Scavenging activity and mechanism study of ferulic acid against reactive carbonyl species acrolein

J Zhejiang Univ Sci B. 2019;20(11):868-876. doi: 10.1631/jzus.B1900211.

Abstract

Acrolein, known as one of the most common reactive carbonyl species, is a toxic small molecule affecting human health in daily life. This study is focused on the scavenging abilities and mechanism of ferulic acid and some other phenolic acids against acrolein. Among the 13 phenolic compounds investigated, ferulic acid was found to have the highest efficiency in scavenging acrolein under physiological conditions. Ferulic acid remained at (3.04±1.89)% and acrolein remained at (29.51±4.44)% after being incubated with each other for 24 h. The molecular mechanism of the detoxifying process was also studied. Detoxifying products, namely 2-methoxy-4-vinylphenol (product 21) and 5-(4-hydroxy-3-methoxyphenyl)pent-4-enal (product 22), were identified though nuclear magnetic resonance (NMR) and gas chromatography-mass spectrometry (GC-MS), after the scavenging process. Ferulic acid showed significant activity in scavenging acrolein under physiological conditions. This study indicates a new method for inhibiting damage from acrolein.

Keywords: Acrolein; Reactive carbonyl species; Ferulic acid; Cytotoxicity; Oxidative stress.

MeSH terms

  • Acrolein / chemistry
  • Acrolein / toxicity*
  • Coumaric Acids / chemistry
  • Coumaric Acids / pharmacology*
  • Glutathione / physiology
  • Hydroxybenzoates / pharmacology
  • Magnetic Resonance Spectroscopy
  • Structure-Activity Relationship

Substances

  • Coumaric Acids
  • Hydroxybenzoates
  • Acrolein
  • ferulic acid
  • Glutathione
  • phenolic acid