A benzylisoquinoline alkaloid from Doryphora sassafras.
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.
Carroll
A R
AR
AstraZeneca R & D Griffith University, Brisbane, Australia 4111.
Davis
R A
RA
Forster
P I
PI
Guymer
G P
GP
Quinn
R J
RJ
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000701:Analgesics, Opioid / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D001315:Australia; D001921:Brain / Q000187:drug effects; D002462:Cell Membrane / Q000187:drug effects; D002531:Cerebellum / Q000187:drug effects; D006168:Guinea Pigs; D020128:Inhibitory Concentration 50; D007546:Isoquinolines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013058:Mass Spectrometry; D015394:Molecular Structure; D029585:Monimiaceae / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011806:Quinolinium Compounds; D017473:Receptors, Opioid, kappa / Q000502:physiology; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
C446139:2-methyl-1-(p-methoxybenzyl)-6,7-methylenedioxyisoquinolinium; D000470:Alkaloids; D000701:Analgesics, Opioid; D007546:Isoquinolines; D011806:Quinolinium Compounds; D017473:Receptors, Opioid, kappa