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. 1979 Aug;76(8):3576–3579. doi: 10.1073/pnas.76.8.3576

Brasilenyne and cis-dihydrorhodophytin: Antifeedant medium-ring haloethers from a sea hare (Aplysia brasiliana)

R B Kinnel *, R K Dieter *, J Meinwald *, D Van Engen *, J Clardy *, T Eisner †, M O Stallard ‡, W Fenical ‡
PMCID: PMC383874  PMID: 16592687

Abstract

Two straight-chain C15 fish antifeedants have been isolated from the sea hare Aplysia brasiliana. Chemical, spectral, and x-ray diffraction studies led to the characterization of these medium-ring ethers as brasilenyne (2) and cis-dihydrorhodophytin (3). The oxonin ring system of 2 is novel in nature. Biosynthetic considerations permit the postulation that a third compound, a noncrystalline congener of these compounds, is cis-isodihydrohodophytin (4).

Keywords: chemical ecology, plant secondary metabolites, acquired distatefulness, Mollusca

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Stallard M. O., Faulkner D. J. Chemical constituents of the digestive gland of the sea hare Aplysia californica. I. Importance of diet. Comp Biochem Physiol B. 1974 Sep 15;49(1B):25–35. doi: 10.1016/0305-0491(74)90218-1. [DOI] [PubMed] [Google Scholar]

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