Pheromonal secretions from glands on the 5th abdominal sternite of hydropsychid and rhyacophilid caddisflies (Trichoptera)

Extracts of different body parts of adult Trichoptera were tested for electrophysiological activity. Extracts of the IVth and Vth abdominal sternites of femaleHydropsyche angustipennis, Rhyacophila nubila, andR. fasciata, containing a paired exocrine gland, elicited significant electroan-tennographic responses when tested on conspecific male antennae. The paired gland occurs also in males of all the species, and inH. angustipennis, extracts from males were more active than female extracts when tested on male antennae. Female and male extracts from all species were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). EAD-active peaks in female extracts, stimulating male antennae, were identified inH. angustipennis as nonan-2-one; and inR. nubila andR. fasciata as heptan-2-one, heptan-2-ol, nonan-2-one, and nonan-2-ol. EAD-active components from maleH. angustipennis stimulating male antennae were octan-2-one, nonan-2-one (major peak), (Z)-6-nonen-2-one, decan-2-one, and a methylbranched decan-2-one. Female extracts and synthetic mixtures of compounds identified from femaleH. angustipennis andR. fasciata were tested for attractivity in the field. High catches with control traps obscured the results, but a synthetic mixture of the four identified compounds was significantly attractive and not different from female extracts for attracting maleR. fasciata. InH. angustipennis, a synthetic six-component male blend, in which nonan-2-one was the major component, attracted significant numbers of male and femaleH. angustipennis. Extracts of maleR. nubila andR. fasciata contained acetophenone and hexanoic and octanoic acids but did not have any electrophysiological or behavioral activity on either male or female antennae of conspecifics. The occurrence of a female sex pheromone inRhyacophila and an aggregation pheromone inHydropsyche corresponds to earlier described differences in mating behaviors in the Rhyacophilidae and Hydropsychidae.     

Pheromone Components of the Wheat Stem Sawfly: Identification, Electrophysiology, and Field Bioassay

Volatiles collections and cuticular extracts of the wheat stem sawfly, Cephus cinctus Norton (Hymenoptera: Cephidae), were analyzed by coupled gas chromatographic–electroantennographic detection (GC-EAD) in order to detect possible pheromone components of this species. Volatiles collections from male and female sawflies contained the same 13 GC-EAD-active compounds that stimulated both male and female antennae. GC-EAD-active compounds were identified by mass spectrometry, and the identities were verified by acquiring or synthesizing authentic standards with identical GC retention times and mass spectra. 9-Acetyloxynonanal gave the strongest EAD response. Additional GC-EAD-active compounds included 13-acetyloxytridecanal, aldehydes with 9–16 carbon chain lengths, acids with 8–10 carbon chain lengths, and phenylacetic acid. The last was instantly detectable by human nose when several males were allowed to interact, but not from isolated insects. On a per-insect basis, grouped males overall released higher amounts of the GC-EAD-active compounds than grouped females. Notable quantitative differences between the sexes were relatively higher amounts of 9-acetyloxynonanal, phenylacetic acid, and tetradecanal from males and hexadecanal from females. In the absence of an absolute, qualitative difference between sexes, these relative differences might be important for sex recognition. Field bioassay demonstrated the attractiveness of 9-acetyloxynonanal for male and female C. cinctus. The major compounds of male and female cuticular extracts showed no GC-EAD activity, but ozonolysis of extracts gave dramatically increased amounts of GC-EAD-active material. Hence, double-bond-containing cuticular compounds are suggested as precursors of the aldehydic pheromone components.     

(R)-acetoin-female sex pheromone of the summer chafer Amphimallon solstitiale (L.)

Extracts of Amphimallon solstitiale (L.), a well known, widely distributed and rather common European scarab beetle, were analyzed by GC-MS and GC-EAD. Acetoin -(R):(S) < 9:1 - as well as 2,3-butanediol -(2R,3R):(2S,3S) :meso = 1:1:9 - were present in extracts of both males and females. Although (2S,3S)-butanediol did not show any EAD activity, the other compounds elicited strong responses exclusively with male antennae. In contrast, several EAD active green leaf volatiles were detected equally well by male and female antennae. During preliminary field bioassays, (R)-acetoin was highly attractive to swarming males, whereas neither rac-acetoin nor the 2,3-butanediols showed activity. Therefore, (R)-acetoin is the female sex pheromone of A. solstitiale.     

Electroantennogram responses of grape borerXylotrechus pyrrhoderus bates (Coleoptera: Cerambycidae) to its male sex pheromone components

Electroantennograms were recorded from the grape borerXylotrechus pyrrhoderus in response to serial dilutions of male sex pheromone components, (2S,3S)-octanediol and (2S)-hydroxy-3-octanone, and to 100 g of their optical isomers and host plant substances. Female antennae always responded more strongly than male antennae. Antennae of both sexes were highly sensitive to (2S)-hydroxy-3-octanone. F/M ratio (female to male EAG value) was greater for male sex pheromone components, especially (2S,3S)-octanediol, and their optical isomers than plant substances. Antennal sensitivity to optical isomers (2R,3R-octanediol and 2S,3R-octanediol) was lower than true pheromone components.     

A new component of the female sex pheromone ofBlattella germanica (L.) (Dictyoptera: Blattellidae) and interaction with other pheromone components

A fourth component, 3,11-dimethyi-2-heptacosanone, was identified as a cuticular contact sex pheromone of the female German cockroach,Blattella germanica. In behavioral assays, higher dosages of 3,11-dimethyl-2-heptacosanone were needed to elicit similar sexual responses in males to those elicited by the major pheromone component, 3,11-dimethyl-2-nonacosanone. A 1585 blend of the C₂₇ and C₂₉ methyl ketone homologs resulted in a dose-response curve intermediate between that of each of the components alone, indicating independence of activity of each component and lack of synergism. Moreover, the activity of 3,11-dimethyl-2-nonacosanone was not enhanced by female cuticular hydrocarbons. The relationship between sexual responses of males to females and to isolated female antennae, and the amount of cuticular pheromone on whole females was investigated. Cuticular sex pheromone found on females increased with the age of the female, as did the male response to whole females. However, a bimodal male response was elicited by isolated female antennae. Differences between behavioral and analytical assays of pheromone are discussed.     

Optimization of a Phenylacetaldehyde-Based Attractant for Common Green Lacewings (<Emphasis Type="Italic">Chrysoperla carnea s.l.</Emphasis>)

In field trapping tests, the catch of Chrysoperla carnea sensu lato (Neuroptera: Chrysopidae) increased when acetic acid was added to lures with phenylacetaldehyde. The addition of methyl salicylate to the binary mixture of phenylacetaldehyde plus acetic acid increased catches even further. The ternary blend proved to be more attractive than β-caryophyllene, 2-phenylethanol, or 3-methyl eugenol (compounds previously described as attractants for chrysopids) on their own, and no influence on catches was recorded when these compounds were added as fourth components to the ternary blend. There were minimal changes in activity when (E)-cinnamaldehyde or methyl anthranylate (both evoking large responses from female or male antennae of C. carnea in this study) were added, although both compounds showed significant attraction on their own when compared to unbaited traps. In subtractive field bioassays with the ternary mixture, it appeared that the presence of either phenylacetaldehyde or methyl salicylate was important, whereas acetic acid was less so in the ternary mixture. The ternary blend attracted both female and male lacewings at sites in southern, central, and northern Europe. Possible applications of a synthetic attractant for lacewings are discussed.     

(<Emphasis Type="Italic">S</Emphasis>)-2-Acetoxy-5-Undecanone,Female Sex Pheromone of the Raspberry Cane Midge, <Emphasis Type="Italic">Resseliella theobaldi</Emphasis> (Barnes)

The raspberry cane midge, Resseliella theobaldi, is a widespread pest of cultivated red raspberry in Europe. Pheromone-baited traps could provide a much-needed, accurate means to monitor the pest. Volatiles collected separately from virgin female and male midges were analyzed by gas chromatography (GC) coupled to mass spectrometry (MS) to reveal four female-specific components. In analyses by GC coupled to electroantennographic (EAG) recording from the antennae of a male midge, at least three of these components elicited responses. Based on its GC retention indices and mass spectrum, we propose that the major component is 2-acetoxy-5-undecanone and confirm this by synthesis of the racemic compound in seven steps and 63% yield from 4-pentenoic acid. The three minor components were each present at approximately 30% of the major component and were identified as 2-undecanone, (S)-2-acetoxyundecane, and (S)-2-undecanol by comparison of GC retention times and mass spectra with those of synthetic standards. GC analyses of the female-produced volatiles on an enantioselective column showed that only one enantiomer of 2-acetoxy-5-undecanone was present, and this was found to be the S-enantiomer by hydrolytic kinetic resolution of an epoxide intermediate in the synthesis and also by enantioselective hydrolysis of the racemic acetate with a lipase enzyme. The two enantiomers were also separated by high-performance liquid chromatography on an enantioselective column for field tests. In two field trapping tests, (S)-2-acetoxy-5-undecanone was highly attractive to male R. theobaldi; the R-enantiomer was not attractive. The racemic compound was just as attractive as the S-enantiomer, and addition of the three minor components in racemic form at two different loads did not affect catches. The pheromone could be dispensed from both rubber septa and polyethylene vials for at least 1 month under field conditions, but the former was preferred as it gave more uniform release. 2-Acetoxy-5-undecanone belongs to a new group of pheromone structures in the Cecidomyiidae, most others being mono- or diesters.     

Ester and ketone components of aggregation pheromone ofDrosophila hydei (Diptera: Drosophilidae)

Existence of an aggregation pheromone inDrosophila hydei was demonstrated by laboratory bioassay. The pheromone was produced by mature males, but both sexes responded. The nonpolar components consisted of three esters: the methyl, ethyl, and 1-methylethyl (isopropyl) esters of 2-methyl-(E)-2 butenoic (tiglic) acid, and two ketones: 2-tridecanone and 2-pentadecanone. The ketones and esters alone were only minimally active in the laboratory bioassay, but 2-tridecanone was highly synergistic with each of the esters, mixtures attracting 3–60 times more flies than the single components. 2-Pentadecanone was less active, but it did cause significant increases in activity when added to synthetic mixtures. The nonpolar portion of an extract of mature males and an equivalent mixture of the synthetic components were not significantly different in bioassay. Neither the esters nor the ketones were detected in sexually immature males or in females of any age. In extracts of mature males, ethyl tiglate was usually the most abundant ester component, with a mean of 8 ± 5 (SD) ng/male. The absolute and relative levels of the other esters were more variable. The mean level of methyl ketones in the extracts was 122 ± 106 (SD) ng/male, of which 85–93% was 2-tridecanone.     

Scented Males and Choosy Females: Does Male Odor Influence Female Mate Choice in the Mediterranean Fruit Fly?

The Mediterranean fruit fly, Ceratitis capitata (Wiedemann), displays a lek mating system characterized by a high level of female discrimination among potential mates. The basis of female choice is not understood, but recent studies indicate that male exposure to the aroma of certain plant structures or essential oils may increase mating success. In particular, exposure to the aroma of ginger root oil (GRO) enhances male mating frequency, and several sterile-male release programs against C. capitata have incorporated ‘aromatherapy’ (large-scale exposure of pre-release insects to GRO) to increase the effectiveness of control efforts. We investigated the mechanism underlying female preference for GRO-exposed males. Two sets of experiments were conducted. In the first, we monitored female attraction to (1) freshly killed flies, or (2) paper discs that contained hexane extracts from varying treatments. In these tests, females were sighted more often (1) near GRO-exposed than non-exposed males (even when the males were visually concealed) and (2) near extracts from GRO-exposed than non-exposed males. These findings suggest a ‘perfume effect’, whereby female mate choice is mediated by olfactory differences. In the second set, we compared (1) mate choice between intact females and females from which both antennae had been surgically removed, and (2) mating success between intact males and males from which both antennae had been surgically removed before GRO exposure. Intact females preferred GRO-exposed males, whereas females lacking both antennae rarely mated and showed no preference between GRO-exposed and non-exposed males. In the opposite treatment (intact females but surgically altered males), GRO-exposed males lacking both antennae mated as frequently as GRO-exposed intact males. These data suggest that female choice was dependent on olfactory perception of male odor but that male mating success did not depend on olfactory perception of GRO aroma, suggesting, in turn, that GRO conferred a mating advantage through an external phenomenon (possibly alteration of cuticular scent) rather than through internal processing (pheromone synthesis).     

Identification of a novel moth sex pheromone inEriocrania cicatricella (Zett.) (Lepidoptera: Eriocraniidae) and its phylogenetic implications

Extracts from different body parts of adult femaleEriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2R)-heptane-2-ol, and (2R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols withS-configuration was attractive to maleE. sparrmannella (Bosc), whereas no males ofE. cicatricella were found in these traps. The sex pheromone compounds inE. cicatricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.     

Homofarnesals: Female Sex Attractant Pheromone Components of the Southern Cowpea Weevil, <Emphasis Type="Italic">Callosobruchus chinensis</Emphasis>

The southern cowpea weevil, Callosobruchus chinensis (Coleoptera: Bruchidae), is a major pest of stored legumes in warm temperate and tropical climates. The female sex attractant pheromone was extracted from filter-paper shelters taken from containers that housed virgin females. The extracts were purified by various chromatographic techniques, and the biologically active components in the fractions were screened by gas chromatographic–electroantennographic detection analysis with male antennae. Two compounds that elicited electrophysiological responses were isolated, and gas chromatography–mass spectrometry, nuclear magnetic resonance, and micro-chemical analyses suggested that the active compounds were homofarnesals, (2Z,6E)- and (2E,6E)-7-ethyl-3,11-dimethyl-2,6,10-dodecatrienals. Males of C. chinensis were significantly attracted to filter paper discs loaded with the synthetic compounds at 0.01–0.1 ng compared to solvent control in a Y-tube olfactometer assay. These pheromone components represent unique chemical structures within the genus Callosobruchus.     

Sensitivity of antennae of male and femaleIps paraconfusus (Coleoptera: Scolytidae) to their natural aggregation pheromone and its enantiomeric components

Antennae of male and femaleIps paraconfusus were equally and highly sensitive to their male-produced, multicomponent aggregation pheromone. Female and male antennae were highly sensitive to the pheromonal component, (S)-(–)-ipsenol, but essentially insensitive to its antipode, (R)-(+)-ipsenol. Further, female and male antennae were more sensitive to the pheromonal component, (S)-cis-verbenol, than to its antipode, (R)-cis-verbenol. Dramatic sexual dimorphism in chiral sensitivity to the ipsdienol enantiortiers was found, with female antennae being more sensitive to the conspecific pheromonal enantiomer, (S)-(+)-ipsdienol, and male antennae being more sensitive to the antipode, (R)-(–)-ipsdienol. Since (R)-(–)-ipsdienol is the principal pheromone of CaliforniaIps pini and interruptsI. paraconfusus aggregation, male antennae appear to be more sensitive to an interspecific allomone than a conspecific pheromone. Of the conspecific pheromonal enantiomers, both male and female antennae were most sensitive to (S)-(+)-ipsdienol, intermediately sensitive to (S)-(–)-ipsenol, and least sensitive to (S)-cis-verbenol. However, when enantiomeric sensitivities were compared to the estimated concentrations of these components in the natural pheromone, (S)-(~)-ipsenol tended to equal or approach the potency of (S)-(+)-ipsdienol as an antennal stimulant, while antennal responsiveness to (S)-cis-verbenol was dramatically less than for the other two pheromonal components. The behavioral implications of such physiological sensitivities are discussed in regard to perception of multicomponent synergistic pheromones and the relative efficacy of each component as an orientation cue.This paper is based in part upon a dissertation submitted to the University of California, Davis, in partial fulfillment of the requirements for the PhD in entomology.     

Semiochemicals of the Scarabaeinae. VII: Identification and synthesis of EAD-active constituents of abdominal sex attracting secretion of the male dung beetle,Kheper subaeneus

Using gas chromatography with flame ionization detection (FID) and electroantennographic detection (EAD) in parallel, butanoic acid, skatole, and (E)-2,6-dimethyl-6-octen-2-ol were identified as constituents of the abdominal sex-attracting secretion of the male dung beetle, Kheper subaeneus, which reproducibly elicited EAD responses in male and female antennae. This is the first report of the occurrence of (E)-2,6-dimethyl-6-octen-2-ol as a natural product, for which the name (E)-subaeneol is proposed. In some experiments, a few other constituents of the secretion also gave reproducible responses in specific male and female antennae but did not elicit responses when the analyses were repeated with other antennae. The major volatile constituent of the secretion, identified as (S)-(+)-2,6-dimethyl-5-heptenoic acid, is one of these EAD-active compounds. Both this compound and (E)-2,6-dimethyl-6-octen-2-ol were synthesized from authentic starting materials for comparison with the natural products.     

Volatile Compounds from Anal Glands of the Wolverine, <Emphasis Type="Italic">Gulo gulo</Emphasis>

Dichloromethane extracts of wolverine (Gulo gulo, Mustelinae, Mustelidae) anal gland secretion were examined by gas chromatography–mass spectrometry. The secretion composition was complex and variable for the six samples examined: 123 compounds were detected in total, with the number per animal ranging from 45 to 71 compounds. Only six compounds were common to all extracts: 3-methylbutanoic acid, 2-methylbutanoic acid, phenylacetic acid, α-tocopherol, cholesterol, and a compound tentatively identified as 2-methyldecanoic acid. The highly odoriferous thietanes and dithiolanes found in anal gland secretions of some members of the Mustelinae [ferrets, mink, stoats, and weasels (Mustela spp.) and zorillas (Ictonyx spp.)] were not observed. The composition of the wolverine’s anal gland secretion is similar to that of two other members of the Mustelinae, the pine and beech marten (Martes spp.).     

Constituents of wing gland and abdominal hair pencil secretions of male African sugarcane borer,Eldana saccharina walker (Lepidoptera: Pyralidae)

In addition totrans-3,7-dimethyl-6-octen-4-olide (eldanolide), vanillin, and 4-hydroxybenzaldehyde, identified by French workers in the wing gland and abdominal hair pencil secretions of the male African sugarcane borer,Eldana saccharina, we have, in an earlier note, reported the presence of several other terpenoid, aromatic, and unbranched-chain compounds such as, (Z)-3,7-dimethylocta-2,6-dienoic acid, 6,10,14-trimethyl-2-pentadecanol, 4-hydroxy-3-methoxybenzyl alcohol, 1-octadecane thiol, 16-hexadecanolide, and 18-octadecanolide in these secretions. In the present paper experimental details and spectral evidence supporting the identification of these compounds, as well as the identification of (Z)-9-hexadecenal and cw-3,7-di-methyl-6-octen-4-olide (cis-eldanolide), are reported. Using electroantennography it was found that male and female antennae reacted approximately equally strongly to both secretions. This result was confirmed in analyses of the secretions using coupled gas chromatography-electroantennography and it was found that male as well as female antennae responded to eldanolide. Vanillin, substituted phenols related to vanillin, and some oxygenated monoterpenes elicited weak responses in male and female antennae. In some analyses 6,10,14-trimethyl-2-pentadecanol, present in the secretions of the insect, gave a strong antennal response. The results obtained in dynamic and static headspace determinations showed that several of the organic compounds present in the glandular secretions are released in detectable quantities and are present in widely varying quantitative ratios in the effluvia of individual calling male moths.     

Attraction ofHeliothis virescens (F.) (Lepidoptera: Noctuidae) to volatiles from extracts of cotton flowers

Mated and virgin female and virgin male tobacco budworm moths,Heliothis virescens (F.), responded via directed upwind flight in wind-tunnel bioassays to volatiles from floral extracts of cotton,Gossypium hirsutum L. Significantly more male and female moths landed on cloth dispensers treated with a methylene chloride extract of debracted flowers than on control dispensers treated only with methylene chloride. Only mated females landed in significant numbers on the dispensers treated with extract of cotton squares, flowers (including bracts), or flower petals. After landing, most of the moths examined the dispensers by probing with their antennae, proboscis, and/or ovipositor.     

Female-Produced Sex Pheromone of the Predatory Bug Geocoris punctipes

A compound identified from air-entrained volatiles produced by adult female Geocoris punctipes attracted male bugs and stimulated males to investigate nearby moving objects of the appropriate size in their search for females. The compound was identified as (E)-2-octenyl acetate, a relatively common component of the volatile semiochemicals produced by a number of heteropteran species. This compound comprised a significant proportion of the female volatiles, whereas it was detected in only trace amounts in volatiles collected from live males. Other components in the extracts from adults of both sexes included (E)-2-hexenyl acetate, (E)-2-octenal, and several saturated hydrocarbons, but these components were not part of the attractant. These compounds plus (E)-2-hexenal, (E)-4-oxo-2-hexenal, and (E)-2-decenal were found in extracts of homogenized adults, whereas the cast skins from late instar nymphs contained (E)-2-octenal, (E)-4-oxo-2-octenal, (E)-2-octenoic acid, and several saturated hydrocarbons.     

Sex pheromone of caddisflyHesperophylax occidentalis (Banks) (Trichoptera: Limnephilidae)

The main component of the sex pheromone of the caddisflyHesperophylax occidentalis (Banks) (Trichoptera: Limnephilidae) was identified as 6-methylnonan-3-one (enantiomeric composition has not yet been determined). Extracts of adult females elicited strong electroantennogram (EAG) responses from adult male antennae, but elicited significantly smaller EAG responses from adult female antennae. Extracts of adult males did not elicit appreciable EAG responses from antennae of either sex. Racemic 6-methylnonan-3-one was synthesized and elicited EAG responses from male antennae as strong as those obtained with female extracts. In field tests with baited sticky traps near lakes and streams, traps baited with synthetic racemic 6-methylnonan-3-one caught significantly more males than control traps. Female adults contained approximately 1 µg of 6-methylnonan-3-one per individual. Related ketones and alcohols of other chain lengths were also tentatively identified, being present in tiny amounts in female extracts. Extraction of different body parts showed that 6-methylnonan-3-one occurs only in a region near the intersegmental membrane between the fourth and fifth abdominal sternites of the female (no discrete glands were observed). Extracts of males did not contain 6-methylnonan-3-one, nor did pupae of either sex.     

Moth Scale-Derived Kairomones Used by Egg–Larval Parasitoid Ascogaster quadridentata to Locate Eggs of Its Host, Cydia pomonella

We determined that location of host (Cydia pomonella) eggs by Ascogaster quadridentata is mediated by kairomones, investigated potential sources of the kairomones and identified a blend of kairomones from the source that was attractive to A. quadridentata. In Y-tube olfactometer bioassays, female A. quadridentata were attracted to Porapak Q-collected volatiles from female C. pomonella scales and eggs, but not to C. pomonella sex pheromone. Scales of C. pomonella were also attractive to male A. quadridentata. Coupled gas chromatographic–electroantennographic detection analysis of scale volatile extracts revealed numerous compounds that elicited responses from male or female A. quadridentata antennae, including heptanal, octanal, nonanal, decanal, undecan-2-one, dodecanal, pentadecan-2-one, (Z)-6-pentadecen-2-one, (Z)-9-hexadecenal, (Z)-6-heptadecen-2-one, and 3,7,11-trimethyl-2E,6E,10-dodecatrien-1-ol acetate. A synthetic blend of these compounds at quantities and ratios equivalent to Porapak Q scale volatile extract was attractive to female A. quadridentata in a Y-tube olfactometer bioassay.     

Sex-Related Perception of Insect and Plant Volatiles in Lygocoris pabulinus

We recorded electroantennograms of male and female Lygocoris pabulinus antennae to 63 insect and plant volatiles. EAGs were between 100 and 500 V. Overall, male EAGs were about twice the size of female EAGs. In both sexes, largest EAGs were recorded to (E)-2-hexenyl butanoate and (E)-2-hexen-1-ol. Response profiles were similar in both sexes. However, male antennae were more sensitive to a number of esters, especially the butanoates and pentanoates. Female antennae were more sensitive to nine of the 19 plant volatiles, i.e., to hexan-1-ol, heptan-1-ol, 1-octen-3-ol, 2-heptanone, (R)-carvone, linalool, geraniol, nerol, and methyl salicylate. Sexual differences in responses suggest that males are more sensitive to insect-produced pheromone-type compounds, whereas females are more sensitive to plant compounds for their orientation towards oviposition sites.