The activity of propolis in the scavenging of vitamin B2-photogenerated ROS

Redox Rep. 2015;20(6):246-53. doi: 10.1179/1351000215Y.0000000033. Epub 2015 Jul 24.

Abstract

Objectives: The study was focused on the activity of propolis from Amaicha del Valle, Argentina (ProAV) as a promoter and scavenger of Riboflavin (Rf)--photogenerated reactive oxygen species (ROS).

Methods: Through a kinetic and mechanistic study, employing stationary and time-resolved photochemical and electrochemical techniques, the protecting activity of ProAV was investigated.

Results: In the absence of light and Rf, ProAV exerted a relatively efficient inhibitory effect on 1,1-diphenyl-2-picrylhydrazyl radicals and acts as a protector of artificially promoted linoleic acid oxidation. Under aerobic visible-light-irradiation conditions, in the presence of Rf as the only light-absorber species, a complex picture of competitive processes takes place, starting with the quenching of singlet and triplet electronically excited states of Rf by ProAV. The species O2(1 g), O2(•-), H2O2, and OH(•) are generated and interact with ProAV.

Discussion: ProAV behaves as an efficient ROS scavenger. It is scarcely photo-oxidized by interaction with the mentioned ROS. Quantitative results indicate that ProAV is even more resistant to photo-oxidation than the recognized antioxidant trolox. Two dihydroxychalcones, mostly present in the ProAV composition, are responsible for the protecting activity of the propolis.

Keywords: Antioxidant; Photodegradation; Propolis; Vitamin B2 photogenerate.

MeSH terms

  • Antioxidants / chemistry
  • Biphenyl Compounds / chemistry
  • Chalcones / chemistry
  • Chromans / chemistry
  • Free Radical Scavengers / chemistry
  • Hydrogen Peroxide / chemistry
  • Light
  • Linoleic Acid / chemistry
  • Oxygen / chemistry
  • Phenol / chemistry
  • Photochemistry
  • Photolysis
  • Photosensitizing Agents / chemistry
  • Picrates / chemistry
  • Promoter Regions, Genetic
  • Propolis / chemistry*
  • Reactive Oxygen Species / chemistry*
  • Riboflavin / chemistry*
  • Spectrometry, Fluorescence
  • Tryptophan / chemistry

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Chalcones
  • Chromans
  • Free Radical Scavengers
  • Photosensitizing Agents
  • Picrates
  • Reactive Oxygen Species
  • Phenol
  • Tryptophan
  • Propolis
  • Linoleic Acid
  • Hydrogen Peroxide
  • 1,1-diphenyl-2-picrylhydrazyl
  • 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
  • Oxygen
  • Riboflavin