title: Female sex pheromone of Cameraria ohridella Desch. and Dim. (Lepidoptera: Gracillariidae): structure confirmation, synthesis and biological activity of (8E,10Z)-8,10-tetradecadienal and some analogues.
abstract: Mass spectrometric investigations confirmed the structure of the female produced sex pheromone of the horse-chestnut leafminer Cameraria ohridella Desch. and Dim. to be (8E,IOZ)-8,10-tetradecadienal. Pure samples, prepared in a straightforward synthesis, were highly attractive in field tests and proved to be suitable for monitoring of flight activities and population dynamics. In mixtures with the synthetic pheromone, analogues like 9-tridecynal and 7-dodecynyl formate were shown to reduce trap catches. In electroantennographic experiments, pheromone analogues were less active than the pheromone. 9-Tridecynal was the most EAG active analogue tested, followed by 7-dodecyn-1-yl formate and 7-undecyn-1-yl formate.
authors.affiliation: Institute of Organic Chemistry, Hamburg University, Germany. francke@chemie.uni-hamburg.de
authors.forename: Wittko
authors.initials: W
authors.lastname: Francke
authors.forename: Stephan
authors.initials: S
authors.lastname: Franke
authors.forename: Jan
authors.initials: J
authors.lastname: Bergmann
authors.forename: Till
authors.initials: T
authors.lastname: Tolasch
authors.forename: Mitko
authors.initials: M
authors.lastname: Subchev
authors.forename: Albena
authors.initials: A
authors.lastname: Mircheva
authors.forename: Teodora
authors.initials: T
authors.lastname: Toshova
authors.forename: Ales
authors.initials: A
authors.lastname: Svatos
authors.forename: Blanka
authors.initials: B
authors.lastname: Kalinová
authors.forename: Zsoltan
authors.initials: Z
authors.lastname: Kárpáti
authors.forename: Gábor
authors.initials: G
authors.lastname: Szöcs
authors.forename: Miklos
authors.initials: M
authors.lastname: Tóth
mesh_terms: D000447:Aldehydes / Q000494:pharmacology*; D000818:Animals; D002849:Chromatography, Gas; D005260:Female; D008958:Models, Molecular; D015394:Molecular Structure; D009036:Moths / Q000187:drug effects / Q000502:physiology*; D018515:Plant Leaves / Q000469:parasitology; D012724:Sex Attractants / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C466771:8,10-tetradecadienal; D000447:Aldehydes; D012724:Sex Attractants