Structure, biosynthesis and activity of indolactam alkaloids

Leanne A. Pearson*, Peter Karuso, Brett A. Neilan

*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapterpeer-review

Abstract

Indolactam alkaloids are a family of aromatic toxins produced by various actinobacteria and the cyanobacterium, Moorena producens. The best characterized examples include the teleocidins, lyngbyatoxins, olivoretins, blastmycetins, and pendolmycins, which share a nine-membered lactam core, comprised from L-tryptophanol and L-valine. Contact with indolactam alkaloids has been linked to severe dermatitis (swimmers itch), while accidental ingestion may lead to illness and fatalities. Indolactam alkaloids are also potent tumor promotors, due to their activation of protein kinase C isozymes. This chapter reviews the current literature on indolactam alkaloids, from their discovery in the early 1960s up to 2024. Topics covered include the isolation, structural elucidation, biosynthesis, bioactivity, and total synthesis of the indolactam alkaloid core.

Original languageEnglish
Title of host publicationAlkaloids
Subtitle of host publicationChemistry and Biology
EditorsHans-Joachim Knölker
Place of PublicationCambridge, MA
PublisherElsevier
Chapter1
Pages1-45
Number of pages45
ISBN (Print)9780443297441
DOIs
Publication statusPublished - 2024
Externally publishedYes

Publication series

NameAlkaloids: Chemistry and Biology
Volume92
ISSN (Print)1099-4831

Keywords

  • Blastmycetin
  • Cytoblastin
  • Indolactam alkaloid
  • Lyngbyatoxin
  • Moorena producens
  • Olivoretin
  • Pendolmycin
  • Protein kinase C activator
  • Teleocidin
  • Tumor promotor

Cite this