New bisindole alkaloids of the topsentin and hamacanthin classes from the Mediterranean marine sponge Rhaphisia lacazei

J Nat Prod. 2000 Apr;63(4):447-51. doi: 10.1021/np9903292.

Abstract

Chemical investigation of the Et(2)O extract of the marine sponge Rhaphisia lacazei resulted in the isolation of 13 pure bisindole alkaloids (1-13). Compounds (1-6) belong to the class of topsentins and have already been described. Compounds 7-13 are new products, closely related to the class of hamacanthins. The major compounds 1-3 were tested in vitro for antitumor activity; compounds 2 and 3 showed antiproliferative activity against human bronchopulmonary cancer cells (NSCLC-N6) with an IC(50) of 12 and 6.3 microg/mL, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Cell Division / drug effects
  • Chromatography, High Pressure Liquid
  • Drug Screening Assays, Antitumor
  • Imidazoles / isolation & purification*
  • Imidazoles / pharmacology
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • Magnetic Resonance Spectroscopy
  • Piperazines / isolation & purification
  • Piperazines / pharmacology
  • Porifera / chemistry*
  • Spectrophotometry, Ultraviolet
  • Tissue Extracts / chemistry
  • Tissue Extracts / pharmacology
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Imidazoles
  • Indoles
  • Piperazines
  • Tissue Extracts
  • topsentin