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  • 1
    ISSN: 1573-1561
    Keywords: Dendroctonus ponderosae ; bark beetle ; Coleoptera ; Scolytidae ; myrcene ; aggregation pheromones ; ipsdienol ; myrcenol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male mountain pine beetles,Dendroctonus ponderosae Hopkins, produced ipsdienol [97.0% ± 0.3S-(+)] and myrcenol (90.3% ± 4.0E) when exposed to myrcene vapors. Females which were exposed to myrcene vapors did not produce any ipsdienol, but did produce low levels of myrcenol (98.0% ± 0.7E). Neither sex produced detectable levels of ipsdienol or myrcenol when fed for 24 hr on lodgepole pine,Pinus contorta var.latifolia Engelmann. The sex-specific conversion of myrcene to ipsdienol and myrcenol suggests that these compounds may have behavioral significance within the species. In addition, the S-(+)-ipsdienol produced by maleD. ponderosae probably functions as a repellent allomone againstIps pini (Say).
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 14 (1988), S. 1087-1098 
    ISSN: 1573-1561
    Keywords: Juvenile hormone analog ; juvenile hormone ; JH III,Ips paraconfusus ; Coleoptera ; Scolytidae ; bark beetles ; aggregation pheromones ; pheromones ; ipsenol ; ipsdienol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Topical application of the juvenile hormone analog, fenoxycarb, in acetone induced newly emerged male California five-spined ips,Ips paraconfusus Lanier, to become attractive to females, as measured by positive responses to male abdominal extracts in a laboratory bioassay. Two pheromones, ipsdienol and ipsenol, were detected by gas chromatography in the abdominal extracts of fenoxycarb-treated males. Pheromone production was minimal at a dose of 0.1 μg/insect of fenoxycarb, maximal at 10 μg, and was reduced to unmeasurable amounts at a dose of 100 μg. In comparison, peak production of pheromones was induced at a dose of 0.1 μg/insect of natural juvenile hormone (JH III). Treatment with 10 μg of fenoxycarb resulted in the occurrence of pheromones 12 hr after exposure, maximal pheromone content between 16 and 20 hr, and undetectable amounts after 36 hr. The demonstration that fenoxycarb is an active juvenile hormone analog for a bark beetle suggests that it may have practical utility in managing these insects.
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  • 3
    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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  • 4
    ISSN: 1573-1561
    Keywords: Dendroctonus ponderosae ; Ips paraconfusus ; Coleoptera ; Scolytidae ; axenic rearing ; monoterpenes ; aggregation pheromones ; trans-verbenol ; exo-brevicomin ; ipsenol ; ipsdienol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Mountain pine beetles,Dendroctonus ponderosae Hopkins, and California five-spined ips,Ips paraconfusus Lanier, were reared axenically from surface-sterilized eggs on aseptic pine phloem. After 24 hr in host logs, axenip femaleD. ponderosae and maleI. paraconfusus produced the aggregation pheromones,trans-verbenol (D. ponderosae), and ipsenol and ipsdienol (I. paraconfusus). Emergent, axenically reared maleD. ponderosae contained normal amounts of the pheromoneexo-brevicomin. Axenic femaleD. ponderosae treated with juvenile hormone or exposed to vapors of α-pinene, produced the pheromonetrans-verbenol. By 25–35 days after eclosion, axenic females exposed to α-pinene vapors produced over six times as muchtrans-verbenol as wild females, suggesting that while microorganisms in wild females may producetrans-verbenol, they may also inhibit production of the pheromone or use it as a substrate.
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  • 5
    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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  • 6
    ISSN: 1573-1561
    Keywords: Dendroctonus pseudotsugae ; Douglas-fir beetle ; Coleoptera ; Scolytidae ; aggregation pheromone ; production ; response ; methylcyclohexenol ; seudenol ; enantiomers ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Female Douglas-fir beetles,Dendroctonus pseudotsugae, produced an average 45∶55 mixture of the (S)-(−)- and (R)-(+)-enantiomers of 1-methylcyclohex-2-en-1-ol (MCOL). The (S)-(−)∶(R)-(+) ratio of 3-methylcyclohex-2-en-1-ol (seudenol) produced by this population of females was 34∶66. Lindgren funnel traps baited with (R)-(+)-MCOL attracted significantly more males and females than (S)-(−)-MCOL-baited traps, which captured significantly more beetles than unbaited controls. The combined effect of the enantiomers was additive, rather than synergistic. Either enantiomer of MCOL increased catches by frontalin-baited traps. Racemic MCOL can be used for trapping Douglas-fir beetles in south-central British Columbia.
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  • 7
    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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  • 8
    ISSN: 1573-1561
    Keywords: Polygraphus rufipennis ; Coleoptera ; Scolytidae ; aggregation pheromone ; bark beetle ; black spruce ; 3-methyl-3-buten-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Porapak Q-captured volatiles of malePolygraphus rufipennis (Kirby) boring in black spruce and white spruce from Newfoundland and British Columbia, respectively, contained 3-methyl-3-buten-1-ol. Volatiles from logs in which the males had been joined by females contained the compound in reduced quantities. Hindgut extracts from male and femaleP. rufipennis disclosed no male-specific volatiles, but 3-methyl-3-buten-1-ol was detected in extracts of male-produced frass. The compound was not present in extracts from fresh phloem tissue.P. rufipennis of both sexes responded strongly in the field to traps baited with 3-methyl-3-buten-1-ol released at 4390 μg/day. There was little response to unbaited traps, fresh uninfested black spruce logs, or to 3-methyl-3-buten-1-ol released at lower rates. Combination of 3-methyl-3-buten-1-ol with either one of five terpenes prevalent in black spruce did not enhance beetle catch. Approximately half of 20 black spruce trees baited with 3-methyl-3-buten-1-ol were attacked, compared to 20.0% of 10 unbaited control trees. This new aggregation pheromone could be used to monitor or manageP. rufipennis populations.
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