Nagelamides Q and R, novel dimeric bromopyrrole alkaloids from sponges Agelas sp

Org Lett. 2009 Apr 16;11(8):1785-8. doi: 10.1021/ol900328c.

Abstract

Two new dimeric bromopyrrole alkaloids, nagelamides Q (1) and R (2), have been isolated from Okinawan marine sponges of the genus Agelas (SS-1134 and SS-956, respectively), and the structures and stereochemistry were elucidated from spectroscopic data. Nagelamide Q (1) is a rare dimeric bromopyrrole alkaloid possessing a pyrrolidine ring, while nagelamide R (2) is the first bromopyrrole alkaloid having an oxazoline ring. Nagelamides Q (1) and R (2) showed antimicrobial activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agelas / chemistry*
  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Animals
  • Aspergillus niger / drug effects
  • Bacillus subtilis / drug effects
  • Candida albicans / drug effects
  • Cryptococcus neoformans / drug effects
  • Escherichia coli / drug effects
  • Imidazoles / chemistry
  • Imidazoles / isolation & purification*
  • Imidazoles / pharmacology
  • Microbial Sensitivity Tests
  • Micrococcus luteus / drug effects
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Pyrroles / chemistry
  • Pyrroles / isolation & purification*
  • Pyrroles / pharmacology
  • Staphylococcus aureus / drug effects
  • Trichophyton / drug effects

Substances

  • Alkaloids
  • Imidazoles
  • Pyrroles
  • nagelamide Q
  • nagelamide R