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Elysiapyrones from Elysia diomedea. Do such metabolites evidence an enzymatically assisted electrocyclization cascade for the biosynthesis of their bicyclo[4.2.0]octane core?

AuthorsCueto, Mercedes ; D'Croz, Luis; Maté, Juan L.; San Martín, Aurelio; Darias, José
Issue Date13-Jan-2005
PublisherAmerican Chemical Society
CitationOrganic Letters 7(3): 415-418 (2005)
AbstractBiogenetically interesting polypropionate-derived metabolites 1 and 2, featuring an unprecedented skeleton, have been isolated from the sea slug Elysia diomedea. Their enantiomeric character indicates that the current spontaneous electrocyclization cascade biogenetic hypothesis for the bicyclo[4.2.0]octane core must be enzymatically aided. These compounds are isomeric with the 15-nor-9,10-deoxytridachione/15-norphotodeoxytridachione pair of metabolites and encourage speculation about their biosynthetic relationship.
Description4 pages, 1 figure, 1 scheme.-- PMID: 15673253 [PubMed].-- Printed version published Feb 3, 2005.
Supporting information (Spectral data and experimental procedures) available at: http://pubs.acs.org/doi/suppl/10.1021/ol0477428
Publisher version (URL)http://dx.doi.org/10.1021/ol0477428
Appears in Collections:(IPNA) Artículos
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