Synthesis and Field Tests of Sex Pheromone Components of the Leafroller Argyrotaenia sphaleropa

2004 ◽  
Vol 59 (9-10) ◽  
pp. 708-712 ◽  
Author(s):  
Sacha Legrand ◽  
Marco Botton ◽  
Peter Witzgall ◽  
Rikard Unelius

Abstract Female pheromone glands of the leafroller Argyrotaenia sphaleropa were analyzed. Two acetates were identified as (11Z,13)-tetradecadien-1-yl acetate and (11Z)-tetradecen-1-yl acetate by comparison with synthesized references. The (11Z,13)-tetradecadien-1-yl acetate and the aldehyde (11Z,13)-tetradecadienal were synthesized via a Wittig reaction. A field-trapping test showed that a lure consisting of a mixture of (11Z,13)-tetradecadienal and (11Z,13)- tetradecadien-1-yl acetate in a 10:1-ratio produced the highest trap catches.

1991 ◽  
Vol 123 (6) ◽  
pp. 1391-1394 ◽  
Author(s):  
H. McBrien ◽  
G. Gries ◽  
R. Gries ◽  
J.H. Borden ◽  
G.J.R. Judd ◽  
...  

AbstractZ8-tetradecenyl acetate (Z8-14OAc andZ8-tetradecenyl alcohol (Z8-14OH) were identified as sex pheromone components of the eyespotted bud moth, Spilonota ocellana (Denis and Schiffermüller) (Lepidoptera: Olethreutidae). Compounds were identified by gas chrornatographic-eleclroantennographic (GC-EAD) and GC-mass spectroscopic analyses and field tested in apple orchards in the Okanagan Valley, B.C. Although Z8-14OAc alone was attractive to male S. ocellana, the addition of 1–5% Z8-14OH strongly synergized its attraction. Field tests comparing the attractiveness of virgin female S. ocellana with various doses of a 99:1 blend of Z8-14OAc and Z8-14OH indicated the natural sex pheromone has only two significant components. A 99:1 blend of Z8-14OAC and Z8-14OH is suggested for monitoring and control of S. ocellana populations in British Columbia.


1987 ◽  
Vol 119 (3) ◽  
pp. 291-299 ◽  
Author(s):  
D.L. Struble ◽  
J.R. Byers ◽  
D.G.R. McLeod ◽  
G.L. Ayre

AbstractThe sex pheromone components of European corn borer, Ostrinia nubilalis (Hbn.), from southern Alberta were identified in washes and extracts of abdomen tips from calling female moths. This is a Z strain population as (Z)-11- and (E)-11-tetradecenyl acetates were isolated in a ratio 100:2.4, and a corresponding synthetic blend in a ratio of 100:3 attracted males in the field. Dodecyl alcohol, tetradecyl alcohol and acetate, and (Z)-11-tetradecenol were also identified, but none of these components nor other "pheromone-like" mono-unsaturated C10 to C16 acetates had any effect on increasing the trap catches of male moths under field conditions. However, the addition of (Z)-9-dodecenyl acetate or (Z)-9-tetradecenyl acetate to the synthetic pheromone blend significantly reduced the capture of male moths, even though these compounds were not detectable in the female extracts. Pheromone blends used for monitoring the Z strain of the European corn borer must be essentially free, ca.< 0.1%, of these acetates. A commercially available, sticky-surface, delta-type trap was the most satisfactory of several tested for capturing moths under prairie conditions.


2007 ◽  
Vol 62 (1-2) ◽  
pp. 138-142 ◽  
Author(s):  
Raimondas Mozūraitis ◽  
Vidmantas Karalius

A chemical analysis of the crude sex pheromone gland extracts of virgin calling Paranthrene tabaniformis females, obtained from the European part of Kazakhstan, revealed the presence of five compounds: (3E,13Z)-octadeca-3,13-dien-1-ol (E3,Z13-18:OH), (3Z,13Z)- octadeca-3,13-dien-1-ol (Z3,Z13-18:OH), (2E,13Z)-octadeca-2,13-dien-1-ol (E2,Z13-18:OH), (13Z)-octadec-13-en-1-ol (Z13-18:OH), and octadecan-1-ol (18:OH) at the ratios 64.0 : 32.4 : 1.4 : 0.9 :1.3, which are structurally related to sex pheromone components of clearwing moths. Our previous field tests showed synergistic effects of Z3,Z13-18:OH and E2,Z13-18:OH to attract P. tabaniformis males, when these compounds were tested in binary mixtures with the known sex pheromone E3,Z13-18:OH. The three dienic alcohols should all be considered as sex pheromone components of the P. tabaniformis species, while the role of Z13-18:OH and 18:OH remained unclear.


2012 ◽  
Vol 2012 ◽  
pp. 1-8 ◽  
Author(s):  
Tetsuya Yasuda ◽  
Hiroya Higuchi

Two mirid bugs,Stenotus rubrovittatusandTrigonotylus caelestialium(Heteroptera: Miridae), are important pests that infest rice crops in many regions of Japan. Males of each species were attracted to traps baited with conspecific, unmated females. Hexyl butyrate, (E)-2-hexenyl butyrate, and (E)-4-oxo-2-hexenal were identified as possible female-produced sex pheromone components forS. rubrovittatus, whereas hexyl hexanoate, (E)-2-hexenyl hexanoate, and octyl butyrate were found to be sex pheromone components forT. caelestialium. Pheromone doses and ratios were optimized for attraction of males of each species. Sticky traps set up close to or below the top of the plant canopy were optimal for monitoring these species, and trap catches were almost constant when traps were placed 7 or more meters in from the edge of a paddy field. Mixed lures, in which the six compounds from both species were loaded onto a single septum, or separate lures for each species, deployed in a single trap, were equally effective for monitoring both species simultaneously.


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