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  • 1995-1999  (8)
  • Lepidoptera  (7)
  • flight tunnel  (2)
  • 1
    Electronic Resource
    Electronic Resource
    Reidentification of the female sex pheromone of the Indian meal moth, Plodia interpunctella: evidence for a four-component pheromone blend (1999)
    Springer
    Entomologia experimentalis et applicata 92 (1999), S. 137-146 
    Details
    ISSN: 1570-7458
    Keywords: Lepidoptera ; Pyralidae ; Plodia interpunctella ; Indian meal moth ; pheromone components ; GC-EAD ; stored-product pest ; behaviour ; flight tunnel ; trapping ; Ephestia kuehniella
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Pheromone gland extracts from calling female Plodia interpunctella contained at least seven compounds that consistently elicited electroantennographic responses from male antennae upon gas chromatographic analysis. Three of these compounds were found to be the previously identified gland constituents, i.e., (Z,E)-9,12-tetradecadienyl acetate (Z9,E12-14:OAc), (Z,E)-9,12-tetradecadienal (Z9,E12-14:Ald) and (Z,E)-9,12-tetradecadienol (Z9,E12-14:OH). A fourth EAD-active compound was identified as (Z)-9-tetradecenyl acetate (Z9-14:OAc). The homologue (Z)-11-hexadecenyl acetate (Z11-16:OAc) was also identified in the extracts, but showed no EAD activity. The identity of all five compounds was confirmed by comparison of GC retention times and mass spectra with those of synthetic standards. In flight tunnel tests there were no significant differences in response of male P. interpunctella to the bait containing all four EAD-active compounds and the responses to female gland extacts. A behavioural assay of different two-compound blends in the flight tunnel showed that only addition of the corresponding aldehyde to the major pheromone component Z9,E12-14:OAc raised the male response. A subtractive assay, however, revealed that the exclusion of any of the compounds from the complete four-compound blend reduced its activity significantly. We thus conclude that the female-produced sex pheromone of P. interpunctella consists of at least four components, i.e., Z9,E12-14:OAc, Z9,E12-14:Ald, Z9,E12-14:OH and Z9-14:OAc. In a field trapping test performed in a storage facility, the four-component blend attracted significantly more males of P. interpunctella than traps baited with Z9,E12-14:OAc alone. In contrast, the highest number of Ephestia kuehniella males was found in the traps baited with this major component, suggesting that the secondary pheromone components contribute to the species specificity of the blend.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1003703724011
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  • 2
    Electronic Resource
    Electronic Resource
    Sex pheromones and attractants in the Eucosmini and Grapholitini (Lepidoptera, Tortricidae) (1996)
    Springer
    Chemoecology 7 (1996), S. 13-23 
    Details
    ISSN: 1423-0445
    Keywords: sex pheromone ; synergist ; antagonist ; mate recognition ; reproductive isolation ; chemotaxonomoy ; phylogeny ; evolution ; Lepidoptera ; Tortricidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Summary The geometric isomers (E,E)-, (E,Z)-, (Z,E)-, and (Z,Z)-8,10-dodecadien-1-yl acetate were identified as sex pheromone components or sex attractants in the tribes Eucosmini and Grapholitini of the tortricid subfamily Olethreutinae. Species belonging to the more ancestral Tortricinae were not attracted. Each one isomer was behaviourally active in males ofCydia andGrapholita (Grapholitini), either as main pheromone compound, attraction synergist or attraction inhibitor. Their reciprocal attractive/antagonistic activity in a number of species enables specific communication with these four compounds.Pammene, as well as otherGrapholita andCydia responded to the monoenic 8- or 10-dodecen-1-yl acetates. Of the tribes Olethreutini and Eucosmini,Hedya, Epiblema, Eucosma, andNotocelia trimaculana were also attracted to 8,10-dodecadien-1-yl acetates, but several otherNotocelia to 10,12-tetradecadien-1-yl acetates. The female sex pheromones ofC. fagiglandana, C. pyrivora, C. splendana, Epiblema foenella andNotocelia roborana were identified. (E,E)- and (E,Z)-8,10-dodecadien-1-yl acetate are producedvia a commonE9 desaturation pathway inC. splendana. CallingC. nigricana andC. fagiglandana females are attracted to wingfanning males.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01240633
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  • 3
    Electronic Resource
    Electronic Resource
    Identification of a novel moth sex pheromone inEriocrania cicatricella (Zett.) (Lepidoptera: Eriocraniidae) and its phylogenetic implications (1995)
    Springer
    Journal of chemical ecology 21 (1995), S. 29-43 
    Details
    ISSN: 1573-1561
    Keywords: Eriocrania cicatricella ; Eriocrania sparrmannella ; Eriocraniidae ; Lepidoptera ; sex pheromone ; EAG ; GC-EAD ; mass spectrometry ; synthesis ; evolution ; (Z)-4-hepten-2-one ; (2R)-heptan-2-ol ; (2R)-(Z)-4-hepten-2-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02033660
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  • 4
    Electronic Resource
    Electronic Resource
    Olefinic acetates, Δ-9,11–14: OAc and Δ-7,9–12: OAc used as sex pheromone components in three geometrid moths,Idaea aversata, I. straminata, andI. biselata (Geometridae, Lepidoptera) (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 1505-1526 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Idaea aversata ; Idaea straminata ; Idaea biselata ; (Z,Z)-9,11-tetradecadienyl acetate ; (Z,Z)-7,9-dodecadienyl acetate ; (Z,E)-7,9-dodecadienyl acetate ; Lepidoptera ; Geometridae ; electroantennography ; single cell recording ; biosynthesis ; phylogeny ; evolution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pheromone compounds so far identified from most geometrid moths consist of all-Z diene, triene, or tetraene hydrocarbons with chain lengths of C17 to C21, and their monoepoxide derivatives biosynthesized from linoleic and linolenic acids. The present study reports the occurrence of olefinic acetates as sex pheromones in three species of Geometridae. (Z,Z)-9,11-tetradecadienyl acetate and (Z,Z)-7,9-dodecadienyl acetate found in female gland extracts ofIdaea aversata elicited significant responses from conspecific male antennae in gas chromatography with electroantennographic detection (GCEAD). In extracts ofI. straminata, (Z,Z)-7,9-dodecadienyl acetate, (E,Z)-7,9-dodecadienyl acetate, and (Z,Z)-7,9-dodecadienyl acetate were found, and the synthetic compounds elicited strong responses from conspecific male antennae. In the third species,I. biselata, only (Z,Z)-7,9-dodecadienyl acetate was found in the female extracts, and this compound elicited a strong EAD response from the conspecific male antenna. The identities of the pheromone components inI. aversata andI. straminata were further confirmed according to their characteristic ions after GC-MS analyses. Single sensillum recordings fromI. aversata showed two types of pheromone-detecting sensilla present on the male antenna. One type contained two receptor neurons, one of which was specifically tuned to (Z,Z)-9,11-tetradecadienyl acetate, the other to (Z,E)-9,11-tetradecadienyl acetate. A second type contained one neuron responding to (Z,Z)-7,9-dodecadienyl acetate. The two types were clearly different also with respect to external morphology, the former being considerably longer and having a larger base diameter. Also inI. straminata two physiological types of sensilla could be distinguished. One type contained two neurons, one of which responded to (Z,Z)-7,9-dodecadienyl acetate, the other to (Z,E)-9,11-tetradecadienyl acetate. The second type contained one neuron, responding to (Z,Z)-7,9-dodecadienyl acetate. No correlation between external morphology and physiological response of the investigated sensilla was observed inI. straminata. In field tests, a two-component blend containing (Z,Z)-9,11-tetradecadienyl acetate and (Z,Z)-7,9-dodecadienyl acetate in a ratio of 10:1 was attractive to males ofI. aversata. This two-component blend was also attractive to males ofI. straminata, but in a ratio of 1:1. High numbers of maleI. biselata were caught in traps baited with (Z,Z)-7,9-dodecadienyl acetate alone. The incorporation of deuterium labels into pheromone components after topical application of deuterium-labeled palmitic acid confirmed that the pheromone components ofI. aversata could be synthesized from this precursor, as has been previously observed for acetate pheromone components of many other moth species. Our results suggest that an evolutionary reversal back to the production of palmitic acid-derived pheromone components has occurred within the geometrid subfamily Sterrhinae.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02027728
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  • 5
    Electronic Resource
    Electronic Resource
    A Genetic Analysis of Population Differences in Pheromone Production and Response Between Two Populations of the Turnip Moth,Agrotis segetum (1997)
    Springer
    Journal of chemical ecology 23 (1997), S. 1487-1503 
    Details
    ISSN: 1573-1561
    Keywords: Turnip moth ; Agrotis segetum ; Lepidoptera ; Noctuidae ; sex pheromone ; genetics ; population variation ; pheromone production ; behavioral response
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The genetic basis of the differences in female pheromone blend ratio and male behavioral response in the turnip moth,Agrotis segetum, was examined by crossing individuals derived from Scandinavian and Zimbabwean populations. These two populations differ both in the ratio of the three major female pheromone components,Z5–10:OAc,Z7–12:OAc, andZ9–14: OAc and in the behavioral response of the males in both wind-tunnel and field-trapping assays. The female pheromone blend in this study is treated as the log ngZ5–10:OAc/ngZ7–12:OAc and log ngZ9–14:OAc/ngZ7–12:OAc for statistical analysis. The mean log ngZ5–10:OAc/ngZ7–12:OAc, is under control by a major autosomal factor or factors, but it is unclear what genetic factor or factors may control the mean log ngZ9–14:OAc/ngZ7–12:OAc. Frequency distributions of the proportions of each component show wide individual variation and also suggest control ofZ5–10:OAc andZ7–12:OAc by major autosomal factors, which forZ5–10:OAc may show partial dominance. Analysis of male behavioral response to synthetic blends in the wind tunnel yields inconclusive results, but suggests thatA. segetum may have a broad window of response that reflects the range of individual variation in female blends.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/B:JOEC.0000006417.71996.46
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  • 6
    Electronic Resource
    Electronic Resource
    Pheromone specificity inEriocrania semipurpurella (Stephens) andE. sangii (Wood) (Lepidoptera: Eriocraniidae) based on chirality of semiochemicals (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 431-454 
    Details
    ISSN: 1573-1561
    Keywords: Eriocrania semipurpurella ; Eriocrania sangii ; Eriocraniidae ; Lepidoptera ; sex pheromone ; GC-EAD ; chiral gas chromatography ; mass spectrometry ; synthesis ; field trapping ; nonan-2-one ; (Z)-6-nonen-2-one ; (2S,6Z)-nonen-2-ol ; (2R,6Z)-nonen-2-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The fifth abdominal segment of femaleEriocrania semipurpurella (Stephens) andE. sangii (Wood) contains a pair of exocrine glands. Hexane extracts of this segment were prepared from both species and analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). For both species, the EAD active peaks were identified as nonan-2-one, (Z)-6-nonen-2-one, and (Z)-6-nonen-2-ol by means of mass spectrometry and comparison of retention indices with those of synthetic standards. Enantiomeric separation of chiral alcohols from the female extracts was achieved by gas chromatographic analysis on a cyclodextrin column. InE. semipurpurella, a mixture of (2S,6Z)-nonen-2-ol and (2R,6Z)-nonen-2-ol (2: I) was found, whereas inE. sangii (2S,6Z)-nonen-2-ol was the predominant enantiomer and only traces of theR enantiomer were indicated by the antennal response. In field tests, a blend of the three compounds was not attractive to conspecific males. A subtractive assay showed that the alcohol in various enantiomeric mixtures was the only attractive compound, whereas addition of (Z)-6-nonen-2-one to the alcohol completely inhibited the attraction of both species. A trapping experiment including a wide range of ratios between theR andS enantiomers showed that baits containing 95–100% of theS enantiomer were attractive to maleE. sangii, whereas males ofE. semipurpurella were attracted to all tested ratios of the enantiomers. However, the response profiles of maleE. semipurpurella differed between populations from southern Sweden, south Finland, and the Kola Peninsula in Russia. In south Sweden males were maximally attracted to a racemic mixture of the alcohols. At the Kola PeninsulaE. semipurpurella was attracted to baits containing 95–100% of theR enantiomer. In south Finland all tested ratios between 0 and 100%R enantiomer trappedE. semipurpurella, but the trap catches appeared to be bimodally distributed with peaks around 15 and 70%R enantiomer. The trapping results suggest the existence of pheromone races or sibling species among the specimens identified asE. semipurpurella.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02033647
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  • 7
    Electronic Resource
    Electronic Resource
    Comparative Study of Pheromone Production and Response in Swedish and Zimbabwean Populations of Turnip Moth, Agrotis segetum (1999)
    Springer
    Journal of chemical ecology 25 (1999), S. 177-196 
    Details
    ISSN: 1573-1561
    Keywords: Sex pheromone ; turnip moth ; common cutworm ; Agrotis segetum ; geographical population variation ; receptor neurons ; single-sensillum recordings ; dose–response ; flight tunnel ; field tests
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analysis of female sex pheromone gland extracts of the turnip moth (or common cutworm), Agrotis segetum, from Zimbabwe revealed three compounds previously identified as sex pheromone components in the Swedish population, namely (Z)-5-decenyl acetate (Z5–10:OAc), (Z)-7-dodecenyl acetate (Z7–12:OAc), and (Z)-9-tetradecenyl acetate (Z9–14:OAc). However, the proportions from the Zimbabwean population (1:0.25:0.03) differ from those in the Swedish population (1:5:2.5). In addition, gas chromatography–mass spectrometric (GC-MS) analysis of the Zimbabwean female gland extracts revealed a trace of (Z)-5-dodecenyl acetate (Z5–12:OAc). This compound has recently been identified as a fourth sex pheromone component for the Swedish population. Single-sensillum recordings from both Zimbabwean and Swedish populations showed the presence of two types of antennal receptors responding to either Z5–10:OAc or Z7–12:OAc. In Zimbabwean males the Z7–12:OAc receptor neuron appeared to be confined to the basal and medial thirds of the antennal branches, while in Swedish males it was distributed along the entire antennal branch. Dose–response curves of Z5–10:OAc or Z7–12:OAc specific receptor neurons from males of both populations showed similar response profiles, but the neurons of the Zimbabwean population showed higher maximal responses. In flight tunnel tests with Zimbabwean males, the three-component Zimbabwean blend of Z5–10:OAc, Z7–12:OAc and Z9–14:OAc elicited significantly greater responses than the Swedish blend, but not significantly greater than pheromone glands from calling Zimbabwean females. (Z)-5-decenol (Z5–10:OH), a constituent of gland extracts, exerted an antagonistic effect in the flight tunnel. In field tests conducted in Sweden, local males were preferentially attracted to local females, while in Zimbabwe preferential attraction to local females was less pronounced. Local response to the Swedish and Zimbabwean synthetic four-component blends mirrored the responses to the local females. Zimbabwean males are much more strongly attracted to Z5–10:OAc alone than are Swedish males and the high concentrations of Z7–12:OAc and/or Z9–14:OAc present in the Swedish blend reduced attraction of Zimbabwean males. This reduced attraction appears to be counteracted by the trace amounts of Z5–12:OAc found in the Swedish four-component blend. Addition of Z5–12:OAc to the three-component Zimbabwean blend did not, however, significantly increase the trap catches of Zimbabwean males.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1020849419193
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  • 8
    Electronic Resource
    Electronic Resource
    Hormonal regulation of sex pheromone biosynthesis in the turnip moth, Agrotis segetum (1995)
    New York, NY [u.a.] : Wiley-Blackwell
    Archives of Insect Biochemistry and Physiology 30 (1995), S. 41-59 
    Details
    ISSN: 0739-4462
    Keywords: PBAN-like substance ; Pheromone production ; Lepidoptera ; Noctuidae ; Incorporation ; Labeled precursors ; Chemistry ; Food Science, Agricultural, Medicinal and Pharmaceutical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology
    Notes: Pheromone production in the female turnip moth, Agrotis segetum, is under the control of a brain factor. This factor was demonstrated to be a proteinaceous substance termed pheromone biosynthesis activating neuropeptide-like substance (PBAN-like substance). The sex pheromone of Swedish A. segetum includes (Z)-5-decenyl acetate, (Z)-7-dodecenyl acetate, and (Z)-9-tetradecenyl acetate as major components. Decapitation of a female decreased pheromone production significantly. Pheromone production was restored by injection of homogenates of either male or female brain-suboesophageal ganglion or the corpora cardiaca alone. Pheromonotropic activity was also found in homogenates of the female thoracic ganglion and abdominal ganglion that were obtained during scotophase. Injection of female brain and thoracic ganglion homogenates made from insects during the scotophase induced two and four times as much Z7-12:OAc, respectively, as injection with similar homogenates from photophase. As little as one-eighth female equivalent (FE) brain homogenate was sufficient to increase the amount of Z7-12:OAc. The effect of brain homogenate on pheromone titer reached its maximum after 30 min. The activity of the PBAN-like substance present in female brain extracts was not correlated to the age of the donor. Injection of hemolymph collected during either photophase or scotophase into decapitated females did not increase the pheromone titer. The target site of the PBAN-like substance was not the pheromone gland, and the ventral nerve cord was not involved in the transportation of the PBAN-like substance, which implies a mode of action different from what has been reported in other moths. Brain homogenates obtained during photophase from females of African A. segetum, Spodoptera littoralis, or Ostrinia nubilalis as well as synthetic Bombyx-PBAN also induced pheromone production in decapitated Swedish female A. segetum. © 1995 Wiley-Liss, Inc.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/arch.940300104
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