Nature produces large quantities of superbly complex and highly reliable microcapsules. The micrometre-sized Lycopodium clavatum spores are one example of these robust capsules. The encapsulation of erythromycin (EM) and bacitracin (BAC) antibiotics into the Lycopodium clavatum sporopollenin (LCS) extracted from these spore species is explored for the first time. The LCS microparticles are extensively characterised before and after loading using SEM, CLSM, TGA and FTIR techniques. The loading capacity and entrapping efficiency of EM were 16.2 and 32.4%, respectively. The antibacterial activities of pure antibiotics, empty LCS and the antibiotic-loaded LCS were evaluated against Staphylococcus aureus (Gram-positive), Pseudomonas aeruginosa (Gram-negative), and Klebsiella pneumoniae (Gram-negative) human pathogenic bacterial strains. A remarkable increase in the antibacterial fold activity of both EM- and BAC-loaded LCS compared to that of the pure antibiotics is observed. Crucial for drug delivery applications, empty LCS, EM- and BAC-loaded LCS were found to be nontoxic against human epithelial colorectal adenocarcinoma cells Caco-2 as revealed by the cytotoxicity evaluation. The in vitro release mechanism of EM in pH 7.4 showed a deviation from Fick's law. In vivo release of EM from EM-loaded LCS (an oral dose of 50 mg kg−1) revealed high values of the area under the plasma concentration–time curve (AUC0–6 h and AUC0–∞ were 1620 and 2147 μg h L−1, respectively) indicative of the enhanced EM bioavailability. The successful loading of antibiotics into the nontoxic LCS and the enhanced bioavailability can open up intriguing applications in oral and topical drug delivery strategies.
13 October 2015 in Zeitschrift für Naturforschung B
Ten 1,2,4,5-tetra-substituted imidazole derivatives have been synthesized with a 2-hydroxyethy substituent at the 1-nitrogen atom and potentially electron releasing hydroxy-, methoxy-, dimethylamino- or nitro substituents in various positions on the benzene ring located on the 2-carbon atom. The prototypical derivative with an unsubstituted phenyl ring at the 2-position is also reported. The compounds are obtained in excellent yields (average 86%) via a four-component cyclocondensation reaction of benzil, ethanolamine, and the appropriate aromatic carbaldehyde together with ammonium acetate. The reaction uses a novel ionic liquid catalyst, DEAHS (diethyl ammonium hydrogen sulfate), under solvent-free conditions and a green synthetic protocol. The key advantages of this process are high yield, shorter reaction times and ease of work-up. Furthermore, the products can be purified by a non-chromatographic method and the catalyst is re-usable. All of these newly synthesized compounds have been characterized from spectral data; the X-ray structures of three representative molecules are also detailed.
The corrosion-inhibiting performance of (E)-N’-(4-bromobenzylidene)-2-(6-methoxynaphthalen-2-yl) propanehydrazide (BPH) and (E)-N’-(4-(dimethylamino) benzylidene)-2-(6-methoxynaphthalen-2-yl) propanehydrazide (MPH) for mild steel (MS) in 1.0 M HCl was investigated using electrochemical methods, weight loss measurements, and scanning electron microscope (SEM) coupled with energy dispersive X-ray spectroscope (EDX) analysis. Raising the concentration of both inhibitors towards an optimal value of 5 × 10−3 M reduced the corrosion current density (icorr) and the corrosion rate of mild steel. The inhibitory effect of MPH, which showed the highest inhibition efficiency, was explored under a range of temperatures between 303 and 333 K. The inhibitory performance of both compounds significantly improved when the inhibitor concentration increased. The main result that flowed from potentiodynamic polarization (PDP) tests was that both compounds acted as mixed-type inhibitors, with a predominance cathodic effect. The adsorption of both compounds follows the Langmuir isotherm. SEM/EDX confirmed the excellent inhibition performance of tested compounds.
26 July 2022 in Acta Crystallographica Section E Crystallographic Communications
In the title molecule, C23H20Cl2N4O3S, the thiazole ring is planar while the pyrimidine unit fused to it adopts a screw-boat conformation. In the crystal, thick sheets parallel to the bc plane are formed by N—H...N, C—H...N and C—H...O hydrogen bonds together with π–π interactions between the formamido carbonyl groups and the thiazole rings. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (30.9%), Cl...H/H...Cl (20.7%), C...H/H...C (16.8%) and O...H/H...O (11.4%) interactions.
Morpholinium hydrogen sulfate as an ionic liquid was employed as a catalyst for the synthesis of a biologically active series of multi-substituted imidazoles by a four-component reaction involving the combination of benzil with different aromatic aldehydes, ammonium acetate, and 1-amino-2-propanol under solvent-free conditions. The key advantages of this method are shorter reaction times, very high yield, and ease of processing. Furthermore, the resulting products can be purified by a non-chromatographic method and the ionic liquid catalyst is reusable. All of these novel compounds have been fully characterized from spectral data. The X-ray crystal structures of two representative molecules are also detailed.