Synthesis, characterization and antioxidant activity of chitosan Schiff base derivatives bearing (-)-gossypol

dc.authoridBeyazit, Neslihan/0000-0002-5722-2400
dc.authoridAKISCAN, YASAR/0000-0002-3302-7766
dc.contributor.authorBeyazit, Neslihan
dc.contributor.authorCakran, Halide Sinem
dc.contributor.authorCabir, Ali
dc.contributor.authorAkiscan, Yasar
dc.contributor.authorDemetgul, Cahit
dc.date.accessioned2024-09-18T20:25:28Z
dc.date.available2024-09-18T20:25:28Z
dc.date.issued2020
dc.departmentHatay Mustafa Kemal Üniversitesien_US
dc.description.abstractIn 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.en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK) [117Z203]en_US
dc.description.sponsorshipThis research was supported by The Scientific and Technological Research Council of Turkey (TUBITAK Project No: 117Z203). The authors want to thank METU (Middle East Technical University)-Central Laboratory for CP/MAS 13C NMR analysis. The authors would also like to thank MARGEM (Hatay Mustafa Kemal University Central Analysis Laboratory) for HPLC and TGA analysis.en_US
dc.identifier.doi10.1016/j.carbpol.2020.116333
dc.identifier.issn0144-8617
dc.identifier.issn1879-1344
dc.identifier.pmid32475591en_US
dc.identifier.scopus2-s2.0-85084172128en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.urihttps://doi.org/10.1016/j.carbpol.2020.116333
dc.identifier.urihttps://hdl.handle.net/20.500.12483/10318
dc.identifier.volume240en_US
dc.identifier.wosWOS:000537314900064en_US
dc.identifier.wosqualityQ1en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherElsevier Sci Ltden_US
dc.relation.ispartofCarbohydrate Polymersen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectGossypolen_US
dc.subjectChitosanen_US
dc.subjectSchiff baseen_US
dc.subjectAntioxidanten_US
dc.titleSynthesis, characterization and antioxidant activity of chitosan Schiff base derivatives bearing (-)-gossypolen_US
dc.typeArticleen_US

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