Aspyrone is a chiral dihydropyranone with nematocidal activity isolated from Aspergillus melleus by researchers at ICI in 1967. Aspyrone has antifungal and antibacterial activity and is more active than its derivatives or asperlactone. The epoxy group appears to be necessary to confer activity.
Mills SD and Turner WB (1967) A new metabolite of Aspergillus melleus. Mills S.D. & Turner W.B. J Chem Soc. 2242
Kimura Y et al (1996) Aspyrone, a nematocidal compound isolated from the fungus, Aspergillus melleus. Biosci Biotech Biochem 60:1375
Sugiyama T (1995) Synthesis of chiral aspyrone, a multi-functional dihydropyranone antibiotic. Biosci Biotech Biochem 59:1921