ABSTRACT
Chitosan was prepared by alkaline N-deacetylation of ß-chitin from squid pens, and N-(2-hydroxy) propyl-3-trimethyl ammonium chitosan chloride (HTCC) derivatives, with different degrees of quaternization (DQ) ranging from 0.77 to 1.06, were synthesized. It was identified by FT-IR, 1H NMR and XRD analysis. All of the HTCC showed good water solubility in a wide pH range. The moisture absorption and retention abilities of all the HTCC were much better than that of the chitosan. The moisture absorption and retention values of all the HTCC at 43% RH for 24 h were above 49% and 92%, respectively. The scavenging ability of HTCC against hydroxyl and ABTS radicals improved with increasing concentration. The effectiveness of HTCC against hydroxyl radicals was lower than that of chitosan. These results indicated that HTCC, which has a much better moisture absorption and retention capacity, may act as a potential moisturizer in vitro.
Subject(s)
Chitosan/chemistry , Chitosan/pharmacology , Decapodiformes/chemistry , Absorption, Physicochemical , Animals , Antioxidants/chemistry , Antioxidants/pharmacology , Chemical Phenomena , Free Radical Scavengers/chemistry , Free Radical Scavengers/pharmacology , Hydrogen-Ion Concentration , Nuclear Magnetic Resonance, Biomolecular , Solubility , Spectroscopy, Fourier Transform InfraredABSTRACT
Chitosan was prepared by alkaline N-deacetylation of ß-chitin and hydroxypropyl derivatives with different degrees of substitution (DS) were synthesized. It was characterized by Fourier transform infrared (FT-IR) and elemental analysis. The DS of hydroxypropyl chitosan (HPCS) calculated by an element analyzer were 0.42, 0.75, 1.20, 1.82 and 2.25. HPCS showed better foam capacity and stability than that of chitosan, and the effectiveness correlated well with the DS of HPCS. The highest bile acid-binding capacity of all five HPCS reached 56.02 mg/g, which was 4.0-fold higher than that of chitosan. The scavenging ability of HPCS against hydroxyl and ABTS radicals improved with increasing concentration. The correlation between the hydroxypropyl content (DS) of HPCS and scavenging ABTS radical ability was positive. The hydroxyl radicals scavenging activity of HPCS correlated well with its increasing concentration, and EC50 values were below 12.5 mg/mL. These results indicated that hydroxypropylation is a possible approach to obtain chitosan derivatives with desirable physiochemical properties.
