Methylpyrrole tropane alkaloids from the bark of Erythroxylum vacciniifolium.
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.
Zanolari
Boris
B
Laboratory of Pharmacognosy and Phytochemistry, University of Geneva, CH-1211 Geneva 4, Switzerland.
Guilet
David
D
Marston
Andrew
A
Queiroz
Emerson F
EF
Paulo
Marçal de Queiroz
Mde Q
Hostettmann
Kurt
K
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D001938:Brazil; D001952:Bridged-Ring Compounds / Q000737:chemistry / Q000302:isolation & purification*; D030921:Erythroxylaceae / Q000737:chemistry*; D008519:Medicine, Traditional; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014326:Tropanes / Q000737:chemistry / Q000302:isolation & purification*
D000470:Alkaloids; D001952:Bridged-Ring Compounds; D014326:Tropanes