Spiroscytalin, a New Tetramic Acid and Other Metabolites of Mixed Biogenesis from Scytalidium cuboideum
- UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
- Mitchell Croatt, Assistant Professor (Creator)
- Mario Figueroa Saldivar, Adjunct Faculty (Creator)
- Nicholas Oberlies, Patricia A. Sullivan Distinguished Professor of Chemistry (Creator)
- Cedric J Pearce, Adjunct Professor (Creator)
- Huzefa A. Raja, Research Scientist (Creator)
- Mansukhlal Chhaganlal Wani (Creator)
- Institution
- The University of North Carolina at Greensboro (UNCG )
- Web Site: http://library.uncg.edu/
Abstract: Spiroscytalin (1), a new tetramic acid that possesses an uncommon spiro-ring fusion between a polyketide-derived octalin ring system and a 2,4-pyrrolidinedione, along with two known compounds, leporin B (2) and purpactin A (3), were isolated from a solid phase culture of the fungus Scytalidium cuboideum (MSX 68345). The molecular connectivity of 1–3 was determined using NMR spectroscopy and mass spectrometry. The relative configurations of 1 and 2 were determined by NOESY experiments. The absolute configuration of 1 was determined by electronic circular dichroism (ECD) via a combination of experimental measurements and computational calculations. While leporin B was known, it displayed activities that had not been reported previously, including cytotoxicity against three human tumour cell lines and antibacterial activity against Candida albicans and Staphylococcus aureus.
Spiroscytalin, a New Tetramic Acid and Other Metabolites of Mixed Biogenesis from Scytalidium cuboideum
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Additional Information
- Publication
- Tetrahedron, 71(47), 8899-8904
- Language: English
- Date: 2015
- Keywords
- Tetramic acid, Leporin B, Purpactin A, Scytalidium cuboideum