Identification of a new predaceous stink bug pheromone and its attractiveness to the eastern yellowjacket

Summary Males ofPodisus fretus (Hemiptera: Pentatomidae) release a long-range attractant pheromone containing linalool (49.0%), (E)-2-hexenal (34.5%), benzyl alcohol (12.0%), nerolidol (2.0%),-terpineol (1.1%), and traces of several other compounds. The eastern yellowjacket,Vespula maculifrons (Hymenoptera: Vespidae), is attracted to artificial pheromones forP. fretus and for the sympatric species,Podisus maculiventris.The authors thank Mr T.J. Henry of the USDA Systematic Entomology Laboratory and Dr J.E. McPherson, Southern Illinois University, for examining the pentatomid species and Dr A.S. Menke, USDA-SEL, for determining the yellowjacket species. We also thank S. Wilzer for technical assistance. Mention of a company name does not imply endorsement by the US Department of Agriculture.     

The isolation,identification and synthesis of the alarm pheromone ofVespula squamosa (Drury) (Hymenoptera: Vespidae) and associated behavior

Summary A material that elicits alarm and attack behavior byVespula squamosa (Drury) workers was isolated from venom extracts and identified by spectroscopic methods as N-3-methylbutylacetamide. This compound elicited attack responses from worker wasps identical to those responses observed when venom was applied at the same dosage. This is the first behavioral role reported for this compound.The authors thank E. Adamak, R. Murphy and F. Takken for technical assistance. This article reports the results of research only. Mention of a proprietary product does not constitute an endorsement or the recommendation for its use by USDA.     

Sex pheromone of the pine sawflyDiprion pini (Hymenoptera: Diprionidae): Chemical identification,synthesis and biological activity

The main component of the sex pheromone secretion of femaleDiprion pini L. (Hymenoptera: Diprionidae) from insects collected both in Finland and in France has been identified as athreo-3,7-dimethyl-2-tridecanol (8 ng per female) stereoisomer by GC-MS and synthesis. The secretion also contains lower and higher homologues in small amounts (1–4% of the main component). Combined gas chromatographic-electroantennographic detection showed activity in both natural and esterified extracts (acetates and propionates); the esters of the main component gave the largest responses. The acetates and propionates of the eight stereoisomers of 3,7-dimethyl-2-tridecanol were synthesized from enantiomerically highly enriched (>99% ee) building blocks. The stereochemistry of the main component was established to be (2S,3R,7R)-3,7-dimethyl-2-tridecanol by GC analysis of the natural material. It was purified by liquid chromatography prior to the GC analysis of both its pentafluorobenzoates and its isopropylcarbamates on a non-chiral polar column (ECD) and a chiral column (NPD), respectively. Field tests demonstrated that both the acetate and propionate of the main component (100 g of each applied on cotton roll dispensers) were active in attracting males, with or without the presence of several of the minor compounds. Experiments with smaller amounts of the acetate and the propionate (1 g in France and 50 g in Finland) demonstrated that the propionate was more active than the acetate, and that it also caught more males than a blend of the two compounds.     

The influence of ethylene on primary attraction of the olive beetle,Phloeotribus scarabaeoides (Bern.) (Col., Scolytidae)

Two experiments have been carried out to verify the effect of ethylene on the primary attraction ofPhloeotribus scarabaeoides under both laboratory and field conditions. The experiments were based on the enhancement of ethylene production by olive branches and trunks after the application of (2-chloroethyl)phosphonic acid. Under laboratory conditions, the beetles' response was strongly stimulated on the treated branches. Under field conditions, the treatment aided the location of the olive wood by the flying beetles, and the attack density was significantly greater in the treated wood at the end of the experiment.     

On the specific attraction of the males of the six-toothed spruce bark beetle,Pityogenes chalcographus (L.) to a mixture of synthetic pheromones of the eight-toothed spruce bark beetle,Ips typographus (L.) (Coleoptera,Scolytidae)

Summary Traps containing a mixture of attractants forIps typographus also caught other species of bark beetles. The numbers ofPityogenes chalcographus, Pityogenes conjunctus, andTrypodendron lineatum were too high to be interpreted as accidental captures. The males of the polygamousP. chalcographus were specifically attracted, indicating that theI. typographus pheromone or one of its components acts as a kairomone and primary attractant for the pioneering males ofP. chalcographus.     

Heat production by balling in the Japanese honeybee,Apis cerana japonica as a defensive behavior against the hornet,Vespa simillima xanthoptera (Hymenoptera: Vespidae)

Summary As an effective counterattack strategy against predacious hornets, especiallyVespa simillima xanthoptera, workers ofApis cerana japonica showed a distinct balling reaction, usually involving 180–300 bees. This produced heat for as long as 20 min, giving rise to temperatures inside the ball higher than 46°C, which is lethal to the hornet but not to the bees.     

Chemical analysis of the pheromone blends produced by males and females of the neotropical moth,Mocis megas (Guénée) (Lepidoptera,Noctuidae, Catocalinae)

Summary Pheromonal secretions produced by females and males of the noctuid moth,Mocis megas (Guénée) have been analyzed by gas chromatography and mass spectrometry (EI (electron impact) and CI (chemical ionization)). The female sex pheromone was a blend of (Z,Z,Z) 3,6,9 heneicosatriene (55%) and (Z,Z) 3,6-cis-9S, 10R-epoxyheneicosadiene (45%). Male secretion produced at the level of a prothoracic organ was a blend of two unsaturated major hydrocarbons: (Z,Z) 6,9 heneicosadiene, (64%) and (Z,Z,Z) 3,6,9 heneicosatriene (24%) and C₁₉, C₂₀ and C₂₂ homologues (total ratio 12%), as minor components. The trienic hydrocarbon was present in both sexes. The behavioral role of this male secretion has not yet been elucidated.     

Sex pheromone blend of the codling moth,Cydia pomonella: Evidence for a behavioral role of dodecan-1-ol

Summary Pheromone glands and effluvia of the codling moth female containE-8, E-10-dodecadien-1-ol as main component, accompanied by its geometric isomers, the corresponding acetate and aldehyde (both in gland extracts only),E-9-dodecen-1-ol and saturated alcohols of 10 to 18 carbons. Dodecan-1-ol as the most abundant secondary component (about 30% of the female blend) acts in the wind tunnel by widening the dose range over which codling moth males are optimally attracted toE-8, E-10-dodecadien-1-ol.This research was supported by the Swiss National Science Foundation. We thank W. Riggenbach for supplying moths and T. Wildbolz, P. Charmillot and M. Tóth for conducting field trials.     

Secretion of the Dufour gland of the antNothomyrmecia macrops (Hymenoptera:Formicidae)

Summary The Dufour gland of the primitive Australian antNothomyrmecia macrops contains microgram quantities in total of linear alkanes and alkenes from C₁₃ to C₃₀ with heptadecene the major component (66%). In all, 50 substances, including methyl-branched hydrocarbons, aldehydes and acetates, -farnesene and -springene in low nanogram amounts, were identified by gas chromatography-mass spectrometry.     

Nest cell lining of the solitary beeHylaeus bisinuatus (Hymenoptera: Colletidae)

The nest cell lining ofHylaeus bisinuatus (Hymenoptera: Colletidae) was shown by high-resolution solidstate [¹³C]NMR to be composed of lipid polymer and protein. The lipid polymer was shown by reduction and subsequent GC/MS analysis to be comprised of -hydroxy fatty acids (C₂₀, C₂₂, C₂₄ and C₂₆) and fatty alcohols (C₁₆ to C₃₀). The protein portion of the lining had a silk-like amino acid composition.     

Recruitment communication and pheromone trails in the neotropical ants,Leptothorax (Nesomyrmex) spininodis andL. (N.) echinatinodis

Leptothorax (Nesomyrmex) spininodis andL. (N.) echinatinodis workers lay pheromone trails when returning from food sources to their nests. Workers from within the nest begin following the trail almost immediately upon the successful forager's return and do not require a leader. The trail remains effective for about four minutes under our laboratory conditions but it is unclear whether the trail alone is sufficient to induce recruitment or whether additional signals, perhaps emitted within the nest, are involved. Pheromone trails of this type have not previously been documented for leptothoracine ants.     

Individual specific trails in the antLeptothorax affinis (Formicidae: Myrmicinae)

Summary Leptothorax affinis lays chemical trails during nest emigration. Workers which carried colony members during nest movement refused trails of nest mates and searched for their own trails. The origin of the individual specific trail substance could not be localized.     

Biochemical genetic differentiation among seed chalcid species of genusMegastigmus (Hymenoptera: Torymidae)

The degree of genetic variability and the taxonomic status of adults of 14 seed chalcid species of the genusMegastigmus was analyzed using electrophoresis on horizontal starch gel. Variability of chalcid populations with host tree was observed in 21 host species. A total of 13 enzyme loci were considered. Seven of the loci were found to be polymorphic. The electrophoretic data strongly supported the adaptation of each chalcid species to a limited number of congeneric hosts, and confirmed the morphologically-based taxonomy of the genus. The resulting dendrogram separated the chalcid species into three distinct groups, infesting 1) Pinaceae spp., 2) Cupressaceae spp., and 3) Angiosperm spp., respectively. The highest level of overall genetic similarity was observed among the chalcid populations infesting conifers of the generaPseudotsuga andAbies. The genetic identity values observed among populations infesting 5 differentAbies species tended to reflect the occurrence of conspecific populations rather than that of distinct chalcid species. Genetic identity was similarly important among the chalcid species infesting seeds of Cupressaceae. By contrast, a large genetic distance was observed between two seed chalcids attacking a same host,Rosa montana.     

The gross morphology of the stinging and non-stinging states of the antTetramorium caespitum L. (Hymenoptera,Formicidae, Myrmicinae)

Summary The change in sting morphology ofTetramorium caespitum is described in detail. The sting-tip may protrude/retract from the sting-ending during its stinging/non-stinging process respectively. A possible trail laying function of the stings terminal membranous sheath is proposed.     

Pheromone components of the female elephant hawk-moth,Deilephila elpenor,and the silver-striped hawk-moth,Hippotion celerio

By means of gas chromatographic and mass spectroscopic methods, and combined GC-electroantennogram and electrosensillogram techniques, (E)-11-hexadecenal and (10E, 12E)-10,12-hexadecadienal [(E,E)-bombykal is also the main constituent of the pheromone of the silver-striped hawk-mothHippotion celerio. The biological activity of the substances was demonstrated with electroantennogram and single cell recording, and the physiological efficacy of the different hexadecadienal isomers compared.Pheromones, 79; as Pheromones, 78 is taken: Wu, Cai-Hong, and Bestmann, H. J., Chinese Science Bulletin34 (1989) 1475; pheromones, 77: Attygalle, A. B., Steghaus0Kovac, S., Ahmed, V. U., Maschwitz, U., Vostrowsky, Ol, and Bestmann, H. J., Naturwissen-schaften78 (1991) 90.     

Identification of an oviposition-regulating pheromone in the European grapevine moth,Lobesia botrana (Lepidoptera: Tortricidae)

The oviposition of the European grapevine moth (EGVM)Lobesia botrana can be deterred by an extract of conspecific eggs corresponding to 20 egg equivalents. The reduction of the oviposition behavior is dose-dependent. Nine chemicals have been extracted from the eggs and identified as straight chain fatty acids and esters of fatty acids. A mixture of these rather simple molecules induces the same levels of deterrence as the total extract. It might be possible to use oviposition regulating pheromone in the future for the control of EGVM populations.     

First identification of a trail pheromone of an army ant (Aenictus species)

Totally blind army ants carry out massive and highly organised foraging raids, apparently guided by chemical stimuli. Until now, this phenomenon has not been closely analysed. The existence of a trail pheromone in a postpygidial gland of anAenictus species has been demonstrated and the substances identified as methyl anthranilate and methyl nicotinate The pheromone consists of two parts: a primer effect, caused by methyl nicotinate, which prepares workers to follow trails, but is not itself followed, and a releaser effect, due to methyl anthranilate, which causes trail-following only in conjunction with the primer substance.     

Microorganism-associated variation in host infestation efficiency in a parasitoid wasp,Trichogramma bourarachae (Hymenoptera: Trichogrammatidae)

InTrichogramma bourarachae (Hymenoptera: Trichogrammatidae), the infestation efficiency presents important variation among strains: 60 eggs/5 days/female in the High (H) strain and 25 eggs/5 days/female in the Low (L) strain. Crosses show that between-strains variation is inherited by the matrocline route. Antibiotic and heat treatments reduce infestation efficiency in the H strain and have no effect on the L strain. The hypothesis of cytoplasmic-symbiotic microorganisms accounting for the higher infestation efficiency in the H strain is supported by microscopic observations. The origin and the significance of this between-strains variation are discussed.     

Mating attempts between the Scarlet Tiger Moth,Callimorpha dominula L., and the Cinnabar Moth,Tyria jacobaeae L. (Lepidoptera: Arctiidae), involve a common sex pheromone composition

It has been suggested that a common sex pheromone composition may account for interspecific sexual interactions observed with certain moths in the Arctiidae. In this study, it is demonstrated that the sex pheromones released by females of the Scarlet Tiger Moth,Callimorpha dominula L., and the Cinnabar Moth,Tyria jacobaeae L., have similar activities and elute at the same retention time on analysis by coupled gas chromatography (GC)-electrophysiology with males from each species. Peak enhancement on GC, chiral GC and coupled GC-mass spectrometry using authentic compounds show that the sex pheromone for bothC. dominula andT. jacobaeae is (3Z,6Z,9S,10R)-9,10-epoxyheneicosa-3,6-diene.