Search Results (11)

Tuberculosis is a worldwide prevalent and recurring disease that contributes significantly to high mortality rates. This study aimed to investigate the antioxidant, anti-mycobacterial, and antibiofilm activities of Artemisia afra acetone crude extract. Methodology: The crude acetone extract was fractionated using column chromatography and characterized by liquid chromatography–mass spectroscopy (LC-MS). A 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging assay was used to assess the antioxidant activity. The antimycobacterial activity against Mycobacterium smegmatis was screened using bioautography, broth microdilution, and growth curve assays. Molecular docking was used to predict the possible mechanisms of action of the LC-MS-identified ligands. Crystal violet was used to screen for anti-cell adherence and biofilm inhibition activities. Results: The crude extract scavenged 77% of the free radical at 16 μg/mL. The subfraction had a lower minimum inhibitory concentration (MIC) (0.078 mg/mL) compared to the crude extract (0.313–0.833 mg/mL). The subfraction had a concentration-dependent inhibition effect (>50%) on mycobacterial cell adherence and early biofilms. However, the mature biofilms were resistant. Two propanoate compounds, [(2S)-3-[6-acetyl-4,6-dihydroxy-3-[(1R)-1-hydroxyethyl]tetrahydropyran-2-yl]-2-hydroxy-propyl] (2R)-2-amino-3-(1H-imidazol-5-yl)propanoate and 3-(6-aminopurin-9-yl)propyl 3-(2,4-dioxo-1,3-diazaspiro[4.5]decan-3-yl) propanoate, had binding energies of −5.4 kcal/mol and −6.3 kcal/mol, respectively, against the RNA polymerase binding protein. Conclusions: The results show that A. afra acetone crude extract has antioxidant and antimycobacterial activities that can be improved by fractionation. Full article

In cold methanol, energetic ionic liquid 1-n-propyl-3-vinyl-imidazol-1-ium perchlorate, 1, crystallizes in the presence of excess Ba(ClO₄)₂, 2, into tetrakis 1-propyl-3-vinyl-imidazol-1-ium·barium hexa-perchlorate, 3. Crystals of 3, with molecular formula (C₈H₁₃N₂)₄·BaCl₆O₂₄, are colorless and monoclinic, with space group P2₁/c. The crystal structure is characterized by a dodecahedral coordination around the barium atom, with each perchlorate chelating Ba²⁺ in a κ²O,O’ fashion, and the Ba(ClO₄)₆⁴⁻ anion is surrounded by four imidazolium cations. Full article

In this study, polyvinylidene fluoride (PVDF) composite films were prepared by fused deposition modeling, and the effects of ionic liquid (IL) content on the printability, crystallization behavior, and electrical properties of melted PVDF were systematically investigated. The results show that the addition of IL increased the temperature sensitivity of melted PVDF and decreased its viscosity, while IL acted as a plasticizer to lower the melting point of PVDF and improve its FDM printability. The imidazole cations in IL had electrostatic interactions with the -CF₂- groups in PVDF, which promoted the transformation of the nonpolar phase to the polar phase in PVDF; thus, the addition of IL was beneficial to the increase in the polar β phase. The PVDF with 20 wt.% IL contained the highest proportion of β phase content (32.59%). Moreover, the increase in polar β-phase content also increased the polarization strength of PVDF and improved its ferroelectric properties. PVDF with 10 wt.% IL had the highest residual polarization strength (16.87 μC/m²). Full article

To improve the solubility and dissolution rate of the BCS class II drug ketoconazole, five novel solid forms in 1:1 stoichiometry were obtained upon liquid-assisted grinding, slurry, and slow evaporation methods in the presence of coformers, namely, glutaric, vanillic, 2,6-dihydroxybenzoic, protocatechuic, and 3,5-dinitrobenzoic acids. Single-crystal X-ray diffraction analysis revealed that the hydroxyl/carboxylic acid. . .N-imidazole motif acts as the dominant supramolecular interaction in the obtained solid forms. The solubility of ketoconazole in distilled water significantly increased from 1.2 to 2165.6, 321.6, 139.1, 386.3, and 191.7 μg mL⁻¹ in the synthesized multi-component forms with glutaric, vanillic, 2,6-dihydroxybenzoic, protocatechuic, and 3,5-dinitrobenzoic acid, respectively. In particular, the cocrystal form with glutaric acid showed an 1800-fold solubility increase in water concerning ketoconazole. Our study provides an alternative approach to improve the solubility and modify the release profile of poorly water-soluble drugs such as ketoconazole. Full article

Thirty-four binary systems of nitrofurantoin with pyridine derivatives were analyzed by combining virtual (molecular complementarity prediction and hydrogen bond propensity calculations) and experimental (liquid-assisted grinding) screening methods. A new modification of the hydrogen bond propensity calculation method (the integrated hydrogen bond propensity calculation method) with significantly improved virtual screening efficiency was proposed. Novel cocrystals of nitrofurantoin with 3-aminopyridine and 2-(1H-Imidazol-2-yl)pyridine were discovered. The crystal structures of the new cocrystals were determined from single-crystal X-ray diffraction data, and the hydrogen bond patterns were studied in conjunction with the Molecular Electrostatic Potential maps of the components. The nitrofurantoin cocrystal with 3-aminopyridine was found to exist in two polymorphic modifications. The origins of the different stability of the polymorphic forms were rationalized both in terms of total lattice enthalpy and free energy derived from periodic DFT-D3 calculations and in terms of the non-covalent interaction energy distribution in crystal. Full article

Rare-earth metal sesquioxides (RE₂O₃) are stable compounds that require high activation energies in solid-state reactions or strong acids for dissolution in aqueous media. Alternatively, dissolution and downstream chemistry of RE₂O₃ have been achieved with ionic liquids (ILs), but typically with additional water. In contrast, the anhydrous IL 1-butyl-3-methylimidazolium acetate [BMIm][OAc] dissolves RE₂O₃ for RE = La–Ho and forms homoleptic dinuclear metal complexes that crystallize as [BMIm]₂[RE₂(OAc)₈] salts. Chloride ions promote the dissolution without being included in the compounds. Since the lattice energy of RE₂O₃ increases with decreasing size of the RE³⁺ cation, Ho₂O₃ dissolves very slowly, while the sesquioxides with even smaller cations appear to be inert under the applied conditions. The Sm and Eu complex salts show blue and red photoluminescence and Van Vleck paramagnetism. The proton source for the dissolution is the imidazolium cation. Abstraction of the acidic proton at the C²-atom yields an N-heterocyclic carbene (imidazole-2-ylidene). The IL can be regenerated by subsequent reaction with acetic acid. In the overall process, RE₂O₃ is dissolved by anhydrous acetic acid, a reaction that does not proceed directly. Full article

The liquid crystalline materials named (E)-4-(2-(4-oxo-5,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)hydrazineylidene)methyl)phenyl and 4-(alkoxy)benzoate, In, were synthesized and their mesomorphic behaviors were examined. The chemical structures of the produced compounds were confirmed by Fourier-transform infrared spectroscopy (FT-IR), NMR, and elemental analysis. Differential scanning calorimetry (DSC) and polarized optical microscopy were used to investigate the mesomorphic properties of designed heterocyclic derivatives. All the compounds tested had suitable thermal stability and enantiotropic behavior of smectogenic temperature ranges. Furthermore, the enantiotropic smectic C phases were observed to cover all the homologues. Moreover, computational investigations corroborated the experimental findings of the mesomorphic behavior. The reactivity parameters were computed for the derivatives and linked with the experimental data. Theoretical calculations revealed that the polarizability of the studied series increases with the chain length, whereas the HOMO–LUMO energy gap or other reactivity descriptors were less sensitive to the size of the system. On the other hand, the predicted thermodynamic parameters revealed the size dependence of thermal stability of the compounds. Full article

In this work, an efficient cage-core peroxymonosulfate (PMS) catalyst was synthesized by applying an electrospinning–calcination process to the cobalt–zeolitic imidazole framework (ZIF-67) crystals for the catalytic degradation of dimethyl phthalate (DMP). The morphology and surface properties of the synthesized materials (ZIF-67, Z600 and ZP400/600/800) were well characterized. ZP600 showed great performance for the catalytic degradation of DMP in the initial pH range of 7.5–10.5. The removal rate of DMP could reach 90.4% in 60 min under optimum dosages of reagents (catalyst = 0.1 g/L, PMS = 0.5 mM, DMP = 6 ppm), and the mineralization degree of contaminant could reach 65%. By quenching experiments, it was determined that sulfate radical (SO₄⁻·) and hydroxyl radical (·OH) dominated the degradation process. Moreover, due to the good magnetism, ZP600 could be easily separated from liquid and showed great reusability in five-cycle reaction experiments. Surprisingly, with the cover of cage-like polyacrylonitrile (PAN) fibers, the cobalt leaching amount of ZP600 decreased by about 87%. This study would expand the application of the electrospinning process in the development of functional materials for water purification. Full article

New magnetic imidazolium ionic liquid (IIL) was synthesized to improve the curing, mechanical, and thermal characteristics of the epoxy/polyamine system. In this respect, 2-(4-minophenyl)-1.3-bis(triethoxysilyl)-1H-imidazol-3-ium acetate as IIL was synthesized and characterized by different spectroscopy tools. The IIL was used as capping to prepare Fe₃O₄ nanoparticles (NPs) as new Fe₃O₄-IIL NPs. The thermal stability, morphology, crystal lattice structures, and magnetic properties were evaluated to confirm the formation of uniform, thermal, stable, and superparamagnetic Fe₃O₄-IIL NPs. The prepared Fe₃O₄-IIL NPs were mixed with an epoxy/polyamine system to improve the curing, thermal, and mechanical properties of epoxy through chemical reactions. The dynamic mechanical analyzer and differential scanning calorimeter were used to investigate the flexibility and storage modulus of the cured epoxy/polyamine system in the absence and presence of Fe₃O₄-IIL NPs. The atomic force microscope and scanning electron microscope were used to evaluate the dispersion and embedding of Fe₃O₄-IIL NPs into epoxy matrix. The thermal, mechanical, and surface morphologies data confirmed that the incorporation of Fe₃O₄-IIL NPs using 3 wt. % during the curing of an epoxy/polyamine system produces superior epoxy films without cracks, holes, and NPs agglomeration. Full article

This review is focused on assessment of solvents for cellulose dissolution and the mechanism of regeneration of the dissolved biopolymer. The solvents of interest are imidazole-based ionic liquids, quaternary ammonium electrolytes, salts of super-bases, and their binary mixtures with molecular solvents. We briefly discuss the mechanism of cellulose dissolution and address the strategies for assessing solvent efficiency, as inferred from its physico-chemical properties. In addition to the favorable effect of lower cellulose solution rheology, microscopic solvent/solution properties, including empirical polarity, Lewis acidity, Lewis basicity, and dipolarity/polarizability are determinants of cellulose dissolution. We discuss how these microscopic properties are calculated from the UV-Vis spectra of solvatochromic probes, and their use to explain the observed solvent efficiency order. We dwell briefly on use of other techniques, in particular NMR and theoretical calculations for the same purpose. Once dissolved, cellulose is either regenerated in different physical shapes, or derivatized under homogeneous conditions. We discuss the mechanism of, and the steps involved in cellulose regeneration, via formation of mini-sheets, association into “mini-crystals”, and convergence into larger crystalline and amorphous regions. We discuss the use of different techniques, including FTIR, X-ray diffraction, and theoretical calculations to probe the forces involved in cellulose regeneration. Full article

Tunable properties prompt the development of different “tailor-made” functional ionic liquids (FILs) for specific tasks. FILs with an ether group are good solvents for many organic compounds and enzymatic reactions. However, ionic composition influences the solubility by affecting the physiochemical properties of these FILs. To address the structure effect, a series of novel FILs with a mono-ether group (ME) based on imidazole were prepared through cationic functionalization and anionic exchange reactions, and characterized by NMR, mass spectroscopy, and Thermogravimetric analysis (TGA). The effect of ionic composition (cationic structure and anions) on density, viscosity, ionic conductivity, electrochemical window, and thermal properties of these ME-FILs were systematically investigated. In general, the viscosity and heat capacity increases with the bigger cationic volume of ME-FILs; in particular, the 2-alkyl substitution of imidazolium enhances the viscosity remarkably, whereas the density and conductivity decrease on the condition of the same [NTf₂]⁻ anion; For these ME-FILs with the same cations, the density follows the order of [NTf₂]⁻ > [PF₆]⁻ > [BF₄]⁻. The viscosity follows the order of [PF₆]⁻ > [BF₄]⁻ > [NTf₂]⁻. Ion conductivity follows the order of [NTf₂]⁻ ≈ [BF₄]⁻ > [PF₆]⁻. It is noted that the dynamic density has a good linear relationship with the temperature, and the slopes are the same for all ME-FILs. Furthermore, these ME-FILs have broad electrochemical windows and glass transition temperatures in addition to a cold crystallization and a melt temperature for ME-FIL7. Therefore, the cationic structure and counter anion affect the physicochemical properties of these ME-FILs together. Full article