Futunamine, a Pyrrole-Imidazole Alkaloid from the Sponge Stylissa aff. carteri Collected off the Futuna Islands

J Nat Prod. 2020 Jul 24;83(7):2299-2304. doi: 10.1021/acs.jnatprod.0c00223. Epub 2020 Jul 6.

Abstract

The chemical investigation of the sponge Stylissa aff. carteri collected around Futuna Islands in the Pacific Ocean led to the isolation of three new dimeric pyrrole 2-aminoimidazole alkaloids (PIAs). Futunamine (1) features an unprecedented pyrrolo[1,2-c]imidazole core, while two other new dimeric PIAs were identified as analogues of palau'amine. Together with other known PIAs isolated from this species, they were shown to exhibit anti-inflammatory and neuroprotective activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Anti-Inflammatory Agents / pharmacology
  • Cell Line, Tumor
  • Humans
  • Imidazoles / chemistry*
  • Imidazoles / isolation & purification
  • Islands
  • Microglia / cytology
  • Microglia / drug effects
  • Molecular Structure
  • Neuroprotective Agents / pharmacology
  • Pacific Ocean
  • Pyrroles / chemistry*
  • Pyrroles / isolation & purification
  • Spectrum Analysis / methods

Substances

  • Alkaloids
  • Anti-Inflammatory Agents
  • Imidazoles
  • Neuroprotective Agents
  • Pyrroles