Nagelamides K and L, dimeric bromopyrrole alkaloids from sponge Agelas species

Org Lett. 2008 Jun 5;10(11):2099-102. doi: 10.1021/ol8003904. Epub 2008 May 3.

Abstract

Two new dimeric bromopyrrole alkaloids, nagelamides K (1) and L (2), have been isolated from Okinawan marine sponges Agelas species, and the structures and stereochemistry were elucidated from spectroscopic data. Nagelamide K (1) is a bromopyrrole alkaloid possessing a rare piperidinoiminoimidazolone ring with an aminoimidazole ring and a taurine unit, while nagelamide L (2) is a unique dimeric bromopyrrole alkaloid containing an ester linkage. Nagelamides K (1) and L (2) exhibited antimicrobial activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agelas / chemistry*
  • Alkaloids / chemical synthesis
  • Alkaloids / chemistry*
  • Alkaloids / pharmacology*
  • Animals
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Dimerization
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Micrococcus luteus / drug effects
  • Pyrroles / chemical synthesis
  • Pyrroles / chemistry*
  • Pyrroles / pharmacology*
  • Stereoisomerism

Substances

  • Alkaloids
  • Anti-Infective Agents
  • Pyrroles
  • nagelamide K
  • nagelamide L