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关于苔藓虫叶苔虫中苔藓虫生物碱化学性质的进一步研究。

Further studies on the chemistry of the flustra alkaloids from the bryozoan Flustra foliacea.

作者信息

Rochfort Simone J, Moore Stanley, Craft Cheryl, Martin Ned H, Van Wagoner Ryan M, Wright Jeffrey L C

机构信息

Institute for Marine Biosciences, National Research Council of Canada, 1411 Oxford Street, Halifax, NS, Canada B3H 3Z1.

出版信息

J Nat Prod. 2009 Oct;72(10):1773-81. doi: 10.1021/np900282j.

DOI:10.1021/np900282j
PMID:19785389
Abstract

Since 1980, over a dozen novel brominated alkaloids, named flustramines, have been isolated from Scandinavian and Canadian collections of the marine bryozoan Flustra foliacea. This paper describes the reisolation of the known compound dihydroflustramine C (1) and the isolation of 11 new flustramines (2-4, 6-13), including two dimers (12, 13) that may be isolation artifacts. Together these compounds, some with an unexpected aryl substitution pattern, reveal an intricate network of metabolites present in the extracts of the bryozoan. The structures of these metabolites were solved using a variety of spectroscopic techniques and chemical derivatization and modification. This work also led to the recognition of an unusual rearrangement reaction that occurred slowly over a number of years.

摘要

自1980年以来,已从斯堪的纳维亚和加拿大采集的海洋苔藓虫叶苔虫(Flustra foliacea)中分离出十几种名为苔藓胺的新型溴化生物碱。本文描述了已知化合物二氢苔藓胺C(1)的重新分离以及11种新苔藓胺(2-4、6-13)的分离,其中包括两种可能是分离假象的二聚体(12、13)。这些化合物一起,有些具有意想不到的芳基取代模式,揭示了苔藓虫提取物中存在的复杂代谢物网络。这些代谢物的结构通过各种光谱技术以及化学衍生化和修饰得以解析。这项工作还导致认识到一种不寻常的重排反应,该反应在数年中缓慢发生。

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