title: Influence of hydroxyl substitution on flavanone antioxidants properties.
abstract: The aim of our study was to determine the effect of the position of the hydroxyl group on the antioxidant properties of flavonoid derivatives. For this purpose, we performed electrochemical analysis and quantum-mechanical calculations to describe the mechanisms of electrochemical oxidation, and we selected the two methods of ABTS (2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) and DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate), which allowed us to determine the ability to scavenge free radicals. On the basis of the research, we found that the derivatives of flavonoids, which have a hydroxyl group substituted at the R-3 position on the C ring, have outstanding antioxidant activity. Flavone, which had an OH group substituted at the R-6 and R-7 position on the ring A, showed similar antioxidant activity to flavone without -OH groups in the structure and slightly higher activity than the di-substituted flavone on the ring A.
authors.affiliation: Technical University of Lodz, Institute of Polymer and Dye Technology, Faculty of Chemistry, 90-924 Lodz, ul Stefanowskiego 12/16, Poland. Electronic address: anna.masek@p.lodz.pl.
authors.forename: Anna
authors.initials: A
authors.lastname: Masek
authors.affiliation: Technical University of Lodz, Institute of General and Ecological Chemistry, Faculty of Chemistry, 90-924 Lodz, ul Zeromskiego 116, Poland.
authors.forename: Ewa
authors.initials: E
authors.lastname: Chrzescijanska
authors.affiliation: Technical University of Lodz, Institute of Polymer and Dye Technology, Faculty of Chemistry, 90-924 Lodz, ul Stefanowskiego 12/16, Poland.
authors.forename: Malgorzata
authors.initials: M
authors.lastname: Latos
authors.affiliation: Technical University of Lodz, Institute of Polymer and Dye Technology, Faculty of Chemistry, 90-924 Lodz, ul Stefanowskiego 12/16, Poland.
authors.forename: Marian
authors.initials: M
authors.lastname: Zaborski
mesh_terms: D000975:Antioxidants / Q000737:chemistry*; D055664:Electrochemical Techniques / Q000379:methods*; D044950:Flavanones / Q000737:chemistry*; D017665:Hydroxyl Radical / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000975:Antioxidants; D044950:Flavanones; D017665:Hydroxyl Radical; C028610:flavanone
keywords: ABTS; Antioxidant; DPPH; Electrochemical oxidation; Flavones; UV–VIS