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Sex pheromone components of the giant looper, Boarmia selenaria schiff. (Lepidoptera: Geometridae): Identification, synthesis, electrophysiological evaluation, and behavioral activity
Year:
1992
Source of publication :
Journal of Chemical Ecology
Authors :
Moore, Itzhak
;
.
Wysoki, Manes
;
.
Volume :
18
Co-Authors:
Cossé, A.A., Department of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa, 32000, Israel
Cyjon, R., Department of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa, 32000, Israel
Moore, I., Department of Entomology, ARO The Volcani Center, P.O.B. 6, Bet Dagan, Israel
Wysoki, M., Department of Entomology, ARO The Volcani Center, P.O.B. 6, Bet Dagan, Israel
Becker, D., Department of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa, 32000, Israel
Facilitators :
From page:
165
To page:
181
(
Total pages:
17
)
Abstract:
(Z,Z)-6,9-cis-(3 S,4 R)-Epoxynonadecadiene 9a and (Z,Z,Z)-3,6,9-nonadecatriene have been identified as sex pheromone components in female ovipositor extracts and effluvia of the geometrid Boarmia 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 male B. selenaria exhibit preferential attraction for the (3 S,4 R)-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. © 1992 Plenum Publishing Corporation.
Note:
Related Files :
Lepidoptera
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More details
DOI :
10.1007/BF00993751
Article number:
0
Affiliations:
Database:
Scopus
Publication Type:
article
;
.
Language:
English
Editors' remarks:
ID:
26339
Last updated date:
02/03/2022 17:27
Creation date:
17/04/2018 00:22
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Scientific Publication
Sex pheromone components of the giant looper, Boarmia selenaria schiff. (Lepidoptera: Geometridae): Identification, synthesis, electrophysiological evaluation, and behavioral activity
18
Cossé, A.A., Department of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa, 32000, Israel
Cyjon, R., Department of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa, 32000, Israel
Moore, I., Department of Entomology, ARO The Volcani Center, P.O.B. 6, Bet Dagan, Israel
Wysoki, M., Department of Entomology, ARO The Volcani Center, P.O.B. 6, Bet Dagan, Israel
Becker, D., Department of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa, 32000, Israel
Sex pheromone components of the giant looper, Boarmia selenaria schiff. (Lepidoptera: Geometridae): Identification, synthesis, electrophysiological evaluation, and behavioral activity
(Z,Z)-6,9-cis-(3 S,4 R)-Epoxynonadecadiene 9a and (Z,Z,Z)-3,6,9-nonadecatriene have been identified as sex pheromone components in female ovipositor extracts and effluvia of the geometrid Boarmia 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 male B. selenaria exhibit preferential attraction for the (3 S,4 R)-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. © 1992 Plenum Publishing Corporation.
Scientific Publication
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