Beyazit, NeslihanCakran, Halide SinemCabir, AliAkiscan, YasarDemetgul, Cahit2024-09-182024-09-1820200144-86171879-1344https://doi.org/10.1016/j.carbpol.2020.116333https://hdl.handle.net/20.500.12483/10318In this work, two new chitosan-Schiff base derivatives (HCS-GSP and LCS-GSP) were synthesized by the condensation reaction of high molecular weight chitosan (HCS) and low molecular weight chitosan (LCS) with (-)-gossypol (GSP), respectively. For this purpose, racemic gossypol was isolated from cotton seeds and it was further enantiomerically purified by diastereomeric resolution technique using L-tryptophan methyl ester hydrochloride. Then, chitosan polymers were derivatized with (-)-gossypol by the condensation reaction. The isolated and synthesized coumpounds were characterized by physical measurements and spectroscopic methods (elemental analysis C,H,N, Uv-vis, FT-IR, 1H&13C NMR and TG/DTG/DTA). The antioxidant activity of high molecular weight chitosan (HCS), low molecular weight chitosan (LCS) and their gossypol derivatives was evaluated as radical scavengers against 1,1-diphenyl-2-picrylhydrazyl radicals (DPPH). The results showed that both of the chitosan-gossypol derivatives (HCS-GSP and LCS-GSP) had a better ability to scavenging DPPH radical (IC50, 12 mu g/mL and 16 mu g/mL, respectively) than its unmodified chitosan.eninfo:eu-repo/semantics/closedAccessGossypolChitosanSchiff baseAntioxidantArticle24010.1016/j.carbpol.2020.116333324755912-s2.0-85084172128Q1WOS:000537314900064Q1