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New sesquiterpenoid isonitriles from three species of phyllidid nudibranchs

Author:
Sim, Desmond C.-M., Wayan Mudianta, I., White, Andrew M., Martiningsih, Ni Wayan, Loh, Jasmine J.M., Cheney, Karen L., Garson, Mary J.
Source:
Fitoterapia 2017
ISSN:
0367-326X
Subject:
medicinal plants, nuclear magnetic resonance spectroscopy, sesquiterpenoids, stereoisomers, Indonesia, Queensland
Abstract:
Chemical investigation of the two nudibranch species Phyllidia ocellata and Phyllidiella pustulosa 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.
Agid:
5843890