Inter- and intraspecific activities of compounds derived from sex pheromone glands of currant borer, Synanthedon tipuliformis (Clerck) (Lepidoptera: Sesiidae)

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.     

Identification of minor sex pheromone components of the poplar clearwing moth Paranthrene tabaniformis (Lepidoptera, Sesiidae)

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.     

Identification and field attraction of the female sex pheromone of a kiwifruit pest,Nokona feralis (Lepidoptera: Sesiidae)

Female sex pheromone of a clearwing moth Nokona feralis (Leech) (Lepidoptera: Sesiidae), a pest of kiwifruit, was identified to be a 7:3 mixture of (3E,13Z)-3,13-octadecadienyl acetate (E3,Z13-18:OAc) and (3E,13Z)-3,13-octadecadien-1-ol (E3,Z13-18:OH) by GC-EAD and GC/MS analyses. Males were attracted to wide-range mixtures of E3,Z13-18:OAc and E3,Z13-18:OH, and a 7:3 mixture of those two compounds strongly attracted the males in the field.     

Discrimination by male dogwood borer, Synanthedon scitula (Lepidoptera: Sesiidae), among traps baited with commercially available pheromone lures

The response of male dogwood borer, Synanthedon scitula (Harris) (Lepidoptera: Sesiidae), to four commercially available pheromone lures and to pheromone source concentration was evaluated in field trapping studies in commercial apple orchards in Virginia and West Virginia Male peachtree borer, Synanthedon exitiosa (Say), lesser peachtree borer, Synanthedon pictipes (Grote & Robinson), and lilac borer, Podosesia syringae (Harris), were also captured in traps baited with all lures tested. Among the lures used, the Scenturion dogwood borer lure was the most attractive to and selective for dogwood borer. Male dogwood borer showed a concentration-dependent response to traps baited with different source concentrations of the pheromone from Scenturion. Chemical analyses revealed that all lures contained principally (Z,Z)-3,13-octadecadien-1-ol acetate (ODDA) but that a significantly higher percentage of (Z,E) plus (E,Z)-3,13-ODDA was present in the Scenturion lure, compared with the others. Weekly collections of fresh male and female dogwood borer pupal exuviae from April until October in 2002 and 2003 suggested that traps baited with Scenturion lures significantly underestimated the size of populations in commercial apple orchards.     

Identification of the sex pheromone of Copitarsia decolora (Lepidoptera: Noctuidae)

Chemical and electrophysiological analyses and field trials were used to identify the female sex pheromone of Copitarsia decolora (Guenée) (Lepidoptera: Noctuidae). Coupled gas chromatographic-electroantennographic detection (GC-EAD) analysis of the female gland extract showed the presence of two EAD-active peaks, which were identified by GC-mass spectrometric (MS) analysis as (Z)-9-tetradecenyl acetate (Z9-14:Ac) and (Z)-9-tetradecenol (Z9-14:OH). The field evaluation of the EAD-active compounds indicated that traps baited with either Z9-14:Ac or Z9-14:OH caught few males. In contrast, traps baited with the binary blend of both components caught significantly more males than traps baited with the single compounds. Captures in traps baited with a mixture of Z9-14:Ac and Z9 -14:OH at 4:1, 10:1, and 100:1 ratios were not significantly different from the catches in traps baited with virgin females. Few males were captured in traps baited with a blend of Z9-14:Ac and Z9-14:OH at 1:4, 1:10, and 1:100 ratios.     

Evaluation of synthetic sex pheromone for monitoring and management of raspberry crown borer Pennisetia marginata (Lepidoptera: Sesiidae)

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Identification of the sex pheromone components secreted by female moths of Peridroma saucia (Noctuidae: Noctuinae)

The variegated cutworm, Peridroma saucia Hübner, is a lepidopteran pest to a large number of crops in Canada, the United States, and Europe. It was probably naturalized in Japan in the 1970s. The pheromone glands of the female moth include two components with electroantennographic activity in a ratio of 3:1. GC-MS analyses of pheromone extracts untreated and treated with dimethyl disulfide revealed the major component to be (Z)-11-hexadecenyl acetate and the minor component to be (Z)-9-tetradecenyl acetate. The synthetic pheromone was used to attract a large number of males in a vegetable field in Tokyo, which suggests that this species has already become a harmful pest in Japan.     

Natural mortality of currant clearwing,Synanthedon salmachus (Lepidoptera: Sesiidae), in New Zealand

Abstract

In a wide-ranging survey of 11 blackcurrant blocks, mortality of currant clearwing, Synanthedon salmachus (L.), was found to range from 1.3% to 9.7% for larvae and from 5.3% to 23.0% for pupae. At least 51% of the mortality was caused by the fungal pathogens Beauveria bassiana, Paecilomyces farinosus, and Verticillium lecanii. One unidentified predatory carabid larvae was collected, and two parasites—Xanthocryptus novozealandicus and Diadegma sp.—were reared from clearwing larvae.     

A sampling plan for population dynamics studies on currant clearwing,Synanthedon tipuliformis (Lepidoptera: Sesiidae)

Abstract

Sampling techniques for eggs, larvae, and pupae of the currant clearwing, Synanthedon tipuliformis (Clerck), attacking blackcurrant were developed, and their precision was evaluated. Reliable population estimates for the egg and early larval stages (standard error < 10%) were obtained by sampling one cane with at least two age groups of wood from the north and south halves of seven bushes in nine blocks. Similar precision was obtained for post-winter larvae from samples comprising three canes from each half of the bushes, but using this sampling scheme a lower precision (S.E.?25–30%) had to be accepted for overwintering mortality factors. The pupal population was estimated from the numbers of live larvae at the end of the post-winter feeding stage, and cross-checked from the number of emergence holes in the 1-year-old wood taken for egg sampling the following year. This procedure gave estimates of similar reliability to those for the egg and larval stages.     

Identification of the sex pheromone of Isoceras sibirica Alpheraky (Lepidoptera, Cossidae)

We discovered that extracts of the female sex pheromone gland of the carpenterworm moth Isoceras sibirica Alpheraky, a pest of Asparagus officinalis Linn., contained (Z)-7-tetradecen-1-ol (Z7-14:OH), (Z)-9-tetradecen-1-ol (Z9-14:OH), (Z)-7-tetradecenyl acetate (Z7-14:Ac), (Z)-9-tetradecenyl acetate (Z9-14:Ac), and (Z)-9-hexadecadecenyl acetate (Z9-16:Ac). The average levels of the chemicals in a single sex pheromone gland of a calling moth were (0.71 +/- 0.24) ng, (1.42 +/- 0.44) ng, (4.36 +/- 0.32) ng, (8.71 +/- 0.26) ng, and (0.82 +/- 0.38) ng, respectively. The electroantennography (EAG) analysis of these chemicals and their analogues demonstrated that Z9-14:Ac triggered significantly the male EAG response. Traps with rubber septa lure impregnated with Z9-14:Ac (500 microg/septum), Z7-14:Ac (250 microg/septum), and Z9-16:Ac (50 microg/septum) were more effective in catching male moths than traps with other baits or virgin females. Addition of Z7-14:OH and Z9-14:OH to rubber septa did not enhance the efficiency of the trap.     

Life tables of currant clearwing,Synanthedon tipuliformis (Lepidoptera: Sesiidae), in blackcurrant in Canterbury

Abstract

Survivorship curves and life tables for the 1971-75 generations of currant clearwing in an unsprayed blackcurrant (cv. 'Cotswold Cross') plantation and for the 1972-74 generations in a sprayed blackcurrant plantation (cvs 'Cotswold Cross' and 'Magnus') are presented. The key element in the life cycle is identified as adult survival, and the density dependence of the various mortalities is identified by various indices. The possible effects on population levels of currant clearwing of the proposed pruning management for mechanically harvested blackcurrants is discussed.     

Identification of a four-component sex pheromone blend in Bonagota cranaodes (Lepidoptera: Tortricidae)

Analysis of sex pheromone glands of the apple leafroller Bonagota cranaodes Meyrick by gas chromatography coupled with mass spectrometry or electroantennographic detection showed the presence of 14 structurally related acetates and alcohols of the chain length 10-18, including the main pheromone component (E,Z)-3,5-dodecadienyl acetate (E3,Z5-12Ac). Male antennae responded to the main compound, its Z,Z isomer, (E,Z) -3,5-tetradecadienyl acetate (E3,Z5-14Ac), and the monoenes (Z)-5-dodecenyl acetate (Z5-12Ac) and (Z)-9-hexadecenyl acetate (Z9-16Ac). Traps baited with a four-component blend of E3,Z5-12Ac, Z5-12Ac, E3,Z5-14Ac, and Z9-16Ac in a 100:5:5:100 ratio were significantly more attractive than the main compound alone. This improved trap lure is more suitable for monitoring population densities of B. cranaodes, and for detection of the onset of the seasonal flight period. A more complete pheromone blend is of importance also with respect to current attempts to develop mating disruption for control of this major pest of apple in Brazil.     

Female sex pheromone of Athetis lepigone (Lepidoptera: Noctuidae): Identification and field evaluation

Athetis lepigone has been recorded in many countries in Europe and Asia, but it had never been documented as an agricultural pest until 2005. For the purpose of using the sex pheromone to control this pest, we conducted a study to identify the sex pheromone of A. lepigone by gas chromatography with an electroantennographic detector (GC‐EAD) and GC coupled with mass spectrometry (GC/MS) analyses. Three pheromone candidates were detected by GC‐EAD analysis in the extracts of the female sex pheromone gland, and two candidates were identified as (Z)‐7‐dodecenyl acetate (Z7‐12:OAc) and (Z)‐9‐tetradecenyl acetate (Z9‐14:OAc) in a ratio of 1:5 by mass spectral analysis of natural pheromone components and dimethyl disulphide adducts. In the field male trapping test, the traps baited with the binary blend captured high number of males, while traps with single component hardly caught males, indicating that the two components are essential for the male attractiveness. In addition, the optimum ratios of Z7‐12:OAc and Z9‐14:OAc were determined as 3:7–7:3, and the best doses for the binary blend (at ratio of 3:7 between Z7‐12:OAc and Z9‐14:OAc) were 0.25–0.5 mg/trap, based on the number of male catches. The identification of a highly attractive sex pheromone will help in developing efficient strategies for monitoring and control of A. lepigone.     

Susceptibility of apple clearwing moth larvae,Synanthedon myopaeformis (Lepidoptera: Sesiidae) to Beauveria bassiana and Metarhizium brunneum

Apple clearwing moth larvae, Synanthedon myopaeformis (Lepidoptera: Sesiidae) were found to be susceptible to infection by two entomopathogenic fungi: an indigenous fungus isolated from S. myopaeformis cadavers and identified as Metarhizium brunneum (Petch); and Beauveria bassiana isolate GHA. In laboratory bioassays, larvae exhibited dose related mortality after exposure to both the M. brunneum and Beauveria bassiana with 7 day LC₅₀'s of 2.9×10⁵ and 3.4×10⁵ spores/mL, respectively. Larval mortalities caused by the two isolates at 1×10⁶ spores/mL were not significantly different and 73% of the M. brunneum-treated, and 76% of the B. bassiana-treated larvae were dead 7 days post treatment, with LT₅₀'s of 5.5 and 5.1 days, respectively.     

The biology and life history of currant clearwing,Synanthedon tipuliformis (Lepidoptera: Sesiidae), in Canterbury

Abstract

Details of the life cycle and biology of currant clearwing, Synanthedon tipuliformis (Clerck), in Canterbury, New Zealand, are discussed. The adults live for about 7 days, and are found from mid November to early January. The sex ratio approximates 1:1. Adults are active only when the air temperature exceeds 15°c, and peak flight activity is observed on cloudy days at 20-23°c. Males are attracted to females between 1400 h and 1600 h, and mating lasts for over 2 h. Fecundity averaged about 100 eggs per female, and fertility exceeded 98%. Egg incubation required an average of 19 days in the field; the thermal constant is 91 day degrees. The mean number of eggs per blackcurrant cane varied in different years from 2.68 to 13.54; there was no significant difference between blackcurrant varieties in the same year. Larvae entered the cane through openings or axillary buds and then fed on the pith until late April or May. Quiescence occurred during winter, and feeding resumed in late August or September. Larvae tunnelled 15.20 ± 0.74 cm of pith. It is suggested that there are six larval instars. Mean numbers of larvae per cane varied in the early stage from 1.91 to 7.36, and at the post-winter stage from 1.23 to 3.10. Pupation occurred in mid October, and the pupal stage lasted for up to 6 weeks; the thermal constant is 216 day degrees. Mortality factors discussed include establishment failure, parasites, pathogens, predators, larval combat, winter pruning, loss of pupae at cane breaks, and pupal eclosion failure. The first record of the fungus Cordyceps sp. attacking currant clearwing is reported.     

沙棘木蠹蛾(鳞翅目：木蠹蛾科)性信息素组分鉴定及其生物活性

报道了沙棘木蠹蛾性信息素的结构及组分,并报道了不同组分：顺-3-十四碳烯醇;反-3-十四碳烯醇;顺-3-十四碳乙酸酯;反-3-十四碳乙酸酯;顺-7-十四碳烯醇;顺-7-十四碳乙酸酯;顺-9-十四碳乙酸酯的室内触角电位反应和林间诱捕试验。林间诱蛾结果表明2组分和5组分的诱蛾活性高于其它组合。     

Unusual acetylenic sex pheromone of grape leaffolder (Lepidoptera: Pyralidae)

The female-produced sex pheromone of grape leaffolder, Desmia_funeralis (Hübner), has been identified as a blend of (Z,Z)-11,13-hexadecadienal, 11-hexadecynal, and (Z)-11-hexadecenal. The first two components were essential for attraction of male moths, whereas the third compound was not essential, but increased trap catches approximately twofold when added in appropriate doses to the optimum blend of the other two components. In field tests, male moths were trapped equally well in traps baited with pheromone doses of 0.2 to >6 mg, and lures remained attractive for at least 5 wk.     

杨小舟蛾雌蛾性信息素活性成分的鉴定

【目的】鉴定杨小舟蛾Micromelalopha sieversi雌蛾性信息素活性成分的结构信息。【方法】采用正己烷浸提的方法提取杨小舟蛾性成熟处女雌蛾性腺中的活性成分;利用气相色谱-触角电位联用(GC-EAD)技术对其活性成分进行定位;性腺提取物与4-甲基-1,2,4-三唑啉-3,5-二酮(MTAD)进行微量化学反应,获得衍生物;利用气相色谱-质谱联用(GC-MS)技术分别对性腺提取物及MTAD衍生物进行质谱特征离子分析。【结果】GC-EAD结果显示,杨小舟蛾雄蛾触角对雌蛾性信息素腺体提取物中的一种成分有较好的反应;GC-MS分析结果表明,能引起雄蛾触角电生理反应的成分为十八碳的不饱和醛;MTAD衍生物的GC-MS结果显示,该活性成分的两个双键分别位于碳链的13和15位。【结论】本研究鉴定出杨小舟蛾雌蛾性信息素活性成分的平面结构为13,15-十八碳二烯醛,但双键的立体构型有待合成标准化合物进一步鉴定。本研究为杨小舟蛾性信息素备选化合物的筛选提供了方向,为信息素的结构确证奠定了基础。     

Control of Lobesia botrana (Lepidoptera: Tortricidae) by biodegradable ecodian sex pheromone dispensers

Mating disruption with a high density of sex pheromone dispensers is a new strategy recently developed for the control of the moth Lobesia botrana (Denis & Schiffermüller) (Lepidoptera: Tortricidae). Ecodian LB dispensers, made of low-cost biodegradable material, were formulated with 10 mg of (E,Z) -7,9-dodecadienyl acetate and placed at a rate of 1,600 dispensers per ha. Seasonal dispenser performances were studied using different methods. The female attractiveness disruption and the efficacy of the method were evaluated in the field. The release rates of field-aged Ecodian LB dispensers, measured directly by solid phase microextraction, was comparable with that of the standard monitoring lure after 50-60 d of field exposure and significantly lower beyond 60 d; however, at the end of the season, it was approximately 46 times higher than that of a calling L. botrana female. Electroantennographic recordings showed that dispensers of different field age strongly stimulated male antennae. In a wind tunnel test, dispensers elicited close-range approaches and direct source contacts irrespective of their age. In fields treated with Ecodian dispensers the attractiveness of traps lured with calling females and monitoring baits was significantly reduced. Our data suggest that Ecodian dispensers are active sources of pheromone throughout the season. The efficacy of Ecodian strategy for L. botrana control was comparable with standard mating disruption and curative insecticides.