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Título

Antifeedant delphinium diterpenoid alkaloids. Structure-activity relationships

AutorGonzález-Coloma, Azucena ; Guadaño, Ana; Gutiérrez, Carmen ; Cabrera, Raimundo; Peña de Torres, Eduardo de la ; Fuente, Gabriel de la; Reina, Matías
Palabras claveDiterpene alkaloid
Cardiopetamine
15-Acetylcardiopetamine
Derivatives
Antifeedant
Spodoptera littoralis
Leptinotarsa decemlineata
Antifungal
Ames test
Fecha de publicación1998
CitaciónJournal of Agricultural and Food Chemistry 46: 286-290 (1998)
ResumenThe insect antifeedant and toxic activity of the Delphinium diterpene alkaloids 15-acetylcardiopetamine, cardiopetamine along with its amino alcohol, the B,y unsaturated ketone, and the acetylated ketone derivatives were studied in Spodoptera littoralis and Leptinotarsa decemlineata. Cardiopetamine and 15-acetylcardiopetamine strongly inhibited the feeding activity of S. littoralis and L. decemlineata, respectively. Structure activity studies with S. littoralis showed that the C13 and C15 hydroxy substituents are essential features of the active molecule, while a C13 hydroxy and/or a C15 acétate determined their effect on L. decemlineata. The C11 benzoate group enhanced the biological effect on both insect species. These alkaloids were not toxic to S. littoralis, while their toxicity on L. decemlineata was inversely correlated with their antifeedant effects, the B,y unsaturated ketone derivative being the most toxic. Cardiopetamine showed little antifungal action against several species of plant pathogens and did not have any mutagenic effects on Salmonella typhimurium by means of the Ames test.
Descripción5 páginas, 1 figura y 5 tablas estadísticas
URIhttp://hdl.handle.net/10261/101776
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