Sex pheromone components of the giant looper,Boarmia selenaria schiff. (Lepidoptera: Geometridae): Identification, synthesis, electrophysiological evaluation, and behavioral activity.

TitleSex pheromone components of the giant looper,Boarmia selenaria schiff. (Lepidoptera: Geometridae): Identification, synthesis, electrophysiological evaluation, and behavioral activity.
Publication TypeJournal Article
Year of Publication1992
AuthorsCossé AA, Cyjon R, Moore I, Wysoki M, Becker D
JournalJournal of chemical ecology
Volume18
Issue2
Pagination165-81
Date Published1992 Feb
Abstract

(Z,Z)-6,9-cis-(3S,4R)-Epoxynonadecadiene9a and (Z,Z,Z)-3,6,9-nonadecatriene have been identified as sex pheromone components in female ovipositor extracts and effluvia of the geometridBoarmia selenaria. The identification was based on relative retention times on gas chromatographic columns, GC-MS, chemical enantioselective syntheses, EAG, wind-tunnel behavioral experiments, and field tests. A single female ovipositor extract contained an average of 42 ng of (Z,Z)-6,9-cis-3,4-epoxynonadecadiene and 2 ng of (Z,Z,Z)-3,6,9-nonadecatriene.EAG, wind-tunnel behavioral studies, and field tests demonstrated that maleB. selenaria exhibit preferential attraction for the (3S,4R)-enantiomer of (Z,Z)-6,9-cis-3,4-epoxynonadecadiene. Only in effluvia and ovipositor extracts of calling females was (Z,Z)-6,9-cis- 3,4-epoxynonadecadiene detected, whereas relatively high amounts of (Z,Z,Z)-3,6,9-nonadecatriene were found in noncalling females. Wind-tunnel behavioral studies showed that (Z,Z,Z)-3,6,9-nonadecatriene did not elicit any response in the males, and when tested in combination with a mixture of monoepoxynonadecadienes, (Z,Z,Z)-3,6,9-nonadecatriene decreased the observed behavioral responses. A possible precursor role for (Z,Z,Z)-3,6,9-nonadecatriene in the pheromonal system is discussed.

DOI10.1371/journal.pone.0081420
Alternate JournalJ. Chem. Ecol.