Abyssinone V, a prenylated flavonoid isolated from the stem bark of Erythrina melanacantha increases oxidative stress and decreases stress resistance in Caenorhabditis elegans

J Pharm Pharmacol. 2019 Jun;71(6):1007-1016. doi: 10.1111/jphp.13074. Epub 2019 Feb 21.

Abstract

Objectives: Recent studies showed that distinct extracts of Erythrina species used in the traditional medicine of sub-Saharan Africa are protective against stress conditions. However, the underlying molecular mechanisms as well as relevant compounds remain unclear.

Methods: We used the model organism Caenorhabditis elegans to investigate compounds isolated from the stem bark of Erythrina melanacantha (abyssinone V (1), abyssinon-4'O-methylether (2), sigmoidin B-4'O-methylether (3), glabranin (4), 8-prenylnaringenin (5), citflavanone (6), exiguaflavanone (7) and homoeriodictyol (8)). Antioxidative capacity in vitro (trolox equivalent antioxidative capacity assay) and modulation of oxidative stress in vivo (2', 7'-dichlorofluorescein assay) were investigated; stress resistance was analysed using the nucleic acid stain SYTOX green.

Key findings: None of the prenylated flavonoids caused protection against thermal stress; in contrast, most of the compounds (1, 4, 5, 8) decreased stress resistance. None of the compounds decreased the accumulation of reactive oxygen species, but abyssinone V (1) caused an increase in oxidative stress. In line with these results, none of these compounds showed radical-scavenging effects in vitro.

Conclusions: The stem bark of E. melanacantha contains various prenylated flavonoids, but no compound protected C. elegans against stress conditions. In contrast, abyssinone V increases oxidative stress and reduces stress resistance in this model organism.

Keywords: flavonoid; oxidative stress; prenylation; secondary plant compound; stress resistance.

MeSH terms

  • Africa South of the Sahara
  • Animals
  • Antioxidants / metabolism
  • Caenorhabditis elegans / drug effects
  • Erythrina / chemistry*
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology*
  • Medicine, African Traditional / methods
  • Oxidative Stress / drug effects*
  • Plant Bark
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Reactive Oxygen Species / metabolism

Substances

  • Antioxidants
  • Flavonoids
  • Plant Extracts
  • Reactive Oxygen Species
  • abyssinone V