Synthesis, characterization and antifungal properties of dehydroabietic acid modified chitosan

Abstract

The bioactivities of pristine chitosan are considerable weak compared with the commercial chemicals, which has restricted its broad application prospects in food packaging and preservation. In order to obtain a safe, biologically derived fruits preservative with excellent antifungal properties, dehydroabietic acid (DHA) was used to modify chitosan (CS). The structural characterization of modified chitosans were identified by FTIR and 1H NMR spectra. The XRD pattern showed the modified chitosan changed the crystal structure due to the modification of the amino and/or hydroxyl groups on the chitosan. Their antifungal activities against Penicillium digitutim and Penicillium italicum were investigated in vitro using the radial growth assay and the minimal inhibitory concentration assay. The study also examined the differences in antifungal effect among three modified chitosans. The results showed that DHA only conjugated thehydroxyl group at C-6, bearing free amino group at C-2, exhibited the strongest antifungal effect, with a minimum inhibitory concentration (MIC) of 200 μg/mL. In addition, a comparison of the antifungal activity of the modified compounds with different concentrations of Imazalil demonstrated that the modified biologic antifungal agent was as effective as Imazalil. CSDA can achieve 100 % inhibition of P. digitutim at concentrations >100 μg/mL and remain unchanged for a long time. Because CSDA can enhance the shelf life of longans, DHA-CS, chitosan derivatives, have tremendous promise for use in fruits preservation.