Chemical constituents and biological studies of the leaves of Grevillea robusta

Molecules. 2011 Nov 7;16(11):9331-9. doi: 10.3390/molecules16119331.

Abstract

Three new compounds: Graviquinone (1), cis-3-hydroxy-5-pentadecylcyclohexanone (2), and methyl 5-ethoxy-2-hydroxycinnamate (3), and thirty-eight known compounds were isolated and identified from the leaves of Grevillea robusta. The structures of these compounds were determined by spectroscopic and chemical transformation methods. Graviquinone (1) showed the strongest cytotoxicity against MCF-7, NCI-H460, and SF-268 cell lines. Methyl 2,5-dihydroxycinnamate (4), graviphane (13), and dehydrograviphane (14) exhibited very potent DPPH scavenging activity compared with α-tocopherol. Methyl 2,5-dihydroxycinnamate (4) and bis-norstriatol (17) demonstrated strong inhibition of L-DOPA oxidation by mushroom tyrosinase compared with kojic acid.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Cell Line, Tumor / drug effects
  • Cinnamates / chemistry
  • Cinnamates / pharmacology
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology
  • Hexanones / chemistry
  • Hexanones / pharmacology
  • Humans
  • Levodopa / chemistry
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Monophenol Monooxygenase / metabolism
  • Oxidation-Reduction
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry*
  • Proteaceae / anatomy & histology*
  • Proteaceae / chemistry*
  • Pyrones / chemistry
  • Quinones / chemistry
  • Quinones / pharmacology

Substances

  • Antioxidants
  • Cinnamates
  • Free Radical Scavengers
  • Hexanones
  • Plant Extracts
  • Pyrones
  • Quinones
  • Levodopa
  • kojic acid
  • Monophenol Monooxygenase