The glutarimide antibiotic 9-methylstreptimidone: Structure, biogenesis and biological activity

Abstract

The antibiotic responsible for the high antiyeast and antifungal activity of a streptomycete fermentation is shown to be the 9-methyl derivative (1) of streptimidone (2). The conjugated diene system in (1) is assigned the 6E,8Z stereochemistry. Evidence is presented for the biogenetic origin of the 9-methyl group in this streptimidone homologue, and its antifungal activity is compared with that of streptimidone and other fungicides.