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New sesquiterpenoid isonitriles from three species of phyllidid nudibranchs

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Sim, Desmond C.M.
Wayan Mudianta, I.
White, Andrew M.
Martiningsih, Ni Wayan
Loh, Jasmine J.M.
Cheney, Karen L.
Garson, Mary J.

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Chemical investigation of the two nudibranch species Phyllidiella pustulosa and Phyllidia ocellata collected in Queensland, Australia, provided new stereoisomers of 4-isocyano-9-amorphene (1) and of 10-isocyano-4-amorphene (2), respectively. A specimen of Phyllidia picta collected from Bali, Indonesia, contained the axane sesquiterpenoids pictaisonitrile-1 (3) and pictaisonitrile-2 (4). The planar structures were elucidated using 1D and 2D NMR spectroscopy, while relative configurations were established using NOESY correlations, coupling constant data, and comparison with literature data.

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Fitoterapia

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