The influence of bioactive glyoxylate bearing Schiff base on antifungal and antioxidant activities to chitosan quaternary ammonium salts

Abstract

In this study, to investigate the influence of glyoxylate bearing Schiff base on bioactivity to chitosan quaternary ammonium salts, different chitosan derivatives were synthesized by ion exchange of glyoxylate bearing Schiff base with chitosan quaternary ammonium salts (TMCI and HACC). For this purpose, glyoxylate was prepared by Schiff base reaction of glyoxylic acid and amino heterocycles and it was further ionization to substitute iodide ions and chloride ions. After structural characterization by FTIR and ¹H NMR, the antifungal and antioxidant activities were measured. Results indicated that glyoxylate bearing Schiff base could improve the bioactivity of TMCI and HACC obviously. Specifically, anionic TMCI with Schiff base of amino pyridines possessed best antioxidant activity >92.40% at 1.6 mg/mL against DPPH radicals. Meanwhile, they showed antifungal activity >84.88% at 1.0 mg/mL against G. cingulate. Furthermore, the cytotoxicity was evaluated, and all samples showed good cell viability >80.14% at 1000 μg/mL.

Keywords: 2-aminoimidazole (PubChem CID: 82140); 2-aminopyridine (PubChem CID: 10439); 3-aminopyridine (PubChem CID: 10009); 4-aminopyridine (PubChem CID: 1727); Amino triazole (PubChem CID: 1639); Antifungal activity; Antioxidant activity; Bioactive anions; Chitosan (PubChem CID: 71853); Chitosan quaternary ammonium salts; Glyoxylic acid (PubChem CID: 760); Hydrochloric acid (PubChem CID: 313); Schiff base.