalia V. Filatova, Victoria A. Mumyatova, Alexander E. Tarasov, Alina V. Lolaeva and Georgiy V. Malkov
Chemistry 2024, 6(1), 1-12; https://doi.org/10.3390/chemistry6010001 - 19 Dec 2023
Abstract
A new method for the synthesis of azido-propargyloxy derivatives of 1,3,5-triazine has been developed utilizing the nitrosation of hydrazyno-1,3,5-triazines. New hydrazines (2-hydrazino-4,6-bis(propargyloxy)-1,3,5-triazine and 2,4-dihydrazino-6-propargyloxy-1,3,5-triazine) were synthesized and characterized via FTIR, NMR spectroscopy and elemental analysis. The hyperbranched polymers with azide (diazide monomer) and
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A new method for the synthesis of azido-propargyloxy derivatives of 1,3,5-triazine has been developed utilizing the nitrosation of hydrazyno-1,3,5-triazines. New hydrazines (2-hydrazino-4,6-bis(propargyloxy)-1,3,5-triazine and 2,4-dihydrazino-6-propargyloxy-1,3,5-triazine) were synthesized and characterized via FTIR, NMR spectroscopy and elemental analysis. The hyperbranched polymers with azide (diazide monomer) and propargyloxy terminal groups were obtained via the azide-alkyne polycycloaddition reaction of diazide and monoazide AB2-type monomers. The antibacterial activity against Escherichia coli bacteria of 2,4,6-trispropargyloxy-1,3,5-triazine, 2-azido-4,6-bispropargyloxy-1,3,5-triazine, and 2,4-diazido-6-propargyloxy-1,3,5-triazine and their hyperbranched polymers was studied. Only 2,4-diazido-6-propargyloxy-1,3,5-triazine has weak antibacterial activity in comparison with ampicillin. The cytotoxicity of these compounds against M-HeLa, FetMSC, and Vero cell lines was also studied. 2,4,6-trispropargyloxy-1,3,5-triazine does not show any cytotoxic effect (IC50 ≥ 280 µM). It was shown that the presence of an azide group in the compound directly affects the cytotoxic effect. Hyperbranched polymers have a less cytotoxic effect against M-HeLa (IC50 > 100) in comparison with monomers (IC50 = 90–99 µM). This makes it possible to use these polymers as the basis for biocompatible materials in biomedical applications.
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(This article belongs to the Section Medicinal Chemistry)
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Open AccessArticle
Total Synthesis of the Proposed Structure of Indolyl 1,2-Propanediol Alkaloid, 1-(1H-Indol-3-yloxy)propan-2-ol
by
Momoko Kimata and Takumi Abe
Chemistry 2023, 5(4), 2772-2784; https://doi.org/10.3390/chemistry5040177 - 12 Dec 2023
Abstract
The first total synthesis of the proposed structure of unprecedented indolyl derivative bearing 1,2-propanediol moiety is described. Isomerization of 3-alkoxyindolines through indolenium intermediates was the key step in the total synthesis. 1H, 13C-NMR, IR, and HRMS spectra of the synthetic compound
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The first total synthesis of the proposed structure of unprecedented indolyl derivative bearing 1,2-propanediol moiety is described. Isomerization of 3-alkoxyindolines through indolenium intermediates was the key step in the total synthesis. 1H, 13C-NMR, IR, and HRMS spectra of the synthetic compound drastically differed to those of the originally reported structure, which suggests the natural product requires revision.
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(This article belongs to the Section Biological and Natural Products)
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Structural Characterization, Antioxidant, and Antiviral Activity of Sulfated Polysaccharide (Fucoidan) from Sargassum asperifolium (Turner) J. Agardh
by
Abeer A. Ageeli and Sahera Fathalla Mohamed
Chemistry 2023, 5(4), 2756-2771; https://doi.org/10.3390/chemistry5040176 - 12 Dec 2023
Abstract
Brown algae possess a diverse array of acidic polysaccharides, including fucoidan. The present research intends to investigate the extraction and characterization of algal polysaccharides to explore their antiviral activity. A light brown sulfated polysaccharide was extracted (with a yield of 18% of dry
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Brown algae possess a diverse array of acidic polysaccharides, including fucoidan. The present research intends to investigate the extraction and characterization of algal polysaccharides to explore their antiviral activity. A light brown sulfated polysaccharide was extracted (with a yield of 18% of dry weight) from Sargassum asperifolium algal powder. The results of fractionation of sulfated polysaccharide revealed the occurrence of two primary fractions: low-sulfated polysaccharides (SPF1) and high-sulfated polysaccharides (SPF2). The bioassays conducted on SPF2 demonstrated a greater level of antioxidant activity compared to SPF1, with respective IC50 values of 17 ± 1.3 µg/mL and 31 ± 1.1 μg/mL after a duration of 120 min. The cytotoxicity of SPF2 on Vero cells was determined, and the calculated half-maximal cytotoxic concentration (CC50) was found to be 178 ± 1.05 µg/mL. Based on these results, an antiviral activity assay was conducted on SPF2. The results demonstrated that SPF2 had greater efficacy against Hepatitis A Virus (HAV) compared to Herpes Simplex Virus Type 1 (HSV-1), with corresponding half-maximal inhibitory concentrations (IC50) of 48 ± 1.8 µg/mL and 123 ± 2.6 µg/mL, respectively. The active SPF2 was characterized by FT-IR, 1H, and 13C NMR spectroscopy. The extracted fucoidan can be used as a natural therapeutic agent in combating various viral infections.
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(This article belongs to the Topic Marine Microorganisms: Diversity, Bioactivity and Applications)
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Open AccessReview
Recent Advances in C–H Functionalization of Pyrenes
by
Srinivasarao Arulananda Babu, Arup Dalal and Subhankar Bodak
Chemistry 2023, 5(4), 2713-2755; https://doi.org/10.3390/chemistry5040175 - 11 Dec 2023
Cited by 1
Abstract
In recent years, transition metal-catalyzed C–H activation and site-selective functionalization have been considered to be valuable synthetic tactics to functionalize organic compounds containing multiple C–H bonds. Pyrene is one of the privileged and notorious polycyclic aromatic hydrocarbons. Pyrene and its derivatives have found
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In recent years, transition metal-catalyzed C–H activation and site-selective functionalization have been considered to be valuable synthetic tactics to functionalize organic compounds containing multiple C–H bonds. Pyrene is one of the privileged and notorious polycyclic aromatic hydrocarbons. Pyrene and its derivatives have found applications in various branches of chemical sciences, including organic chemistry, chemical biology, supramolecular sciences, and material sciences. Given the importance of pyrene derivatives, several classical methods, including the C–H functionalization method, have been developed for synthesizing modified pyrene scaffolds. This review attempts to cover the recent developments in the area pertaining to the modification of the pyrene motif through the C–H activation process and the functionalization of C–H bonds present in the pyrene motif, leading to functionalized pyrenes.
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(This article belongs to the Special Issue Catalytic Organic Synthesis—a Special Issue in Honor of Professor Masahiro Miura)
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Open AccessReview
Chiral Hydroxamic Acid Ligands in the Asymmetric Synthesis of Natural Products
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Tushar Janardan Pawar, Karla Irazu Ventura-Hernández, Fernando Rafael Ramos-Morales and José Luis Olivares-Romero
Chemistry 2023, 5(4), 2700-2712; https://doi.org/10.3390/chemistry5040174 - 01 Dec 2023
Abstract
Chiral hydroxamic acid (HA) and bis-hydroxamic acid (BHA) ligands have made significant contributions to the field of asymmetric synthesis, particularly in the synthesis of natural products. These ligands possess unique molecular structures that allow for exceptional stereochemical control, leading to their widespread use
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Chiral hydroxamic acid (HA) and bis-hydroxamic acid (BHA) ligands have made significant contributions to the field of asymmetric synthesis, particularly in the synthesis of natural products. These ligands possess unique molecular structures that allow for exceptional stereochemical control, leading to their widespread use in catalytic systems. This review highlights the advancements made in asymmetric synthesis using chiral hydroxamic acid and bis-hydroxamic acid ligands and their impact on the synthesis of complex natural products. This discussion encompasses their role in enantioselective C–C bond formation, the functionalization of C–H bonds, the asymmetric transformations involving heteroatoms, and their application in the total synthesis of natural products. The versatility and efficiency of chiral hydroxamic acid ligands and bis-hydroxamic acid ligands make them invaluable tools for synthetic chemists working towards the efficient and selective synthesis of natural products. This review provides a comprehensive overview of their contributions, showcasing their potential to expand the boundaries of chemical synthesis and access the diverse array of natural product scaffolds.
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(This article belongs to the Topic Catalysis: Homogeneous and Heterogeneous)
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Open AccessArticle
Iron-Promoted 1,5-Substitution Reaction of Endocyclic Enyne Oxiranes with MeMgBr: A Stereoselective Method for the Synthesis of Exocyclic 2,4,5-Trienol Derivatives
by
Melih Kuş, Cenk Omur, Sıla Karaca and Levent Artok
Chemistry 2023, 5(4), 2682-2699; https://doi.org/10.3390/chemistry5040173 - 01 Dec 2023
Abstract
The iron-promoted 1,5-substitution reaction of endocyclic oxiranes with MeMgBr yields exocyclic 2,4,5-trienols with high diastereomeric ratios of up to 100:0. However, for the method’s success, the oxirane ring must have a trans-configuration. The reactions exhibit strong stereoselectivity concerning the methylation mode and
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The iron-promoted 1,5-substitution reaction of endocyclic oxiranes with MeMgBr yields exocyclic 2,4,5-trienols with high diastereomeric ratios of up to 100:0. However, for the method’s success, the oxirane ring must have a trans-configuration. The reactions exhibit strong stereoselectivity concerning the methylation mode and the configuration of the resulting exocyclic double bond. Enantiomerically pure enyne oxiranes can be synthesized through Sharpless asymmetric dihydroxylation and subsequent manipulations. With these reagents, it has been possible to produce exocyclic 2,4,5-trienols in enantiopure forms. Importantly, this process maintains chirality without degradation during the center-to-axis transfer of chirality.
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(This article belongs to the Special Issue Catalytic Organic Synthesis—a Special Issue in Honor of Professor Masahiro Miura)
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