(+/-)-Gelliusines A and B, two diastereomeric brominated tris-indole alkaloids from a deep water new caledonian marine sponge (Gellius or Orina sp.)

J Nat Prod. 1994 Sep;57(9):1294-9. doi: 10.1021/np50111a020.

Abstract

Two new diastereomeric brominated tris-indole alkaloids occurring as enantiomeric pairs, (+/-)-gelliusines A [1] and B [2], have been isolated from a deep water New Caledonian sponge (Gellius or Orina sp.), whose crude extract exhibited cytotoxicity against KB cells. Their structures were elucidated by spectroscopic methods including one- and two-dimensional nmr spectroscopy. The major compound, (+/-) gelliusine A [1], which showed very weak cytotoxicity, proved to be active at the serotonin receptor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Drug Screening Assays, Antitumor
  • Guinea Pigs
  • Humans
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • KB Cells
  • Magnetic Resonance Spectroscopy
  • Male
  • Muscle, Smooth / drug effects
  • Porifera / chemistry*
  • Serotonin Receptor Agonists / pharmacology
  • Stereoisomerism

Substances

  • Antineoplastic Agents
  • Indoles
  • Serotonin Receptor Agonists
  • gelliusine A