Bionectins A-C, epidithiodioxopiperazines with anti-MRSA activity, from Bionectra byssicola F120

J Nat Prod. 2006 Dec;69(12):1816-9. doi: 10.1021/np060348t.

Abstract

Three new epidithiodioxopiperazine compounds, bionectins A (1), B (2), and C (3), along with a known compound, verticillin D (4), have been isolated from the mycelium of liquid fermentation cultures of the fungus Bionectra byssicola F120. The structures of compounds 1-3 were assigned on the basis of MS and NMR data. Compounds 1 and 2 incorporate a dioxopiperazine moiety with a disulfide bridge in their molecules, while 3 contains a dioxopiperazine ring with two methylsulfanyl groups. Compounds 1 and 2 exhibited antibacterial activity against S. aureus including methicillin-resistant S. aureus (MRSA) and quinolone-resistant S. aureus (QRSA), with MIC values of 10-30 microg/mL, while 3 showed no antibacterial activity even at 100 microg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Fungi / chemistry*
  • Methicillin Resistance
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Piperazines / chemistry
  • Piperazines / isolation & purification*
  • Piperazines / pharmacology*
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Piperazines
  • bionectin A
  • bionectin B
  • bionectin C