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Communication

Novel Chitosan-Based Schiff Base Compounds: Chemical Characterization and Antimicrobial Activity

by
Riccardo Fontana
1,
Peggy Carla Raffaella Marconi
1,
Antonella Caputo
1,* and
Vasak B. Gavalyan
2,*
1
Department of Chemical, Pharmaceutical and Agricultural Sciences, University of Ferrara, Via Fossato di Mortara 64b, 44121 Ferrara, Italy
2
A.I. Alikhanyan National Science Laboratory, Yerevan Physics Institute, 2-Alikhanyan Brothers St., Yerevan 0036, Armenia
*
Authors to whom correspondence should be addressed.
Molecules 2022, 27(9), 2740; https://doi.org/10.3390/molecules27092740
Submission received: 6 April 2022 / Revised: 20 April 2022 / Accepted: 20 April 2022 / Published: 24 April 2022
(This article belongs to the Special Issue Chitosan, Chitosan Derivatives and Their Applications)

Abstract

Chitosan (CS) and its derivatives are receiving considerable attention for their great biocompatibility and broad-spectrum activities in many fields. In this work, we aimed to characterize the antimicrobial activity of novel chitosan Schiff bases (CSSB). CS was synthesized by double deacetylation of chitin (Cn) after its extraction from the armors of crustaceans Astacus leptodactylus, and CSSB-1 and CSSB-2 were synthesized by interaction of CS with 4-(2-chloroethyl) benzaldehyde (aldehyde-1) and 4-(bromoethyl) benzaldehyde (aldehyde-2), respectively, at room temperature. The synthesized compounds were characterized by elemental analysis, gel permeation chromatography (GPC), infrared spectroscopy (FTIR), thermogravimetry (TG), and differential scanning calorimetry (DSC). The antimicrobial activity against Gram-positive (Staphylococcus aureus) and Gram-negative (Pseudomonas aeruginosa) bacteria and against yeasts (Candida albicans) was significantly increased due to their higher solubility as compared to unmodified CS opening perspectives for the use of these compounds for antimicrobial prevention in different fields as, for example, food industry, cosmetics, or restoration.
Keywords: chitosan; chitosan-based Schiff base; antibacterial activity; antifungal activity chitosan; chitosan-based Schiff base; antibacterial activity; antifungal activity

Share and Cite

MDPI and ACS Style

Fontana, R.; Marconi, P.C.R.; Caputo, A.; Gavalyan, V.B. Novel Chitosan-Based Schiff Base Compounds: Chemical Characterization and Antimicrobial Activity. Molecules 2022, 27, 2740. https://doi.org/10.3390/molecules27092740

AMA Style

Fontana R, Marconi PCR, Caputo A, Gavalyan VB. Novel Chitosan-Based Schiff Base Compounds: Chemical Characterization and Antimicrobial Activity. Molecules. 2022; 27(9):2740. https://doi.org/10.3390/molecules27092740

Chicago/Turabian Style

Fontana, Riccardo, Peggy Carla Raffaella Marconi, Antonella Caputo, and Vasak B. Gavalyan. 2022. "Novel Chitosan-Based Schiff Base Compounds: Chemical Characterization and Antimicrobial Activity" Molecules 27, no. 9: 2740. https://doi.org/10.3390/molecules27092740

APA Style

Fontana, R., Marconi, P. C. R., Caputo, A., & Gavalyan, V. B. (2022). Novel Chitosan-Based Schiff Base Compounds: Chemical Characterization and Antimicrobial Activity. Molecules, 27(9), 2740. https://doi.org/10.3390/molecules27092740

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