Antifeedant C20 diterpene alkaloids.
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.
González-Coloma
Azucena
A
Centro de Ciencias Medioambientales, CSIC, Serrano 115-dpdo., ES-28006 Madrid. azu@ccma.csic.es
Reina
Matías
M
Guadaño
Ana
A
Martínez-Díaz
Rafael
R
Díaz
Jesús G
JG
García-Rodriguez
Juan
J
Alva
Allenger
A
Grandez
Maritza
M
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
D000470:Alkaloids; D004224:Diterpenes