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  • Articles  (19)
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  • Springer  (19)
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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 8 (1982), S. 285-300 
    ISSN: 1573-1561
    Keywords: Monomorium spp. ; Hymenoptera ; Formicidae 2,5-dialkylpyrrolidines ; ant venom alkaloids ; methoxymercuration-demercuration ; chemotaxonomy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A comparative analysis of the venomous alkaloids produced by ant species in the subgenusMonomorium of the genusMonomorium has been undertaken. All species produce mixtures of unsymmetricaltrans-2,5-dialkylpyrrolidines, but the proportions of the constituents may vary considerably between species. All alkaloids contain both C6 and C9 side chains which are present as C9-saturated. C6-monounsaturated, and both C6-and C9-monounsaturated dialkylpyrrolidines. The structure of 2-(1-hex-5-enyl)-5-(1-non-8-enyl)pyrrolidine, a previously undescribed alkaloid, was proved by unambiguous synthesis after the location of the double bonds was established by the methoxymercuration-demercuration followed by mass spectrometry. The possible chemotaxonomic significance of the mixtures of venomous alkaloids produced by these species ofMonomorium is discussed.
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 8 (1982), S. 867-871 
    ISSN: 1573-1561
    Keywords: Apis mellifera ; Hymenoptera ; Apidae ; 2-heptanone ; isopentyl acetate ; citral ; geraniol ; hoarding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Hoarding experiments were conducted with honeybees (Apis mellifera L.) in cages containing comb treated with either 2-heptanone, isopentyl acetate, citral, or geraniol. 2-Heptanone increased hoarding rates; isopentyl acetate decreased hoarding rates; citral and geraniol had no observed effect.
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 8 (1982), S. 1035-1042 
    ISSN: 1573-1561
    Keywords: Dufour's gland ; volatile components ; Nemeritis canescens(Grav.) ; hydrocarbons ; Hymenoptera ; Ichneumonidae ; oviposition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The Dufour's gland of the parasitic waspNemeritis (= Venturia) canescens (Grav.) was shown by gas chromatography and mass spectrometry to contain a mixture of C21, C23, and C25 saturated and monounsaturated hydrocarbons. The main component (62%) was (Z)-10-tricosene. The biological activity of the components is discussed.
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  • 4
    ISSN: 1573-1561
    Keywords: Argentine ant ; Iridomyrmex humilis (Mayr) ; Hymenoptera ; Formicidae ; trail-following bioassay ; (Z)-9-hexadecenal ; geometric isomer ; analogues ; choice tests
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In laboratory trail-following bioassays of Argentine ant workers,Iridomyrmex humilis (Mayr), the geometric isomer, (E)-9-hexadecenal, of the trail pheromone component (Z)-9-hexadecenal elicited insignificant trail following as did the potentially more stable formate analogs, (Z)-7-tetradecenyl formate, (E)-7-tetradecenyl formate, and tetradecyl formate. Further, in direct choice tests, workers showed no preference for gaster extract trails (0.002 ant equiv/cm) over trails of (Z)-9-hexadecenal (0.2 ng/cm). Moreover, a 10-fold increase in synthetic trail concentration to 2.0 ng/cm caused (Z)-9-hexadecenal trails to be significantly preferred over gaster extract trails by trail-following ants.
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 8 (1982), S. 95-114 
    ISSN: 1573-1561
    Keywords: Sex pheromone ; Tenthredinidae ; Pikonema alaskensis ; hydrocarbons ; dienes ; synergists ; experimental design ; ozonolysis ; mass spectra ; methoxymercuration ; Hymenoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The primary sex pheromone of the yellowheaded spruce sawfly,Pikonema alaskensis (Rohwer) (Hymenoptera: Tenthredinidae), was found to include a series of straight-chain hydrocarbon dienes, all with the double bonds in the 9 and 19 positions and all with the (Z, Z) configuration. The major components, of 29, 31, 33, 35, and 37 carbon atoms, were synthesized. In the field and the greenhouse, the synthetic dienes were far above control levels in activity but, at least during the first hours of bioassay, were somewhat less active than the female-derived materials on a weight basis. In the field, a mixture of all five synthetic dienes, in the proportions found in the females, was more attractive than any single one, on a mole basis. In addition, (Z, Z)-9,19 dienes of 28, 30, 32, 34, 36, 38, and 39 carbons have been detected in females in minor amounts. The first five were bioassayed, and each was found to be similar in activity to the 35-carbon component when compared on a weight basis. The synthetic dienes, while active by themselves, were strongly synergized by two, more polar, Florisil fractions derived from females. Experimental design considerations are discussed.
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  • 6
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 8 (1982), S. 137-146 
    ISSN: 1573-1561
    Keywords: Theophylline, wasps ; Oriental hornet ; Vespa orientalis ; Hymenoptera ; Vespidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Feeding of theophylline to hornet workers from their moment of eclosion during the summer results in the following effects on the hornets: loss of appetite for proteins, inhibited ovarial development, no cell-building activity, negative phototaxis, gradual slow-down of spontaneous motor activity, difficulty in flight and orientation, and an overall behavior pattern reminiscent of hornet queens in nature when they are in a state of winter diapause. These findings suggest that theophylline exerts anti-juvenile-hormone-like effects on hornets and raise the possibility of utilizing theophylline baits to suppress pest hornet populations.
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  • 7
    ISSN: 1573-1561
    Keywords: Synthetic attractant ; introduced pine sawfly ; chiral specificity ; Diprion similis ; Gilpinia frutetorum ; esters ; 2S,3S,7S-3,7-dimethylpenta-decan-2-ol acetate and propionate ; Hymenoptera ; Diprionidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field attractiveness of synthetic attractants toward males of two introduced species of sawflies was examined. It was first established that the esters of 2S,3S,7S-3, 7-dimethylpentadecan-2-ol (diprionol), which have been active toward males of manyNeodiprion species, were inactive toward males ofDiprion similis andGilpinia frutetorum, To determine the chiral combination of the alcohol moiety, four different isomers, each containing specific chirally defined carbons, were synthesized. As a result it was concluded that the most active chiral arrangement of diprionol for these species is 2S, 3R, 7R.
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  • 8
    ISSN: 1573-1561
    Keywords: Honeybee ; swarming ; 9-hydroxy-(E)-2-decenoic acid ; pheromone ; chirality ; Apis mellifera ; Hymenoptera ; Apidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of enantiomers of the queen-produced substance, 9-hydroxy-(E)-2-decenoic acid (9HDA) on swarm clustering behavior of the honeybeeApis mellifera was studied. Caged queens were removed from the swarms at the start of each test and were replaced with small Petri dishes containing one of the following treatments: 100 μgS(+) enantiomer of 9HDA, 100 μgR(-) enantiomer of 9HDA, 200 μg racemic (R, S) 9HDA, and a vehicle-treated control. Each swarm was considered to have dispersed when it had lost 50% of its starting weight. All treatments with 9HDA resulted in significantly longer swarm aggregation when compared with the control. Enantiomers were not shown to have different effects at theP ≤ 0.05 level of significance. However, observations on swarm behavior indicated that theR(-) enantiomer was the most active in retarding swarm dispersal.
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  • 9
    ISSN: 1573-1561
    Keywords: Holcopasites ; Calliopsis ; Nomadopsis ; Hymenoptera ; Anthophoridae ; Andrenidae ; cleptoparasite ; mandibular glands ; Dufour's gland ; cell lining ; 6-methyl-5-hepten-2-one ; geranyl acetone ; hydrocarbons ; neral ; geranial
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The cephalic secretion of females of the cleptoparasitic beeHolcopasites calliopsidis contains two main volatiles, 6-methyl-5-hepten-2-one and geranyl acetone. The mandibular gland secretion of its host,Calliopsis andreniformis, on the other hand, contains the two isomeric forms of citral (neral and geranial). Neral and geranial are also produced by mandibular glands of two other species ofCalliopsis and one species in the related genusNomadopsis. The Dufour's gland ofC. andreniformis contains an oily secretion composed of hydrocarbons that are deposited on the brood cell walls and pollen balls providing a waterproof lining for both.
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  • 10
    ISSN: 1573-1561
    Keywords: Argentine ant ; Iridomyrmex humilis ; Hymenoptera ; Formicidae ; trail-following ; structure-activity ; (Z)-9-hexadecenal ; threshold ; trail emission rate ; synthetic trail longevity ; bioassay
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Behavioral evidence indicates that (Z)-9-hexadecenal (Z9-16∶ALD) is a trail pheromone component ofIridomyrmex humilis, and that the true trail pheromone may be multicomponent. Trail-following responses ofI. humilis workers to several concentrations of syntheticZ9-16∶ALD, a constituent of the Pavan's gland, were found to be comparable to responses to gaster extract trails containing ca. 100 times lessZ9-16∶ALD. Of the five aldehyde analogs tested, only (Z)-7-hexadecenal (Z7-16∶ALD) elicited significant trail-following. However, following responses to severalZ9-16∶ALD-Z7-16∶ALD combinations were lower than responses toZ9-16∶ALD alone. Trails on filter paper of biologically relevant concentrations ofZ9-16∶ALD lose activity within 2 hr in the laboratory. The release rate ofZ9-16∶ALD measured from filter paper trails was 0.25 ± 0.10 pg/cm-sec. This was used to estimate the trail-following threshold for this compound of Argentine ant workers.
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