Antimicrobial rubrolides from a South African species of Synoicum tunicate

J Nat Prod. 2012 Oct 26;75(10):1824-7. doi: 10.1021/np300580z. Epub 2012 Oct 2.

Abstract

The CH₂Cl₂-MeOH extract of a South African tunicate described as the new Synoicum globosum Parker-Nance sp. nov. (Ascidiacea, Aplousobranchia) was subjected to ¹H NMR-guided fractionation. This resulted in the identification of new 3″-bromorubrolide F (1), 3'-bromorubrolide E (2), 3'-bromorubrolide F (3), and 3',3″-dibromorubrolide E (4) and reisolation of known rubrolides E (5) and F (6), based on NMR spectroscopic and mass spectrometric data. Biological testing of both new and known members of this reported antimicrobial family of halogenated, aryl-substituted furanones indicated moderate antibacterial properties for 3'-bromorubrolide E (2), 3',3″-dibromorubrolide E (4), and rubrolide F (6) against methicillin-resistant Staphylococcus aureus (MRSA) and S. epidermidis.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Furans / chemistry
  • Furans / isolation & purification*
  • Furans / pharmacology*
  • Methicillin Resistance / drug effects
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Oceans and Seas
  • South Africa
  • Staphylococcus epidermidis / drug effects
  • Urochordata / chemistry*

Substances

  • 3''-bromorubrolide F
  • Anti-Bacterial Agents
  • Furans