Methylpyrrole tropane alkaloids from the bark of Erythroxylum vacciniifolium

J Nat Prod. 2005 Aug;68(8):1153-8. doi: 10.1021/np040144h.

Abstract

Nine new tropane alkaloids substituted by a methylpyrrole moiety were isolated from the bark of Erythroxylum vacciniifolium, a Brazilian endemic plant used in traditional medicine and locally known as catuaba. All compounds were elucidated as tropanediol or -triol alkaloids esterified by at least one 1-methyl-1H-pyrrole-2-carboxylic acid. One of the isolated compounds was identified as a tropane alkaloid N-oxide. Their structures were determined by high-resolution mass spectrometry and multidimensional NMR spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Brazil
  • Bridged-Ring Compounds / chemistry
  • Bridged-Ring Compounds / isolation & purification*
  • Erythroxylaceae / chemistry*
  • Medicine, Traditional*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Bark / chemistry
  • Plants, Medicinal / chemistry*
  • Tropanes / chemistry
  • Tropanes / isolation & purification*

Substances

  • Alkaloids
  • Bridged-Ring Compounds
  • Tropanes