Identification of the sex pheromone of Ostrinia palustralis

By means of gas chromatography with electroantennographic detection, gas chromatography-mass spectrometry and a series of bioassays, (E)-11-tetradecenyl acetate (E11-14:OAc) and (Z)-11-tetradecenyl acetate (Z11-14:OAc) at a ratio of 99:1 were identified as female sex pheromone components of Ostrinia palustralis. The average amounts of E11- 14:OAc and Z11-14:OAc in a single sex pheromone gland were 37.2±24.4 ng and 0.3±0.2 ng, respectively. In a wind-tunnel bioassay, the binary blend of E11- and Z11-14:OAc elicited the same male behavioral responses as did virgin females.     

Sex pheromone of the butterbur borer, Ostrinia zaguliaevi

The sex pheromone blend of the butterbur borer, Ostrinia zaguliaevi (Lepidoptera: Pyralidae) was analyzed by means of gas chromatography-electroantennographic detection (GC-EAD), GC-mass spectrometry and a series of wind-tunnel bioassays. Four EAD-active compounds were detected in the female sex pheromone gland extract, and these were identified as tetradecyl acetate (14:OAc), (Z)-9-tetradecenyl acetate (Z9-14:OAc), (E)-11-tetradecenyl acetate (E11-14:OAc) and (Z)-11-tetradecenyl acetate (Z11-14:OAc). The average amounts ± s.d. of the four compounds in a single sex pheromone gland were 7.9±3.7 ng, 10.1±3.2 ng, 1.1±0.5 ng and 11.6±5.1 ng, respectively. In a wind-tunnel bioassay, the ternary blend of Z9-, E11- and Z11-14:OAc at a ratio found in the sex pheromone gland (45:5:50) elicited the same behavioral responses from the males as did virgin females and pheromone gland extract. Removal of any single compound from the ternary blend significantly diminished the pheromonal activity, whereas addition of 14:OAc to the ternary blend had no effect on the males' behavioral responses. Therefore, it was concluded that the sex pheromone blend of O. zaguliaevi is composed of Z9-14:OAc, E11-14:OAc and Z11-14:OAc at a ratio of 45:5:50.     

Attractiveness of year-old polyethylene Isonet sex pheromone dispensers for Lobesia botrana

In this study, we have compared the release of sex pheromone from mating disruption dispensers exposed in the field for 12 months and from calling females. The main pheromone component of the grapevine moth, Lobesia botrana (D. and S.) (Lepidoptera: Tortricidae), is (E)‐7,(Z)‐9‐dodecadienyl acetate, and a minor component is (Z)‐9‐dodecenyl acetate. Aged dispensers from two different years emitted a much higher amount of both pheromone components than calling females. However, the summer temperature during field exposure influenced the release from mating disruption dispensers the following year. In the wind tunnel, male L. botrana were equally attracted to 12‐month, field‐exposed dispensers, a standard monitoring pheromone lure, and to synthetic (E)‐7,(Z)‐9‐dodecadienyl acetate sprayed at the rate of 0.6–60 ng h^?1. Field trapping tests confirmed that aged dispensers from both years were at least as attractive to L. botrana males as a standard monitoring pheromone lure. The possible contribution of previously applied dispensers to the mating disruption efficacy during following applications is discussed.     

Female sex pheromone of Sesamia cretica: chemical and behavioural evidence for a three-component blend

The female‐produced sex pheromone of the Durra stem borer, Sesamia cretica (Lederer) (Lepidoptera: Noctuidae), had been previously characterized as a 75:25 blend of (Z)‐9‐tetradecenol (Z9‐14:OH) and (Z)‐9‐tetradecenyl acetate (Z9‐14:OAc) based on field trapping experiments. The low attraction of this blend in the field led us to further investigate the sex pheromone of this pest. Coupled gas chromatography with electroantennographic detection (GC‐EAD) analysis of female pheromone gland extracts consistently revealed three EAD‐active compounds. According to their GC retention times, mass spectra, and comparative EAG analyses with authentic standards, two of these compounds were found to be the previously reported components Z9‐14:OH and Z9‐14:OAc, whereas a third compound was identified as (Z)‐11‐hexadecenol (Z11‐16:OH). In wind tunnel experiments, the highest male responses were elicited by ratios of Z9‐14:OH, Z9‐14:OAc, and Z11‐16:OH, ranging from 90:1:9 to 90:5:5. In field tests, the 90:1:9 ratio of the blend loaded onto rubber septum dispensers was significantly more effective than single‐component, two‐component, and any other ratio of the three‐component blend. The greater effectiveness of this blend resulted in a more accurate detection of S. cretica flight activity compared with the previously reported two‐component blend.     

Optimization and field evaluation of the sex pheromone of Trichophysetis cretacea (Lepidoptera,Crambidae) for pest monitoring

Field studies using the synthetic sex pheromone of Trichophysetis cretacea, a trinary blend of (Z)‐11‐hexadecenyl acetate (Z11‐16:OAc), (Z)‐11‐hexadecenal (Z11‐16:Ald) and (Z)‐11‐hexadecenol (Z11‐16:OH), were performed in Sichuan to determine operational parameters for detection and control, such as dispenser type, blend ratio, dosage, and trap type, height and density. Of three pheromone dispensers tested, grey halo‐butyl isoprene elastomeric septa were significantly more effective than polyvinyl chloride capillary tubing or silicone rubber septa. The ratio of the three components in the blend significantly affected moth catch. In the halo‐butyl isoprene septa, the most effective ratio was 5 : 2 : 1 Z11‐16:OAc:Z11‐16:Ald:Z11‐16:OH. Sticky wing traps caught significantly more moths than water, noctuid moth or cone funnel traps. The most effective height at which wing traps were hung was 20 cm above the jasmine plants. Optimum trap density was 45 traps per hectare. Addition of volatile jasmine compounds did not increase the attractiveness of the sex pheromone. A dosage of 50 μg Z11‐16:OAc per lure was most effective in the autumn weather conditions of Quanwei. These data provide sufficient information to develop effective protocols for using the T. cretacea pheromone to detect and monitor this pest in the jasmine fields.     

Sex pheromone production and response in Korean populations of the diamondback moth, Plutella xylostella

The diamondback moth, Plutella xylostella (L.) (Lepidoptera: Yponomeutidae), is a worldwide pest of cruciferous crops. We examined the female pheromone production and male response to various pheromone blends in two Korean populations. Gas chromatography (GC) and GC‐mass spectrometry (MS) analyses of pheromone gland extracts revealed that females produce (Z)‐11‐hexadecenal (Z11‐16:Ald), (Z)‐11‐hexadecenyl acetate (Z11‐16:OAc), and (Z)‐11‐hexadecen‐1‐ol (Z11‐16:OH) in a ratio of 8:100:18. However, (Z)‐9‐tetradecenyl acetate (Z9‐14:OAc), a previously reported component of the sex attractant of a Canadian P. xylostella population was not detected in gland extracts of the Korean one. Field tests showed that Z11‐16:Ald and Z11‐16:OAc are essential for attraction of male moths, and the highest attraction is obtained with a 10:90 blend mimicking the blend found in gland extracts. Addition of 1 or 10% of Z11‐16:OH to the 10:90 blend of Z11‐16:Ald and Z11‐16:OAc significantly increased attraction. However, attraction was strongly antagonized by the addition of as little as 0.1% of Z9‐14:OAc to the most attractive ternary blend. The ternary blend of Z11‐16:Ald, Z11‐16:OAc, and Z11‐16:OH at a ratio of 10:90:1 was more effective at catching P. xylostella males than the Japanese three‐component blend or the Canadian four‐component blend in Korea. These results suggest that there is geographical variation in the pheromone systems of this species.     

Large‐scale mating disruption of Ephestia spp. and Plodia interpunctella in Czech Republic,Greece and Italy

Field trials were carried out to evaluate the use of the pheromone (9Z,12E)‐tetradecadienyl acetate (TDA/ZETA) for mating disruption (MD) of Pyralidae moths associated with stored products, in most cases the Raisin moth, Ephestia cautella (Walker), Mediterranean flour moth, Ephestia kuehniella Zeller and Indianmeal moth, Plodia interpunctella (Hübner). The experiments were conducted in the Czech Republic, Greece and Italy during 2007 and 2008 in storage facilities that varied in their size and type, and included flour mills, retail stores, storage rooms with currants and raw grain stores. After a summer pre‐treatment monitoring period to assess moth population in, dispensers containing TDA were placed in the fall. Adjacent facilities without dispensers were used as control units. Pheromone‐baited traps were used to monitor the population fluctuation of the pyralid moths during the entire experimental periods. The presence of MD dispensers notably reduced the number of adults found in the traps in comparison with control rooms. Monitoring of female oviposition, measured as number of hatched larvae in cups containing food, indicated that there was a reduction in the number of larvae in the areas with MD dispensers. The results of the present work indicate that the use of mating disruption is feasible against pyralid moths in storage facilities, and should be further evaluated as a component of an integrated pest management based control strategy.     

Long-term pheromone-mediated mating disruption of the Mediterranean flour moth, Ephestia kuehniella, in a flourmill

Several studies have indicated that mating disruption (MD) successfully reduces population densities of stored product moths, for example, the Mediterranean flour moth, Ephestia kuehniella (Zeller) (Lepidoptera: Pyralidae). However, practical issues, such as finding control plots, replication, and lack of similarity between replicates, often incur problems in full-scale investigations and often draw focus from the added results. We here present results from long-term monitoring of E. kuehniella populations in two similar flourmills in Poland, one treated with pheromone for MD and one left untreated and used as control. Pheromone-mediated MD was applied during 2 years. Thirty pheromone dispensers (one per 100 m³ factory volume), each releasing about 2 mg ( Z,E )-9,12-tetradecadienyl acetate per day, were used. Pheromone-baited traps were used to monitor the moth populations in the MD mill and in a nearby untreated mill. The reduction in trap catch during the MD treatment was about 90% or more, compared with the untreated mill or pre-treatment periods of the MD mill. The reduction was larger during the 2nd year of MD than during the 1st year. These results contribute to the picture that MD is an effective method to control moth species infesting stored products.     

Optimization of the sex pheromone of the rice leaffolder moth Cnaphalocrocis medinalis as a monitoring tool in China

The crude extract from Cnaphalocrocis medinalis (Lepidoptera, Pyralidae) has been identified to be (Z)‐11‐octadecenal (Z11‐18:Ald), (Z)‐13‐octadecenal (Z13‐18:Ald), (Z)‐11‐octadecen‐1‐ol (Z11‐18:OH) and (Z)‐13‐octadecen‐1‐ol (Z13‐18:OH) in the GC‐MS, confirming the results reported previously in Japan. Field evaluation in China showed that the optimal blend is Z11‐18:Ald, Z13‐18:Ald, Z11‐18:OH and Z13‐18:OH at a ratio of 3 : 25 : 3 : 3. The optimal dosage is 500 μg Z13‐18:Ald per PVC tubing lure. In August, trap catches were highest between 3:00 and 4:00 a.m., and no moths were caught before 12:00 a.m. or after 6:00 a.m. The impact of trap design and trap height placement was also evaluated in the paddy field. The sticky wing trap was better than the water pan trap. The number of moths captured by the electric grid trap was 1.7 times greater than caught by the sticky wing trap. The optimal trap height was 20 cm below the top of the rice plants (80 cm high). Pheromone lure formulated from 60 μg Z11‐18:Ald, 500 μg Z13‐18:Ald, 60 μg Z11‐18:OH and 60 μg Z13‐18:OH was effective for population monitoring in trial sites in Zhejiang, Shanghai, Jiangxi, Hunan, Hubei, Guangxi, Guizhou, Chongqing and Hainan Provinces, encompassing both subtropical and temperate regions. Use of this synthetic pheromone blend provides a promising alternative to the currently used disturb and count method (DCM) for monitoring the population of C. medinalis in China.     

Electroantennogram, wind tunnel and field responses of male Mediterranean corn borer, Sesamia nonagrioides, to several blends of its sex pheromone components

The electrophysiological and behavioural responses of male Sesamia nonagrioides Lefèbvre (Lepidoptera: Noctuidae) to several synthetic blends of its sex pheromone components were investigated. Electroantennogram (EAG) recordings showed the greatest response to a 77:8:10:5 blend of the four compounds found in the female glands: (Z)-11-hexadecen-1-yl acetate, (Z)-11-hexadecen-1-ol, (Z)-11-hexadecenal and dodecyl acetate. A logistic equation was fitted to the dose-response data and differences in relative EAG responses were analysed by deriving five parameters of this equation. Flight responses of males were also evaluated in a wind tunnel where the proposed blend (77:8:10:5) also elicited the best response. Field tests confirmed the laboratory findings as the 77:8:10:5 blend captured more S. nonagrioides males than other pheromone mixtures and showed more selectivity for male S. nonagrioides over other noctuid species, Discestra trifolii Rottenberg and Lacanobia oleracea L., but not for Mythimna unipuncta Haworth, a species with a sex pheromone composition almost identical to that of S. nonagrioides.     

Components of the sex pheromone of the currant pug moth, Eupithecia assimilata, a re-emergent hop pest in UK

After an absence of 50 years, the currant pug moth, Eupithecia assimilata Doubleday (Lepidoptera: Geometridae), has reappeared as an important pest of hops, Humulus lupulus L. (Cannabaceae), in the UK. Pheromone gland extracts from virgin female E. assimilata moths were shown to contain (3Z,6Z)‐cis‐9,10‐epoxyheneicosadiene (3Z,6Z‐cis‐9,10‐epoxy‐21:H) by gas chromatography linked to mass spectrometry. (3Z,6Z,9Z)‐heneicosatriene (3Z,6Z,9Z‐21:H) was also found as a minor component in one of two extracts. In field experiments, significant numbers of male E. assimilata moths were caught in traps baited with the (9S,10R)‐enantiomer of 3Z,6Z‐cis‐9,10‐epoxy‐21:H but not in those baited with the (9R,10S)‐enantiomer or racemic mixture. Addition of 3Z,6Z,9Z‐21:H at the ratio present in gland extracts greatly reduced the attractiveness of the epoxydiene.     

Identification and field testing of sex pheromone components of a Korean population of the allium leafminer,Acrolepiopsis sapporensis

The allium leafminer, Acrolepiopsis sapporensis Matsumura (Lepidoptera: Acrolepiidae), is a pest of Allium species (Liliaceae) in Asia and Hawaii, USA. We identified candidate sex pheromone components in pheromone gland extracts of female moths and field tested the response of male moths to blends with different components and ratios. Gas chromatographic comparison of abdominal tip extracts from both sexes showed three female‐specific components: (Z)‐11‐hexadecenal (Z11‐16:Ald), (Z)‐11‐hexadecenyl acetate (Z11‐16:OAc), and (Z)‐11‐hexadecen‐1‐ol (Z11‐16:OH). These compounds were identified by mass spectral analysis of natural pheromone components and dimethyldisulfide adducts, and retention index comparisons with synthetic standards. The average ratio of three components, Z11‐16:Ald, Z11‐16:OAc, and Z11‐16:OH, in female extract was 33:100:14. Field trapping experiments indicated that all three components were essential for maximal attraction of male moths. Traps baited with a ternary blend mimicking the blend found in the pheromone gland extracts caught significantly more males than traps baited with caged live females. Increasing doses of the pheromone blend in the lures from 0.01 to 1.0 mg increased catches of male A. sapporensis.     

Electrophysiological and behavioural evidence for a fourth sex pheromone component in the turnip moth, Agrotis segetum

Abstract. In addition to the pheromone components (Z)-5-decenyl, (Z)-7-dodecenyl and (Z)-9-tetradecenyl acetate (Z5-10:OAc, Z7-12:OAc and Z9-14:OAc), it has previously been shown that the sex pheromone gland of the turnip moth, Agrotis segetum (Lepidoptera: Noctuidae Schiff) contains 10:OAc, 12:OAc, Z5-12:OAc, Z9-12:OAc, 11–12:OAc, Z5-14:OAc, Z7-14:OAc and Z11-16:OAc. To find out whether any of these additional compounds is involved in the sex pheromone communication in A. segetum, a comprehensive electro-physiological and behavioural investigation was conducted. Single-sensillum recordings on male antennae revealed three subtypes of sensilla among the previously so-called Z5-10:OAc sensilla. One subtype was identified having one receptor neurone (A) that responded to Z5-10:OAc with a large spike amplitude and another neurone (B) that responded to (Z)-5-decenol (Z5-10:OH) with a small spike amplitude. In another subtype the B neurone responded to Z5-12:OAc and sometimes also to 27-12:OAc and 10:OAc, in addition to responding to Z5-10:OH. In a third subtype the A neurone responded to all acetates identified from the female pheromone gland, whereas the small spike amplitude neurone was tuned to Z5-10:OH. A flight tunnel assay showed that blends composed of nine, eight or seven compounds were equivalent to the previously identified three-component pheromone blend in eliciting male behavioural responses. In field trapping tests, blends of eleven, nine or seven compounds did, however, catch significantly more moths than the three-component blend. Further assays showed that only 25- 12:OAc could significantly increase the catch numbers when added to the three-component blend, and thus qualified as a fourth pheromone component in A. segerum. The behavioural significance of additional female-produced acetates — for which males possess antennal receptors — is suggested, but may be impossible to confirm because of ‘diminishing returns’ when trying to refine a multicomponent pheromone further.     

Developing pheromone traps and lures for Maruca vitrata in Benin, West Africa

In previous work successful trapping of the legume podborer, Maruca vitrata Fabricius (Lepidoptera: Pyralidae), was accomplished using a synthetic pheromone blend consisting of (E,E)‐10,12‐hexadecadienal, (E,E)‐10,12‐hexadecadienol, and (E)‐10‐hexadecenal in a 100 : 5 : 5 ratio. In the present work, experiments were conducted in cowpea fields in Benin to compare different trap designs, and other aspects of the lures. A water‐trap made from a plastic jerry‐can was found to be superior to commercial funnel‐ and sticky‐trap designs, and 120 cm was the optimum height for captures. Generally, lures consisted of polyethylene vials containing 0.1 mg of pheromone. Results showed that shielding the lures from the adverse effects of sunlight with aluminium foil did not increase trap catches of M. vitrata. The degree of isomeric purity of the (E,E)‐10,12‐hexadecadienal and (E,E)‐10,12‐hexadecadienol blend components, in the range 73–99%, had no significant effect on captures, while lures of 80% isomeric purity showed no loss of effectiveness for up to 4 weeks. Similar results were observed with lures from a commercial source containing 0.46 mg of pheromone in the blend ratio 100 : 11 : 6 and 95% isomeric purity. Residue analysis showed that vial lures exposed for 2 weeks in the field still contained 73% of the initial amount of (E,E)‐10,12‐hexadecadienal, compared to rubber septa dispensers, which only retained 22%. Females comprised 11–50% of total catches, confirming earlier, unexpected results for synthetic lures. The observations that effective traps can be made from locally available plastic containers, and that pheromone blend composition and purity are not critical, should reduce costs and improve the feasibility of traps as practical monitoring tools for M. vitrata.     

Reduction of damage by the Mediterranean corn borer, Sesamia nonagrioides, and the European corn borer, Ostrinia nubilalis, in maize fields by a trifluoromethyl ketone pheromone analog

Large‐scale field experiments on the Mediterranean corn borer, Sesamia nonagrioides Lefèbvre (Lepidoptera: Noctuidae), were carried out in 2004–2006 on maize [Zea mays L. (Poaceae)] fields using (Z)‐11‐hexadecenyl trifluoromethyl ketone, an antagonist analog of the pheromone of this species, to evaluate a possible reduction of damage caused by this pest. The effect of the treatments on the European corn borer, Ostrinia nubilalis Hübner (Lepidoptera: Crambidae), a sympatric species, was also determined. Evaluation of the success of the experiments was assessed by counting (i) the number of males caught by pheromone traps in treated and untreated fields, (ii) the number of plants attacked by both insects in both plots, and (iii) the number of larvae present in infested plants in both fields. Effectiveness of the treatment was high for the second generation of the Mediterranean corn borer, the most harmful to the crop (86–90% reduction in the number of plants attacked and 67–98% reduction in the number of larvae per plant in treated fields in comparison to untreated fields), and moderate for the third generation (reduction of 41–71% and 33–77%, respectively). Treatments were also effective for the second generation of the European corn borer (61–75% reduction in the number of plants attacked, 58–78% reduction in the number of larvae found per plant) as well as for the third generation (69–97% and 70–98% reduction, respectively). By plotting the amount of the antagonist remaining on the dispensers after 40–45 days of exposure with time, the mean release rate of the compound was calculated to be 2.2%/day in 2004, 1.95%/day in 2005, and 2.1%/day in 2006, with 26% of the initial compound remaining after 20 days of experimentation. The emission rate appears to cover the flight of the most damaging second generation of both insects. Prospects of using trifluoromethyl ketones as new potential agents for pest control are also outlined.     

Behaviour of male oriental fruit moth, Grapholita molesta, in overlapping sex pheromone plumes in a wind tunnel

The behaviour of Grapholita molesta (Busck) (Lepidoptera: Tortricidae) males was studied in overlapping sex pheromone plumes in a wind tunnel. The ultimate aim of the study was to assess the effect of different treatments on male behaviour and consider the observed changes within the context of the suggested mechanisms underlying mating disruption. Two baits were placed either in series or parallel using both synthetic pheromone blends and female extracts. One bait, the reference containing (Z)-8-dodecenyl acetate/(E)-8-dodecenyl acetate/(Z)-8-dodecenol in a ratio of 100/6/10 was kept constant at a dose of 100 g of the main component, giving a composition and a release rate close to that of a female. The dose of the other bait varied between 0.1 and 100 times the concentration of the reference and was a mixture of one, two or three pheromone components. Males clearly discriminated between different blends and doses in the overlapping plumes, for regardless if the lures were presented in series or in parallel they followed the complete plume. Complete suppression of the response to the reference was only achieved with 300 g of the optimal three-component blend on the other lure. When tested singly, a bait consisting of Z8-12:OAc/E8-12:OAc/Z8-12:O Hin a 100/0.2/0.4 ratio, attracted a high proportion of the males when placed 75 cm upwind of the male release site, but no males from 150 cm. Our data suggest that complete pheromone blends should be more effective than any incomplete blends in mating disruption formulations for G. molesta.     

A pheromone mimic: disruption of mating communication in the navel orangeworm, Amyelois transitella, with Z,Z-1,12,14-heptadecatriene

A novel olefinic analog, Z,Z-1,12,14-heptadecatriene, was synthesized from Z,Z-11,13-hexadecadienal, a major pheromone component of the navel orangeworm, Amyelois transitella (Walker) (Lepidoptera: Pyralidae), and evaluated as a potential disruptant of mating communication in commercial almond orchards. The effectiveness of the triene as a disruptant was compared to that of the aldehyde by evaluating the reduction in captures of feral males in female-baited traps and the reduction in mating success for females. The triene was highly effective in bringing about reductions in male captures in traps in all tests relative to controls. This effectiveness lasted as long as 5 weeks in one test and was influenced by type of dispenser, release rate and proximity of dispensers to female-baited traps. In none of the tests did the triene outperform the aldehyde in reducing male captures. The results of mating success tests showed the triene to be ineffective relative to controls (26% reduction) while the aldehyde yielded 100% reductions in matings during a 6-day period.

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Résumé Le Z-Z-1,12,14-heptacécatriène, qui mime l'aldéhyde Z-Z-11,13-hexadécadénial, principal composé de la phéromone de A. transitella Walker, a été essayé pour interrompre les accouplements dans la nature. Un conditionnement avec plastique stratifié a mieux dispersé le triène que la présentation en capsules de polyéthylène. Comme dans le cas des autres produits examinés précédemment, ce triène a interrompu l'attraction sexuelle (réduction du nombre de mâles capturés dans les pièges, réduction du nombre d'accouplements) de A. transitella dans les vergers d'amandiers, pendant moins longtemps que l'aldéhyde. Placé dans des pièges contenant des femelles vierges, il est efficace comme l'aldehyde pendant 5 semaines, pendant 3 semaines lorsqu'il est placé autour des pièges et pendant 13 jours quand il est utilisé dans des parcelles de 9 arbres. Des essais ultérieurs avec d'autres présentations et des quantités plus élevées de triène devraient montrer si ce produit peut être utilisé pour l'interruption des accouplements. Les analogues de phéromones ont généralement une plus grande stabilité et un coût de synthèse moins élevé que les aldéhydes.