Journal
AUSTRALIAN JOURNAL OF CHEMISTRY
Volume 67, Issue 8-9, Pages 1205-1210Publisher
CSIRO PUBLISHING
DOI: 10.1071/CH14107
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Funding
- Australia Research Council
- University of Queensland
- AusAID
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A new 3-alkylpiperidine compound (-)-acanthocyclamine A (1) has been obtained from the methanolic extract of Acanthostrongylophora ingens (order Haplosclerida, family Petrosiidae) collected from Wakatobi Marine National Park in South East Sulawesi, Indonesia. The structure of 1 was investigated by extensive 1D- and 2D-NMR experiments. The absolute configuration of 1 was established by X-ray crystallography from anomalous dispersion effects using Cu radiation as C2 (R), C3 (R), C7 (R), and C9 (R). A plausible biosynthetic scheme leading to 1 is presented, and compared with the biosynthetic pathway proposed for the manzamine alkaloids.
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