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

Robin B. Kinnel | Zendy; R. Karl Dieter | Zendy; Jerrold Meinwald | Zendy; Donna Van Engen | Zendy; Jon Clardy | Zendy; Thomas Eisner | Zendy; Martha O. Stallard | Zendy; William Fenical | Zendy

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

Author(s) -

Robin B. Kinnel,

R. Karl Dieter,

Jerrold Meinwald,

Donna Van Engen,

Jon Clardy,

Thomas Eisner,

Martha O. Stallard,

William Fenical

Publication year - 1979

Publication title -

proceedings of the national academy of sciences

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.011

H-Index - 771

eISSN - 1091-6490

pISSN - 0027-8424

DOI - 10.1073/pnas.76.8.3576

Subject(s) - aplysia , ring (chemistry) , stereochemistry , congener , chemistry , biology , organic chemistry , evolutionary biology

Two straight-chain C15 fish antifeedants have been isolated from the sea hareAplysia brasiliana . Chemical, spectral, and x-ray diffraction studies led to the characterization of these medium-ring ethers as brasilenyne (2) andcis -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, iscis -isodihydrohodophytin (4).

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