New alkaloids from Pandanus amaryllifolius.
Three new alkaloids, the two pyrrolidine type alkaloids (1 and 2) and 6E-pandanamine (3), together with five known alkaloids (4-8), were isolated from the leaves of Pandanus amaryllifolius collected in West Java, Indonesia. All the new alkaloids have two alpha-methyl alpha,beta-unsaturated gamma-lactone moieties, while compound 2 also has an additional seven-membered ring, which has not been encountered before in Pandanus alkaloids. Two different extraction methods, namely, a solvent partitioning extraction and acid-base treatment, were tested, giving secondary and tertiary amines, respectively. Spectroscopic and chemical studies showed that the tertiary amines isolated from the acid-base treatment were artifacts formed during the extraction process. This finding suggests that the use of conventional acid-base treatment in isolating Pandanus alkaloids should be reviewed since it can introduce artifacts.
Salim
Angela A
AA
Institute for Molecular Bioscience and Department of Chemistry, The University of Queensland, Brisbane, QLD 4072, Australia.
Garson
Mary J
MJ
Craik
David J
DJ
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D007214:Indonesia; D008518:Medicine, East Asian Traditional; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D031673:Pandanaceae / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
D000470:Alkaloids; D011759:Pyrrolidines