Chromatographic separation and spectrometric identification of the oxidation products from a tetrahydro-isoquinoline alkaloid.
The oxidation chemistry of 3',4'-deoxynorlaudanosoline carboxylic acid, a tetrahydroisoquinoline alkaloid, has been studied by electrochemical approaches. Four reaction products were isolated by semi-preparative high performance liquid chromatography and identified structurally by nuclear magnetic resonance, mass spectrometry, ultraviolet-visible spectrophotometry and electrochemistry studies. An oxidation mechanism was proposed.
Zhang
F
F
Analytical R&D, Skin Research Center, Johnson & Johnson Consumer Products Worldwide, Skillman, New Jersey 08558, USA. fzhang1@cpcus.jnj.com
Dryhurst
G
G
D000470:Alkaloids / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D004563:Electrochemistry; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013765:Tetrahydropapaveroline / Q000031:analogs & derivatives / Q000737:chemistry* / Q000302:isolation & purification
C018501:3',4'-deoxynorlaudanosolinecarboxylic acid; D000470:Alkaloids; D013765:Tetrahydropapaveroline