Highly brominated antimicrobial metabolites from a marine Pseudoalteromonas sp

J Nat Prod. 2010 Nov 29;73(11):1963-6. doi: 10.1021/np100506z. Epub 2010 Oct 25.

Abstract

Extracts of a marine Pseudoalteromonas sp. (CMMED 290) isolated from the surface of a nudibranch collected in Kaneohe Bay, Oahu, displayed significant antimicrobial activity against methicillin-resistant Staphylococcus aureus. Bioassay-guided fractionation of the lipophilic extract led to the isolation and structure elucidation of two new highly brominated compounds, 2,3,5,7-tetrabromobenzofuro[3,2-b]pyrrole (1) and 4,4',6-tribromo-2,2'-biphenol (2). In addition, we have identified the known compounds pentabromopseudilin and bromophene. We describe the isolation and structure elucidation of the compounds 1 and 2 together with their antimicrobial activities against methicillin-resistant Staphylococcus aureus.

Publication types

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

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Candida albicans / drug effects
  • Drug Screening Assays, Antitumor
  • Escherichia coli / drug effects
  • Humans
  • Hydrocarbons, Brominated / chemistry
  • Hydrocarbons, Brominated / isolation & purification*
  • Hydrocarbons, Brominated / pharmacology*
  • Marine Biology
  • Methicillin Resistance / drug effects
  • Methicillin-Resistant Staphylococcus aureus / drug effects*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenols / chemistry
  • Phenols / isolation & purification*
  • Phenols / pharmacology*
  • Pseudoalteromonas / chemistry*
  • Pyrroles / chemistry
  • Pyrroles / isolation & purification*
  • Pyrroles / pharmacology*
  • Staphylococcal Infections / drug therapy
  • Staphylococcus aureus / drug effects

Substances

  • 2,3,5,7-tetrabromobenzofuro(3,2-b)pyrrole
  • 4,4',6-tribromo-2,2'-biphenol
  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Hydrocarbons, Brominated
  • Phenols
  • Pyrroles