The first cyclic monomeric 3-alkylpyridinium alkaloid from natural sources: identification, synthesis, and biological activity

Org Biomol Chem. 2008 Nov 7;6(21):4036-40. doi: 10.1039/b808647h. Epub 2008 Sep 9.

Abstract

3-Alkylpyridine alkaloids are very common secondary metabolites from marine sponges of the order Haplosclerida. Here, we report on the identification and synthesis of the first cyclic monomeric 3-alkylpyridinium alkaloid from natural sources. Due to the lack of a pure sample of the new compound, structure elucidation had to rely on HPLC and MS(n).

MeSH terms

  • Alkaloids / chemistry*
  • Animals
  • Cell Line
  • Cell Proliferation / drug effects
  • Escherichia coli / drug effects
  • Haliclona / chemistry*
  • Mice
  • Pyridinium Compounds / analysis
  • Pyridinium Compounds / chemical synthesis*
  • Pyridinium Compounds / pharmacology*
  • Pyridinium Compounds / toxicity
  • Staphylococcus aureus / drug effects

Substances

  • Alkaloids
  • Pyridinium Compounds