Behavioral and electrophysiological responses of the emerald ash borer, Agrilus planipennis, to induced volatiles of Manchurian ash, Fraxinus mandshurica

Summary. We investigated the volatile emissions of Manchurian ash seedlings, Fraxinus mandshurica, in response to feeding by the emerald ash borer, Agrilus planipennis, and to exogenous application of methyl jasmonate (MeJA). Feeding damage by adult A. planipennis and MeJA treatment increased volatile emissions compared to unexposed controls. Although the same compounds were emitted from plants damaged by beetles and treated with MeJA, quantitative differences were found in the amounts of emissions for individual compounds. Adult virgin female A. planipennis were similarly attracted to volatiles from plants damaged by beetles and those treated with MeJA in olfactometer bioassays; males did not respond significantly to the same volatiles. Coupled gas chromatographic-electroantennogram detection (GC-EAD) revealed at least 16 antennally-active compounds from F. mandshurica, including: hexanal, (E)-2-hexenal, (Z)-3-hexen-1-ol, 3-methyl-butylaldoxime, 2-methyl-butylaldoxime, (Z)-3-hexen-1-yl acetate, hexyl acetate, (E)-β-ocimene, linalool, 4,8-dimethyl-1,3,7-nonatriene, and E,E-α-farnesene. Electroantennogram (EAG) dose–response curves using synthetic compounds revealed that females had a stronger EAG response to linalool than males; and male responses were greater to: hexanal, (E)-2-hexenal, (Z)-3-hexen-1-ol, 3-methyl-butylaldoxime, 2-methyl-butylaldoxime, and hexyl acetate. These results suggest that females may use induced volatiles in long-range host finding, while their role for males is unclear. If attraction of females to these volatiles in an olfactometer is upheld by field experiments, host plant volatiles may find practical application in detection and monitoring of A. planipennis populations.     

Host-plant green-leaf volatiles synergize the synthetic sex pheromones of the corn earworm and codling moth (Lepidoptera)

Summary The capture of adult male moths in female sex pheromone traps of two key agricultural pests, the corn earworm (Helicoverpa zea) and the codling moth (Cydia pomonella), is enhanced or synergized by a certain group of host-plant volatiles, the green-leaf volatiles (GLVs). Since female adults of both species call and release their sex pheromones while perched upon the leaves of their host-plants, the volatile constituents from the leaves of a number of host-plants were compared. Sex pheromone traps containing one of the prominent leaf volatiles of certainH. zea hosts, (Z)-3-hexenyl acetate, not only significantly increased the capture ofH. zea males but were preferred over traps baited only with sex pheromone. Similarly, traps baited with synthetic sex pheromome ofC. pomonella plus a blend of GLVs captured significantly more males than traps baited only with sex pheromone. Since male moths are not captured in traps baited only with these GLVs, it appears that these GLVs act as pheromone synergists which increase or enhance the attraction or arrestment of male moths in pheromone traps.     

Green leaf volatiles enhance sex attractant pheromone of the tobacco budworm,Heliothis virescens (Lep.: Noctuidae)

Summary Components of the green leaf volatile complex (Z-3-hexenyl acetate andE-2-hexenyl acetate) were shown to enhance responses of tobacco budworm,Heliothis virescens, males to the sex attractant pheromone of conspecific females in the field. The results are discussed with regard to green leaf volatiles which enhance the attractant pheromone of a cohabiting species, and serve as attractants of a parasitoid of conspecific larvae.     

Plant volatiles affect oviposition by codling moths

Summary. Oviposition in wild codling moth females, collected as overwintering larvae from apple, pear and walnut, was stimulated by volatiles from fruit-bearing green branches of these respective hostplants. Analysis of headspace collections showed that eight compounds present in apple, pear and walnut elicited a reliable antennal response in codling moth females: (E)--ocimene, 4,8-dimethyl-1,(E)3,7-nonatriene, (Z)3-hexenyl acetate, nonanal, -caryophyllene, germacrene D, (E,E)--farnesene, and methyl salicylate. Any one of these compounds is found in many other non-host plants, and host recognition in codling moth is thus likely encoded by a blend of volatiles. A large variation in the blend proportion of these compounds released from apple, pear and walnut suggests a considerable plasticity in the female response to host plant odours. Wild females, collected as overwintering larvae in the field, laid significantly fewer eggs in the absence of host plant volatiles. The offspring of these females, however, reared on a semi-artificial diet in the laboratory, laid as many eggs with or without plant volatile stimulus. Tests with individual females showed that this rapid change in oviposition behaviour may be explained by selection for females which oviposit in the absence of odour stimuli, rather than by preimaginal conditioning of insects when rearing them on semi-artificial diet. Oviposition bioassays using laboratory-reared females are therefore not suitable to identify the volatile compounds which stimulate egglaying in wild females.     

Male-biassed response of garden chafer, Phyllopertha horticola L., to leaf alcohol and attraction of both sexes to floral plant volatiles

Summary. Field tests were performed to evaluate the response of the garden chafer, Phyllopertha horticola (Coleoptera: Scarabaeidae) to known scarab attractants and to investigate the influence of trap colour and height on the number of captured beetles. Both sexes were attracted by a lure mixture composed of geraniol, eugenol, and 2-phenylethyl propionate (PEP) (ratio 3:7:3). When testing floral volatiles individually, only geraniol, eugenol and methyl anthranilate but not PEP was attractive. Response of garden chafer to (Z)- 3-hexen-1-ol was strongly male-biassed. Both the response to floral volatiles and (Z)-3-hexen-1-ol was increased by using funnel traps with yellow instead of grey vanes. Traps positioned at 50 and 125 cm above ground captured significantly more garden chafers than those at 200 cm. The strongly male-biassed response to (Z)-3-hexen-1-ol suggests that in P. horticola (subfamily Rutelinae) orientation towards plant volatiles emitted upon mechanical damage of plants is part of the male mate finding strategy as recently demonstrated for cockchafers of the genus Melolontha (subfamily Melolonthinae). Possible application of plant volatiles for control of P. horticola is discussed.     

New insights in analysing parasitoid attracting synomones: early volatile emission and use of stir bar sorptive extraction

Summary. It is well known that feeding by Pieris brassicae caterpillars on cabbage leaves triggers the release of volatiles that attract natural antagonists such as the parasitoid Cotesia glomerata. The temporal dynamics in the emissions of parasitoid attracting volatiles has never been elucidated in this system. In a time course experiment, caterpillar infested leaves attracted the parasitoid within one hour after infestation. At such an early stage of infestation, as much as fifty percent of the parasitoids flew towards the infested plant in a wind tunnel bioassay, while only five percent flew towards the non-infested control plant. Three hours after infestation and later, the response to the volatiles from the infested plant reached its maximum and then continued at a constantly high level for the remaining 14 hours of the experiment. Chemical analyses of volatiles collected from infested leaves at short time intervals during the first 24 hours identified a total of ten compounds, comprising green leaf volatiles, terpenoids, and a nitrile. Significant increase of emission within the first 5 hours following initial herbivory was detected for (Z)-3-hexen-1-ol, (Z)-3-hexen-1-yl acetate, cineole and benzylcyanide. Subsequently, a coupled bioassay-chemical analysis procedure was developed allowing for testing and analyzing the same sample for future identification of the bioactive compounds. This was achieved by using stir bar sorptive extraction for the analysis of solvent extracts of caterpillar-damaged leaves.     

(<Emphasis Type="Italic">Z,Z</Emphasis>)-11,13-Hexadecadienyl acetate and (<Emphasis Type="Italic">Z,E</Emphasis>)-11,13,15-hexadecatrienyl acetate: synergistic sex pheromone components of oak processionary moth,Thaumetopoea processionea (Lepidoptera: Thaumetopoeidae)

Summary. Our objective was to identify sex pheromone components of the oak processionary moth, Thaumetopoea processionea (Lepidoptera: Thaumetopoeidae), whose larvae defoliate oak, Quercus spp., forests in Eurasia and impact human health. Coupled gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectrometric (MS) analyses of pheromone gland extract of female T. processionea revealed two consistently EAD-active compounds. They were identified as (Z,Z)-11,13-hexadecadienyl acetate (Z11,Z13-16:OAc) and (Z,E)-11,13,15-hexadecatrienyl acetate (Z11,E13,15-16:OAc) by comparative GC, GC-MS and GC-EAD analyses of insect-produced compounds and authentic standards. In replicated field experiments (2000, 2001) in Nordbaden, Südbaden and Sachsen-Anhalt (Germany), Z11,Z13-16:OAc and Z11,E13,15-16:OAc in combination, but not singly, attracted significant numbers of male moths. It will now be intriguing to investigate whether Z11,E13,15-16:OAc, or its corresponding alcohol or aldehyde, serves as a pheromone component also in other species of the Thaumetopoeidae.     

Electrophysiological responses and field attraction of the grey corn weevil, Tanymecus (Episomecus) dilaticollis Gyllenhal (Coleoptera: Curculionidae) to synthetic plant volatiles

The grey corn weevil, Tanymecus (Episomecus) dilaticollis, is an economically important polyphagous pest in Eastern and Central Europe. The present research is the first published electrophysiological study of olfactory sensitivity of adult T. dilaticollis to plant volatiles. The electrophysiological responses of male and female antennae were recorded to 20 synthetic volatile organic compounds (VOCs), previously identified to be released from the preferred host plants, maize and sunflower. Antennae of both sexes responded to a wide range of volatiles from different chemical classes: fatty acid derivatives, aromatic compounds and terpenoids. Two green leaf volatiles, (E)-2-hexen-1-ol and (Z)-3-hexen-1-ol, and one terpenoid, (±)-linalool, elicited the strongest electrophysiological responses by male and female antennae. Relatively high electrophysiological activity by T. dilaticollis antennae was also recorded to benzaldehyde, eugenol and caryophyllene. In the field, (E)-2-hexen-1-ol and (Z)-3-hexen-1-ol, when presented individually, caught significantly more male and female T. dilaticollis than unbaited controls. These compounds could be developed into an attractive trap for the detection and monitoring of T. dilaticollis.     

Attraction of two larval parasitoids with varying degree of host specificity to single components and a binary mixture of host-related plant volatiles

As an indirect defense to herbivore attack, plants release many types of volatile organic compounds (VOCs), which guide parasitoids to their herbivore hosts. In the present study, VOCs were categorized as those released passively from undamaged plants and herbivore-induced plant volatiles (HIPVs). HIPVs were further categorized into: (1) volatiles released by fresh damage plants, and (2) volatiles released by old damage plants. We used as models, two parasitoids with different degree of host specificity, Microplitis croceipes (specialist) and Cotesia marginiventris (generalist), to address the evolutionary and mechanistic question of whether specialist and generalist parasitoids differ in their use of VOCs for host location. Both species are solitary larval endoparasitoids in the same family (Hymenoptera: Braconidae) and are important parasitoids of caterpillar pests of cotton. Based on the results of previous studies, α-pinene, (Z)-3-hexenol, and (Z)-3-hexenyl acetate were selected as representatives of the different types of VOCs in cotton. The attraction of both parasitoid species to synthetic components and a binary mixture of the above VOCs was tested in four-choice olfactometer bioassays. Female M. croceipes showed the greatest attraction to the HIPVs while female C. marginiventris could not discriminate among the three VOCs. Conspecific males showed similar responses with a few exceptions. When presented with the choices; α-pinene, (Z)-3-hexenol and a binary mixture (50:50v/v) of the two compounds, the specialist showed the greatest attraction to the mixture. However, the mixture did not elicit such an additive effect on the attraction of the generalist. Overall response latency (time taken to choose VOCs) indicated species and sexual (in the specialist) differences. Using a simple model, this study provides a fundamental insight into odor preferences and discriminatory ability of the test parasitoids. The ecological significance and practical implications of these results are discussed.     

Antennal electrophysiological responses of the giant swallowtail butterfly, Papilio cresphontes, to the essential oils of Zanthoxylum clava-herculis and related plants

We used the electroantennogram (EAG) technique to compare the antennal sensitivity of both sexes of the giant swallowtail butterfly, Papilio cresphontes to four doses (1, 10, 100, and 1,000 μg) of the leaf essential oils of Zanthoxylum clava-herculis and Ptelea trifoliata (key host plants) and Sassafras albidum (a marginal or non-host plant). The main hypothesis tested was that P. cresphontes will show greater olfactory sensitivity to volatiles of the key host plants than to volatiles of the marginal host plant, in particular at low doses. At the lower doses, extract of the key host plant, Z. clava-herculis elicited greater EAG responses in both sexes than extracts of the remaining two plants. At higher doses, however, extracts of P. trifoliata and S. albidum elicited greater EAG responses than extract of Z. clava-herculis. These results partly support our hypothesis and may suggest that Z. clava-herculis is a more preferred host plant of P. cresphontes than P. trifoliata. In general, female butterflies showed greater EAG responses than males to the three plant extracts at the higher doses. Preliminary coupled gas chromatography-electroantennogram (GC-EAD) tests revealed four components each from Z. clava-herculis and P. trifoliata (three peaks common to both extracts) and seven from S. albidum (one shared with Z. clava-herculis) which elicited GC-EAD activity in P. cresphontes females, but the peaks were un-indentified because most were detected in trace amounts. In addition, the chemical composition of the leaf essential oil of Z. clava-herculis was analyzed by GC–MS. The leaf essential oils consisted of 25 components, largely menthane monoterpenoids, dominated by limonene and 1,8-cineole, but neither of the two major components elicited significant GC-EAD response in P. cresphontes. These results are discussed in relation to host-plant selection in P. cresphontes.     

Triterpenoid and caffeic acid derivatives in the leaves of ragweed, <Emphasis Type="Italic">Ambrosia artemisiifolia</Emphasis> L. (Asterales: Asteraceae), as feeding stimulants of <Emphasis Type="Italic">Ophraella communa</Emphasis> LeSage (Coleoptera: Chrysomelidae)

Summary. The leaf beetle Ophraella communa infests almost exclusively Ambrosia artemisiifolia in the fields of Japan, even though it normally feeds on several Asteraceous plants. A filter paper bioassay showed that the feeding of O. communa is strongly stimulated by methanolic extracts of A. artemisiifolia. The feeding stimulants for O. communa have been isolated from methanolic extracts of A. artemisiifolia. -Amyrin acetate, -amyrin acetate, 5-caffeoylquinic acid (chlorogenic acid) and 3,5-dicaffeoylquinic acid from A. artemisiifolia have been identified as feeding stimulants for O. communa. Triterpenoid derivatives (-amyrin acetate or -amyrin acetate) and caffeic acid derivatives (3, 5-dicaffoylquinic acid or 5-caffeoylquinic acid) showed feeding stimulant activity when mixed together.     

Incorporation and utilization of bacterial lipids in theSolemya velum symbiosis

We undertook a detailed analysis of the lipid composition ofSolemya velum (Say), a bivalve containing endosymbiotic chemoautotrophic bacteria, in order to determine the presence of lipid biomarkers of endosymbiont activity. The symbiont-free clamMya arenaria (L.) and the sulfur-oxidizing bacteriumThiomicrospira crunogena (Jannasch et al.) were analyzed for comparative purposes. The ¹³C ratios of the fatty acids and sterols were also measured to elucidate potential carbon sources for the lipids of each bivalve species. Both fatty acid and sterol composition differed markedly between the two bivalves. The lipids ofS. velum were characterized by large amounts of 18: 17 (cis-vaccenic acid), 16:0, and 16 : 17 fatty acids, and low concentrations of the highly unsaturated plant-derived fatty acids characteristic of most marine bivalves. Cholest-5-en-3-ol (cholesterol) accounted for greater than 95% of the sterols inS. velum. In contrast,M. arenaria had fatty acid and sterol compositions similar to typical marine bivalves and was characterized by large amounts of the highly unsaturated fatty acids 20 : 53 and 22 : 63 and a variety of plant-derived sterols. The fatty acids ofT. crunogena were similar to those ofS. velum and were dominated by 18:17, 16:0 and 16:17 fatty acids. Thecis-vaccenic acid found inS. velum is almost certainly symbiontderived and serves as a potential biomarker for symbiontlipid incorporation by the host. The high concentrations ofcis-vaccenic acid (up to 35% of the total fatty acid content) in both symbiont-containing and symbiont-free tissues ofS. velum demonstrate the importance of the endosymbionts in the lipid metabolism of this bivalve. The presence ofcis-vaccenic acid in all the major lipid classes ofS. velum demonstrates both incorporation and utilization of this compound. The ¹³C ratios of the fatty acids and sterols ofS. velum were significantly lighter (–38.4 to –45.3) than those ofM. arenaria (–23.8 to – 24.2) and were similar to the values found for the fatty acids ofT. crunogena (–45); this suggests that the lipids ofS. velum are either derived directly from the endosymbionts or are synthesized using endosymbiontderived carbon.Woods Hole Oceanographic Institution Contribution No. 7356Please address all correspondence and reprint requests to Dr Conway at her present address: Department of Biological Sciences, University of Pittsburgh, Pennsylvania 15260, USA     

GC-EAD responses to semiochemicals by eight beetles in the subcortical community associated with Monterey pine trees in coastal California: similarities and disparities across three trophic levels

Summary.  Antennae of six sympatric bark and ambrosia beetles (Scolytidae), Dendroctonus valens LeConte, Gnathotrichus retusus (LeConte), Hylastes tenuis Eichhoff, Ips mexicanus (Hopkins), Ips plastographus maritimus Lanier, and Pseudohylesinus sericeus (Mannerheim), and two scolytid predators, Enoclerus sphegeus (F.) (Cleridae) and Lascontonus tuberculatus Kraus (Colydiidae), were analyzed by gas chromatographic-electroantennographic detection (GC-EAD) for their responses to synthetic Ips spp. pheromone components, and host and nonhost volatiles. The beetles emerged from cut logs of pitch canker-infected Monterey pine trees, Pinus radiata D. Don. There were significant disparities in EAD response patterns to the hemiterpene and monoterpene alcohol pheromone components that are typically produced by Ips spp. Antennae of I. p. maritimus responded strongly to ( ± )-ipsdienol, ( ± )-ipsenol, amitinol, and lanierone; antennae of I. mexicanus responded strongly to (1S,2S)-(–)-cis-verbenol, with weaker responses to ( ± )-ipsdienol, ( ± )-ipsenol, and amitinol; antennae of H. tenuis responded to (1S, 2R)-(–)-trans-ver-benol, with less pronounced responses to (–)-cis-verbenol and 2-methyl-3-buten-2-ol; and antennae of D. valens, G. retusus, and P. sericeus generally responded to all Ips spp. pheromone components except 2-methyl-3-buten-2-ol (D. valens and G. retusus) and E-myrcenol (G. retusus and P. sericeus). Ips mexicanus responded only to the (–)-enantiomers of ipsenol and ipsdienol, whereas I. p. maritimus responded to (–)-ipsenol, but to both the (+)- and (–)-enantiomers of ipsdienol. The antennae of the two predaceous insects (E. sphegeus and L. tuberculatus) responded to a range of the Ips spp. pheromone components. Host monoterpenes elicited no antennal responses from E. sphegeus, G. retusus, H. tenuis, and I. mexicanus, but several monoterpenes elicited various levels of responses from D. valens and I. p. maritimus antennae. Interestingly, antennae of female D. valens responded to (–), but not (+)-limonene. α- and β-Pinene elicited weak responses from L. tuberculatus antennae. EAD responses to selected nonhost volatiles were almost identical among the six scolytid species, with trans-conophthorin eliciting the strongest response in most cases, followed by three C₆- alcohols and two C₈-alcohols. The antennal responses by most of these species to linalool or geranylacetone were very weak; (E)-2-hexenal, (Z)-3-hexenyl acetate, and benzyl alcohol elicited almost no response. The response pattern of P. sericeus to nonhost volatiles differed slightly from the rest of the scolytids: a strong response to linalool, weaker response to the C₈-alcohols. The two predaceous Coleoptera generally had weak, but detectable, responses to nonhost volatiles, except for a relatively strong response to trans-conophthorin by L. tuberculatus. No notable differences in EAD responses were observed between males and females of the two Ips spp. Our results provide an electrophysiological baseline for future efforts to identify attractive and repellent semiochemicals (aggregation pheromones, host kairomones, or nonhost interruptants) for this guild of scolytids and their key predators that are associated with moribund and pitch canker- infected P. radiata.     

Host-plant leaf surface compounds influencing oviposition in Delia antiqua

Summary. Delia antiqua (Diptera: Anthomyiidae) females lay eggs between the leaves of onion plants or in the soil around the base of the plants, then the maggots feed on the onion bulb and roots causing rapid secondary infection by fungi and bacteria. It is well known that the first sensory modality used by the onion fly is vision, therefore the shape (vertical narrow cylinders) and colour (yellow) of the plant play a crucial role in the recognition of a potential host plant. In the past it has been shown that n-dipropyl disulfide (Pr₂S₂), a typical component of onion volatiles, is an important chemical host plant cue. We extracted host leaf surface to verify if Pr₂S₂ is the major chemical oviposition stimulant and to determine if other as yet unknown substances may play a role in host-plant selection. We confirmed that the females laid more eggs around onion plants with leaves than when only the onion bulb was present and that the odour of chopped onion stimulates oviposition. Extraction of the surface of onion leaves revealed that only the apolar fraction contained substances that stimulate egg-laying in D. antiqua. GC-EAD analysis indicated that a minor constituent, Pr₂S₂, is perceived by the olfactory receptor on the antennae of the onion fly females. This confirmed the importance of Pr₂S₂ as oviposition stimulant. Contact with the polar fraction did not stimulate egg-laying behaviour in this Delia species. We discuss the oviposition strategy of D. antiqua in comparison with its closely related species, D. radicum, in which the oviposition behaviour is stimulated mainly through contact with the cabbage leaf surface and only partially by the host volatiles.     

Emission of oilseed rape volatiles after pollen beetle infestation; behavioural and electrophysiological responses in the parasitoid <Emphasis Type="Italic">Phradis morionellus</Emphasis>

Summary. The pollen beetle, Meligethes aeneus, is an important pest of oilseed rape, Brassica napus. Larvae of this species feed only in the buds and flowers of Brassicaceae. One important natural enemy of this beetle is the parasitoid Phradis morionellus that attacks larvae in buds and flowers and also feeds on the flowers. The preferences for odours of non-infested and infested rape were tested for both starved and fed parasitoids in Y-tube olfactometer experiments. The volatile blend released from pollen beetle-infested and non-infested flowering rape and from pollen beetle larvae was identified and quantified. Gas chromatography-electroantennodetection analyses were performed with female P. morionellus. Parasitoids in both treatment groups preferred infested rape, but the proportion of responding female P. morionellus was significantly lower for the group that was starved. Six of the 20 volatiles identified were released at higher rates from infested rape than from non-infested. None of these compounds was found in pollen beetle larvae headspace. P. morionellus antennae detected both major and minor components in the volatile blend. The volatiles released at a significantly higher rate from infested rape and detected by P. morionellus antennae were (Z)-3-hexenylacetate, (Z)-3-hexenol, 3-butenyl isothiocyanate and (E,E)-α-farnesene.     

Aggregation pheromone ofCarpophilus freemani (Coleoptera: Nitidulidae): A blend of conjugated triene and tetraene hydrocarbons

Summary Males ofCarpophilus freemani Dobson (Coleoptera: Nitidulidae) produce an aggregation pheromone to which both sexes fly in a wind-tunnel bioassay. The major pheromone component (ca. 30 ng per male per day in volatile collections) was identified as (2E,4E,6E)-5-ethyl-3-methyl-2,4,6-nonatriene. A minor component, (2E,4E,6E,8E)-7-ethyl-3,5-dimethyl-2,4,6,8-undecatetraene, was 3–10% as abundant as the major triene and was 5–20% as active when compared at relative doses ranging from natural proportions to 1:1. These compounds act synergistically: a mixture of major and minor components in natural proportions attracted more than twice as many beetles as the major component alone, and the mixture fully accounted for the activity of male-derived volatile collections. Six other male-derived conjugated hydrocarbons, ranging from 2% down to 0.04% as abundant as the major component, were also identified. These are (in order of decreasing bioassay activity when compared on an equal-weight basis): (3E,5E,7E)-6-ethyl-4-methyl-3,5,7-decatriene, (2E,4E,6E)-5-ethyl-3-me-thyl-2,4,6-octatriene, (3E,5E,7E,9E)-8-ethyl-4,6-dimethyl-3, 5,7,9-dodecatetraene, (2E,4E,6E,8E)-3,5,7-trimethyl-2,4,6, 8-undecatetraene, (3E,5E,7E)-5-ethyl-7-methyl-3,5,7-undecatriene, and (2E,4E,6E)-3,5-dimethyl-2,4,6-nonatriene. All structure identifications were confirmed by synthesis. In the wind tunnel, the pheromone acted synergistically with host-type volatiles such as propyl acetate, valeric acid, and ethanol. This concept was verified by fields tests in California, in which there was dramatic synergism between the pheromone and fermenting host materials. Pheromone biosynthesis is discussed.     

(Z)-11-Pentacosene is the major sex pheromone component inDrosophila virilis (Diptera)

Summary A crude cuticular extract from 3450 virgin 9–13 day old female fruit flies(Drosophila virilis), was subjected to chromatography accompanied by bioassay for sex pheromone activity. After three chromatographic steps, fractions containing active monoenes and dienes were obtained. Chemical analysis by infrared absorption, gas liquid chromatography and gas chromatography/mass spectrometry of the active fraction indicated that active monoenes were comprised chiefly of (Z)-11-pentacosene (abbreviated (Z)-11-C_25:1), (Z)-13-C_27:1, (Z)-13- and (Z)-14-C_29:1. Synthetic monoenes were made, and only (Z)-11-C_25:1 elicited good courtship behaviour in maleD. virilis. Therefore it was concluded that (Z)-11-C_25:1 was a major sex pheromone. A total of 16.2±1.32 µg of cuticular hydrocarbons was isolated from 10 day old females, including 5.9±0.56 µg of (Z)-11-C_25:1. An additive effect was suggested from the higher observed courtship response when using a mixture of active dienes with the active monoene.     

Attraction of the potential biocontrol agent <Emphasis Type="Italic">Galerucella placida</Emphasis> (Coleoptera: Chrysomelidae) to the volatiles of <Emphasis Type="Italic">Polygonum orientale</Emphasis> (Polygonaceae) weed leaves

Galerucella placida Baly (Coleoptera: Chrysomelidae) is a potential biocontrol agent of the rice-field weed Polygonum orientale L. (Polygonaceae). The volatile organic compound (VOC) profiles from undamaged and mechanically damaged plants, and from plants 12- and 36-h following continuous feeding of female G. placida adults and 2nd instar larvae were identified and quantified by GC–MS and GC-FID analyses. Twenty-four and 21 compounds were identified in volatiles of undamaged and insect feeding plants, respectively; whereas 22 compounds were detected in volatiles of mechanically damaged plants. Decanal and 1-dodecanol were unique to undamaged plants, and linalool was detected in volatiles of undamaged and mechanically damaged plants, but not in volatiles of insect damaged plants. However, the beetles are not attracted by none of these volatile components, when tested individually in Y-shaped glass tube olfactometer bioassays. In all plants, methyl jasmonate was predominant. 1-Undecanol was the least amount in undamaged plants, and plants 12-h after feeding by G. placida adults and larvae; whereas 1-tridecanol was the least abundant in plants 36-h after feeding by G. placida adults and larvae, and mechanically damaged plants. The beetles showed significant preference to the whole volatile blends from plants 12-h after feeding by larvae and plants 36-h after feeding by either larvae or adults compared to those of undamaged plants. Further, G. placida responded to individual synthetic compounds, 3-hexanol, 1-octen-3-ol, nonanal, and geraniol at 7, 1.38, 3.75 and 4.5 µg/25 µL CH₂Cl₂, respectively, and provide a basis for attraction of the potential biocontrol agent in the field.     

Electrophysiological and behavioural responses of Aphidius ervi (Hymenoptera: Braconidae) to tomato plant volatiles

Flight responses of the aphid parasitoid Aphidius ervi to tomato volatiles have recently demonstrated that different plant stresses can lead to increases in attractiveness for this parasitoid. For example, infestation of tomato plants by the aphid Macrosiphum euphorbiae results in the overexpression of defensive genes, as well as the release of volatile compounds that attract aphid parasitoids. Here, we determine which of the induced compounds elicit a significant electrophysiological response from parasitoid antennae. Compounds shown to be detected at the antennal level were then tested at a range of doses in a wind tunnel assay. A significant electroantennogram response was demonstrated for three compounds, (8S,9R)-(E)-caryophyllene, methyl salicylate, and (Z)-3-hexen-1-ol, over four concentrations. These compounds proved to be significantly attractive in the wind tunnel at a rate not always proportionally dependent upon the dose. The practical implications of these findings are discussed in the framework of sustainable control for pest aphids in agriculture.     

Identification of polyenic hydrocarbons from the northern winter moth, Operophtera fagata, and development of a species specific lure for pheromone traps

Summary. In order to elucidate the composition of the female sex pheromone of the northern (beech) winter moth, Operophtera fagata Scharf. (Lepidoptera: Geometridae), ovipositor extracts of unmated, calling females were analysed by gas chromatography with simultaneous electroantennographic and flame ionization detection (GC-EAD/FID). Male antennal responses indicated three active components, two of which had distinct matching peaks in the FID trace. Using coupled gas chromatography- mass spectrometry (GC-MS), these two compounds were identified as (9Z)-nonadecene (9Z-19:Hy), and (6Z,9Z)-nonadecadiene (6Z9Z-19:Hy), respectively. The third component, present in very small amounts only, was identified as (1,3Z,6Z,9Z)-nonadecatetraene (1,3Z6Z9Z-19:Hy), known as the sex pheromone of the common winter moth, O. brumata. Field tests revealed that traps baited with 6Z9Z-19:Hy and 1,3Z6Z9Z-19:Hy caugth large numbers of male O. fagata. Both compounds were found to be essential for attraction of O. fagata. In addition, the diene prevented captures of co-occurring O. brumata. In contrast, 9Z-19:Hy neither influenced the attractiveness of the two-component mixture towards O. fagata nor contributed to bait specificity. A binary mixture of 6Z9Z-19:Hy and 1,3Z6Z9Z-19:Hy in a ratio of 10:1, applied to pieces of rubber tubing, constituted a highly attractive and species-specific bait for O. fagata, which can be used for monitoring of the flight of this defoliator pest of deciduous forests.