Sesquiterpenes of Lactarius origin, antifeedant structure-activity relationships

Lactones 46. Synthesis, antifeedant and antibacterial activity ofγ-lactones with ap-methoxyphenyl substituent

“…In the literature there are numerous examples of natural and synthetic lactones exhibiting antifeedant activity towards different insect pests. 23,24 Compounds containing a phenyl ring are also well known for their antifeedant activity. 25,26 In these studies we focused on -phenyl--halo--lactones and their halogen-free derivatives.…”

Chemical Defence Strategies of Higher Fungi

“…[58] Moreover, isovelleral (32) is a potent selective insecticide against Tribolium confusum. [59] These effects are apparently based on the general ability of a,b-unsaturated alde- hydes, such as velleral (31) and isovelleral (32), to react with nucleophiles, for instance with the basic e-amino group of lysine residues in proteins, thus inactivating enzymes. [60] The ability of 1,4-dialdehydes to covalently bind primary amine residues in proteins has also been linked to their hot taste.…”

Lactones: Part 11. Feeding‐deterrent activity of some bi‐ and tricyclic terpenoid lactones

“…These lactones were chosen as a subject of our studies because compounds with a lactone moiety are very often met among natural antifeedants. Many sesquiterpene lactones exhibit high antifeedant activity against storage pest insects1–5 and aphids 6. So far we have synthesized over fifty mono‐7, 8 bi‐9, 10 and tricyclic11 terpenoid lactones which were tested for feeding deterrence against three stored‐product pests: the granary weevil beetle ( Sitophilus granarius L), the khapra beetle ( Trogoderma granarium Ev) and the confused flour beetle ( Tribolium confusum Duv).…”