Mycetoindole, an N-acyl dehydrotryptophan with plant growth inhibitory activity from an actinomycete of the genus Actinomycetospora

J Antibiot (Tokyo). 2022 Jan;75(1):44-47. doi: 10.1038/s41429-021-00474-7. Epub 2021 Sep 14.

Abstract

A rare actinomycetal strain of the genus Actinomycetospora was found to produce a new tryptophan derivative, designated mycetoindole (1). The structure of 1 was determined to be N-3-methylcrotonoyl (Z)-dehydrotryptophan by NMR and MS analytical methods. Compound 1 reduced the root growth of lettuce Lactuca sativa seedlings at concentrations above 0.1 μM and almost completely inhibited seed germination at 10 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinobacteria / chemistry
  • Actinobacteria / metabolism*
  • Animals
  • Bacteria / drug effects
  • Fermentation
  • Germination / drug effects
  • Humans
  • Lactuca / drug effects
  • Lactuca / growth & development
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Microbial Sensitivity Tests
  • Plant Roots / drug effects
  • Plant Roots / growth & development
  • Seedlings
  • Tryptophan / analogs & derivatives
  • Tryptophan / biosynthesis

Substances

  • Tryptophan