Bisindole alkaloids from a New Zealand deep-sea marine sponge Lamellomorpha strongylata

Kavita Ragini, Andrew M. Piggott, Peter Karuso*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    10 Citations (Scopus)
    14 Downloads (Pure)

    Abstract

    Chemical investigation of the secondary metabolites of a rare New Zealand deep-sea sponge, Lamellomorpha strongylata, resulted in the isolation of twenty-one indole alkaloids, including two new bisindoles—(Z)-coscinamide D (1), (E)-coscinamide D (2)—and four compounds isolated for the first time as natural products—lamellomorphamides A (3), B (4), C (5) and D (6). In addition, fifteen previously reported natural products were isolated, seven of which are seco analogs of hamacanthin alkaloids. The one sponge produces enantiomerically pure but opposite configurations of compounds that only differ in the number of bromines, suggesting enantiodivergent biosynthesis. In addition, four compounds were isolated as partial racemates, suggesting these compounds are biosynthesized via two independent routes.

    Original languageEnglish
    Article number683
    Pages (from-to)1-14
    Number of pages14
    JournalMarine Drugs
    Volume17
    Issue number12
    DOIs
    Publication statusPublished - Dec 2019

    Bibliographical note

    Copyright the Author(s) 2019. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.

    Keywords

    • Lamellomorpha
    • bisindole
    • Hamacanthin
    • Enantiodivergent
    • Methicillin-resistant Staphylococcus aureus (MRSA)

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