Identification of sex-pheromone components for Acleris fimbriana (Lepidoptera: Tortricidae)

2002 ◽  
Vol 134 (4) ◽  
pp. 511-518 ◽  
Author(s):  
Y-X Liu ◽  
X-Z Meng

AbstractFour compounds were identified from female sex-pheromone gland extracts of Acleris fimbriana Merick, an important pest in northern fruit orchards of China, by gas chromatography, gas chromatography – mass spectrometry, and flight-tunnel and field-trapping tests. These compounds were (E)-11,13-tetradecadienal (E11,13-14:Ald), (E)-11,13-tetradecadien-1-ol (E11,13-14:OH), (E)-11-tetradecenyl acetate (E11-14:Ac), and (E)-11,13-tetradecadienyl acetate (E11,13-14:Ac). In field-trapping tests, traps baited with E11,13-14:Ald alone produced the highest trap captures of male A. fimbriana, but the other three individual compounds did not capture any mates. Addition of E11,13-14:Ac to E11,13-14:Ald enhanced trap capture, whereas addition of E11-14:Ac had no effect. A ternary blend of E11,13-14:Ald, E11,13-14:Ac, and E11-l4:Ac in a 6:4:1 ratio captured 7.5 times mean males per trap than virgin females. E11,13-14:OH inhibited trap capture when it was added to E11,13-14:Ald or the ternary blend. This pheromone could be used to monitor populations of A. fimbriana and to control this important pest of fruits in China.

1997 ◽  
Vol 129 (6) ◽  
pp. 1001-1008 ◽  
Author(s):  
P.J. Silk ◽  
L.P.S. Kuenen ◽  
A.R. Alford ◽  
G.C. Lonergan ◽  
G.G. Grant

AbstractUsing gas chromatography and gas chromatography – mass spectrometry analyses of sex pheromone gland volatiles, we identified E- and Z-11-tetradecenals (E:Z-11-14:Aid) in an 85:15 blend of E:Z as the primary sex pheromone components of Croesia semipurpurana (Kearfott). Similar chemical analyses of sex pheromone gland extracts indicated the presence of the congeneric acetates (85:15 E:Z-11-14:Ac) and their saturated analogue (14:Ac); in addition, 85:15 E:Z-11-14:Alds were present at 5% of the acetates. The E:Z-11-14:Alds alone elicited trap capture; admixtures of saturated and unsaturated acetate analogues exhibited no significant synergistic or inhibitory effects. PVC rods with an 85:15 E:Z-11-14:Ald blend is recommended as a trap bait for monitoring population trends. It is unknown whether or not the components identified here represent the complete pheromone blend of this species; data from traps suspended 1.5 m above the ground versus those suspended 10 m above the ground suggest that future field studies may need to be conducted with traps positioned in the tree canopy.


2008 ◽  
Vol 61 ◽  
pp. 387-387
Author(s):  
V.J. Mitchell ◽  
L.M. Manning ◽  
A.M. El-Sayed

The New Zealand native moth Tmetolophota atristriga (Walker) (Lepidoptera Noctuidae) is a background pest defoliating pasture This project identified the pheromone components of the female pink grass worm that could be used to trap male moths in a control or monitoring programme Extraction of the sex pheromone gland of virgin female moths and GCMS analysis has identified several compounds in the sex pheromone gland two monounsaturated compounds cis11hexadecenal (Z1116Ald) and cis11hexadecyl acetate (Z1116Ac) and three saturated compounds hexadecan1ol (16OH) hexadecyl acetate (16Ac) and octadecan1ol (18OH) and triene hydrocarbon (ZZZ)369tricosatriene (Z3Z6Z923Hy) A field trapping experiment was conducted using binary blends of the two main compounds Z1116Ald and Z1116Ac at five different ratios (ie 1000 7525 5050 2575 and 0100) The highest catch was obtained at ratio 2575 of Z1116AldZ1116Ac; males were also caught at the 5050 ratio No catches were recorded with any other ratio tested A dose response experiment was conducted testing five loadings of the optimum binary (2575 ratio) mixture (01 1 10 100 and 1000 mg loading) and males were caught only at 01 and 1 mg loadings In a field trapping experiment conducted late in the season (2008) using the three additional minor compounds only the addition of Z3Z6Z923Hy to the binary mixture significantly enhanced male attraction


2001 ◽  
Vol 56 (5-6) ◽  
pp. 423-429 ◽  
Author(s):  
Zhang Jintong ◽  
Han Yan ◽  
Meng Xianzuo

By means of thin-layer chromatography (TLC), electroantennogram (EAG), gas chromatography (GC), gas chromatography-mass spectrometry (GC-MS) and field tests, (Z)-3-tetradecenyl acetate(Z3-14:Ac), (E)-3-tetradecen-1-ol(E3-14:OH), and (Z)-3-tetradecen-1-ol(Z3- 14:OH) at a ratio of 51:39:10 were identified from the female sex pheromone gland extracts of the carpenterworm, Holcocerus insularis Staudinger (Lepidoptera, Cossidae). The average amounts of Z3-14:Ac, E3-14:OH and Z3-14:OH in a single sex pheromone gland of calling moth were 7.29±2.72 ng, 5.72±2.43 ng and 1.44±0.56 ng, respectively. This is the first time that Z3-14:Ac was identified as a component of lepidopteran sex pheromone. Traps baited with rubber septa impregnated with Z3-14:Ac (500 μg / septum) were more effective than the traps baited with virgin female. The addition of the E3-14:OH and Z3-14:OH to rubber septa baited with Z3-14:Ac did not modify H. insularius male attraction, but E3-14:Ac slightly enhanced trap catch.


1994 ◽  
Vol 49 (7-8) ◽  
pp. 516-521 ◽  
Author(s):  
M. Tóth ◽  
G. Szőcs ◽  
W. Francke ◽  
F. Schmidt ◽  
P. Philipp ◽  
...  

In pheromone extracts of calling female Chiasma clathrata L. (Lepidoptera: Geometridae), a defoliator pest of alfalfa, (Z,Z,Z)-3,6,9-heptadecatriene and (Z,Z)-6,9-cis-3,4-epoxyheptadecadiene was identified. Chiral gas chromatography using a modified cyclodextrin and synthetic reference samples proved the natural epoxide to show (3R, 4S)-configuration. In field trapping tests, only the pure (3R, 4S)-enantiom er of the epoxide attracted males. The addition of the triene component was synergistic. Males of the sympatric species Tephrina arenacearia Hbn. (Lepidoptera: Geometridae) were caught only in traps with baits containing the (3S, 4R)-enantiomer [together with a previously described minor component, (Z,Z)-3,9-cis- 6,7-epoxyheptadecadiene]. In trapping tests conducted in a different biotope, Abraxas grossulariata L. (Lepidoptera: Geometridae) males were attracted by the (3S, 4R)-enantiomer, whereas the (3R, 4S)-enantiomer attracted a close relative, Abraxas sylvata Scop. (Lepidoptera: Geometridae). The present results suggest that one of the key mechanisms responsible for pheromone specificity among both the two alfalfa geometrids and the two A braxas species in their respective biotops, may be the use of different enantiomers of the same polyenederived epoxide as a sex pheromone component. It is probable that this discrimination mechanism is widespread among moth species utilizing epoxide pheromone components


1980 ◽  
Vol 35 (1-2) ◽  
pp. 45-48 ◽  
Author(s):  
D. L. Struble ◽  
H. Arn ◽  
H. R. Buser ◽  
E. Städler ◽  
J. Freuler

Abstract Evidence obtained by glass capillary gas chromatography coupled to an electroantennographic detector or a mass spectrometer confirmed that Z-11-hexadecenyl acetate is the major component in the pheromone gland washes of calling Mamestra brassicae female moths. Three other components were identified, tetradecanyl acetate, hexadecanyl acetate and E-11-hexadecenyl acetate; but none of these had obvious synergistic effects in attracting males in field tests. The attraction of males to Z -11-hexadecenyl acetate was inhibited by 0.1% Z -11-hexadecenol or 1% Z-9- tetradecenyl acetate.


1977 ◽  
Vol 109 (10) ◽  
pp. 1335-1340 ◽  
Author(s):  
E.W. Underhill ◽  
W.F. Steck ◽  
M.D. Chisholm

AbstractAn abdominal tip extract of female bertha armyworm moths, Mamestra configurata (Walker), was found to contain two sex pheromone components. One corresponded to (Z)-11-hexadecen-1-ol acetate, previously identified from this source, and the other to a tetradecen-1-ol acetate, identified by gas chromatography – mass spectrometry. Data obtained from the EAG profile of isomeric tetradecen-1-ol acetates indicated the active component to be (Z)-9-tetradecen-1-ol acetate. Neither of these two acetates was by itself attractive to males in field tests; however, mixtures were attractive, with the best attraction occurring with a C16:C14 acetate ratio of about 19:1.


2006 ◽  
Vol 61 (3-4) ◽  
pp. 278-284 ◽  
Author(s):  
Raimondas Mozūraitis ◽  
Vidmantas Karaliusa ◽  
Vincas Būda ◽  
Anna-Karin Borg-Karlson

Gas chromatography and mass spectrometry analyses of crude sex pheromone gland extracts revealed that virgin Synanthedon tipuliformis (Clerck), currant borer (Lepidoptera: Sesiidae) females, produced 6 compounds, structurally related to sex pheromone components of clearwing moths. By comparison of retention times and mass spectra of natural products with corresponding properties of synthetic standards, these compounds were identified as: (2E,13Z)-octadeca-2,13-dien-1-yl acetate (E2,Z13-18:OAc), (3E,13Z)-octadeca-3,13-dien-1-yl acetate (E3,Z13-18:OAc), (13Z)-octadec-13-en-1-yl acetate (Z13-18:OAc), (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) in the ratio 100:0.7:2.7:3.2:traces:traces. The first 3 compounds were previously known to occur in the sex pheromone gland extracts of currant borers, while the last 3 chemicals are now reported for the first time. Trapping tests carried out in the black currant field revealed that E2,Z13-18:OAc, when tested separately, attracted S. tipuliformis males, while addition of E3,Z13-18:OAc to the main component increased the effectiveness of E2,Z13-18:OAc over seven times. The attractiveness of 6 component lures did not differ significantly from the one of the binary mixture, confirming that E2,Z13-18:OAc and E3,Z13- 18:OAc in the ratio100:0.7 are essential sex pheromone components of S. tipuliformis. Trapping tests carried out at the dwelling place of Synanthedon scoliaeformis (Borkhausen) (Lepidoptera: Sesiidae) revealed that, in addition to intraspecific synergistic effect, E3,Z13-18:OAc increased the specificity of the pheromone signal of S. tipuliformis, acting by intraspecific mode as an attraction antagonist against S. scoliaeformis males. By this way, it ensured the specificity of the sex attraction signal of the currant borer. Consequently, both compounds E2,Z13-18:OAc and E3,Z13-18:OAc have to be present in pheromone formulations used for monitoring and/or control of S. tipuliformis to avoid effecting non-target species. Other compounds identified from the sex pheromone gland of S. tipuliformis did not show any significant interspecific activity for males of S. scoliaeformis, however, they provide a basis to achieve specificity of a pheromone signal of S. tipuliformis and could act as attraction antagonists against other clearwing moth species which, like S. tipuliformis, employ E2,Z13- 18:OAc as their sex pheromone component.


1997 ◽  
Vol 32 (1) ◽  
pp. 37-49 ◽  
Author(s):  
Jerome A. Klun ◽  
James E. Oliver ◽  
Achot P. Khrimian ◽  
Joseph C. Dickens ◽  
William J. E. Potts

The racemate and individual enantiomers of 2-fluoro-Z-11-tetradecenyl acetate (2F-Z-11), analogs of a European corn borer moth, Ostrinia nubilalis (Hübner), female sex pheromone were compared with the natural pheromone, Z-11-tetradecenyl acetate, in field trapping experiments, flight tunnel studies, mating disruption assays and electrophysiological experiments. While the racemate and R-2F-Z-11 mimicked the natural female sex pheromone, they were not more biologically potent than the pheromone. The S-2F-Z-11 was largely ineffective in all assays and was, therefore, incompatible with the pheromone receptor system.


Insects ◽  
2021 ◽  
Vol 12 (2) ◽  
pp. 158
Author(s):  
Mengmeng Zhang ◽  
Zhihao Cui ◽  
Nuo Zhang ◽  
Guanglin Xie ◽  
Wenkai Wang ◽  
...  

Holotrichia parallela (Coleoptera: Scarabaeidae: Melolonthinae) is a notorious pest of many crops, especially peanuts. In this study, volatiles from peanut plants were analyzed using both gas chromatographic-electroantennographic detection (GC-EAD) and gas chromatography/mass spectrometry (GC/MS) techniques, and tested for adult attraction with field trapping bioassays in Hebei Province, China. GC-EAD analyses indicated that H. parallela antennae strongly responded to twelve GC peaks, including eight identified compounds, (Z)-β-ocimene, hexanal, 6-methyl-5-hepten-2-one, nonanal, dihydromyrcenol, linalool, β-caryophyllene, methyl salicylate, and four unidentified compounds. When tested individually in field conditions from 24 to 31 July, 2020, β-caryophyllene and hexanal significantly attracted both sexes of H. parallela, whereas all other compounds were unattractive. A blend of β-caryophyllene and hexanal at a ratio of 2:1, close to the natural ratio of these two compounds from the intact peanut plant, was most attractive to the beetles. The remaining identified compounds, (Z)-β-ocimene, 6-methyl-5-hepten-2-one, nonanal, dihydromyrcenol, linalool, and methyl salicylate had no synergistic effects on H. parallela attraction when tested in combination with the blend of β-caryophyllene and hexanal. These results demonstrated that β-caryophyllene and hexanal in the volatiles from peanut plants have strong attraction to H. parallela. These two compounds have the potential to be used for monitoring H. parallela and its management programs.


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