Bipleiophylline, an unprecedented cytotoxic bisindole alkaloid constituted from the bridging of two indole moieties by an aromatic spacer unit

Org Lett. 2008 Sep 4;10(17):3749-52. doi: 10.1021/ol801354s. Epub 2008 Aug 7.

Abstract

A cytotoxic bisindole alkaloid possessing an unprecedented structure in which two indole moieties are bridged by an aromatic spacer unit has been isolated from Alstonia angustifolia. The structure was established by analysis of the spectroscopic data and confirmed by X-ray diffraction analysis. A possible biogenetic pathway from pyrocatechuic acid and pleiocarpamine is presented.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alstonia / chemistry*
  • Humans
  • Indole Alkaloids / chemistry*
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology
  • Jurkat Cells
  • KB Cells
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Bark / chemistry
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • X-Ray Diffraction

Substances

  • Indole Alkaloids