Dimeric acylphloroglucinols from Hypericum austrobrasiliense exhibiting antinociceptive activity in mice

Phytochemistry. 2016 Feb:122:178-183. doi: 10.1016/j.phytochem.2015.12.012. Epub 2015 Dec 23.

Abstract

Three dimeric acylphloroglucinols, austrobrasilol A, austrobrasilol B and isoaustrobrasilol B were isolated from the flowers of Hypericum austrobrasiliense (Hypericaceae, section Trigynobrathys). Their structures were elucidated using mass spectrometry and NMR experiments (1D and 2D), and by comparison with previously reported data for other dimeric acylphloroglucinols isolated from Hypericum and Elaphoglossum genera. The three compounds were orally administered in mice at equimolar doses to uliginosin B (15mg/kg, p.o.) displaying antinociceptive activity in the hot-plate test. The compounds did not induce motor impairment in the rotarod apparatus.

Keywords: Antinociceptive activity; Dimeric acylphloroglucinols; Hypericaceae; Hypericum austrobrasiliense.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / chemistry
  • Analgesics / isolation & purification*
  • Analgesics / pharmacology*
  • Animals
  • Brazil
  • Hypericum / chemistry*
  • Male
  • Mice
  • Molecular Structure
  • Motor Activity / drug effects
  • Nuclear Magnetic Resonance, Biomolecular
  • Phloroglucinol / analogs & derivatives*
  • Phloroglucinol / chemistry
  • Phloroglucinol / isolation & purification*
  • Phloroglucinol / pharmacology*

Substances

  • Analgesics
  • austrobrasilol A
  • austrobrasilol B
  • isoaustrobrasilol B
  • Phloroglucinol
  • uliginosin B