Structural, mechanical, antioxidant and antibacterial properties of double cross-linked chitosan cryogels as hosts for thymol

Abstract

The practical applications of essential oils (EOs) are limited by their hydrophobicity, volatility and instability. To overcome these drawbacks, the incorporation of EOs into porous materials is recommended. Chitosan (CS)-based composite cryogels as hosts for thymol as a volatile model terpenoid were developed using a double cross-linking of CS with glutaraldehyde (GA) and monochlorotriazinyl-β-cyclodextrin (MCT-β-CD), either in one-pot synthesis or through sequential cross-linking, first with GA and then with MCT-β-CD, resulting in CSCAV composites. Cross-linking with GA occurred under cryogelation conditions, while cross-linking with MCT-β-CD took place by heating at 60-80 °C. The composite cryogels were characterized by FTIR, ¹³C NMR, SEM, EDX, swelling kinetics, and uniaxial compressive tests. The mechanical, antioxidant, and antibacterial properties of composites were optimized by adjusting the concentrations of CS and GA, the initial CS to MCT-β-CD ratio, and the temperature regime. The novel CS-based biocomposites demonstrated sustained compression over 74 %, characteristic of porous materials obtained through cryogelation process. The antioxidant activity of the CSCAV composites revealed almost all composites exhibited over 85 % 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity. The thymol-loaded composites displayed strong antibacterial effectiveness (up to 100 %) towards both Gram-positive (S. aureus) and Gram-negative (E. coli) bacteria, with greater inhibition activity observed against S. aureus.

Keywords: Chitosan; Monochlorotriazinyl-β-cyclodextrin; Thymol.