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  • Articles  (48)
  • Coleoptera  (48)
  • Springer  (48)
  • American Chemical Society
  • Elsevier
  • 1985-1989  (48)
  • 1955-1959
  • Chemistry and Pharmacology  (48)
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  • Articles  (48)
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  • Springer  (48)
  • American Chemical Society
  • Elsevier
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  • 1
    ISSN: 1573-1561
    Keywords: Sex pheromone ; 6,12-dimethylpentadecan-2-one ; ketone ; banded cucumber beetle ; Diabrotica balteata ; Chrysomelidae ; Coleoptera ; attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A sex pheromone produced by female banded cucumber beetle adults,Diabrotica balteata LeConte, was isolated from volatiles trapped on Porapak Q and identified as 6,12-dimethylpentadecan-2-one. The structure was elucidated by spectroscopic analyses and confirmed by synthesis. The synthesized racemic compound was equal to the purified natural pheromone in eliciting responses by banded cucumber beetle males to field traps. A doseresponse characteristic was demonstrated for the racemic material formulated on filter paper or rubber septa and placed in field traps. The absolute configuration at the C-6 and C-12 positions was not established.
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  • 2
    ISSN: 1573-1561
    Keywords: Sitophilus zeamais ; Coleoptera ; Curculionidae ; maize weevil ; maize ; resistance ; antifeedant ; sugar content ; hardness ; phenolic content ; ferulic acid ; p-coumaric acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Factors contributing to resistance of maize to infestation by the corn weevilSitophilus zeamais were investigated in four populations of indigenous and improved maize from Belize. Resistance was related to the antifeedant properties of grain as well as sugar content and mechanical hardness. Grain extracts of all populations of maize significantly reduced insect feeding on treated artificial diets when compared to control diets. Consumption of treated diets was negatively correlated with phenolic content of the grain extract. An analysis by GC-MS indicated that ferulic acid andp-coumaric acid were the principal phenolics present in the extracts, and insect feeding was strongly deterred when pure substances were added to insect diets. Fluorescence associated with ferulic acid and related compounds in grain sections was located in the pericarp and aleurone layer and was especially intense in the most resistant grain variety.
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  • 3
    ISSN: 1573-1561
    Keywords: Semiochemicals ; pheromones ; enantiomers ; western balsam bark beetle ; Dryocoetes confusus ; Coleoptera ; Scolytidae ; exo- andendo-brevicomin ; trans-verbenol ; verbenone ; myrtenol ; trans-pinocarveol ; cis- andtrans-p-menthen-7-ol ; 3-caren-10-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The most prominent beetle-produced volatiles identified in the abdominal extracts of maleDryocoetes confusus Swaine after they had bored for 24 hr in logs of subalpine fir,Abies lasiocarpa (Hook.) Nutt. were:exo andendo-brevicomin,trans-verbenol, verbenone, myrtenol,trans-pinocarveol,cis- andtrans-p-menthen-7-ol, 3-caren-10-ol, and several monoterpenes and sesquiterpenes. Myrtenol was the only conspicuous compound in extracts from males that had been exposed toA.lasiocarpa resin volatiles for 24 hr. Laboratory bioassays indicated that both (−)- and (+)-exo-brevicomin were attractive to femaleD. confusus, and that the (−) enantiomer did not inhibit response to its antipode. Results from field trapping experiments indicated that bothero-brevicomin and myrtenol are aggregation pheromones forD. confusus.exo-Brevicomin baits were effective in causing attack byD. confusus on baited and surrounding trees, suggesting that this pheromone may have utility in manipulating populations of the beetle.
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 767-777 
    ISSN: 1573-1561
    Keywords: Anthonomus grandis ; behavior ; boll weevil ; Coleoptera ; cotton ; cultivar ; Curculionidae ; effluvial method ; grandlure ; pheromone ; Pora-pak Q ; pheromone collection ; aeration collection
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract An effluvial method was developed to collect the pheromone, grandlure from actively calling male boll weevils,Anthonomus grandis Boheman. The adsorbant, Porapak Q (ethylvinylbenzene-divinylbenzene), was utilized to trap and concentrate the pheromone. Captured pheromone was desorbed from columns packed with Porapak Q by elution withn-pentane and quantified by capillary column gas-liquid chromatography. In recovery studies with known amounts of synthetic grandlure, we found that the amount of each pheromone component collected was a function of collection duration, elution volume, and initial concentration. This effluvial method was capable of recovering as much as 94.9% of a known quantity (80 μg) of grandlure. The chromatograms were free of extraneous peaks. In studies of insect-produced pheromone, the effluvial method was used to collect pheromone from the air space surrounding male boll weevils as they fed on flower buds from CAMD-E cotton. The quantity and quality of boll-weevil-produced pheromone was determined for days 6, 8, 10, 11, 12, 13, and 14 of boll weevil adulthood. The maximum quantity of natural pheromone was produced on day 13 (4.2 μg/weevil) with a pheromone component ratio of 2.41∶2.29∶0.95∶1 for components I, II, III, and IV, respectively. The effluvial method described in this report is an efficient method to collect and quantify boll weevil pheromone from the atmosphere surrounding actively calling insects. Other applications of this method are suggested.
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 13 (1987), S. 219-226 
    ISSN: 1573-1561
    Keywords: Ablation ; egg dispersion ; oviposition deterrent ; foretarsi ; palpi ; antennae ; Coleoptera ; Bruchidae ; Callosobruchus maculatus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females ofCallosobruchus maculatus (F.) avoid ovipositing on host seeds already bearing conspecific eggs, and thus distribute eggs evenly among seeds. This behavior was presumed to be mediated by an ether-soluble “oviposition marker” that is deposited with the egg and can be extracted from egg-laden artificial hosts (glass beads). Ablation experiments revealed that the true factors promoting an even dispersion of eggs were perceived by the maxillary and labial palpi. In contrast, receptors on the antennae were largely responsible for avoidance of seeds treated with “oviposition marker.” Taken together, these results suggest that a careful distinction should be drawn between factors that promote spacing of eggs under natural conditions and general oviposition deterrents that may be isolated from both sexes.
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  • 6
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 1729-1745 
    ISSN: 1573-1561
    Keywords: Kairomones ; host attraction ; monoterpenes ; ethanol synergism ; turpentine ; trapping ; Cerambycidae ; Scolytidae ; Curculionidae ; Cleridae ; Buprestidae ; Dryocetes autographus ; Monochamus scutellatus ; Hylobius pales ; Coleoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field experiments using baited sticky stovepipe traps and Lindgren multiple funnel traps were done near Chalk River, Ontario, Canada, to determine the effects of conifer monoterpenes (α-pinene, β-pinene, myrcene, limonene, camphene and carene) and ethanol on the number of beetles captured. Several species of conifer-feeding beetles were attracted to the monoterpenes or to monoterpenes and ethanol, including species in the families Cerambycidae (Asemum striatum, Acmaeops proteus, Xylotrechus undulatus, Monochamus scutellatus), Curculionidae (Pissodes strobi, Hylobius pales), and Scolytidae (Dryocetes autographus, Ips grandicollis). Species of Buprestidae generally did not respond to the monoterpenes or to ethanol. Species of Cleridae (Thanasimus dubius, Enoclerus nigripes rufiventris, Enoclerus nigrifrons gerhardi) which are predators of conifer bark beetles were attracted to the monoterpenes. Synergism between monoterpenes and ethanol was evident forM. scutellatus, H. pales, andD. autographus. While α-pinene was the most potent attractant for most beetle species, monoterpenes other than α-pinene synergized attraction to ethanol forD. autographus. Attraction of beetles to commercial turpentine and ethanol did not differ significantly from attraction to a pure monoterpene blend and ethanol.
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  • 7
    ISSN: 1573-1561
    Keywords: Douglas-fir beetle ; Dendroctonus pseudotsugae ; Coleoptera ; Scolytidae ; monoterpenes ; volatiles ; frass ; cross-attraction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Volatiles were found to be distributed throughout adult Douglasfir beetles,Dendroctonus pseudotsugae Hopkins, suggesting that the hindgut may not be the sole site of production. The volatile content of individual beetles increased dramatically with feeding; qualitative changes reflected the different bark habitats of newly emerged and established beetles. All detected volatiles were also found in beetle frass. Myrcene was the predominant monoterpene of emergent beetles and α-pinene of fed beetles. Linalool and bornyl acetate occurred in significant amounts after feeding, and diacetone alcohol and sulcatol were also detected for the first time. The presence of sulcatol explains the reported cross-attraction withGnathotrichus spp.cis-Verbenol was also found to occur in addition totrans-verbenol. The volatile content of male beetles was similar to that of females but amounts of individual compounds were less. Acetic acid was found in both emerged and fed beetles and in lesser amounts in frass, suggesting that microbial metabolism could be a potential source of volatile production.
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  • 8
    ISSN: 1573-1561
    Keywords: Oryzaephilus surinamensis ; saw-toothed grain beetle ; Coleoptera ; Silvanidae ; attractant ; carobs ; Ceratonia siliqua ; volatiles ; vacuum distillation ; hexanoic (caproic) acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Vacuum distillation of heat-treated carobs gave an aqueous, colorless, sweet-smelling distillate which was tested over a wide range of concentrations and found to be highly attractive to adultOryzaephilus surinamensis (L.). The materials responsible for the aroma were isolated from the distillate by saturating with sodium chloride and extracting into diethyl ether as separate acidic, neutral, and basic fractions. The extraction efficiency was checked by recombining portions of the three fractions and replacing the diethyl ether with water to give a “reconstituted distillate;” this was almost as attractive as the original distillate. Bioassay of aqueous solutions of the three separate fractions showed that the acidic was attractive, while the neutral and basic had little effect. The five major components of the acidic fraction were found to be acetic, isobutyric,n-butyric, 2-methylbutyric, and hexanoic (caproic) acids. Bioassay of these in aqueous solution, both separately and combined, showed that hexanoic acid was the most attractive and may be responsible for both the longer-lasting attractive effect of the carob distillate and for the effectiveness of carobs themselves used in bait bags to detect stored product insects.
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  • 9
    ISSN: 1573-1561
    Keywords: Dendroctonus ponderosae ; mountain pine beetle ; Coleoptera ; Scolytidae ; monoterpene metabolism ; monoterpene alcohols ; pheromones ; allylic hydroxylation ; anti-Markovnikov hydration ; Pinus ponderosa
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Abdominal volatiles of female mountain pine beetles,Dendroctonus ponderosae Hopkins, fed in ponderosa pine,Pinus ponderosa Dougl. ex Laws, and in lodgepole pine,P. contorta var.latifolia Engelmann, were analyzed by gas chromatography and coupled gas chromatography-mass spectrometry and were found to comprise host oleoresin components and beetle-produced alliylic alcohols, aldehydes, and ketones derived from host monoterpenes. Neitherexo- andendo-brevicomin nor frontalin were detected. Three metabolic pathways are proposed to account for the distribution of beetle-produced monoterpene alcohols. The first pathway involves hydroxylation of monoterpene substrates on allylic methyl groups which areE to a methylene or vinyl group. This oxidation pathway is indiscriminate with respect to substrate and probably functions to detoxify monoterpenes. A second pathway, which hydroxylates theendo-cyclic methyleneE to a vinyl methyl group of bicyclic monoterpenes to give almost exclusively thetrans alcohol, is hypothesized to be involved in pheromone production. A third detoxification pathway involves anti-Markovnikov addition of water to theexo-cyclic double bond of β-phellandrene to give predominantlytrans-2-p-menthen-7-ol.
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  • 10
    ISSN: 1573-1561
    Keywords: Cryptolestes turcicus ; Coleoptera ; Cucujidae ; aggregation pheromone ; macrolide ; (Z,Z)-5,8-tetradecadien-13-olide ; (Z)-5-tetradecen-13-olide ; enantiomeric synergism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two biologically active macrolides were isolated from Porapak Q-captured beetle and frass volatiles ofCryptolestes turcicus (Grouvelle) and identified spectroscopically as (Z,Z)-5,8-tetradecadien-13-olide (I) and (Z)-5-tetradecen-13-olide (II). Natural I was active alone and was synergized by inactive II. The pheromones were male-produced but attractive to both sexes. Pheromone production increased dramatically when insects were aerated on a food source. Pure (R)- and (S)-I were inactive, but mixtures of (R)- and (S)-I were active, the first reported instance of enantiomeric synergism in the Cucujidae.
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