Polyphenolic constituent structures of Zanthoxylum piperitum fruit and the antibacterial effects of its polymeric procyanidin on methicillin-resistant Staphylococcus aureus

Biosci Biotechnol Biochem. 2006 Jun;70(6):1423-31. doi: 10.1271/bbb.50669.

Abstract

Zanthoxylum piperitum (Rutaceae) is used as a spice and a natural medicine in Japan. Our study found that ZP-CT-A, a polymeric proanthocyanidin purified from the fruit of this species, noticeably decreased the minimum inhibitory concentrations of beta-lactam antibiotics for methicillin-resistant Staphylococcus aureus (MRSA). The structure of ZP-CT-A was characterized on the basis of (13)C NMR and size exclusion chromatographic data and the results of thiolytic degradation. A mechanistic study of the effects of ZP-CT-A indicated that it suppressed the activity of beta-lactamase and largely decreased the stability of the bacterial cell membrane of MRSA, as shown by a reduction in the tolerance of MRSA to low osmotic pressure and high ionic strength solutions.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Biflavonoids / chemistry
  • Biflavonoids / isolation & purification
  • Biflavonoids / pharmacology*
  • Catechin / chemistry
  • Catechin / isolation & purification
  • Catechin / pharmacology*
  • Cell Proliferation
  • Flavonoids / chemistry*
  • Fruit / chemistry*
  • Magnetic Resonance Spectroscopy
  • Methicillin Resistance* / drug effects
  • Molecular Structure
  • Osmolar Concentration
  • Oxacillin / pharmacology
  • Phenols / chemistry*
  • Polyphenols
  • Proanthocyanidins / chemistry
  • Proanthocyanidins / isolation & purification
  • Proanthocyanidins / pharmacology*
  • Staphylococcus aureus / cytology
  • Staphylococcus aureus / drug effects*
  • Structure-Activity Relationship
  • Sulfhydryl Compounds / chemistry
  • Zanthoxylum / chemistry*
  • beta-Lactamase Inhibitors
  • beta-Lactamases / metabolism

Substances

  • Anti-Bacterial Agents
  • Biflavonoids
  • Flavonoids
  • Phenols
  • Polyphenols
  • Proanthocyanidins
  • Sulfhydryl Compounds
  • ZP-CT-A compound
  • beta-Lactamase Inhibitors
  • procyanidin
  • Catechin
  • beta-Lactamases
  • Oxacillin