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).
Kinnel
R B
RB
Department of Chemistry, Cornell University, Ithaca, New York 14853.
Dieter
R K
RK
Meinwald
J
J
Van Engen
D
D
Clardy
J
J
Eisner
T
T
Stallard
M O
MO
Fenical
W
W