The phenylquinolizidines of the seedlings of Heimia salicifolia.
Two isomeric 2-hydroxy-4-(3-hydroxy-4-methoxyphenyl)quinolizidines (3 and 9a), differing in the configuration of the bridgehead carbon, have been isolated from 5 to 10-day-old seedlings of Heimia salicifolia. The phenylquinolizidol with the cis ring juncture is shown to exist, in solution, as an equilibrium of conformers. 2-Keto-4-(3-hydroxy-4-methoxyphenyl)quinolizidine (5) has been isolated from the seedlings by radioactive dilution.
D000470:Alkaloids / Q000302:isolation & purification*; D055598:Chemical Phenomena; D002621:Chemistry; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011807:Quinolizines / Q000302:isolation & purification*; D013055:Spectrophotometry, Infrared
D000470:Alkaloids; D011807:Quinolizines