Prenylated indole alkaloids from co-culture of marine-derived fungi Aspergillus sulphureus and Isaria felina

J Antibiot (Tokyo). 2018 Oct;71(10):846-853. doi: 10.1038/s41429-018-0072-9. Epub 2018 Jun 8.

Abstract

Five new prenylated indole alkaloids, 17-hydroxynotoamide D (1), 17-O-ethylnotoamide M (2), 10-O-acetylsclerotiamide (3), 10-O-ethylsclerotiamide (4), and 10-O-ethylnotoamide R (5) were isolated from a co-culture of marine-derived fungi Aspergillus sulphureus KMM 4640 and Isaria felina KMM 4639. The structures of 1-5 were determined by detailed analysis of spectroscopic data and by comparison with related known compounds. The absolute configurations of 1-5 were determined by time-dependent density functional theory (TD-DFT) calculations of ECD spectra. Compound 2 is able to inhibit the colony formation of human prostate cancer cells 22Rv1 at non-cytotoxic concentration of 10 μM.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology
  • Aquatic Organisms
  • Ascomycota / metabolism*
  • Aspergillus / metabolism*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Coculture Techniques*
  • Humans
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / metabolism*
  • Models, Molecular
  • Molecular Structure

Substances

  • Antineoplastic Agents
  • Indole Alkaloids