Brasilenyne and cis-dihydrorhodophytin: Antifeedant medium-ring haloethers from a sea hare (Aplysia brasiliana).
Two straight-chain C(15) 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).
Department of Chemistry, Cornell University, Ithaca, New York 14853.
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Kinnel
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Dieter
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Meinwald
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Van Engen
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Clardy
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Eisner
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Stallard
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Fenical