Versicoamides F-H, Prenylated Indole Alkaloids from Aspergillus tennesseensis

Org Lett. 2017 Feb 17;19(4):942-945. doi: 10.1021/acs.orglett.7b00145. Epub 2017 Feb 9.

Abstract

Three highly modified indole alkaloids, versicoamides F-H (1-3), together with seven known alkaloids (4-10) were isolated from the fungus Aspergillus tennesseensis. The structures of new compounds were determined by analysis of the NMR and MS spectroscopic data. The absolute configurations of 1 and 2 were assigned by single-crystal X-ray diffraction experiments. Compounds 1 and 2 showed weak antiproliferative activity against the H460 cell line. Compounds 1-3 represent a new class of natural product hybrids with new chemical skeletons.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Aspergillus / chemistry*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Humans
  • Indole Alkaloids / chemistry*
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology
  • Molecular Structure
  • Prenylation
  • Signal Transduction

Substances

  • Antineoplastic Agents
  • Indole Alkaloids