Facile construction of a family of supramolecular gels with good levofloxacin hydrochloride loading capacity

Chen, Renyuan; Xu, Caidie; Lei, Yihao; Liu, Hongxin; Zhu, Yabin; Zhang, Jianfeng; Xu, Long

doi:10.1039/d1ra00809a

Cited by 9 publications

(6 citation statements)

References 53 publications

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“…18 We have pointed out that, during a sol-to-gel transition, the micellar aggregates can direct the gel properties. 19 Furthermore, changing hydrophobicity is reported to influence gelation kinetics, 20 morphology and thermal behaviour, 21 mechanical properties, 22 self-healing, 23 and catalytic activity 24 of single component systems. The hydrophobic microenvironments within the fibre network of hydrogels have also been found to enhance stability of encapsulated materials like enzymes and proteins.…”

Section: Varying the Hydrophobic Spacer To Influence Multicomponent Gelationmentioning

confidence: 99%

Varying the hydrophobic spacer to influence multicomponent gelation

et al. 2021

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Section: Varying the Hydrophobic Spacer To Influence Multicomponent Gelationmentioning

confidence: 99%

Varying the hydrophobic spacer to influence multicomponent gelation

et al. 2021

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“…Compared to the spectrum of the gelator, the frequency of the carbonyl-stretching vibration peak of xerogel also slightly shifted from a low wavenumber (from 1641.6 cm −1 (gelator) to 1640.8 cm −1 (25 mg/mL)), while the frequency of the N–H deformation vibration peak of xerogel appeared at a high wavenumber (1536.6 cm −1 (10 mg/mL), 1537.2 cm −1 (25 mg/mL)). The results indicated that the hydrogen bond formed between carbonyl and the N–H bond [ 38 ]. The spectral band of the methylene-stretching vibration peak in xerogel was stronger than in gelator, which indicated that the alkyl chains between gelators in the gel phase are stacked, and that Van der Waals forces exist between alkyl chains.…”

Section: Resultsmentioning

confidence: 99%

“…Hydrazide and its derivatives have received more attention in the field of drug research and development in recent years due to their biological activities (antibacterial and anti-inflammatory) [ 35 , 36 , 37 ]. Due to hydrazide’s strong hydrophilicity and multiple hydrogen-bonding sites, hydrazide groups are widely used as building blocks to regulate the hydrophilicity and hydrophobicity balance of compounds to construct supramolecular hydrogels [ 38 , 39 , 40 ]. Smith et al developed a supramolecular hydrogel based on the hydrazide compound, which can react with aldehydes without disrupting the gel network and selectively reacted with specific aldehydes in aldehyde mixtures [ 41 ].…”

Section: Introductionmentioning

confidence: 99%

Constructing ROS-Responsive Supramolecular Gel with Innate Antibacterial Properties

Zheng,

Du,

Yang

et al. 2023

Pharmaceutics

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Bacterial infections, especially antibiotic-resistant bacterial infections, pose a significant threat to human health. Supramolecular gel with innate antibacterial properties is an advanced material for the treatment of bacterial infections, which have attracted great attention. Herein, a reactive oxygen species (ROS)-responsive innate antibacterial supramolecular gel is developed by a bottom-up approach based on phenylalanine and hydrazide with innate antibacterial properties. The structure of gelators and intermediate products was characterized by proton nuclear magnetic resonance (1H NMR) and a high-resolution mass spectrum (HRMS). The results of 1H NMR and the Fourier transform infrared spectrum (FT–IR) experiment disclosed that hydrogen bonding and the π–π stacking force are the important self-assembly driving forces of gelators. The microstructure and mechanical properties of gel were studied by Scanning electron microscope (SEM) and Rheometer, respectively. An in vitro degradation experiment proved that the gelator has ROS-responsive degradation properties. The in vitro drug release experiment further manifested that antibiotic-loaded gel has ROS-responsive drug-release performances. An in vitro cytotoxicity experiment showed that the supramolecular gel has good biocompatibility and could promote cell proliferation. The in vitro antibacterial experiment proved that the supramolecular gel has excellent inherent antibacterial properties, and the antibacterial rate against Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli) was 98.6% and 99.1%, respectively. The ROS-responsive supramolecular gel as a novel antibacterial agent has great application prospects in treating antibiotic-resistant bacterial-infected wounds and preventing the development of bacterial resistance.

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“…The different release phenomena could be explained by the different properties of the drugs. LVX is a water-soluble compound that can easily dissolve and enter the release medium by free diffusion, thereby presenting a more complete release after 3 days [60]. However, AMB is practically insoluble in water at neutral pH values.…”

Section: Release Of Topical Filmsmentioning

confidence: 99%

Amphotericin B- and Levofloxacin-Loaded Chitosan Films for Potential Use in Antimicrobial Wound Dressings: Analytical Method Development and Its Application

Peng

Himawan

et al. 2022

Pharmaceutics

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Levofloxacin (LVX) and amphotericin B (AMB) have been widely used to treat bacterial and fungal infections in the clinic. Herein, we report, for the first time, chitosan films loaded with AMB and LVX as wound dressings to combat antimicrobial infections. Additionally, we developed and validated a high-performance liquid chromatography (HPLC) method coupled with a UV detector to simultaneously quantify both AMB and LVX. The method is easy, precise, accurate and linear for both drugs at a concentration range of 0.7–5 µg/mL. The validated method was used to analyse the drug release, ex vivo deposition and permeation from the chitosan films. LVX was released completely from the chitosan film after a week, while approximately 60% of the AMB was released. Ex vivo deposition study revealed that, after 24-hour application, 20.96 ± 13.54 µg of LVX and approximately 0.35 ± 0.04 µg of AMB was deposited in porcine skin. Approximately 0.58 ± 0.16 µg of LVX permeated through the skin. AMB was undetectable in the receptor compartment due to its poor solubility and permeability. Furthermore, chitosan films loaded with AMB and LVX were found to be able to inhibit the growth of both Candida albicans and Staphylococcus aureus, indicating their potential for antimicrobial applications.

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Facile construction of a family of supramolecular gels with good levofloxacin hydrochloride loading capacity

Abstract: A family of low molecular weight gelators with different alkyl chain lengths was constructed, having excellent gelation ability and antibiotic loading capacity. A low molecular weight hydrogelator was obtained by adjusting the length of alkyl chain.

Cited by 9 publications

References 53 publications

Varying the hydrophobic spacer to influence multicomponent gelation

Varying the hydrophobic spacer to influence multicomponent gelation

Constructing ROS-Responsive Supramolecular Gel with Innate Antibacterial Properties

Amphotericin B- and Levofloxacin-Loaded Chitosan Films for Potential Use in Antimicrobial Wound Dressings: Analytical Method Development and Its Application

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