Structure and absolute configuration of 3-alkylpiperidine alkaloids from an Indonesian sponge of the genus Halichondria

I. Wayan Mudianta, Peter L. Katavic, Lynette K. Lambert, Patricia Y. Hayes, Martin G. Banwell, Murray H.G. Munro, Paul V. Bernhardt, Mary J. Garson*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    12 Citations (Scopus)

    Abstract

    Chemical analysis of an Indonesian sponge sample has provided three new 3-alkylpiperidine alkaloids, tetradehydrohaliclonacyclamine A, its mono-N-oxide derivative, and a 2-epi isomer. The absolute structure of tetradehydrohaliclonacyclamine A has been established by X-ray crystallography from anomalous dispersion effects using Cu radiation, which determined that the absolute configuration is 2S, 3S, 7S, 9S while an HPLC study revealed that the alkaloid is enantiomerically pure.

    Original languageEnglish
    Pages (from-to)2752-2760
    Number of pages9
    JournalTetrahedron
    Volume66
    Issue number14
    DOIs
    Publication statusPublished - 3 Apr 2010

    Fingerprint

    Dive into the research topics of 'Structure and absolute configuration of 3-alkylpiperidine alkaloids from an Indonesian sponge of the genus Halichondria'. Together they form a unique fingerprint.

    Cite this