title: Antifeedant C20 diterpene alkaloids.
abstract: We have tested the insect antifeedant and toxic activity of 21 C20 diterpenoid alkaloids on Spodoptera littoralis and Leptinotarsa decemlineata. The antifeedant effects of the test compounds were structure- and species-dependent. The most active antifeedants to L. decemlineata and S. littoralis were the rearranged form of hetisine (20; EC50 = 1.7 microg/cm2) and 19-oxodihydroatisine (9; EC50 = 0.1 microg/cm2), resp. Glandulosine (8) moderately affected orally injected S. littoralis larvae. A few compounds (13-oxocardiopetamine (4), 9, and atisinium chloride (13)) had cytotoxic effects to insect-derived Sf9 cells with varying degrees of selectivity with respect to mammalian CHO cells. Compounds 4 and 15,22-O-diacetyl-19-oxodihydroatisine (10) increased Trypanosoma cruzi mortality. Our results support the plant protective role of C20 diterpenoid alkaloids and open a new field for parasite control strategies.
authors.affiliation: Centro de Ciencias Medioambientales, CSIC, Serrano 115-dpdo., ES-28006 Madrid. azu@ccma.csic.es
authors.forename: Azucena
authors.initials: A
authors.lastname: González-Coloma
authors.forename: Matías
authors.initials: M
authors.lastname: Reina
authors.forename: Ana
authors.initials: A
authors.lastname: Guadaño
authors.forename: Rafael
authors.initials: R
authors.lastname: Martínez-Díaz
authors.forename: Jesús G
authors.initials: JG
authors.lastname: Díaz
authors.forename: Juan
authors.initials: J
authors.lastname: García-Rodriguez
authors.forename: Allenger
authors.initials: A
authors.lastname: Alva
authors.forename: Maritza
authors.initials: M
authors.lastname: Grandez
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D016466:CHO Cells; D002470:Cell Survival / Q000187:drug effects / Q000502:physiology; D006224:Cricetinae; D003412:Cricetulus; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D005247:Feeding Behavior / Q000187:drug effects / Q000502:physiology; D005260:Female; D007313:Insecta / Q000187:drug effects / Q000469:parasitology; D010572:Pest Control, Biological / Q000379:methods
chemical_list: D000470:Alkaloids; D004224:Diterpenes