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Bisindole Alkaloids from a New Zealand Deep-Sea Marine Sponge Lamellomorpha strongylata

Department of Molecular Sciences, Macquarie University, Sydney, NSW 2109, Australia
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Mar. Drugs 2019, 17(12), 683; https://doi.org/10.3390/md17120683
Received: 7 November 2019 / Revised: 28 November 2019 / Accepted: 2 December 2019 / Published: 4 December 2019
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.
Keywords: Lamellomorpha; bisindole; hamacanthin; enantiodivergent; Methicillin-resistant Staphylococcus aureus (MRSA) Lamellomorpha; bisindole; hamacanthin; enantiodivergent; Methicillin-resistant Staphylococcus aureus (MRSA)
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MDPI and ACS Style

Ragini, K.; Piggott, A.M.; Karuso, P. Bisindole Alkaloids from a New Zealand Deep-Sea Marine Sponge Lamellomorpha strongylata. Mar. Drugs 2019, 17, 683.

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