Abstract

Our ongoing studies of filamentous fungi resulted in the investigation of an isolate of an unidentified species (MSX-19583) that was obtained from spruce litter collected from La Mesa Pass and Cumbres Pass, Colorado. The solid-substrate fermentation cultures of this isolate exhibited cytotoxic activity against MDA-MB-435 human melanoma cells. Chemical separation of this extract afforded a new diketopiperazine dimer, cyclo-(Trp- Phe), S-syndonic acid, and S-sydonol. The groß structures of the secondary metabolites were established using various 1D and 2D NMR techniques. Relative configuration of the new compound was assigned by interpretation of NOESY data in conjuction with the results of Marfey's analysis. Overall absolute configuration of was determined using Marfey's method and comparison of electronic circular dichroism (ECD) data.

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