Ellagic acid derivatives from Syzygium cumini stem bark: investigation of their antiplasmodial activity

Nat Prod Commun. 2009 Oct;4(10):1371-6.

Abstract

Bioguided fractionation of Syzygium cumini (Myrtaceae) bark decoction for antiplasmodial activity was performed, leading to the isolation of three known ellagic acid derivatives (ellagic acid, ellagic acid 4-O-alpha-L-2"-acetylrhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-L-rhamnopyranoside), as well as the new derivative 3-O-methylellagic acid 3'-O-beta-D-glucopyranoside. Activity investigation was based on the reduction of P. falciparum (PfK1) parasitaemia in vitro and the inhibition of beta-hematin formation, a known mechanism of action of some antimalarial drugs. Among the investigated ellagic acid derivatives, only ellagic acid was able to reduce P. falciparum parasitaemia in vitro and inhibit beta-hematin formation, suggesting that free hydroxyl groups are necessary for activity within this class of compounds.

MeSH terms

  • Animals
  • Antimalarials / chemistry
  • Antimalarials / pharmacology*
  • Cell Line
  • Ellagic Acid / analogs & derivatives*
  • Ellagic Acid / pharmacology*
  • Humans
  • Molecular Structure
  • Plant Bark / chemistry*
  • Plant Stems
  • Plasmodium falciparum / drug effects*
  • Syzygium / chemistry*

Substances

  • Antimalarials
  • Ellagic Acid