Development of cellulose nanowhisker-gallic acid antioxidant bioconjugate via covalent conjugation and supramolecular...

A new supramolecular antioxidant bioconjugate based on cellulose nanowhisker (CNW) and gallic acid (GA) was developed by grafting β-CD on the surface of CNW and then employing host- guest chemistry to involve GA. Our challenge was to explore the effect of supramolecular conjugation of antioxidant molecules versus their covalent binding on the CNW backbone on the antioxidant activity. The synthesis of these products was confirmed using Fourier transform infrared (FT-IR) and differential scanning calorimetry (DSC) analyses. The antioxidant activity of gallic acid (GA) containing products, both products including its non-covalent interactions with CNW-g-β-CD and covalent bonding with CNW were experimentally evaluated using DPPH test. Theoretical calculations using Gaussian software and the density functional theory (DFT) method were also performed. The results showed that GA's antioxidant activity increased in non-covalent conjugated form. Hydrogen atom transfer (HAT) was used to predict the antioxidant activity of GA in computational methods. These findings not only expand our understanding of the structure-activity relationships in antioxidant systems but also provide valuable insights that can aid in the design and development of novel biopolymer-based antioxidants with improved properties.