Structure-Antioxidant Activity Relationships of Luteolin and Catechin

J Food Sci. 2020 Feb;85(2):298-305. doi: 10.1111/1750-3841.14994. Epub 2020 Jan 20.

Abstract

Antioxidant activity of the natural flavonoids luteolin and catechin, which shows inconsistent comparative results in literature, was extensively evaluated as affected by the 1,4-pyrone moiety and 3-OH group. Catechin and luteolin were compared to the synthetic antioxidant-butylated hydroxytoluene for their 2,2-diphenyl-1-picrylhydrazyl (DPPH ) scavenging activity in polar protic and aprotic solvents and ferric reducing-antioxidant power (FRAP). Moreover, their effect on lipid oxidation kinetics of canola and olive oil triacylglycerols as well as their oil-in-water (O/W) emulsions, in addition to oil stability indices (OSIs), was evaluated. In the DPPH assay, catechin's 3-OH group led to lower IC50 values than luteolin's 1,4-pyrone moiety in acetone (3.4 µM compared with 9.4 µM), while there was no significant difference in methanol (IC50 = approximately 18.3 µM) or tetrahydrofuran (IC50 = approximately 27.2 µM). The FRAP test indicated a higher reducing power for catechin than for luteolin (689.4 µM compared with 573.1 µM). The antioxidants showed various performances in the oil triacylglycerols and their O/W emulsions due predominantly to the interfacial phenomena. A better OSI was found for catechin than for luteolin (20.0 to 52.7 hr compared with 3.5 to 4.2 hr) in Rancimat test.

Keywords: antioxidant activity; catechin; interfacial phenomena; luteolin.

MeSH terms

  • Antioxidants / chemistry*
  • Antioxidants / pharmacology
  • Catechin / chemistry*
  • Catechin / pharmacology
  • Kinetics
  • Luteolin / chemistry*
  • Luteolin / pharmacology
  • Oxidation-Reduction
  • Structure-Activity Relationship

Substances

  • Antioxidants
  • Catechin
  • Luteolin