Pyridine and isoxazole substituted 3-formylindole-based chitosan Schiff base polymer: Antimicrobial, antioxidant and in vitro cytotoxicity studies on THP-1 cells

This paper presents the synthesis of two new chitosan Schiff base (CSB) polymers, namely, 2PCT and 4MCT based on pyridin-2-ylmethyl-1H-indole-3-carbaldehyde and 1-(4-methyl-3,5-dimethylisoxazole)-1H-indole-3-carbaldehyde with chitosan (CT). The structural features of CSB polymers were confirmed by F...

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Bibliographic Details
Published in:International journal of biological macromolecules 2023-01, Vol.225, p.1575-1587
Main Authors: Ali, M. Ameer, Aswathy, K.A., Munuswamy-Ramanujam, Ganesh, Jaisankar, V.
Format: Article
Language:English
Subjects:
Anti-Infective Agents - chemistry
Antioxidant
Antioxidants - pharmacology
Chitosan - chemistry
Chitosan Schiff base
Cytotoxicity
Humans
Isoxazoles
Pyridines
Reactive Oxygen Species
ROS
Schiff Bases - chemistry
Spectroscopy, Fourier Transform Infrared
THP-1 Cells
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Summary:This paper presents the synthesis of two new chitosan Schiff base (CSB) polymers, namely, 2PCT and 4MCT based on pyridin-2-ylmethyl-1H-indole-3-carbaldehyde and 1-(4-methyl-3,5-dimethylisoxazole)-1H-indole-3-carbaldehyde with chitosan (CT). The structural features of CSB polymers were confirmed by Fourier-transform infrared (FTIR) and proton nuclear magnetic resonance (1H NMR) spectroscopy and their antimicrobial activity was evaluated against Staphylococcus aureus, Escherichia coli and Candida albicans. The antioxidant studies found that both 2PCT and 4MCT presented significant free radical scavenging activity with IC50 at 169.01 and 372.84 μg/mL, respectively. The cell viability results obtained from in vitro cytotoxicity studies performed using human monocyte leukemia (THP-1) cells were found to be 75.6 ± 0.25 % and 79.1 ± 1.5 % for 2PCT and 4MCT, respectively, at a concentration of 10 mg/mL. Flow cytometry analysis demonstrated the reducing ability of CSB polymers on intracellular reactive oxygen species (ROS) in THP-1 cells. The overall results of antioxidant activity, in vitro biocompatibility and ability to reduce the intracellular ROS production emphasized that the CSB polymers prepared could serve as a potential biomaterial in biomedical applications, such as wound treatment process.
ISSN:0141-8130
1879-0003
DOI:10.1016/j.ijbiomac.2022.11.214