Cannabinomimetic lipid from a marine cyanobacterium

J Nat Prod. 2011 Oct 28;74(10):2313-7. doi: 10.1021/np200610t. Epub 2011 Oct 14.

Abstract

NMR-guided fractionation of two independent collections of the marine cyanobacteria Lyngbya majuscula obtained from Papua New Guinea and Oscillatoria sp. collected in Panama led to the isolation of the new lipids serinolamide A (3) and propenediester (4). Their structures were determined by NMR and MS data analysis. Serinolamide A (3) exhibited a moderate agonist effect and selectivity for the CB1 cannabinoid receptor (Ki=1.3 μM, >5-fold) and represents the newest addition to the known cannabinomimetic natural products of marine origin.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Cyanobacteria / chemistry*
  • Dose-Response Relationship, Drug
  • Humans
  • Lipids / chemistry
  • Lipids / isolation & purification*
  • Lipids / pharmacology
  • Marine Biology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Panama
  • Papua New Guinea
  • Receptor, Cannabinoid, CB1 / agonists

Substances

  • Lipids
  • Receptor, Cannabinoid, CB1
  • propenediester lipid
  • serinolamide A