title: Synthesis and insect antifeedant activity of precocene derivatives with lactone moiety.
abstract: Starting from precocenes I and II, four of their derivatives with a lactone moiety were obtained. The compounds have been assessed as antifeedants against several diverse insect species including the storage pests the confused flour beetle (Tribolium confusum Duv., larvae and adults), the granary weevil beetle (Sitophilus granarius L., adults), and the khapra beetle (Trogoderma granarium Ev., larvae) and against the herbivorous pest insects Colorado potato beetle (Leptinotarsa decemlineata Say, adults and larvae) and aphids (Myzus persicae Sulz.). Precocenes, especially precocene II, showed a very strong antifeedant effect against all storage pests and aphids. The introduction of a lactone moiety caused a decrease in antifeedant activity against these species. Both precocenes were moderately active against L. decemlineata adults. The best antifeedants to this species were precocene derivatives, especially iodolactones. The introduction of iodine into a molecule had a great effect on the antifeedant activity of those compounds.
authors: Department of Invertebrate Zoology, Nicolaus Copernicus University, Gagarina 9, 87-100 Toruń, Poland. mszczep@biol.uni.torun.pl
authors: Maryla
authors: M
authors: Szczepanik
authors: Robert
authors: R
authors: Obara
authors: Antoni
authors: A
authors: Szumny
authors: Beata
authors: B
authors: Gabryś
authors: Aleksandra
authors: A
authors: Halarewicz-Pacan
authors: Jan
authors: J
authors: Nawrot
authors: Czesław
authors: C
authors: Wawrzeńczyk
mesh_terms: D000818:Animals; D001578:Benzopyrans / Q000737:chemistry*; D001517:Coleoptera; D004435:Eating / Q000187:drug effects; D007313:Insecta / Q000502:physiology*; D007306:Insecticides / Q000138:chemical synthesis* / Q000494:pharmacology; D007783:Lactones / Q000138:chemical synthesis* / Q000494:pharmacology; D014231:Tribolium; D048889:Weevils
chemical_list: D001578:Benzopyrans; D007306:Insecticides; D007783:Lactones; C014163:precocene II; C019539:precocene I