Extracts from the sclerotia of Aspergillus sulphureus have yielded four new antiinsectan compounds of the paspaline/penitrem class (2-6). These metabolites were isolated by a combination of chromatographic techniques. The structures were determined primarily by analysis of various NMR experiments and also by comparison to the structurally related penitrems. Sulpinine C contains an unusual eight-membered-ring lactam and possesses a ring system previously unreported as part of a natural product. The three indole metabolites (2,3, and 5) exhibit potent activity against the lepidopteran crop pest Helicoverpa zea.