Insecticidal activity of Maytenus species (Celastraceae) nortriterpene quinone methides against codling moth, Cydia pomonella (L.) (Lepidoptera: tortricidae).
The insecticidal effects of nortriterpene quinone methides (pristimerin, tingenonee, and 20-alpha-hydroxytingenone) are reported for the first time. The natural products were isolated from Maytenus sp. (Celastraceae) and their effects tested on larvae of codling moth (Cydia pomonella, Lepidoptera: Tortricidae). The three metabolites produce the same effects on codling moth larvae that azadirachtin does, although at higher concentrations. 20-alpha-Hydroxytingenone was the most active compound, showing lethal, antifeedant, and insect growth regulation activities. Pristimerin showed also a high antifeedant activity together with its molt effect suppression. Tingenone showed the lowest activity. The differences in the activity of the three products are related to the structure of the E ring.
Avilla
J
J
Area de Protecció de Conreus, Centre UdL-IRTA de R+D de Lleida, Departament de Producció Vegetal i Ciència Forestal, and Department de Química, Universitat de Lleida, Rovira Roure 177, 25198 Lleida, Spain. avilla@lleida.irta.es
Teixidò
A
A
Velázquez
C
C
Alvarenga
N
N
Ferro
E
E
Canela
R
R
D000818:Animals; D045563:Indolequinones; D007211:Indoles / Q000494:pharmacology*; D007306:Insecticides / Q000494:pharmacology*; D007814:Larva / Q000187:drug effects; D007915:Lepidoptera / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D009036:Moths / Q000187:drug effects; D011809:Quinones / Q000494:pharmacology*; D014315:Triterpenes / Q000494:pharmacology*
D045563:Indolequinones; D007211:Indoles; D007306:Insecticides; D011809:Quinones; D014315:Triterpenes; C068040:quinone methide