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Novel Chitosan-Based Schiff Base Compounds: Chemical Characterization and Antimicrobial Activity
Riccardo Fontana1, Peggy Carla Raffaella Marconi1, Antonella Caputo1
1Department of Chemical, Pharmaceutical and Agricultural Sciences, University of Ferrara, Via Fossato di Mortara 64b, 44121 Ferrara, Italy.
Novel chitosan Schiff bases (CSSB) demonstrate enhanced antimicrobial activity compared to unmodified chitosan. These derivatives show potential for antimicrobial applications in food, cosmetics, and restoration due to improved solubility and efficacy.
Area of Science:
- Materials Science
- Biochemistry
- Microbiology
Background:
- Chitosan (CS) and its derivatives are recognized for biocompatibility and broad-spectrum activities.
- There is a continuous need for novel antimicrobial agents with improved efficacy and solubility.
Purpose of the Study:
- To synthesize and characterize novel chitosan Schiff bases (CSSB).
- To evaluate the antimicrobial activity of CSSB against key bacterial and fungal pathogens.
Main Methods:
- Chitin (Cn) extracted from Astacus leptodactylus was deacetylated to obtain CS.
- CS reacted with 4-(2-chloroethyl) benzaldehyde (aldehyde-1) and 4-(bromoethyl) benzaldehyde (aldehyde-2) to synthesize CSSB-1 and CSSB-2.
- Characterization involved elemental analysis, GPC, FTIR, TG, and DSC.
Main Results:
- The synthesized CSSB compounds exhibited significantly enhanced antimicrobial activity against Staphylococcus aureus, Pseudomonas aeruginosa, and Candida albicans.
- Increased antimicrobial efficacy correlated with improved solubility of CSSB compared to unmodified CS.
- Characterization confirmed the successful synthesis and structural integrity of the novel chitosan derivatives.
Conclusions:
- Novel chitosan Schiff bases (CSSB) possess potent antimicrobial properties.
- The enhanced activity and solubility of CSSB present promising opportunities for antimicrobial applications.
- CSSB can be considered for use in food preservation, cosmetics, and material restoration to prevent microbial contamination.
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