1,2-bis(1H-indol-3-yl)ethane-1,2-dione, an indole alkaloid from the marine sponge Smenospongia sp

J Nat Prod. 2002 Apr;65(4):595-7. doi: 10.1021/np010347v.

Abstract

1,2-Bis(1H-indol-3-yl)ethane-1,2-dione (1), a bisindole alkaloid, was isolated from the marine sponge Smenospongia sp. The known compounds indole-3-carbaldehyde (2), 6-bromoindole-3-carbaldehyde (3), and tryptamine (4) and mixtures of the (Z/E) isomers of 6-bromo-2'-demethylaplysinopsin (5a/5b) and 6-bromo-3'-deimino-2',4'-bis(demethyl)-3'-oxoaplysinopsin (6a/6b) were also isolated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Australia
  • Chromatography, High Pressure Liquid
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / isolation & purification*
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Stereoisomerism
  • Tryptamines / chemistry

Substances

  • 1,2-bis(1H-indol-3-yl)ethane-1,2-dione
  • 6-bromo-3'-deimino-2',4'-bis(demethyl)-3'-oxoaplysinopsin
  • 6-bromoindole-3-carbaldehyde
  • Indole Alkaloids
  • Indoles
  • Tryptamines
  • tryptamine
  • indole-3-carbaldehyde