Unusual sulfamate indoles and a novel indolo[3,2-a]carbazole from Ancorina sp

J Org Chem. 2002 Sep 20;67(19):6671-7. doi: 10.1021/jo020120k.

Abstract

Four new indoles, ancorinolates A-C and bis-ancorinolate B, which contain sulfamate and sulfate groups, were isolated from the aqueous extract of the sponge Ancorina sp. In addition, ancorinazole, an indolo[3,2-a]carbazole also possessing sulfamate and sulfate groups, was isolated from two separate New Zealand collections of Ancorina sp. Ancorinazole is the first indolo[3,2-a]carbazole described as a natural product. Ancorinolates A (1) and C (3) showed weak HIV-inhibitory activity in the XTT-based, anticytopathicity assay.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acetylation
  • Animals
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / isolation & purification*
  • Anti-HIV Agents / pharmacology
  • Chromatography, High Pressure Liquid
  • Hydrolysis
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • Mass Spectrometry
  • Molecular Structure
  • New Zealand
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*

Substances

  • Anti-HIV Agents
  • Indoles
  • ancorinolate A
  • ancorinolate C
  • bis-ancorinolate B