New Diketopiperazine Dimer from a Filamentous Fungal Isolate of Aspergillus sydowii

UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
Nicholas Oberlies, Patricia A. Sullivan Distinguished Professor of Chemistry (Creator)
Cedric J Pearce, Adjunct Professor (Creator)
Huzefa A. Raja, Research Scientist (Creator)
The University of North Carolina at Greensboro (UNCG )
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Abstract: Prior investigations of filamentous fungi in our group have resulted in the isolation of several new and biologically active natural products.[1-3] Continuing these investigations, we have now analyzed the metabolites from a fungal isolate of Aspergillus sydowii (MSX19583) that was obtained from spruce litter collected in 1984 in Colorado, USA. The extracts from solid-substrate fermentation cultures exhibited cytotoxic activity against MDA-MB-435 (human melanoma) cells and were therefore pursued for further analysis. Chemical separation of the CH3CN/CH3OH extract afforded a new diketopiperazine dimer (1) in addition to three known compounds including cyclo-(L-phenylalaninyl-L-tryptophanyl),[2, 4, 5] S-sydonic acid (3), and S-sydonol (4) (Fig. 1).[6]

Additional Information

Magnetic Resonance in Chemistry, 53(8): 616–619. doi: 10.1002/mrc.4254
Language: English
Date: 2015
NMR, 1H NMR, 13C NMR, diketopiperazine, fungi, secondary metabolites

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