Further studies on the chemistry of the Flustra Alkaloids from the Bryozoan Flustra foliacea

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DOIResolve DOI: http://doi.org/10.1021/np900282j
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TypeArticle
Journal titleJournal of Natural Products
Volume72
Issue10
Pages17731781; # of pages: 9
SubjectArticle; Bryozoa; carbon nuclear magnetic resonance; controlled study; drug isolation; drug structure; Flustra foliacea; nonhuman; proton nuclear magnetic resonance
AbstractSince 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.
Publication date
PublisherACS Publications
LanguageEnglish
AffiliationNational Research Council Canada; NRC Institute for Marine Biosciences
Peer reviewedYes
NRC number51723
NPARC number21268223
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Record identifiera4f9e849-59e1-48c1-b1f4-2b767fe64bea
Record created2013-06-05
Record modified2016-05-09
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