Prenylated benzophenone peroxide derivatives from Hypericum sampsonii

Chem Biodivers. 2010 Apr;7(4):953-8. doi: 10.1002/cbdv.200900247.

Abstract

Two new prenylated benzophenone peroxide derivatives, peroxysampsones A and B (1 and 2, resp.), together with a known compound, plukenetione C (3), were isolated from the roots of the Chinese medicinal plant Hypericum sampsonii, and their structures were elucidated by detailed spectral analysis. These compounds are the unusual peroxides of polyprenylated benzophenone derivatives, containing the unique caged moiety of 4,5-dioxatetracyclo[9.3.1.1(9,13).0(1,7)]hexadecane-12,14,15-trione. In the biological test, peroxysampsone A (1) showed comparable activity with norfloxacin against a NorA over-expressing multidrug-resistant (MDR) strain of Staphylococcus aureus SA-1199B.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Benzophenones / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / pharmacology
  • Hypericum / chemistry*
  • Magnetic Resonance Spectroscopy
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Molecular Conformation
  • Peroxides / chemistry*
  • Peroxides / isolation & purification
  • Peroxides / pharmacology
  • Plant Roots / chemistry
  • Prenylation

Substances

  • Anti-Bacterial Agents
  • Benzophenones
  • Heterocyclic Compounds, 4 or More Rings
  • Peroxides
  • peroxysampsone A
  • peroxysampsone B
  • benzophenone