Ciprofloxacin is one of the most effective antibiotics, but it is characterized by a range of side effects. Elaboration of drug-releasing systems which allow to diminish toxicity of ciprofloxacin is a challenging task in medicinal chemistry. The current study is focused on development of new ciprofloxacin releasing systems (CRS). We found that ultrasound efficiently promotes N,N′-dicyclohexyl carbodiimide-mediated coupling between COOH and NH2 functionalities in water. This was used for conjugation of ciprofloxacin to chitosan. The obtained ciprofloxacin/chitosan conjugates are capable of forming their self-assembled nanoparticles (SANPs) in aqueous medium. The SANPs can be additionally loaded by ciprofloxacin to form new CRS. The CRS demonstrated high loading and encapsulation efficiency and they are characterized by extended release profile (20 h). The elaborated CRS were tested in vivo in rats. The in vivo antibacterial effect of the CRS exceeded that of the starting ciprofloxacin. Moreover, the in vivo acute and subacute toxicity of the nanoparticles was almost identical to that of the chitosan, which is considered as the non-toxic biopolymer.
In this work, we focused on synthesizing and assessing novel chitosan-based antibacterial polymers and their nanoparticles by incorporating benzothiazole substituents. The growing resistance to antibiotics has necessitated the search for alternative antimicrobial compounds. This study aimed to synthesize and evaluate chitosan-based polymers and nanoparticles with benzothiazole substituents for their antibacterial properties and toxicity. The benzothiazole derivatives of chitosan and their nanoparticles were synthesized through electrochemical coupling. The in vivo antibacterial efficacy was tested on white rats with induced peritonitis using a microbial suspension containing S. aureus and E. coli. Additionally, in vitro and in vivo toxicity assessments were conducted. The chitosan-based antibacterial systems showed significant in vivo antibacterial activity, surpassing that of unmodified chitosan and commercial antibiotics. Moreover, the toxicity studies revealed low toxicity levels of the synthesized derivatives, which did not differ significantly from native chitosan. The synthesized chitosan-based polymers and nanoparticles demonstrated potent antibacterial activity and low toxicity, highlighting their potential as effective alternatives to traditional antibiotics. Further investigations in pharmacology and preclinical trials are recommended to explore their application in clinical settings.
Chitosan is a natural, biocompatible, biodegradable, and non-toxic polymer that has consistently garnered the attention of researchers in the development of new materials across various applications. Typically, to impart the desired properties to chitosan, chemical modification is necessary. Therefore, the development of simple and convenient methods for the chemical modification of chitosan is crucial in polymer chemistry. In this work, the approaches of Click chemistry and the necessary electrochemistry, which have recently illuminated the chemistry of chitosan, were combined to achieve a straightforward and efficient synthesis of new tetrazole chitosan derivatives. This was accomplished through electrochemical coupling. The proposed synthesis method is simple, convenient, and fast, hence allowing for the easy production of low- (10%), moderate- (30%), and highly substituted (65%) tetrazole chitosan derivatives. The highly substituted chitosan derivatives exhibit high activity as catalysts for the aldol reaction, achieving almost 100% conversion in just 15 min. Notably, these derivatives enable the aldol reaction to be catalyzed in water, aligning with one of the key principles of green chemistry. Furthermore, the new tetrazole chitosan derivatives demonstrate significant in vivo antibacterial effects in the treatment of peritonitis in rats. The primary mechanism of their antibacterial action is the disruption of the bacterial cell membrane integrity.
A one-pot strategy was developed for preparing a chitosan/Mg–Fe layered double hydroxide (LDH) composite by alkaline coprecipitation from an acidic chitosan solution containing Mg(II) and Fe(III) precursors, avoiding separate LDH synthesis and subsequent incorporation into chitosan. X-ray diffraction confirmed LDH formation within the chitosan matrix, and ICP analysis indicated an LDH-equivalent content of approximately 4.1 wt.% on an anhydrous basis. The composite exhibited enhanced chromate adsorption compared with both starting components. The experimental plateau adsorption capacity reached 137.4 mg/g, exceeding those of chitosan (92.2 mg/g) and Mg–Fe LDH (53.5 mg/g). Nonlinear isotherm fitting showed that Mg–Fe LDH was better described by the Freundlich model, whereas chitosan and the composite were better described by the Langmuir model. The kinetic behavior followed the pseudo-second-order equation, while Weber–Morris analysis indicated multistep uptake involving surface interaction and diffusion-related processes. In simulated groundwater containing chloride, bicarbonate, and sulfate, the composite removed 82% of Cr(VI) at 1.0 g/L. It also retained complete chromate uptake over five sorption/desorption cycles, although desorption efficiency decreased from 97.3% to 90.3%. A limitation of this study is that performance was evaluated mainly in batch systems and simplified simulated groundwater; validation with real contaminated waters and dynamic flow conditions is still required.
Post-acidification is a common challenge for fermented dairy products, which can significantly reduce the shelf life. Herein, we developed metal nanoparticles based on chitosan and Mn(II) ions that can slow down post-acidification and stimulate the milk fermentation process. By systematic characterization and optimization using dynamic and electrophoretic light scattering, X-ray diffraction, SEM, FTIR, and thermal analysis, we obtained nanoparticles with progressively decreasing zeta potential and sedimentation instability in aqueous medium. In addition, the obtained systems reduced the milk fermentation time, thereby demonstrating the effectiveness in accelerating the fermentation process by the gram-positive Streptococcus thermophilus bacterium. They also contributed to ~2 times longer shelf life of fermented milk products by inhibiting the undesirable post-acidification process. The study offers a promising approach to improving the quality and stability of fermented milk products.