Salim Angela A, Garson Mary J, Craik David J
Institute for Molecular Bioscience and Department of Chemistry, The University of Queensland, Brisbane, QLD 4072, Australia.
J Nat Prod. 2004 Jan;67(1):54-7. doi: 10.1021/np0303310.
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.
从印度尼西亚西爪哇采集的香露兜叶中分离出三种新生物碱,即两种吡咯烷型生物碱(1和2)以及6E-露兜树胺(3),还有五种已知生物碱(4 - 8)。所有新生物碱均含有两个α-甲基α,β-不饱和γ-内酯部分,而化合物2还具有一个额外的七元环,这在露兜树生物碱中此前未曾见过。测试了两种不同的提取方法,即溶剂分配萃取法和酸碱处理法,分别得到仲胺和叔胺。光谱学和化学研究表明,从酸碱处理中分离出的叔胺是提取过程中形成的假象。这一发现表明,在分离露兜树生物碱时使用传统酸碱处理方法应重新审视,因为它可能会引入假象。