Benzophenones from Hypericum carinatum

J Nat Prod. 2005 May;68(5):784-6. doi: 10.1021/np040149e.

Abstract

Two new benzophenones were isolated from the leaves of Hypericum carinatum. Their structures were established on the basis of 2D NMR spectroscopic analyses and mass spectrometry as cariphenone A (6-benzoyl-5,7-dihydroxy-2,2,8-trimethyl-2H-chromene) (1) and cariphenone B (8-benzoyl-5,7-dihydroxy-2,2,6-trimethyl-2H-chromene) (2). Five known compounds, the phloroglucinol derivative uliginosin B (3), 1-eicosanol, sitosterol, stigmasterol, and campesterol, were also characterized. Compounds 1-3 were evaluated for their total antioxidant capacity through a total radical-trapping parameter assay. Only compound 1 showed moderate antioxidant activity, exhibiting inhibition of chemiluminescence similar to that of quercetin at the same concentration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Benzophenones / chemistry
  • Benzophenones / isolation & purification*
  • Benzophenones / pharmacology
  • Brazil
  • Dose-Response Relationship, Drug
  • Hypericum / chemistry*
  • Luminescent Measurements
  • Molecular Structure
  • Phloroglucinol / analogs & derivatives
  • Phloroglucinol / chemistry
  • Phloroglucinol / isolation & purification
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Quercetin / pharmacology

Substances

  • Antioxidants
  • Benzophenones
  • cariphenone A
  • cariphenone B
  • Quercetin
  • Phloroglucinol