Norlignans, acylphloroglucinols, and a dimeric xanthone from Hypericum chinense

J Nat Prod. 2010 Nov 29;73(11):1815-20. doi: 10.1021/np1004483. Epub 2010 Nov 2.

Abstract

Two new norlignans, hyperiones A (1) and B (2), three new acylphloroglucinols, aspidinol C (3) and hyperaspidinols A (5) and B (6), the known compound aspidinol D (4), and the symmetrical dimeric xanthone hyperidixanthone (7) were isolated from Hypericum chinense. Their structures were established by spectroscopic analysis. In an antibacterial assay using a panel of multidrug-resistant (MDR) strains, compounds 3 and 4 exhibited promising activity against the NorA efflux protein overexpressing MDR Staphylococcus aureus strain SA-1199B with a minimum inhibitory concentration (MIC) of 2 μg/mL (8.4 μM) and 4 μg/mL (16.8 μM), respectively. The positive control antibiotic norfloxacin showed activity at MIC 32 μg/mL (100 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bacterial Proteins / drug effects
  • Drug Resistance, Multiple, Bacterial / drug effects*
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Hypericum / chemistry*
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Multidrug Resistance-Associated Proteins / drug effects
  • Norfloxacin / pharmacology
  • Nuclear Magnetic Resonance, Biomolecular
  • Phloroglucinol / analogs & derivatives*
  • Phloroglucinol / chemistry
  • Phloroglucinol / isolation & purification*
  • Phloroglucinol / pharmacology
  • Plant Leaves / chemistry
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / metabolism*
  • Tetracycline / pharmacology
  • Xanthones / chemistry
  • Xanthones / isolation & purification*
  • Xanthones / pharmacology

Substances

  • Bacterial Proteins
  • Drugs, Chinese Herbal
  • Lignans
  • Multidrug Resistance-Associated Proteins
  • Xanthones
  • NorA protein, Staphylococcus
  • xanthone
  • Phloroglucinol
  • Tetracycline
  • Norfloxacin