Flavonol glucuronides and C-glucosidic ellagitannins from Melaleuca squarrosa

Phytochemistry. 2008 Dec;69(18):3062-9. doi: 10.1016/j.phytochem.2008.04.004. Epub 2008 May 22.

Abstract

Two flavonoids and three ellagitannins, squarrosanins A, B, and C, were isolated from the leaves of Melaleuca squarrosa. The flavonoids were characterized structurally as kaempferol-3-O-(2''-O-galloyl)-glucuronide and herbacetin-3-O-glucuronide, while the ellagitannins were characterized as monomeric and dimeric C-glucosidic ellagitannins by application of spectroscopic and chemical methods. The antioxidant effect of the polyphenolic constituents of the M. squarrosa leaves was also examined in vitro, and C-glucosidic tannins including oligomers were shown to be more effective radical scavengers against 1,1-diphenyl-2-picrylhydrazyl (DPPH) than flavonoids and ordinary ellagitannins.

MeSH terms

  • Flavanones / chemistry
  • Flavanones / metabolism*
  • Glucuronides / chemistry
  • Glucuronides / metabolism*
  • Hydrolyzable Tannins / chemistry
  • Hydrolyzable Tannins / metabolism*
  • Melaleuca / chemistry*
  • Melaleuca / metabolism
  • Molecular Structure

Substances

  • Flavanones
  • Glucuronides
  • Hydrolyzable Tannins