Abstract
Chemical analysis of a cultivation of an Australian Mugil mullet gastrointestinal tract (GIT) derived fungus, Scopulariopsis sp. CMB-F458, yielded the known lipodepsipeptides scopularides A (1) and B (2). A comparative global natural product social (GNPS) molecular networking analysis of ×63 co-isolated fungi, detected two additional fungi producing new scopularides, with Beauveria sp. CMB-F585 yielding scopularides C–G (3–7) and Scopulariopsis sp. CMB-F115 yielding scopularide H (8). Structures inclusive of absolute configurations were assigned by detailed spectroscopic and C3 Marfey’s analysis, together with X-ray analyses of 3 and 8, and biosynthetic considerations. Scopularides A–H (1–8) did not exhibit significant growth inhibitory activity against a selection of Gram positive (+ve) and negative (−ve) bacteria, a fungus, or a panel of three human carcinoma cell lines.
Highlights
As part of our ongoing investigation into secondary metabolites from Australian marine-derived fungi, we speculated that selected bottom feeding fish species may act as natural myco-accumulators, and as such could be a readily accessible source of marine-derived fungi
Using three Mugil mullet acquired from a local fish market, we assembled a library of ~500 chemically-distinct gastrointestinal tract (GIT)-derived fungi
In a preliminary validation of the potential of this resource, we reported on an unprecedented class of hydrazine containing furano Schiff bases, the prolinimines, from Trichoderma sp
Summary
As part of our ongoing investigation into secondary metabolites from Australian marine-derived fungi, we speculated that selected bottom feeding fish species may act as natural myco-accumulators, and as such could be a readily accessible source of marine-derived fungi. Using three Mugil mullet acquired from a local fish market, we assembled a library of ~500 chemically-distinct gastrointestinal tract (GIT)-derived fungi. Building on this achievement, we describe an investigation into scopularide lipodepsipeptides, literature accounts of which are limited to scopularides A–B (1–2) from the marine sponge-derived fungus Scopulariopsis brevicaulis NCPF-2177 [2]. We describe an investigation into scopularide lipodepsipeptides, literature accounts of which are limited to scopularides A–B (1–2) from the marine sponge-derived fungus Scopulariopsis brevicaulis NCPF-2177 [2] This current study was prompted by a fortuitous re-isolation of scopularides A–B (1–2) from the Mugil mullet GIT-derived Scopulariopsis sp.
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