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Latonduines A and B, New Alkaloids Isolated from the Marine Sponge Stylissacarteri:  Structure Elucidation, Synthesis, and Biogenetic Implications

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Departments of Chemistry and Earth and Ocean Sciences, University of British Columbia, Vancouver, B.C., Canada V6T 1Z1, Faculty of Marine Science and Fisheries, University of Hasanuddin, Ujung Pandang, Indonesia, 90245, and Zoologisch Museum, University of Amsterdam, Amsterdam, The Netherlands
Cite this: Org. Lett. 2003, 5, 15, 2735–2738
Publication Date (Web):June 26, 2003
https://doi.org/10.1021/ol034950b
Copyright © 2003 American Chemical Society
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    Abstract

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    Latonduines A (6) and B (7), two new alkaloids with unprecedented heterocyclic skeletons, have been isolated from the Indonesian marine sponge Stylissa carteri. The structures of the latonduines were elucidated by analysis of spectroscopic data and confirmed by the total synthesis of latonduine A (6). It is proposed that ornithine is the biogenetic precursor to the aminopyrimidine fragment of the latonduines.

    †

     University of British Columbia.

    ‡

     University of Hasanuddin.

    §

     University of Amsterdam.

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    In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

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    Experimental and NMR spectra for 6, 8, and 9. This material is available free of charge via the Internet at http://pubs.acs.org.

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