A benzylisoquinoline alkaloid from Doryphora sassafras

J Nat Prod. 2001 Dec;64(12):1572-3. doi: 10.1021/np010132l.

Abstract

Chemical investigation of the Australian rainforest plant Doryphora sassafras has resulted in the isolation of a new natural product, 2-methyl-1-(p-methoxybenzyl)-6,7-methylenedioxyisoquinolinium chloride (1). The iodide salt of compound 1 has previously been synthesized but only partially characterized. This paper reports the full spectroscopic characterization of 1 by MS, IR, UV, and NMR data.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Analgesics, Opioid / chemistry
  • Analgesics, Opioid / isolation & purification*
  • Analgesics, Opioid / pharmacology
  • Animals
  • Australia
  • Brain / drug effects
  • Cell Membrane / drug effects
  • Cerebellum / drug effects
  • Guinea Pigs
  • Inhibitory Concentration 50
  • Isoquinolines / chemistry
  • Isoquinolines / isolation & purification*
  • Isoquinolines / pharmacology
  • Mass Spectrometry
  • Molecular Structure
  • Monimiaceae / chemistry*
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Quinolinium Compounds*
  • Receptors, Opioid, kappa / physiology
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • 2-methyl-1-(p-methoxybenzyl)-6,7-methylenedioxyisoquinolinium
  • Alkaloids
  • Analgesics, Opioid
  • Isoquinolines
  • Quinolinium Compounds
  • Receptors, Opioid, kappa