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New terpenoid metabolites from the skin extracts, an egg mass, and dietary sponges of the Northeastern Pacific dorid nudibranch Cadlina luteomarginata

TitleNew terpenoid metabolites from the skin extracts, an egg mass, and dietary sponges of the Northeastern Pacific dorid nudibranch Cadlina luteomarginata
Publication TypeJournal Article
Year of Publication1997
AuthorsDumdei, EJ, Kubanek, J, Coleman, JE, Pika, J, Andersen, RJ, Steiner, JR, Clardy, J
JournalCanadian Journal of Chemistry-Revue Canadienne De Chimie
Volume75
Pagination773-789
Date PublishedJun
Type of ArticleArticle
ISBN Number0008-4042
KeywordsAPLYSILLA-GLACIALIS, CHEMICAL DEFENSE, MOLLUSKS, nudibranch, SPONGE, structure elucidation, terpenoids
Abstract

Chemical investigations of Cadlina luteomarginata skin extracts, egg masses, and dietary sponges have led to the identification of the novel terpenoids cadlinaldehyde (30), spongian 32, seco-spongian 35, 20-acetoxy-12-marginatone (38), and lutenolide (39) from the nudibranch skin extracts, the new drimane sesquiterpenoid 1 alpha,2 alpha-diacetoxyalbicanyl acetate (40) from the nudibranch’s egg mass, and the new sesquiterpenoids O-methyl-9-oxofurodysininlactone (47), 2-oxomicrocionin-2-lactone (48), and O-methyl-2-oxomicrocionin-2-lactone (49), from the dietary sponge Pleraplysilla sp. The known terpenoids furodysinin (1), furodysin (16), marginatafuran (21), and 9,11-dihydrogracillin A (37), which have been frequently isolated from C. luteomarginata skin extracts, were found for the first time in extracts of the dietary sponges Pleraplysilla sp. and Aplysilla sp. One of the new terpenoids, cadlinaldehyde (30), has an unprecedented degraded sesterterpenoid skeleton.

URL<Go to ISI>://A1997XL70400025