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  • Springer  (86)
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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Cellular and molecular life sciences 51 (1995), S. 77-79 
    ISSN: 1420-9071
    Keywords: Ethylene ; kairomone ; Phloeotribus scarabaeoides ; Coleoptera ; Scolytidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract The role of ethylene, pure or in formulation, in the colonization behaviour of the olive bark beetle,Phloeotribus scarabaeoides (Coleoptera, Scolytidae) has been investigated in the laboratory. Ethylene has been found to be attractive in both sexes; the formulation ethrel 48 was active in an olfactometer up to several months. Ethylene, whose concentration varies with the developmental stage or the condition of the tree or its wood, may play an important role in the primary attraction of these scolytids to their host.
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  • 2
    ISSN: 1420-9071
    Keywords: Hylotrupes bajulus ; Coleoptera ; Cerambycidae ; male sex pheromone ; (3R)-3-hydroxy-3-hexanone ; wind tunnel ; female response ; premating behaviour
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Medicine
    Notes: Abstract We report here the identification of the long-range, male-produced sex pheromone of the Old house borerHylotrupes bajulus. Chemical analysis of hexane extracts obtained by surface extraction from dissected prothoracic glands and from headspace samples of the two sexes, revealed male-specific compounds: (3R)-3-hydroxy-2-hexanone, 2-hydroxy-3-hexanone, the diastereomeric diols (2R, 3R)-2,3-hexanediol and (2S, 3R)-2,3-hexanediol, 2,3-hexanedione, as well as 1-butanol. In wind tunnel bioassays we tested the influence of these male-specific compounds from the prothoracal glands on the behaviour of unmated and mated females. Specific behavioural sequences of the tested females (activity, running behaviour, searching, cleaning, flying, extension of ovipositor) were recorded. Unmated females were attracted by male beetles, headspace extracts of males, synthetic blends of the major pheromone compounds as well as by the components (3R)-3-hydroxy-2-hexanone, and the diastereomeric diols. Hexane, female beetles and 2,3-hexanedione did not attract unmated females. The reactions of mated females to male beetles and headspace samples did not differ significantly from those of the controls. The results of the bioassays show that the two-stage premating behaviour is initiated by emission of a long-range sex pheromone from the male prothoracal glands, which functions as an activator, attractant, and possibly aphrodisiac for unmated females.
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 10 (1984), S. 1787-1798 
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Otiorhynchus sulcatus (F.) ; black vine weevil ; Ericaceae ; Rhododendron ; trichomes ; glandular scales ; essential oils ; volatiles ; plant resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Glandular scales on selected lepidote rhododendron species varied in density from 109 ± 13 to 4180 ± 60/cm2 of leaf surface. Globules contained within the scales stained with Sudan IV, a lipophilic dye. Essential oil contents of the scales varied with species from 24 ± 8 to 151 ± 35 ng/scale. Black vine weevil [(Otiorhynchus sulcatus (F.)] feeding on leaves from a sample of rhododendron species was inversely related to leaf essential oil content, and weevil feeding on membrane filters was inhibited by application of essential oil extracts from leaves of most lepidote rhododendrons tested. Results suggest that the glandular scales of the lepidote rhododendrons function, at least in part, in plant defense against insects.
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  • 4
    Electronic Resource
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    Springer
    Journal of chemical ecology 10 (1984), S. 723-752 
    ISSN: 1573-1561
    Keywords: Ips typographus ; pheromone ; release ; recapture ; diffusion ; model ; Coleoptera ; Scolytidae ; trap ; marking ; dispersal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The movement of bark beetles near an attractive pheromone source is described in terms of mathematical models of the diffusion type. To test the models, two release experiments involving 47,000 marked spruce bark beetles [Ips typographus (L.)] were performed. The attractive source was a pheromone trap, surrounded by eight concentric rings with eight passive trap stations on each ring. Captures were recorded every 2–10 minutes for the pheromone trap and once for the passive traps. The models were fitted to the distribution in time of the central pheromone trap catch and to the spatial distribution of catch among the passive traps. The first model that gives a reasonable fit consists of two phases: Phase one—After release the beetles move according to a diffusion process with drift towards the pheromone trap. The strength of the drift is inversely proportional to the distance from the traps. Phase two—those beetles attracted to, but not caught by, the pheromone trap are no longer influenced by the pheromone, and their movement is described by a diffusion process without drift. In phase two we work with a loss of beetles, whereas the experiment seems to indicate that the loss of beetles in phase one is negligible. As a second model, the following modification of phase one is considered: After release the beetles move according to a diffusion process without drift, until they start responding to the pheromone (with constant probability per unit time), whereafter they start moving according to a diffusion process with drift. This study, like other release experiments, shows that the efficiency of the pheromone trap is rather low. What is specific for the present investigation is that we try to explain this low efficiency in terms of dynamic models for insect movement. Two factors seem to contribute: Some beetles do not respond to pheromone at all, and some beetles disappear again after having been close to the pheromone trap. It also seems that the motility of the beetles decreased after they ceased responding to the pheromone. Furthermore, the data lend some support to the hypothesis that flight exercise increases the response of the beetles to pheromone.
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  • 5
    Electronic Resource
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    Springer
    Journal of chemical ecology 10 (1984), S. 759-769 
    ISSN: 1573-1561
    Keywords: Ips typographus ; Dendroctonus micans ; Coleoptera ; Scolytidae ; exo-brevicomin ; (+)-ipsdienol ; single-cell recordings ; interspecific attraction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Olfactory receptor cells were studied electrophysiologically inIps typographus andDendroctonus micans. The investigation revealed cells which were keyed to pheromone compounds characteristic of the reciprocal genus. Thus, cells keyed toexo-brevicomin were found inI. typographus, whereas cells keyed to (+)-ipsdienol were present inD. micans. Laboratory behavioral tests indicated an attractive effect of the two compounds on beetles of the reciprocal genus. InI. typographus the effect ofexo-brevicomin predominantly concerned males and enhanced their response to the pheromone “ipslure.” It is suggested thatexo-brevicomin serves as an interspecific attractant forI. typographus, which may be guided by pheromone compounds of the reciprocal genus in finding suitable breeding material. The function of (+)-ipsdienol inD. micans is more uncertain. It may be either a pheromone or an interspecific messenger.
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  • 6
    Electronic Resource
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    Springer
    Journal of chemical ecology 10 (1984), S. 1759-1785 
    ISSN: 1573-1561
    Keywords: Cotton boll weevil ; Anthonomus grandis ; Coleoptera ; Curculionidae ; pheromone ; kairomone ; plant odor ; olfaction ; electroantennogram ; attractant ; host plant ; green leaf volatiles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennogram (EAG) techniques were utilized to measure the antennal olfactory responsiveness of adult boll weevils,Anthonomus grandis Boh. (Coleoptera: Curculionidae), to 38 odorants, including both insect and host plant (Gossypium hirsutum L.) volatiles. EAGs of both sexes were indicative of at least two receptor populations: one receptor population primarily responsive to pheromone components and related compounds, the other receptor population primarily responsive to plant odors. Similar responses to male aggregation pheromone components (i.e., compounds I, II, and III + IV) were obtained from both sexes, but females were slightly more sensitive to I. Both sexes were highly responsive to components of the “green leaf volatile complex,” especially the six-carbon saturated and monounsaturated primary alcohols. Heptanal was the most active aldehyde tested. More acceptors responded to oxygenated monoterpenes than to monoterpene hydrocarbons. β-Bisabolol, the major volatile of cotton, was the most active sesquiterpene. In general, males, which are responsible for host selection and pheromone production, were more sensitive to plant odors than were females. In fact, males were as sensitive to β-bisabolol and heptanal as to aggregation pheromone components. Electrophysiological data are discussed with regard to the role of insect and host plant volatiles in host selection and aggregation behavior of the boll weevil.
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  • 7
    ISSN: 1573-1561
    Keywords: Ips typographus ; spruce bark beetle ; Coleoptera ; Scolytidae ; 2-methyl-3-buten-2-ol ; ipsenol ; cis-verbenol ; ipsdienol ; trans-verbenol ; verbenone ; myrtenol ; trans-myrtanol ; 2-phenylethanol ; ß-isophorone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ips typographus beetles were collected in the field, separated into eight attack phases (from beetles walking on the trunk of a tree under attack to those excavating gallery systems with a mother gallery longer than 4 cm), and immediately frozen in liquid nitrogen. 2-Methyl-3-buten-2-ol,cis- andtrans-verbenol, verbenone, myrtenol, trans-myrtanol, ipsenol, ipsdienol, and 2-phenylethanol were quantified from excised hindguts against an internal standard, heptyl acetate, in the extraction solvent. Methylbutenol, the pinene alcohols, and 2-phenylethanol showed the same pattern of variation between attack phases in males, with the largest amounts present before accepting females and then a fast decline. Ipsenol and ipsdienol were not detected in males before the females were accepted, and the amounts increased when the females start their egg laying. Verbenone occurred only in trace amounts. The beetles were sampled from five Norway spruce trees (Picea abies) of differing resin flow. The correlations between the nine pheromone components and five major host monoterpenes in the gut showed that the variation in the amount of methyl-butenol, ipsenol, and ipsdienol could not be explained by the variation in the amounts of host monoterpenes. In contrast over 80% of the quantitative variation ofcis-verbenol,trans-verbenol, and myrtenol was explained by the amount of α-pinene. The nine pheromone components from 36 individual males were also quantified. Both methylbutenol andcis-verbenol showed a large variation in both amounts and proportions. Females containedtrans-verbenol and traces of most other components found in males. When accepted by the male, they also contained a female-specific compound, β-isophorone. Behavioral and biosynthetic implications of the results are discussed.
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  • 8
    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; cabbage seed weevil ; Coleoptera ; Curculionidae ; Brassica napus ; oilseed rape ; volatiles ; isothiocyanates ; EAG ; SCR ; GC-EAG ; GC-SCR
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of theCeutorhynchus assimilis antenna to volatiles in air entrainment-derived extracts of oilseed rape,Brassica napus, was studied using coupled gas chromatography (GC)-electroantennography (EAG) and coupled GC-single cell recording (SCR). By means of these techniques and coupled gas chromatography-mass spectrometry (GC-MS), 25 active compounds were identified, including isoprenoids and compounds derived from fatty acids and amino acids. Some of the latter, the isothiocyanates and goitrin, and probably indole and benzyl cyanide, are catabolites of glucosinolates. The electrophysiological activity of the identified compounds was confirmed by EAG using a physiologically discriminating dose, and by SCR studies. The importance of the combined use of the EAG and SCR techniques was demonstrated, since specific olfactory cells were located for five compounds that did not elicit significant EAG responses. The majority of the olfactory cells from which single cell recordings were obtained showed very high specificity, and in numerous recordings there were consistent pairings of specific cell types.
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  • 9
    ISSN: 1573-1561
    Keywords: Insecticide ; fumigant ; terpenoids ; Coleoptera ; Bruchidae ; Curculionidae ; camphor ; carvacrol ; Monarda fistulosa ; Artemisia tridentata ; Zabrotes subfasciatus ; Sitophilus oryzae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Leaves of two highly aromatic plants,Artemisia tridentata (Nutt.) andMonarda fistulosa L., prepared according to a patented process, inhibited oviposition by the Mexican bean weevil,Zabrotes subfasciatus (Boheman), in beans at concentrations less than 1% w/w. Both plant species were less effective against the rice weevil,Sitophilus oryzae L., in wheat, with onlyM. fistulosa exhibiting any concentration-dependent activity. The maximal control achieved against this species was less than 50% at 3% w/w. Two less aromatic plant species,Balsamorhiza sagittata (Pursh.) Nutt. andGeranium viscosissimum Fisch. and Mey., caused only low levels of inhibition against both insect species. Volatiles probably caused the response toA. tridentata andM. fistulosa, while the asymptotic concentration dependence for the less volatile plant material was likely caused by behavioral factors related to the physical presence of foreign particulate matter in the foodstuff. Chemical analysis indicated that most of the volatile components from the dried leaf material from all species were terpenoids, with camphor (9.7 mg/g) and 1,8-cineole (4.0 mg/g) being most abundant inA. tridentata and carvacrol (26.3 mg/g) being most abundant inM. fistulosa.
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  • 10
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Paropsisterna tigrina ; pyrgo beetle ; Melaleuca alternifolia ; M. linariifolia ; Myrtaceae ; volatile oil ; metabolism ; 1,8-cineole ; hydroxycineole ; (+)-2β-hydroxycineole
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The frass of the pyrgo beetle (Paropsisterna tigrina) feeding on commercial plantations of the terpinen-4-ol chemical variety of the Australian tea tree.Melaleuca alternifolia, was found to contain a volatile oil almost identical to the essential oil of the ingested leaf. When beetles were fed leaf containing substantial quantities of 1,8-cineole, the predominant frass metabolite as determined by MS, IR,13C and1H NMR, GC, and CoGC was (+)-2β-hydroxycineole. Both male and female adults and larvae metabolizedMelaleuca oils in similar ways.
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  • 11
    ISSN: 1573-1561
    Keywords: Trypodendron lineatum ; ambrosia beetle ; Coleoptera ; Scolytidae ; pheromone ; green leaf volatiles ; 1-hexanol ; (E)-2-hexen-1-ol ; (Z)-2-hexen-1-ol ; (Z)-3-hexen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Experiments in the Coastal Western Hemlock (CWH) biogeoclimatic zone on the British Columbia (BC) coast and the Interior Douglas-fir (IDF) biogeoclimatic zone in the BC interior revealed pronounced differences in the effect of six-carbon green leaf volatiles on the response by striped ambrosia beetles, Trypodendron lineutum to multiple funnel traps baited with the aggregation pheromone lineatin. In the IDF zone, four green leaf alcohols [1-hexanol, (E)-2-hexen-1-ol, (Z)-2-hexen-1-ol, and (Z)-3-hexen-1-ol], released alone or in a quaternary blend at ca. 4 mg/24 hr/compound, caused a 63–78% reduction in trap catches. Two aldehydes, hexanal and (E)-2-hexenal, released together at ca. 13.0 mg/24 hr/compound were weakly disruptive in one of two experiments. Conversely, in the CWH zone, the two aldehydes together caused a slight, but significant, increase in the response over that to lineatin in one of two experiments, and the blend of all four alcohols caused only weak disruption of response in one of two experiments. None of the alcohols released alone was bioactive. These results may reflect adaptations that ensure accurate host location in the two ecological zones. In the CWH zone, T. lineatum attacks conifer logs almost exclusively, and surrenders the cut or broken stump habitat to Gnathotrichus spp. In the IDF zone, T. lineatum readily attacks the base of trees killed by bark beetles or fire and may utilize green leaf alcohols to detect and avoid the vertical silhouettes represented by nonhost angiosperms such as black cottonwood and trembling aspen.
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  • 12
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Leptinotarsa decemlineata ; olfaction ; locomotion compensator ; behavior ; gas chromatography–mass spectrometry ; terpenoids ; lipoxygenase ; fatty acid derivatives
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Large, undamaged potato plants (〉60 cm, 5–6 weeks old) attract the Colorado potato beetle (Leptinotarsa decemlineata), but small potato plants (15–25 cm high, 2–3 weeks old) do not. However, small plants become attractive to CPB when they are damaged. Mechanical damage inflicted with scissors results in short-term (lasting less than 15 min) attraction, while more severe damage with carborundum powder results in a longer lasting attraction (at least 1 hr). CPB adults are also attracted to small plants infested with CPB and Spodoptera exigua larvae. After the larvae had been removed for 50 min following a short duration (30 min) of feeding, CPB adults were no longer attracted to the plants. However, when CPB larvae had been removed after they had fed for 60–90 min, the plants were somewhat attractive to the beetles, although significantly less than they had been when the larvae were feeding. Attraction increased with time after feeding ceased. Furthermore, beetles were strongly attracted to plants 50 min after larvae were removed when the plants had been fed upon by larvae for 18–24 hr. Thus it appears that there are two stages of attraction, first, to volatiles released directly from the wound site, and second, to volatiles that are induced in response to herbivory. Chemical analyses of the headspace of infested potato plants show that infestation results in the emission of a mixture of chemicals that is qualitatively quite similar to that emitted by undamaged plants. The major components of the mixture are that emitted by undamaged plants. The major components of the mixture are terpenoids and fatty acid derivatives such as aldehydes and alcohols. The emission rate of some of these chemicals declines after removal of the beetles, while the emission rate of other chemicals increases with the duration of beetle feeding and remains at a high level even after removal of the beetles. Thus, the composition of the mixture changes temporally during and after herbivore feeding, which may explain the recorded behavior of the beetles.
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  • 13
    ISSN: 1573-1561
    Keywords: Ips pini ; Ips integer ; Coleoptera ; Scolytidae ; aggregation pheromone ; lanierone ; ipsdienol ; geographic variation ; synergism ; Enoclerus lecontei ; Cleridae ; kairomone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Lanierone strongly synergized the attraction of male and female Ips pini (Say) to ipsdienol in New York and Wisconsin. Synergy was only weakly significant in Montana and British Columbia and not significant in California. Catches of I. pini in ipsdienol-baited traps were increased 0% ( i.e., nonsignificant) to 9942% by lanierone, with the highest increases in eastern North America. Lanierone had the least effect in California. The effects of lanierone on sex ratios of I. pini in trap catches varied significantly between regions. The addition of lanierone to ipsdienol-baited traps resulted in a general increase in male representation at nine of 12 sites. Ips integer (Eichhoff) was attracted to lanierone alone. Ipsdienol reduced the response of I. integer to lanierone. Enoclerus lecontei (Wolcott) (Cleridae) preferred traps baited with the combination of ipsdienol and lanierone. (R)-(–)-Ipsdienol was attractive to E. sphegeus (F.), Thanasimus undatulus (Say) (Cleridae), and Temnochila chlorodia (Mannerheim) (Trogositidae), while racemic ipsdienol was attractive to E. nigrifrons var. gerhardi Wolc. and Thanasimus dubius (F.). Lanierone had no effect on these species.
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  • 14
    ISSN: 1573-1561
    Keywords: Pea weevil ; olfaction ; EAG ; locomotory behavior ; green odors ; cis-3-hexen-1-yl acetate ; host odor ; Sitona lineatus ; Coleoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Adult Sitona lineatus L., (Coleoptera: Curculionidae) feed on the leaves of various species of leguminous plants, and females lay in the vicinity of pea plants, the roots of which are eaten by the larvae. A study of the volatiles from several legumes and of the response of S. lineatus individuals to these substances was undertaken using two complementary techniques: behavioral, to study the locomotory orientation; and electrophysiological, using electroantennography (EAG). Four volatile compounds, cis-3-hexen-1-ol, 2-hexenal, cis-3-hexen-1-yl acetate, and 3-octanone, were identified from pea, vetch, clover, and lucerne, by coupled gas chromatography–mass spectrometry (GC-MS) and coupled gas chromatography–infrared spectrometry (GC-IR). After emergence from July to mid-November, the imago display high response to the odor of pea and some other leguminous plants. A second period of enhanced sensitivity was observed during crop colonization from March to May. High EAG response to pea odor and cis-3-hexen-1-yl acetate was correlated with periods of enhanced locomotory orientation during these months. Experimental results indicate that cis-3-hexen-1-yl acetate could play a key role in discriminating pea among other acceptable leguminous species.
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  • 15
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    Journal of chemical ecology 4 (1978), S. 409-423 
    ISSN: 1573-1561
    Keywords: Coleoptera ; Dermestidae ; diel behavioral patterns ; 14-methyl-8-hexadecenal ; pheromone ; reproductive isolation ; Trogoderma glabrum ; T. inclusum ; T. variabile ; trogodermal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract AdultTrogoderma glabrum, T. inclusum, andT. variabile exhibit diel periods of exposure-concealment behavior, the frequency and duration of which are age-dependent, and the temporal placement of which is species-dependent. Exposure periods correspond with daily maxima in male sensitivity to the most active female-released sex pheromone component, 14-methyl-8-hexadecenal, and with respective periods of sex pheromone release in females. Exposure-concealment behavior may be a factor in reproductive isolation between these species, since potential communication distances are greatly reduced when either males or females are concealed.
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  • 16
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    Journal of chemical ecology 4 (1978), S. 451-461 
    ISSN: 1573-1561
    Keywords: Coleoptera ; Dermestidae ; Attagenus megatoma ; canadensis ; japonicus ; schaefferi spurcus ; bicolor ; rufipennis ; elongatulus ; behavior ; sex pheromone ; calling ; bioassay ; black carpet beetle ; megatomoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females of severalAttagenus species demonstrated calling behaviors similar to those previously reported forA. elongatulus. Attagenus rufipennis females did not call until they were 12–14 days old. OtherAttagenus species called at approx. 4 days of age. All species exhibited diurnal periods of calling activity. Interspecific pheromone responses were tested, withA. megatoma megatoma, A. megatoma canadensis, A. megatoma japonicus, andA. schaefferi spurcus showing equal cross-responses. Male response to females was demonstrated inA. rufipennis andA. bicolor. Attagenus rufipennis, bicolor, andelongatulus males responded only to female extracts of their own species.
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  • 17
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    Journal of chemical ecology 5 (1979), S. 781-793 
    ISSN: 1573-1561
    Keywords: Smaller European elm bark beetle ; Scolytus multistriatus ; Coleoptera ; Scolytidae ; aggregation pheromone ; Multilure ; Dutch elm disease ; trapping
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Newly emergedScolytus mullistriatus reared in the laboratory were marked, released in the field, and recaptured on sticky pheromone-baited traps at various distances. Four groups of beetles were conditioned before release by providing food, flight exercise, both food and flight, or by withholding food and flight for 24 hr to determine effect of treatment on pheromone response. Average catches per trap for untreated beetles and the respective treatments were 5.5, 2.1, 1.1, 1.0, and 0.6. Overall recovery ranged from 3 to 8% of 58,421 marked beetles released in four experiments. Combined feeding and flight exercise resulted in low trap response but flight to distant traps increased. Beetles held with no food or flight showed the lowest response. EndemicS. multistriatus responded to all traps with catches ranging from 13 to 17 times the number of marked beetles recaptured.
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  • 18
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    Journal of chemical ecology 7 (1981), S. 39-48 
    ISSN: 1573-1561
    Keywords: Insect feeding deterrents ; antifeedants ; Pissodes strobi Peck ; Coleoptera ; Curculionidae ; Thuja plicata Donn
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The feeding deterrent activity of fractions from the foliage of western red cedar,Thujaplicata Donn, was studied in laboratory bioassays using the white pine weevil,Pissodes strobi Peck, as a test insect. The most active fraction was the volatile mixture that comprises the leaf oil of this tree species. Further fractionation of the leaf oil indicated feeding deterrent activity in the monoterpene hydrocarbon, thujone, and terpene alcohol fractions. When tested alone, both (−)-3-isothujone and (+)-3-thujone, which made up 75–88% and 5–10% of the leaf oil, respectively, deterred feeding by the weevils. Western red cedar leaf oil also showed antifeedant activity with the alder flea beetle,Altica ambiens (Le Conte), and served as an oviposition deterrent for the onion root maggot,Hylemya antiqua Meigen. The leaf oil, however, had no inhibitory effect on the feeding of the leaf roller,Epinotia solandriana L., and the red-backed sawfly,Eriocampa ovata L.
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  • 19
    ISSN: 1573-1561
    Keywords: Coleoptera ; Dermestidae ; Trogoderma variabile ; pheromone ; isolation ; identification ; (Z)-14-methyl-8-hexadecenal ; aeration ; Porapak Q ; sex attractant
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females of the dermestid beetle,Trogoderma variabile Ballion, exhibit a diel pattern of calling behavior. A potent sexual excitant and attractant for the male beetles can be collected on Porapak Q during aeration of female beetles, but cannot be detected in extracts of macerated females. The attractant has been identified as (Z)-14-methyl-8-hexadecenal. Of the five additional compounds previously identified as attractants in otherTrogoderma species, only two were found; (Z)-14-methyl-8-hexadecen-1-ol is present in extracts of macerated female beetles, but not in extracts of Porapak Q, and γ-caprolactone is present in extracts of Porapak Q. Three collection procedures were necessary to ensure that all the pheromone components had been isolated. Synthetic (Z)-14-methyl-8-hexadecenal elicits attraction and sexual arousal inT. Variabile males.
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  • 20
    ISSN: 1573-1561
    Keywords: Coleoptera ; Dermestidae ; Trogoderma granarium (khapra beetle) ; T. variabile ; T. glabrum ; T. inclusum ; pheromone ; (Z)- and (E)-14-methyl-8-hexadecenal ; interspecific response
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    Notes: Abstract Interspecific responses among severalTrogoderma species have been correlated with their pheromone components. The most important component emitted by four of the species is (Z)- or (E)-14-methyl-8-hexadecenal, which is not detectable in extracts of macerated beetles. The response to macerated beetles is probably due to the corresponding alcohol and ester. The recency of common origin of seven species is discussed.
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  • 21
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    Journal of chemical ecology 10 (1984), S. 1693-1700 
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; leaf-beetle larva ; Phratora vitellinae ; Plagiodera versicolora ; Hymenoptera ; Tenthredinidae ; sawfly ; Tenthredo olivacea ; predation ; conditioning ; defensive secretion
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Laboratory experiments showed that femaleTenthredo olivacea prefer to prey upon insects of a previously encountered species, instead of upon unknown ones. This has been observed when comparing two natural prey of the sawfly, the larvae ofPhratora vitellinae and those ofPlagiodera versicolora. The two species secrete copious amounts of defensive secretion, the first salicylaldehyde, and the latter a mixture of cyclopentanic monoterpenes. The predator appears less reluctant when encountering a species whose secretion has been previously experienced. A selective pressure might thus exist favoring rare secretions, which is consistant with the well-known diversity of defensive compounds among sympatric insects.
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  • 22
    ISSN: 1573-1561
    Keywords: Coleoptera ; Chrysomelidae ; Diabrotica ; western corn rootworm ; Mexican corn rootworm ; sex pheromone ; stereospecificity
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The four stereoisomers of 8-methyl-2-decyl propanoate were tested in the United States and Mexico for attractiveness toDiabrotica virgifera virgifera LeConte, the western corn rootworm,D. v. zeae Krysan and Smith, the Mexican corn rootworm, andD. porracea Harold. Males ofD. v. virgifera andD. v. zeae responded strongly to the (2R,8R)-isomer and secondarily to (2S,8R), whileD. ponacea responded exclusively to the (2S,8R)-isomer. The (2S,8S)- and (2R,8S)-isomers were inactive in all tests. Synergism or inhibition was not detected when various mixtures of the isomers were tested withD. v. virgifera. These phenomena were not tested withD. v. zeae andD. ponacea.
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  • 23
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    Journal of chemical ecology 10 (1984), S. 487-492 
    ISSN: 1573-1561
    Keywords: Dendroctonusfrontalis ; Coleoptera ; Scolytidae ; Thanasimus dubius ; Cleridae ; southern pine beetle ; kairomone ; behavior ; olfaction ; coevolution ; predator ; enantiomer
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Insect predators can be guided to their prey by a kairomonal response to the prey pheromone. We found this phenomenon to be highly specific in the bark beetle predatorThanasimus dubius. Olfactory responses and behavioral tests revealed that the predator is guided to its major preyDendroctonusfrontalis by the primary enantiomer of the pheromone of the prey, (1S, 5R)-(−)-frontalin. These and other findings suggest the co-evolution of a kairomone system of the predator and the pheromone system of its prey.
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  • 24
    ISSN: 1573-1561
    Keywords: Microbial transformations ; aggregation pheromones ; microorganisms ; yeasts ; bark beetle ; Coleoptera ; Scolytidae ; Ips typographus ; cis-verbenol ; trans-verbenol ; verbenone ; 3-methylbutanol ; 2-phenylethanol
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Six yeast strains have been isolated and identified from the spruce bark beetle,Ips typographus. We have studied the ability of the yeasts to interconvertcis-verbenol,trans-verbenol, and verbenone. (1S)-cis-Verbenol is an active component in the aggregation pheromone ofIps typographus. The isolatedCandida molischiana/ Hansenula capsulata strain can convert both (1R)- and (1S)-cis-verbenol to verbenone. TheCandida nitratophila strain converts (1R)-cis-verbenol totrans-verbenol and (1S)-cis-verbenol to verbenone. Some of the yeast strains produce 3-methylbutanol, 2-methylpropanol, and 2-phenylethanol after growth in Sabouraud medium.
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  • 25
    ISSN: 1573-1561
    Keywords: Smaller European elm bark beetle ; Scolytus multistriatus ; Coleoptera ; Scolytidae ; elm bacterial isolates ; gamma irradiation ; trapping
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of the European elm bark beetle,Scolytus multistriatus, to host bacterial isolates was studied qualitatively under field conditions. Initial experiments indicated that such isolates were attractive to in-flight beetles. These isolates, identified asBacillus subtilis (five strains),B. pumilus, andEnterobacter cloacae, were grown on nutrient agar in glass vials and attached to sticky traps in elm woods. Although beetles were caught on the bacterial isolate-baited traps, the catches were variable, inconsistent, and often contradictory from one experiment to another. High numbers ofS. multistriatus were caught on traps baited with three strains ofB. subtilis, but in addition to thesubtilis strains, there were also aerial contaminants in the treatments, namelyE. aerogenes, Corynebacterium sp., andFlavobacterium sp. Also, relatively high catches were recorded on nutrient agar controls. When elm wood-bark plugs, sterilized (by gamma irradiation) and unsterilized, were placed in vials with the host bacterial isolates, the presence or absence of fresh elm, gamma irradiated or not, had no noticeable effect on beetle attractancy.
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  • 26
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    Journal of chemical ecology 10 (1984), S. 1335-1347 
    ISSN: 1573-1561
    Keywords: Insect hydrocarbons ; sunflower stem weevil ; Cylindrocopturus adspersus ; Coleoptera ; Curculionidae ; 9,19-dimethylalkanes ; 9,21-dimethylalkanes
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The stem weevil,Cylindrocopturus adspersus (LeConte) (Coleoptera: Curculionidae) yields 3% of its body weight as extractable lipids (40 μg/ weevil). The alkane fraction was composed ofn-alkanes (38%) and branched alkanes (62%). The compounds were characterized by gas chromatography-mass spectrometry (GC-MS). The chromatogram contained several single-component peaks (9 of 25). Only seven dimethylalkanes were isolated (17.8%): 9,19- and 9,21-dimethylheptacosane; 9,19- and 9,21-dimethylnonacosane; 9,21- and 11,21-dimethylhentriacontane; and 11,21-dimethyltritriacontane. Important methylalkanes were: 2-methyltetra- and hexacosanes and 10-methylhexa- and octacosanes. Late-eluting gas chromatography peaks were composed of simple alkane mixtures or a single component.
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  • 27
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    Journal of chemical ecology 10 (1984), S. 33-39 
    ISSN: 1573-1561
    Keywords: Mustard oil ; allyl isothiocyanate ; Coleoptera ; Chrysomelidae ; flea beetle ; beetle ; Phyllotreta ; Psylliodes ; crucifer ; rutabaga ; behavior ; isothiocyanate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract When water traps baited with allyl isothiocyanate (AIC)diffusing through polyvinyl chloride (PVC) and rubber membranes were used to monitor four species of crucifer-feeding flea beetle adults in a rutabaga field at L'Assomption, Que. in 1980–1981, differential responses to AIC were observed.Phyllotreta cruciferae was more attracted to AIC thanP. striolata, whereas the behavior ofPsylliodes punctulata was not affected by the presence of AIC. The traps with the PVC membrane caught significantly more flea beetles than the traps with the rubber membrane in 1980, but caught a similar number in 1981. Sticky traps covered with AIC mixed with Tangletrap® caught significantly more flea beetles than control sticky traps.
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  • 28
    ISSN: 1573-1561
    Keywords: Pissodes nemorensis ; deodar weevil ; Coleoptera ; Curculionidae ; aggregation pheromone ; grandisol ; grandisal ; synergism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The bark weevilPissodes nemorensis, a pest of pines and exotic cedars in the southeastern United States, utilizes a male-produced aggregation pheromone. The presumed pheromone components, grandisol (cis-2-isopropenyl-1-methylcyclobutaneethanol) and its corresponding aldehyde, grandisal, were isolated from extracts of male volatiles and male hindguts. A field test in northern Florida showed that the combination of grandisol, grandisal, and slash pine (Pinus elliottii) bolts acted synergistically to attract large numbers of male and femaleP. nemorensis. These components deployed in various paired combinations were not as attractive as the tripartite mixture. There was no evidence that flying weevils were attracted to unbaited pine bolts. The aggregation pheromone forP. nemorensis appears to be similar to that of a parapatric sibling species,P. approximatus.
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  • 29
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scolytidae ; Cleridae ; Dendroctonus brevicomis ; Enoclerus lecontei ; Pinus ponderosa ; bark beetle ; exo-brevicomin ; frontalin ; verbenone ; trans-verbenol ; ipsdienol ; aggregation ; pheromone ; competition
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    Notes: Abstract Quantities of attractive (exo-brevicomin and frontalin) and inhibitory (trans-verbenol, verbenone, and ipsdienol) pheromones were monitored in both sexes ofDendroctonus brevicomis during their colonization of a ponderosa pine. Verbenone was found in males in the greatest amounts at the time of landing, and it declined more rapidly than the other pheromones in either sex. The amounts of frontalin andexo-brevicomin in males and females, respectively, increased after initial boring within the host but began to decline after mating. The quantity oftrans-verbenol in both sexes (females had significantly more) declined more gradually thanexo-brevicomin, frontalin, and verbenone. Ipsdienol was found only in males during the initial stages of attack when encountering the resin. It is suggested that along with a general decline in all pheromonal components, a sufficient change in the ratio of the attractive pheromones to an inhibitory pheromone,trans-verbenol, may play a role in termination of aggregation.trans-Verbenol may also function along with verbenone and ipsdienol in limiting the density of attack and thus intraspecific competition. These inhibitory pheromones also appear to cause several competing species of bark beetle to avoid landing in areas infested withD. brevicomis, even when their own pheromone is present.
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  • 30
    ISSN: 1573-1561
    Keywords: Phyllophaga anxia ; Coleoptera ; Scarabaeidae ; cranberry white grub ; sex pheromone ; chirality ; L-valine methyl ester ; L-isoleucine methyl ester ; electroantennographic detection ; field trapping
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Chiral capillary gas chromatographic–electroantennographic detection (GC-EAD) analysis indicates that L-valine and L-isoleucine methyl esters are the major sex pheromone components released by females of the cranberry white grub, Phyllophaga anxia (LeConte). The GC retention times and GC-mass spectrometry of the two natural compounds were identical to those of authentic standards. Of five reproducible GC-EAD active components revealed with female volatiles, the L-valine and L-isoleucine methyl esters elicited the strongest male antennal responses. The ratio of L-valine and L-isoleucine methyl esters was determined to be 3:1 by analysis of pheromone gland extracts. Chirality was shown to be critical by GC-EAD, since only the L-form of these amino acid methyl esters elicited an EAD response. In field experiments conducted in Massachusetts, a synthetic 3:1 blend of L-valine and L-isoleucine methyl esters on a rubber septum was attractive to P. anxia males.
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  • 31
    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; cabbage seed weevil ; Coleoptera ; Curculionidae ; isothiocyanates ; attractant ; trap design ; trap color
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The effect of trap design, trap color, and a mixture of isothiocyanates on the capture of Ceutorhynchus assimilis (Paykull) was studied in a series of field experiments. Unbaited yellow water traps, a yellow sticky box trap, and a yellow sticky card trap, mounted vertically, or at 45° to the vertical with the yellow card facing upwards were effective for capturing seed weevils, but a horizontal yellow sticky card trap caught few. White, green, and black traps were unattractive. During migratory periods, trap catch could be enhanced two to four times with a lure consisting of a mixture of allyl, 3-butenyl, 4-pentenyl, and 2-phenylethyl isothiocyanates, but this bait did not attract in a trap with ineffective design. The sticky card trap, mounted at 45° to the vertical and baited with the isothiocyanate mixture, may be useful for monitoring movement of C. assimilis during migratory periods. However, during the colonization phase, lures of either a mixture of isothiocyanates or of allyl isothiocyanate alone were not attractive.
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  • 32
    ISSN: 1573-1561
    Keywords: olfaction ; behavior ; electroantennograms ; sex pheromone components ; (Z)- and (E)-trogodermal ; fatty acid esters ; Trogoderma granarium (khapra beetle) ; Dermestidae ; Coleoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract On the basis of the antennal receptor potentials and the extent of attraction and copulation induced in unmated male khapra beetles, (Z)- and (E)-14-methyl-8-hexadecenal were recognized as the most important components of the pheromone system of femaleTrogoderma granarium (Everts), and were named (Z)- and (E)-trogodermal. Air blown over 10−5 to 10−4 μg of (Z)-trogodermal produced receptor potentials equivalent to that elicited by one virgin femaleT.granarium, while ∼10−2 μg of (Z)-trogodermal was required to cause complete attraction and copulation of unmated males. (Z)-Trogodermal was about 10 times more active than (E)-trogodermal. (Z)-8-Hexadecenal was ∼10−2 times less effective than (Z)-trogodermal in causing attraction and 104 time less active in stimulating copulation. (Z)- and (E)-14-methyl-8-hexadecen-1-ol and methyl (Z)- and (E)-14-methyl-8-hexadecenoate displayed a relatively low activity for unmated male khapra beetles. Methyl and ethyl oleate, ethyl linoleate, ethyl palmitate, and ethyl stearate were less effective than (Z)-trogodermal by 6–8 orders of magnitude and are nonspecific attractants. The intensity of response to a particular compound was consistent when assessed by the essential components of mating behavior: receptor potentials, attraction, and copulation.
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  • 33
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    Journal of chemical ecology 5 (1979), S. 109-123 
    ISSN: 1573-1561
    Keywords: Bark beetle ; Ips pini ; Coleoptera ; Scolytidae ; pheromone ; enantiomer ; olfaction ; single cell ; electrophysiology
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electrophysiological recordings inIps pini were made from single olfactory cells stimulated by six concentrations of eleven compounds—either pheromones or host constituents. The receptor cells were grouped according to their differential responses to these biologically significant compounds. Cells specialized to either ipsdienol or ipsenol (pheromones for severalIps species) appeared to be relatively uniform in their sensitivity to all compounds tested. Another group of cells specialized tocis- andtrans-verbenol were more variable in their sensitivities to the substances tested. The activation of separate groups of cells by the different pheromones and host compounds shows (by exclusion) that behaviorally expressed syner-gistic as well as inhibitory action mainly is due to an interaction in the central nervous system rather than an interaction of the compounds on the receptors. All “ipsdienol cells” responded to both enantiomers of ipsdienol. Although some differences between responses to the enantiomers by individual cells were observed, these did not form a consistent pattern, and no net differences could be found between the eastern and western populations ofI. pint.
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  • 34
    ISSN: 1573-1561
    Keywords: Pinus ponderosa ; Dendroctonus brevicomis ; western pine beetle ; attractant ; pheromone ; behavior ; traps ; Coleoptera ; Scolytidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Western pine beetles were caught on unbaited sticky traps placed near a source ofexo-brevicomin, frontalin, and myrcene. Size of trap, distance and direction from the source of attractant, and height from the ground were varied. Significant differences in trap catch were observed in relation to each of the variables. Traps close to the source of attractant caught more beetles than traps farther from the source. Traps downwind of the source of attractant caught more beetles than did upwind traps. More males than females were trapped close to the source of attractant.
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  • 35
    ISSN: 1573-1561
    Keywords: Sex pheromone components ; olfaction ; behavior ; female boll weevil ; Coleoptera ; Curculionidae ; Anthonomus grandis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The terpenoid compounds (+)-cis-2-isopropenyl-1-methylcyclo-butaneethanol (I), (Z)-3,3-dimethyl-A-cyclohexaneethanol (II), and β-caryophyllene were isolated from frass of the female boll weevil (Anthonomus grandis Boheman). In laboratory bioassays, a mixture of these components attracted primarily males, whereas the male pheromone, grandlure, attracted primarily females. The addition to the cotton bud hydrocarbons, α-pinene, myrcene, andl-lim-nene, improved the response by males so that the potency of the mixture was comparable to that of grandlure for females. In field tests, I + II + hydrocarbons attracted both sexes, but grandlure alone and grandlure + hydrocarbons were more effective.
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  • 36
    ISSN: 1573-1561
    Keywords: Coleoptera ; Dytiscidae ; high-pressure liquid chromatography ; Acilius semisulcatus ; Acilius sylvanus ; Acilius mediatus ; quantitation ; defensive secretions ; steroids ; benzoic acid ; methylp-hydroxybenzoate ; p-hydroxybenzaldehyde
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A rapid, sensitive, stable, and quantitative high-pressure liquid chromatographic technique was developed for the analysis of defensive secretions obtained from the pygidial and prothoracic glands of dytiscids. Methods were developed for both normal phase (μPorasil) and reverse phase (μBondapak C18) columns. The applicability of this technique was demonstrated when defensive compounds ofAcilius semiculcatus, A. sylvanus andA. mediatus were isolated, identified, and quantitated. No major differences were found in the composition of the defensive secretions between the three species. The seasonal defensive titer ofA. semisulcatus was determined from June through October 1977. The pygidial defensive agents (benzoic acid,p-hydroxybenzaldehyde, and methylp-hydroxybenzoate varied from 9.0 to 67.8 μg and exhibited a maximum in July, and a steroid from the prothoracic gland varied from 7.1 to 33.2 μg and was maximum in October.
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  • 37
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    Journal of chemical ecology 7 (1981), S. 1-7 
    ISSN: 1573-1561
    Keywords: Japanese beetle ; Popillia japonica ; Coleoptera ; Scarabaeidae ; sex attractant ; survey lure ; phenethyl propionate ; eugenol ; synergism
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A combination of the synthetic sex attractant (R,Z)-5-(1-decenyl) dihydro-2(3H)-furanone with a 3∶7 mixture of phenethyl propionate (PEP) and eugenol (4-allyl-2-methoxphenol) caught significantly morePopillia japonica Newman than either the sex attractant or the mixture did alone. Also, the synthetic sex attractant captured significantly more males than the PEP-eugenol did during the period of heavy adult emergence of the beetles. The two lures were not significantly different in their attractancy to males about a week later and thereafter. A combination of PEP-eugenol and virgin females in the same trap late in the season also significantly increased beetle captures.
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  • 38
    ISSN: 1573-1561
    Keywords: Dendroctonus brevicomis ; Ips paraconfusus ; Coleoptera ; Scolytidae ; Pinus ponderosa ; bark beetle ; exo-brevicomin ; frontalin ; myrcene ; verbenone ; ipsenol ; ipsdienol ; cis-verbenol ; attractants ; inhibition ; semiochemicals ; pheromones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Dendroctonus brevicomis was attracted to a mixture of theIps paraconfusus pheromones, ipsenol,cis-verbenol, and ipsdienol at 10−9 g each/μl but was not attracted to these pheromones at higher and lower release rates.I. paraconfusus was not attracted to theD. brevicomis pheromonesexo-brevicomin, frontalin, and myrcene at any release rate tested. Increased release rates of a mixture of the three pheromones ofI. paraconfusus inhibited the attraction ofD. brevicomis to its synthetic pheromones. A mixture of ipsenol + ipsdienol orcis-verbenol alone failed to cause inhibition indicating that at least two of theI. paraconfusus pheromones are required to inhibit the response ofD. brevicomis. The pheromones ofD. brevicomis did not inhibit the attraction ofI. paraconfusus to its pheromones; however, verbenone was a potent inhibitor.
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  • 39
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    Journal of chemical ecology 7 (1981), S. 33-38 
    ISSN: 1573-1561
    Keywords: Coleoptera ; Bostrichidae ; Rhyzopertha dominica ; aggregation pheromone ; lesser grain borer ; grain insect pest
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Adult males of the lesser grain borer,Rhyzopertha dominica (F.), produce a pheromone that attracts both sexes. The volatiles from males collected on filter paper or Porapak-Q were attractive in two laboratory bioassays. The mating behavior is described and the function of the phen infested with the borer.
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  • 40
    ISSN: 1573-1561
    Keywords: Primary attraction ; tree predisposition ; Dendroctonus ; Ips ; Gnathotrichus ; Pityophthorus ; Coleoptera ; Scolytidae ; Buprestidae ; Verticicladiella ; Pinus ponderosa
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Detection of weakened hosts from a distance by bark beetles through olfaction was investigated in field experiments. No significant numbers of Scolytidae were attracted to anaerobically treated pine bolts, stem disks, or sugar and ponderosa pine bark including phloem. Treatment of living trees with cacodylic acid induced attacks byDendroctonus brevicomis, D. ponderosae, Ips latidens, Gnathotrichus retusus, andPityophthorus scalptor, beginning two weeks after treatment. There was no significant difference between landing rates ofD. brevicomis andD. ponderosae on screened treated trees and screened controls. There was a significant increase in landing rates ofG. retusus andI. latidens, because both species had penetrated the screen and produced pheromones. Tree frilling alone did not increase the landing rate of bark beetles. Freezing of the lower trunk with dry ice did not increase significantly the landing rate ofD. brevicomis, D. ponderosae, G. retusus, orI. latidens on screened trees, whereas unscreened frozen trees were attacked by all four species. There was no significantly higher landing rate byD. brevicomis, D. ponderosae, I. paraconfusus, I. latidens, G. retusus, orHylurgops subcostulatus on screened trees evidencing symptoms of severe infection by the root pathogenVerticicladiella wagenerii, than on symptornless trees. These experiments show thatD. brevicomis, D. ponderosae, I. paraconfusus, I. latidens, andG. retusus land, apparently indiscriminately, on healthy and stressed hosts. Thus, in these species host discrimination must occur after landing and prior to sustained feeding.
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  • 41
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    Journal of chemical ecology 7 (1981), S. 359-366 
    ISSN: 1573-1561
    Keywords: Parasites ; bioassay ; Dendroctonus frontalis ; Coleoptera ; Scolytidae ; olfactometer ; bark beetles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract An “H”-type olfactometer was designed and built to test the response of bark beetle parasites to various beetle and tree host odors. The design has several advantages over other types of olfactometers. Strong air currents are not utilized, parasites have free movement in the test chamber, and a concentration gradient of test compound is maintained. Parasites tested in the olfactometer demonstrated strong positive responses to air drawn over logs infested with bark beetle larvae and varied responses to tree host odors.
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  • 42
    ISSN: 1573-1561
    Keywords: Sexual dimorphism ; Tribolium castaneum (Herbst) ; Coleoptera ; Tenebrionidae ; aggregation pheromone ; behavior ; bioassay ; red flour beetle
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Evidence for the existence of a male-produced aggregation pheromone secreted from the prothoracic femoral setiferous sex patch ofTribolium castaneum is reported. Both sexes were attracted toca. 60 ng of crude secretion. Males and females perceive the pheromone on the day of emergence while perception differs between the sexes: male response reaches a maximum on day 1 posteclosion, when tested at 〈1, 1, and 30 days; females show a maximum response at 30 days posteclosion. Behavioral responses to pheromone odors and a complex Chromatographic profile are reported.
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  • 43
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    Journal of chemical ecology 7 (1981), S. 889-894 
    ISSN: 1573-1561
    Keywords: α-Pinene ; defensive secretions ; interspecific variation ; limonene ; monoterpenes ; pentadecene ; Artystona sp. ; Coleoptera ; Tenebrionidae ; lichen ; Parmotrema reticulatum
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The defensive secretions of four species of the genusArtystona endemic to New Zealand differ from those of other tenebrionids in that they contain α-pinene and limonene, as well as the more characteristic quinones and alkenes. Adults and larvae ofA. obscura, A. erichsoni, A. rugiceps, andArtystona sp. feed on the lichenParmotrema reticulatum (Taylor), but the terpenes are not sequestered from it. The defensive secretions of the four species show some interspecific variation.
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  • 44
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    Journal of chemical ecology 7 (1981), S. 1135-1147 
    ISSN: 1573-1561
    Keywords: Ips paraconfusus ; Coleoptera ; Scolytidae ; Pinus ponderosa ; pheromone biosynthesis ; bark beetle ; myrcene ; α-pinene ; ipsenol ; ipsdienol ; cis-verbenol ; myrtenol ; attractants ; pheromones
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Attraction of maleIps paraconfusus to male-infested ponderosa pine logs was inhibited by volatiles from logs infested with mated males and females over an 8-day period in the field. The response of females during this time was not significantly inhibited by these volatiles. Synthesis of the male-specific pheromones, ipsenol and ipsdienol, appeared negligible after 8 days in males allowed to mate with 3 females in these logs while males alone contained levels of these pheromones at about half their maximum rate. The decline in pheromone production in mated males appears to result, at least in part, from a reduction in the activity of the biosynthetic system that converts the host monoterpene, myrcene, to ipsenol and ipsdienol. Mating and feeding have apparently no effect on the biosynthetic system that converts the host monoterpene, (−)-α-pinene, to the pheromone,cis-verbenol in either males or females. The reduced production and release of pheromones by males after mating appears to play a major function in the process of terminating the aggregation phase of host colonization.
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  • 45
    ISSN: 1573-1561
    Keywords: Dihydromatricaria acid ; antifeedant ; acetylenic acid ; Chauliognathus pennsylvanicus ; Coleoptera ; Cantharidae ; soldier beetles ; Phidippus ; jumping spider ; bioassay ; defensive secretion ; defensive behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The acetylenic acid,Z-dihydromatricaria acid (DHMA), previously isolated from the defensive secretion ofChauliognathus lecontei, and now shown to occur also inC. pennsylvanicus, is a potent feeding deterrent to jumping spiders (Phidippus spp.). A simple bioassay withPhidippus is described, which is generally applicable to studies dealing with the isolation and evaluation of feeding deterrency of natural products from insects. By use of this assay,Phidippus were shown to be sensitive to as little as 1 μg DHMA, an amount equivalent to less than 2% of the DHMA content ofC. pennsylvanicus.
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  • 46
    ISSN: 1573-1561
    Keywords: Coleoptera ; Dermestidae ; Attagenus elongatulus ; sex-attracting pheromone ; identification ; black carpet beetle ; (Z,Z)-3,5-tetradecadienoic acid ; (E,Z)-3,5-tetradecadienoic acid ; megatomoic acid
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    Notes: Abstract A major sex-attracting component in extracts of virgin females ofAttagenus elongatulus Casey was isolated by various chromatographic techniques. The chemical was identified as (Z,Z)-3,5-tetradecadienoic acid by spectroscopic analyses.
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  • 47
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    Journal of chemical ecology 4 (1978), S. 139-147 
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scolytidae ; bark beetle ; Scolytus multistriatus ; Ips pini ; pheromone response ; atmospheric pressure ; dispersal ; air swallowing
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Exposure to artificial changes in atmospheric pressure depressed the responsiveness of bark beetles to their aggregation pheromones.Scolytus multistriatus andIps pini held for 30 min in desiccator jars in which the pressure was modified ±25 mm experienced an inverse change when they were removed for laboratory bioassay. Relative response to pheromones among treatment groups of both species was as follows: ambient 〉 increased 〉 decreased 〉 increased and decreased. In one series of 20 bioassays, response ofS. multistriatus was significantly higher for 9 tests during which no change in atmospheric pressure was detected, as compared to 11 tests during which there was a change in barometric reading. However, in another series of tests withS. multistriatus and a series withI. pini, no depression in response was associated with natural barometric shifts. Large air bubbles in the foregut (ventriculus) confirmed that both beetle species swallow air in preparation for flight. The hypothesis advanced by other workers, that bark beetles may detect changes in atmospheric pressure by shrinking and swelling of the ventricular air bubbles, is consistent with our observations. Sensitivity to atmospheric pressure fluctuations may be the mechanism by which response in laboratory bioassays is depressed during stormy weather and flight in nature is concentrated in periods of calm air.
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  • 48
    ISSN: 1573-1561
    Keywords: Coleoptera ; chemical communication distances ; Dermestidae ; 14-methyl-8-hexadecenal ; pheromone ; release rates ; Trogoderma glabrum ; trogodermal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract By means of olfactory communication models, theoretical maximum communication distances for dispensers releasing synthetic (E)-14-methyl-8-hexadecenal (trogodermal) were confirmed in windtunnel tests withTrogoderma glabrum males. Pheromone release rates ofT. glabrum females are at least 104 greater during than before calling, and are gradually reduced after calling. The models predict that, even under ideal conditions, females may attract males from only several meters. The models are used to estimate active space lengths for female and synthetic pheromone sources, as a function of realistic release rates and wind velocities.
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  • 49
    ISSN: 1573-1561
    Keywords: Solanum tuberosum ; trans-2-hexen-1-ol ; 1-hexanol ; cis-3-hexen-1-ol ; trans-2-hexenal ; biosynthesis ; host plant selection ; olfactory orientation ; Leptinotarsa decemlineata ; Colorado beetle ; Coleoptera ; Chrysomelidae ; potato
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The volatile compounds ofSolanum tuberosum L., a host plant of the Colorado beetle,Leptinotarsa decemlineata Say, were isolated by successive vacuum steam distillation, freeze concentration, and extraction. The main components aretrans-2-hexen-1-ol, 1-hexanol,cis-3-hexen-1-ol,trans-2-hexenal, and linalool. The distribution of these compounds in a variety of plant families and their biosyntheses are reviewed. These leaf volatiles constitute a general green leaf volatile complex, being active in the olfactory orientation of the Colorado beetle and as such are probably of importance to various phytophagous insects.
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  • 50
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    Journal of chemical ecology 5 (1979), S. 63-77 
    ISSN: 1573-1561
    Keywords: Chemical defense ; exocrine secretion ; cardenolides ; Chrysochloa ; Chrysolina ; Coleoptera ; Chrysomelidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Cardenolides were looked for in 17 chrysomelid beetles belonging to 11 genera from three subfamilies, and they were found only inChrysolina andChrysochloa species (Chrysomelinae, Chrysolinini). The food plants of these insects are not known to produce cardenolides. TheChrysochloa and mostChrysolina species secrete a complex mixture of cardenolides, butChrysolina didymata secretes a single compound, andChrysolina carnifex, none. Several quantitative and perhaps qualitative differences were observed in the patterns of cardenolides produced by far distant populations of bothChrysolina polita andC. herbacea, collected in either France and Belgium, or Greece. These differences remain constant from one generation to the other, whatever the food plant is, and appear to be genetic. InC. polita from Greece, the pattern is unchanged after four generations bred in the laboratory onMentha ×villosa, which is known to be without cardenolides. In adults, the cardenolides are released with the secretion of the pronotal and elytral defensive glands, but in the larvae which lack the defensive glands, cardenolides are also produced. The total amount of cardenolides and the complexity of their mixture increases through the life cycle of the insects. The six main cardenolides secreted byC. coerulans were identified as: sarmentogenin, periplogenin, bipindogenin, and their corresponding xylosides.C. didymata secretes only sarmentogenin.
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  • 51
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scolytidae ; Ips pini ; pheromones ; population specificity ; electrophysiology ; electroantennogram
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennograms in two populations ofIps pini (Idaho and New York) were very similar, even though previous work documented behavioral specificity and revealed that the populations produce different ratios of the enantiomers of the aggregating pheromone ipsdienol. The insect- and host-produced compounds tested evoked characteristic response curves in both populations. EAG amplitude was highest to ipsdienol and the aggregation inhibitor ipsenol. Among the other compounds tested, responses were generally higher to the beetle-produced odorants (linalool, verbenone,trans-verbenol) than to host terpenes (1-octanol, α-pinene). The antennal club and its sensory receptors are described and illustrated by scanning electron micrographs.
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  • 52
    ISSN: 1573-1561
    Keywords: Pheromone ; enantiomers ; α-multistriatin ; synthesis ; activity ; Scolytus multistriatus ; European elm bark beetle ; Coleoptera ; Scolytidae
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A pheromone mixture containing enantiomerically pure (−)-α-multistriatin of known absolute configuration prepared by total synthesis was found to be as attractive as the natural pheromone to the smaller European elm bark beetle,Scolytus multistriatus, a vector of Dutch elm disease. Its (+)-enantiomer, on the other hand, was no more active than controls in both laboratory and field tests, and at high levels it appeared to inhibit the response to the (−)-enantiomer.
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  • 53
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    Journal of chemical ecology 10 (1984), S. 301-309 
    ISSN: 1573-1561
    Keywords: Oryzaephilus surinamensis ; Coleoptera ; Cucujidae ; oats ; attractants ; (E)-2-nonenal ; (E,E)-2,4-nonadienal ; 2-furaldehyde ; formaldehyde ; propanal ; hexanal ; heptanal ; octanal ; (E)-2-heptenal
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sawtoothed grain beetle,Oryzaephilus surinamensis (L.) (Coleoptera: Cucujidae), is attracted to certain volatile components that occur in whole and rolled oats as determined by a laboratory pitfall chamber bioassay. More than 100 components were detected in the attractive carbonyl-containing fractions; 14 of these, making up 60% of the total, were identified and bioassayed. Although hexanal, heptanal, octanal, (E)-2-heptenal, and 2-furaldehyde, at doses ranging variously from 1 to 100 μg, were all significantly attractive, only 1 /10 to 1 /100 as much (E)-2-nonenal or (E,E)-2,4-nonadienal was necessary to produce comparable insect response. In addition, propanal and formaldehyde (previously reported in oats but not detected by us) were bioassayed and found to be attractive.
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  • 54
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    Journal of chemical ecology 10 (1984), S. 1325-1333 
    ISSN: 1573-1561
    Keywords: Colorado potato beetle ; Leptinotarsa decemlineata ; Coleoptera ; Chrysomelidae ; tansy ; Tanacetum vulgare ; potato ; Solanum tuberosum ; interplanting ; volatile compounds ; insect attractance ; insect avoidance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The responses of Colorado potato beetle,Leptinotarsa decemlineata (Say), to volatile components of tansy,Tanacetum vulgare L., were investigated in order to establish a chemical basis for observed reduction in beetle populations when potatoes,Solanum tuberosum L., were interplanted with tansy. Colorado potato beetles exhibited avoidance behavior to tansy oil, volatiles from intact tansy plants, a “hydrocarbon fraction” of tansy oil, obtained by fractionation on alumina, and five of the 13 known components of tansy oil that were tested. One constituent of tansy oil, α-pinene, attracted beetles.
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  • 55
    ISSN: 1573-1561
    Keywords: Coleoptera ; Scarabaeidae ; Oryctes rhinoceros ; coconut rhinoceros beetle ; aggregation pheromone ; pheromone chirality ; ethyl 4-methyloctanoate ; ethyl 4-methylheptanoate ; 4-methyloctanoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Male coconut rhinoceros beetles,Oryctes rhinoceros (L.), produce three sex-specific compounds, ethyl 4-methyloctanoate, ethyl 4-methylheptanoate, and 4-methyloctanoic acid, the first of which is an aggregation pheromone. Synthesis of these compounds involving conjugate addition of organocuprates to ethyl acrylate is reported. In field trapping experiments, (4S)-ethyl 4-methyloctanoate and the racemic mixture were equally attractive and 10 times more effective in attracting beetles than ethyl chrysanthemumate, a previously recommended attractant. Ethyl 4-methylheptanoate was as attractive as ethyl chrysanthemumate and more attractive than 4-methyloctanoic acid, but further studies are required before it can be classed as an aggregation pheromone. Compared to ethyl 4-methyloctanoate alone, combinations of the three male-produced compounds did not increase attraction, whereas addition of freshly rotting oil palm fruit bunches to pheromone-baited traps significantly enhanced attraction. With increasing dose, captures ofO. rhinoceros increased, but doses of 6, 9, and 18 mg/day were competitive with 30 mg/day lures. Newly designed vane traps were more effective in capturing beetles than were barrier or pitfall traps. Results of this study indicate that there is potential for using ethyl 4-methyloctanoate in operational programs to controlO. rhinoceros in oil palm plantations.
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  • 56
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Rhynchophorus bilineatus ; aggregation pheromone ; pheromone chirality ; (4S,5S)-4-methyl-5-nonanol ; coconut palm
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 4-Methyl-5-nonanol is a male-produced aggregation pheromone of the Asian palm weevil,Rhynchophorus bilineatus (Montr.). The pheromone was identified by coupled gas chromatographic-electroantennographic detection (GC-EAD) and coupled GC-mass spectrometric (MS) analyses of male-and female-produced volatiles. Analyses by GC-EAD and GC-MS of weevil-produced and stereoselectively synthesized isomers of 4-methyl-5-nonanol on a Cyclodex B column, which separated isomers with baseline resolution, revealed that only (4S,5S)-4-methyl-5-nonanol is EAD active and produced by the males. In field experiments in Papua New Guinea, (4S,5S)-4-methyl-5-nonanol and a racemic mixture of disatereoisomers of it enhanced attraction of male and female weevils to sugarcane-baited traps. (4S,5S)-4-Methyl-5-nonanol is also an aggregation pheromone of two other Asian palm weevils.R. ferrugineus (Oliv.) andR. vulneratus (Panz.). The stereoisomeric mixture of 4-methyl-5-nonanol is currently used to manage populations ofR. bilineatus in Papua New Guinea.
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  • 57
    ISSN: 1573-1561
    Keywords: Pederin ; toxin ; Paederus fuscipes ; Paederus riparius ; polymorphism ; sequestration ; biosynthesis ; Staphylinidae ; Coleoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Pederin, a hemolymph toxin found in the rove beetle genusPaederus, is quantified in individual specimens ofP. fuscipes andP. riparius. Whereas males always contain only small quantities of the toxin (0.1–1.5 µg), females are not so restricted (0.2–20.5 µg) and in most cases possess roughly 10-fold that in males. There are, however, females containing as little pederin as the males, and so two clearly separate groups of females can be discerned. These two groups hint at two types of females defined by the eggs they lay. About 85% of the females, i.e., those containing much of the substance, transfer pederin into every egg and thus are denoted (+)-females. The remaining 15%, the (−)-females, contain at best small amounts of the toxin, which is transferred in minute quantities into the first eggs while the subsequent ones lack pederin. With respect to the pederin content of their eggs, there is no overlap between these two types of females. If fed with pederin, (−)-females can transfer it into the eggs like (+)-females. After hatching the larvae store pederin when present. Larvae are not able to biosynthesize the toxin on their own, but storage of that received in the egg is very efficient, and the difference between larvae with and without pederin is preserved until imaginal eclosion. In (+)-females, pederin increases, probably reflecting a biosynthetic capacity, but in males and presumptive (−)-females the amount of pederin never exceeds the quantity transferred by parental (+)-females. Consequently, males and (−)-females probably are unable to biosynthesize pederin. This polymorphism of females may have a genetic basis. Individuals of all stages nevertheless sequester pederin if it is supplied with the diet.
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  • 58
    ISSN: 1573-1561
    Keywords: Carpophilus spp. ; C. dimidiatus ; Coleoptera ; Nitidulidae ; pheromone ; hydrocarbon ; tetraene ; trap ; corn
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The major component of the male-produced aggregation pheromone ofCarpophilus dimidiatus (F.) is (3E, 5E, 7E, 9E)-6,8-diethyl-4-methyl-3,5,7,9-dodecatetraene. It attracts beetles of both sexes in the field and is synergized by odors from fermenting bread dough; mean trap catches for the tetraene alone, tetraene plus dough, dough alone, and control were 24.5, 48.3, 0.02, and 0.00, respectively. In the laboratory, individual males produced 0.58 µg±0.35 µg (SD) of the tetraene per day, but males in groups of 10–50 produced 〈2% as much per beetle. A second male-specific compound, (3E, 5E, 7E, 9E)-5,7-diethyl-9-methyl-3,5,7,9-tridecatetraene, was also identified fromC. dimidiatus and is about 5% as abundant as the major pheromone component.Carpophilus flight activity was monitored for one year in South Carolina corn fields with the pheromones forC. dimidiatus, C. freemani Dobson,C. mutilatus Erichson,C. hemipterus (L.),C. lugubris Murray, andC. obsoletus Erichson, all in combination with bread dough. The first four of these species accounted for 18, 70, 5.7, and 0.03%, respectively, of the totalCarpophilus trapped, but noC. lugubris orC. obsoletus were captured. Captures ofC. freemani were as high as 11,400/trap/week. Species specificity for the first four pheromones was high, except that a synthetic impurity in theC. dimidiatus pheromone was somewhat attractive toC. freemani andC. mutilatus. Three other species captured.C. antiques Melsheimer,C. marginellus Motschulsky, andC. humeralis (F.), accounted for 0.005, 5.0, and 1.3% of the total catch, respectively.C. antiquus was attracted primarily to the pheromone ofC. dimidiatus, butC. marginellus andC. humeralis responded to most of the test pheromones. There were two major periods ofCarpophilus flight activity: February through June and September through November.
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  • 59
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    Journal of chemical ecology 21 (1995), S. 1149-1162 
    ISSN: 1573-1561
    Keywords: Kairomonal attractants ; Diabroticite beetles ; Coleoptera ; Chrysomelidae ; olfactory synergism ; trimethoxybenzene ; indole ; cinnamaldehyde ; 4-methoxycinnamaldehyde ; 4-methoxyphenethanol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Olfactory synergism, where combinations of plant volatile kairomones are quantitatively more attractive to insects than the sum of attraction of the individual components, is an important but little-studied phenomenon in host plant selection and feeding and in pollination ecology. Diabroticite beetles (Coleoptera: Chrysomelidae) are strongly attracted toCucurbita blossoms, and 2- to 3-fold olfactory synergism has been demonstrated in four species by combinations of the key blossom volatiles, 1,2,4-trimethoxybenzene, indole, and (E)-cinnamaldehyde. This TIC mixture represents an optimizedCurcurbita blossom volatile kairomone mixture useful in monitoring Diabroticite populations and in studying their behavior and ecology. Indole, which exhibits a spectrum of attraction to these beetles ranging from moderate forDiabrotica virgifera virgifera andAcalymma vittatum to very weak forD. barberi, is the primary synergistic component. Indole combined with 4-methoxycinnamaldehyde was significantly synergistic toD. v. virgifera at a ratio of 1:300 and produced 4-fold synergism at a ratio of 1:1. Indole combined with 4-methoxyphenethanol was less synergistic toD. barberi with 1.5- to 2-fold synergism at a 1:1 ratio. These consistent variations in diabroticite beetle olfactory responses presumably indicate evolutionary divergences in the numbers of relict indole antennal receptors.
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  • 60
    ISSN: 1573-1561
    Keywords: Insecta ; Coleoptera ; Scolytidae ; Ips pini ; Ips avulsus ; Ips bonanseai ; ipsdienol ; 2-methyl-6-methylene-2,7-octadien-4-ol ; aggregation pheromone ; enantiomeric composition
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Thirty-five populations ofIps pini (Say) and one population each ofIps avulsus (Eichhoff) andIps bonanseai (Hopkins) were analyzed for the enantiomeric composition of ipsdienol (2-methyl-6-methylene-2,7-octadien-4-ol). Populations ofI. pini occur as at least two distinct regional pheromone variants: New York type [32%-(−) to 56%-(−)-ipsdienol] and California type [94%-(−) to 98%-(−)-ipsdienol]. A third phenotype may occur in southeastern British Columbia, Idaho, and Montana [91%-(−) to 95%-(−)], possibly indicating a zone of hybridization. Populations of the New York type occur in southwestern British Columbia, Alberta, Saskatchewan, Minnesota, and Wisconsin suggesting a continuum through the Canadian provinces and Lake States. The presence of the New York type in western Canada is likely linked to the Quaternary history of the transcontinentally distributed host,Pinus banksiana Lamb. MaleI. avulsus [∼25%-(−)] and maleI. bonanseai [−29%-(−)] both produce ipsdienol, but not ipsenol. Production of ipsdienol by maleI. pini was evaluated in six differentPinus spp. hosts. Following transfer of maleI. pini to hosts other than the host of origin, the percentage of the (−)-enantiomer of ipsdienol declined when compared to production in the host of origin.
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  • 61
    ISSN: 1573-1561
    Keywords: Aggregation pheromone ; Bursaphelenchus cocophilus ; coconut ; Cocos nucifera ; Coleoptera ; Curculionidae ; Dynamis borassi ; 4-methyl-5-nonanol ; palm weevils ; red ring disease ; red ring nematode
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract 4-Methyl-5-nonanol (1) is the male-produced aggregation pheromone of the palm weevil, Dynamis borassi (F.) from Colombia. The pheromone was identified by coupled gas chromatographic–electroantennographic detection (GC-EAD) analysis of male- and female-produced volatiles, and comparative GC–mass spectrometry (MS) of weevil-produced 1. In field experiments in Colombia, traps baited with a stereoisomeric mixture of synthetic 1 (3 mg/day) plus sugarcane captured more weevils than traps baited with 1 or sugarcane alone, suggesting that pheromone and plant volatiles are synergistically attractive. Use of a chiral, stereoisomer-separating Cyclodex-B column in GC-EAD and GC-MS analyses revealed that D. borassi males produce, and antennae of males and females respond to (4S,5S)-1. Previously identified palm weevil (Rhynchophorus spp.) aggregation pheromones 5-methyl-4-octanol (cruentol) and 6-methyl-2-hepten-4-ol (rhynchophorol) also elicited antennal responses by D. borassi. In field experiments, D. borassi females were captured equally well in traps baited with sugarcane plus either 1, cruentol or rhynchophorol. In contrast, D. borassi males were captured most often in traps baited with sugarcane plus 1. Because D. borassi is a potential vector of the red ring nematode that causes the lethal red ring disease of palms, pheromone-based trapping of D. borassi could aid in monitoring or management of red ring disease in commercial palm plantations.
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  • 62
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    Journal of chemical ecology 23 (1997), S. 2555-2567 
    ISSN: 1573-1561
    Keywords: Ceutorhynchus assimilis ; cabbage seed weevil ; Coleoptera ; Curculionidae ; plant kairomones ; isothiocyanates ; phenylacetonitrile ; volatiles ; insect-plant ; trap ; semiochemicals
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The response of the cabbage seed weevil, Ceutorhynchus assimilis to yellow water traps baited with some components of oilseed rape (Brassica napus) odor was studied in a series of field experiments. Four isothiocyanates (NCS), five other amino acid derivatives (aromatic compounds), and two fatty acid derivatives are detected by peripheral olfactory receptors of C. assimilis. 3-Butenyl, 4-pentenyl, and 2-phenylethyl NCS were attractive when released individually during the period when weevils were immigrating to the host crop, but allyl NCS was not. A mixture of these four isothiocyanates was attractive during the periods of weevil immigration and dispersal. However, during the host colonization phase, 2-phenylethyl NCS, like the mixture of the four isothiocyanates, elicited no response or was repellent. Phenylacetonitrile and benzyl alcohol were attractive during the colonization phase. The fatty acid derivative (Z)-3-hexen-1-ol did not affect weevil catch in an experiment conducted when the insects were already established in the crop, but it depressed the catch in another conducted when weevils were dispersing from the crop. These results suggest that yellow traps baited with 2-phenylethyl NCS can be used to monitor immigration into crops in the spring and that phenylacetonitrile may be useful for assessing numbers of weevils colonizing the crop throughout the summer.
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  • 63
    ISSN: 1573-1561
    Keywords: Ips paraconfusus ; Coleoptera ; Scolytidae ; bark beetle ; verbenone ; aggregation pheromone ; interruption ; Pinus radiata ; enantio-specific response
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The aggregation pheromone produced by maleIps paraconfusus (Coleoptera: Scolytidae) tunneling in Monterey pine,Pinus radiata, logs was trapped on Porapak Q. A concentration of an extract of trapped volatiles that attracted beetles was determined in the laboratory through a concentration–response analysis of walking behavior of males and females. The interruptant effects of four concentrations of verbenone on response to a constant concentration of this naturally produced aggregation pheromone were tested with males and females. Independent of its enantiomeric composition [99.5% (S)-(−), 93.1 % (S)-(−), and 98.3% (R)-(+)], verbenone significantly reduced the percentage of females (but not males) reaching the attractant source. However, when the time required for beetles of both sexes taken together to reach the attractant source was considered, verbenone of higher enantiomeric purity had a greater effect on beetle behavior. Solutions of 99.5% (S)-(−)- and 98.3% (R)-(+)-verbenone increased the time required for beetles to reach the attractive source when compared to 93.1% (S)-(−)-verbenone. When pooled across enantiomeric blends, increasing concentrations of verbenone resulted in slower responses in beetles that reached the attractant source within 2 min. Males and females did not respond to verbenone alone.
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  • 64
    ISSN: 1573-1561
    Keywords: Insect juvenile hormone analogs ; 2-(4-hydroxybenzyl)-1-cycloalkanones ; Tenebrio molitor ; Coleoptera ; Tenebrionidae ; Dysdercus cingulatus ; Pyrrhocoris apterus ; Heteroptera ; Pyrrhocoridae ; Acyrthosiphon pisum ; Phorodon humuli ; Homoptera ; Aphididae ; Locusta migratoria migratortorioides ; Orthoptera ; Acrididae ; Reticulitermes lucifugus ; Prorhinotermes simplex ; Isoptera ; Rhinotermitidae ; Blattella germanica ; Blattodea ; Blattidae ; Musca domestica ; Diptera ; Muscidae ; Daphnia magna Cladocera ; Daphnidae ; Trypanosoma cruzi ; Euglenozoa ; Trypanosomatidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Research results are summarized from a series of insect juvenile hormone analogs derived from 2-(4-hydroxybenzyl)-1-cycloalkanones, which have been investigated at the Institute of Organic Chemistry and Biochemistry in Prague during the past 20 years. At present, practical application of several prospective structures for insect control is under investigation. Biological activity values were determined to delineate the most important subseries of compounds and the most promising insect juvenile hormone analogs selected from the subseries. Carbamates, and in particular compound 47 proved to be highly active against aphids, cockroaches, flies, and many other insect species.
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  • 65
    ISSN: 1573-1561
    Keywords: Coleoptera ; Curculionidae ; Metamasius hemipterus sericeus ; aggregation pheromones ; pheromone chirality ; (4S, 5S)-4-methyl-5-nonanol ; 2-methyl-4-heptanol ; sugarcane ; ethyl acetate ; ethyl propionate ; ethyl butyrate
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Coupled gas chromatographic–electroantennographic detection (GC-EAD) analyses and coupled GC-mass spectrometry (MS) of volatiles produced by male and female West Indian sugarcane weevils (WISW), Metamasius hemipterus sericeus (Oliv.), revealed eight male specific, EAD-active compounds: 3-pentanol (1), 2-methyl-4-heptanol (2), 2-methyl-4-octanol (3), 4-methyl-5-nonanol (4), and the corresponding ketones. In field experiments in Florida, alcohols 1–4 in combination with sugarcane were most attractive, whereas addition of the ketones or replacement of alcohols with ketones significantly reduced attraction. In Costa Rica field experiments testing alcohols 1–4 singly and in all binary, ternary, and quaternary combinations revealed 4 in combination with 2 was the major aggregation pheromone, equally attracting male and female WISW. Stereoisomeric 4 and (4S,5S)-4, the only isomer produced by WISW, were equally attractive. Addition of 4S-, 4R- or (±)-2 to (4S,5S)-4 significantly enhanced attraction. Sugarcane stalks in combination with 2 plus 4 (ratio of 1:8) were highly synergistic, whereas EAD-active sugarcane volatiles ethyl acetate, ethyl propionate, or ethyl butyrate only moderately increased attractiveness of the pheromone lure.
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  • 66
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    Journal of chemical ecology 23 (1997), S. 903-915 
    ISSN: 1573-1561
    Keywords: Pheromone gland ; Anomala albopilosa albopilosa ; Anomala cuprea ; Popillia japonica ; Holotrichia parallela ; Heptophylla picea ; Coleoptera ; Scarabaeidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The sex pheromone glands of female Anomala albopilosa albopilosa have been localized by extracting various parts of the body and analyzing the extracts by GC-MS and by histological and morphological studies. Female-specific epithelial cells line the inner surfaces of anal plates and two apical sternites; these cells are connected through many pores to the cuticle surface. The sex pheromones of other rutelines, A. cuprea and Popillia japonica and a melolonthine species, Heptophylla picea, have been also detected in the extracts from the same abdominal parts. On the other hand, the source of Holotrichia parallela sex pheromone was confirmed to be a ball-shaped abdominal sac that is exposed during the calling behavior, and no trace of the semiochemicals has been found in the anal plates and two apical sternites.
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  • 67
    ISSN: 1573-1561
    Keywords: Anaglyptus subfasciatus ; Coleoptera ; Cerambycidae ; sex pheromone ; methyl phenylacetate ; trap catches ; synergism
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A combination of the synthetic sex pheromone [a 125:1 blend of (R)-3-hydroxy-2-hexanone and (R)-3-hydroxy-2-octanone] with methyl phenylacetate captured significantly moreAnaglyptus subfasciatus Pic females than either the sex pheromone or methyl phenylacetate did alone.
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  • 68
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    Journal of chemical ecology 5 (1979), S. 691-701 
    ISSN: 1573-1561
    Keywords: Chemical defense ; reaction time ; Coleoptera ; Carabidae ; bombardier beetles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Legs of bombardier beetles (Brachinus spp.) were pinched with forceps which were closed electromagnetically. The timing of resulting defensive discharges was recorded. The shortest latency between stimulus onset and chemical response was 52 msec; when responses were grouped in 10-msec intervals, the mode occurred at 70–80 msec. These values are similar to latencies for evasive antipredator responses reported for a variety of species. This result indicates: (1) response latencies for chemical defenses are not intrinsically longer than latencies for evasive responses, and (2) they are not necessarily lengthened by selective pressures unique to chemical defense.
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  • 69
    ISSN: 1573-1561
    Keywords: Defensive secretion ; Gastrophysa atrocyanea Motschulsky ; Phaedon brassicae Baly ; Coleoptera ; Chrysomelidae ; chrysomelidial ; 5-(1′-formylethyl)-2-methyl-1-cyclopentenecarbaldehyde ; dehydroiridodial ; octadecyl acetate ; (Z)-11-eicosenyl acetate
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    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The active substance of the larval defensive secretion of the Japanese chrysomelid beetles,Gastrophysa atrocyanea Motschulsky andPhaedon brassicae Baly was identified as chrysomelidial.
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  • 70
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    Journal of chemical ecology 5 (1979), S. 805-813 
    ISSN: 1573-1561
    Keywords: Dermestes maculatus ; Coleoptera ; Dermestidae ; pheromone ; behavior ; bioassay ; circadian rhythm
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Adults of the hide beetle,Dermestes maculatus (De Geer), were shown to have a female-produced sex pheromone which excited males. Male response was positively correlated with increasing age, but females produced a higher level of pheromone at 6–8 days of age than at younger or older ages. Extractable female pheromone and male response varied over the photophase with peak values that occurred during the latter hours. Quantitative bioassay indicated that the 50% male response level (RD50) would be elicited by a pheromone exposure of 0.01 female equivalents (FE). Females extracted 24 hr after mating had a lower level of extractable pheromone than did virgin females of the same age.
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  • 71
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    Journal of chemical ecology 7 (1981), S. 175-182 
    ISSN: 1573-1561
    Keywords: Hydrocarbons ; n-alkanes ; branched-chain alkanes ; GC-MS ; cuticular wax ; insect ; cowpea weevil ; Callosobruchus maculatus ; Coleoptera ; Curculionidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The composition of the cuticular hydrocarbons of the cowpea weevil,Callosobruchus maculatus (F.), was determined by using combined gas chromatography-mass spectrometry. The hydrocarbons constituted 88% of the cuticular lipids and were composed of four homologous series of alkanes. Mono- and dimethyl branched-chain alkanes made up 83% of the hydrocarbon fraction.
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  • 72
    ISSN: 1573-1561
    Keywords: Pheromone ; Rhyzopertha dominica ; lesser grain borer ; Coleoptera ; Bostrichidae ; unsaturated ester ; dominicalure ; 1-methylbutyl (E)-2-methyl-2-pentenoate ; 1-methylbutyl (E)-2,4-dimethyl-2-pentenoate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Volatiles from lesser grain borers,Rhyzopertha dominica (F.) (Coleoptera: Bostrichidae), were collected on Porapak Q, and those from the male beetles were shown to contain two compounds, that were attractive individually and in combination to both sexes. These compounds were identified as (S)-(+)-1-methylbutyl (E)-2-methyl-2-pentenoate and (S)-(+)-1-methylbutyl (E)-2,4-dimethyl-2-pentenoate by spectrometry and comparison with synthesized compounds. The two compounds have been assigned the trivial names dominicalure 1 and dominicalure 2, respectively. Synthesized samples of these compounds, individually and in combination, were effective in trapping both sexes in field studies.
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  • 73
    ISSN: 1573-1561
    Keywords: electroantennogram ; boll weevil ; grandlure ; pheromone ; Anthonomus grandis Boh. ; Coleoptera ; Curculionidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Electroantennogram techniques were used to elucidate antennal olfactory response of male and female boll weevils to a dilution series of grandlure, its components, and some vicinal dimethyl analogs. At higher concentrations, response to the mixture of the two aldehyde components of grandlure was significantly higher than to the two alcohol components. Only one vicinal dimethyl analog elicited a significantly higher response than the control. There were no significant differences in response due to sex over all compounds.
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  • 74
    ISSN: 1573-1561
    Keywords: Coleoptera ; Cleridae ; Thanasimus dubius ; beetle ; predation ; frontalin ; ipsdienol ; α-pinene ; southern pine beetle ; Ips spp. ; Scolytidae ; ipsenol ; endo-brevicomin ; kairomone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Tree volatiles and pheromones produced by southern bark beetles were bioassayed for response by the clerid predatorThanasimus dubius (F.). Upwind flights in a laboratory olfactometer, modified from Visser (1976), were used to determine the attractiveness of compounds. Differences in response to a solvent control and pheromone treatment were tested for statistical significance using the Wilcoxon signed ranks test. Both sexes ofT. dubius responded to frontalin, ipsdienol, and α-pinene in a dose-dependent manner with different but overlapping concentration ranges. Strong differences between the sexes were observed in response totrans-verbenol, verbenone, andl-β-pinene. Neither sex responded to ipsenol orendo-brevicomin.
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  • 75
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    Journal of chemical ecology 10 (1984), S. 1623-1634 
    ISSN: 1573-1561
    Keywords: Cacodylic acid ; pheromone ; Phomopsis oblonga ; Dutch Elm disease ; elm bark beetles ; Scolytus scolytus ; Scolytus multistrialus ; Coleoptera ; Scolytidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Diseased elms, treated with various doses of cacodylic acid in northwest England, became attractive to elm bark beetles (Coleoptera: Scolytidae). This attraction seemed to be independent of pheromone baits. However attractive the trees became, they were unsuitable to the beetles as breeding sites since significantly more beetles visited the trees than were stimulated to penetrate and attempt to breed. It seems as if colonization of trap trees by the bark saprophytePhomopsis oblonga following cacodylic acid treatment made the trees unsuitable to beetles for breeding.
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  • 76
    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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  • 77
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    Journal of chemical ecology 10 (1984), S. 373-385 
    ISSN: 1573-1561
    Keywords: Aggregation pheromone ; Scolytus multistriatus ; Coleoptera ; Scolytidae ; Cheiropachus colon ; Entedon leucogramma ; Spathius benefactor ; Dendrosoter proluberans ; Cerocephala eccoptogastri ; Hymenoptera ; Pteromalidae ; Braconidae ; Eulophidae ; European elm bark beetle ; parasites ; kairomone ; multilure
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Several hymenopterous parasites ofScolytus multistriatus are attracted to components of its aggregation pheromone, multilure.Cheiropachus colon, Entedon leucogramma, Dendrosoter protuberans, Spathius benefactor, andCerocephala eccoptogastri are attracted in various degrees to multilure, its components (multistriatin, 4-methyl-3-heptanol, and cubebene), and component combinations.C. colon was trapped in greatest numbers, yet was usually less numerous thanE. leucogramma andD. protuberans in the study area. Impact of traps onC. colon may conceivably be reduced by multistriatin content in baits and/or by withholding traps untilS. multistriatus flight begins.
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  • 78
    ISSN: 1573-1561
    Keywords: Ips paraconfusus ; bark beetle ; Coleoptera ; Scolytidae ; ipsdienone ; ipsenol ; ipsdienol ; enantiomers ; diastereomers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The enantiomeric composition of the pheromone components (+)-ipsdienoI, e.e. 87.6%, and (−)-ipsenol, e.e. 93.8%, produced by the male bark beetleIps paraconfusus (Scolytidae) under natural conditions was determined by HPLC separation of their diastereomeric ester derivatives. Males confined in an atmosphere of ipsdienone produced (−)-ipsdienol, e.e. 28%, and (−)-ipsenol, e.e. 86%, indicating an enantiomeric selectivity in the conversion of the ketone to the alcohols. These findings demonstrate an enantioselective conversion mechanism in the biosynthetic pathway to the pheromones from myrcene, a host-plant terpene.
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  • 79
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    Journal of chemical ecology 10 (1984), S. 1497-1507 
    ISSN: 1573-1561
    Keywords: Antifeedant ; Mexican bean beetle ; Epilachna varivestis ; Coleoptera ; Coccinellidae ; southern armyworm ; Spodoptera eridania ; Lipidoptera ; Noctuidae ; quassinoids ; Simaroubaceae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The antifeedant activity of 13 quassinoids of different structural types has been studied against the Mexican bean beetle (Epilachna varivestis Mulsant) 4th instar larvae and the southern armyworm (Spodoptera eridania Crawer) 5th instar larvae. All quassinoids tested displayed significant activity against the Mexican bean beetle and, thus, do not reveal a simple structure-activity relationship. Five quassinoids were active against the southern armyworm. Interestingly, four of these-bruceantin (I), glaucarubinone (VI), isobruceine A (VIII), and simalikalactone D (XI)-possess the required structural features for antineoplastic activity. The noncytotoxic quassin (X) is an exception; it is active against both pests.
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  • 80
    ISSN: 1573-1561
    Keywords: Bruchus brachialis ; Bruchus pisorum ; Coleoptera ; Bruchidae. neoplastic pods ; Pisum sativum ; resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract TheNp mutant of pea (Pisum sativum L.) is characterized by two physiological responses: growth of callus under pea weevil (Bruchus pisorum L., Coleoptera: Bruchidae) oviposition on pods, and formation of neoplastic callus on pods of indoor-grown plants. Although these two responses are conditioned byNp, they are anatomically and physiologically distinguishable, based on sites of origin, distribution pattern, and sensitivity to plant hormones. Further characterization of the response to extracts of pea weevil showed that response of excised pods, measured by callus formation, was log-linear, and treatment with as little as 10−4 weevil equivalents produced a detectable response. Mated and unmated females contained similar amounts of callus-inducing compound(s), and immature females contained significantly less of the compound(s). Female vetch bruchids (Bruchus brachialis F., Coleoptera: Bruchidae), a related species, contained callus-inducing compound(s), but usually less than pea weevils on a per weevil basis. Males of both species contained less than 10% of the activity of the mature females. Extracts of female black vine weevils, a nonbruchid species, did not stimulate callus formation. Based on partitioning and TLC analysis, the biologically active constitutent(s) was stable and nonpolar. Thus, theNp allele probably conditions sensitivity to a nonpolar component of pea weevil oviposition as a mechanism of resistance to the weevil.
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  • 81
    ISSN: 1573-1561
    Keywords: Popillia japonica ; Coleoptera ; Scarabeidae ; apple ; Malus ×domestica ; attractant ; induction ; plant-insect interaction ; semiochemical ; terpene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The Japanese beetle is a polyphagous insect that typically aggregates on preferred host plants in the field. We studied the response of Japanese beetles to artificial damage, fresh feeding damage, and overnight feeding damage to test the hypothesis that beetles are attracted to feeding-induced volatiles. Crabapple leaves that had been damaged overnight by Japanese beetles or fall webworms attracted significantly more Japanese beetles than did undamaged leaves. Artificially damaged leaves or leaves freshly damaged by Japanese beetles, however, were not significantly more attractive than undamaged leaves. Leaves that had been damaged overnight by Japanese beetles or fall webworms produced a complex mixture of aliphatic compounds, phenylpropanoid-derived compounds, and terpenoids. In comparison, artificially damaged leaves or leaves with fresh Japanese beetle feeding damage generated a less complex blend of volatiles, mainly consisting of green-leaf odors. Feeding-induced odors may facilitate host location and/or mate finding by the Japanese beetle.
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  • 82
    ISSN: 1573-1561
    Keywords: Oreina spp. ; Coleoptera ; Chrysomelidae ; Asteraceae ; Senecioneae ; Cardueae ; Apiaceae ; chemical defense ; cardenolides ; pyrrolizidine alkaloids ; sequestration
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pronotal and elytral defensive secretions of 10Oreina species were analyzed. Species feeding on Apiaceae, i.e.,O. frigida andO. viridis, or on Cardueae (Asteraceae), i.e.,O. bidentata, O. coerulea, andO. virgulata, produce species-specific complex mixtures of autogenous cardenolides.O. melanocephala, which feeds onDoronicum clusii (Senecioneae, Asteraceae), devoid of pyrrolizidine alkaloids (PAs) in its leaves, secretes, at best, traces of cardenolides. Sequestration of host-plant PAs was observed in all the other species when feeding on Senecioneae containing these alkaloids in their leaves.O. cacaliae is the only species that secretes host-derived PA N-oxides and no autogenous cardenolides. Differences were observed in the secretions of specimens collected in various localities, because of local differences in the vegetation. The other species, such asO. elongata, O. intricata, andO. speciosissima, have a mixed defensive strategy and are able both to synthesize de novo cardenolides and to sequester plant PA N-oxides. This allows a great flexibility in defense, especially inO. elongata andO. speciosissima, which feed on both PA and non-PA plants. Populations of these species were found exclusively producing cardenolides, or exclusively sequestering PA N-oxides, or still doing both, depending on the local availability of food-plants. Differences were observed between species in their ability to sequester different plant PA N-oxides and to transform them. Therefore sympatric species demonstrate differences in the composition of their host-derived secretions, also resulting from differences in host-plant preference. Finally, within-population individual differences were observed because of local plant heterogeneity in PAs. To some extent these intrapopulation variations in chemical defense are tempered by mixing diet and by the long-term storage of PA N-oxides in the insect body that are used to refill the defensive glands.
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  • 83
    ISSN: 1573-1561
    Keywords: Senecio palmensis ; Asteraceae ; Leptinotarsa decemlineata ; Coleoptera ; Chrysomelidae ; antifeedant ; toxic ; sesquiterpenes
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract A bioassay-guided fractionation of the aerial parts ofSenecio palmensis resulted in the isolation of two sesquiterpenes, 2,10-bisaboladien-1-one and 11β-acetoxy-5-angeloyloxy-silphinen-3-one. The bisabolene and the silphinene represented 0.012% and 0.024% of the plant dry weight, respectively. Both compounds showed antifeedant activity againstLeptinotarsa decemlineata larvae and adults in short-term choice and no-choice bioassays. Both compounds were also tested against different species of phytopathogenic fungi. The beetles were more sensitive to these compounds in choice than in no-choice assays, with a gradient of increasing sensitivity from second instars to adults. Bisabolene was 45 times less active as an antifeedant than juglone, which was tested as a positive control. The silphinen was more active than the bisabolene, with a range of activity similar to juglone. Furthermore, exposure of fourth instars to these compounds over a 24-hr period resulted in reduced feeding and growth rates. To distinguish between antifeedant and toxic effects, growth efficiencies were calculated as the slope of the regression of relative growth rate on relative consumption rate. The comparison of these results with those of antifeedant simulation and contact toxicity bioassays indicates that feeding inhibition is the primary mode of action of the bisabolene, while the silphinene shows both antifeedant and toxic effects.
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  • 84
    ISSN: 1573-1561
    Keywords: Tramiathaea cornigera ; Thamiaraea fuscicornis ; Aleocharinae ; Coleoptera ; Staphylinidae ; defensive secretion ; ethyl decanoate ; esters ; undecane ; toluquinone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The defensive secretions of bothTramiathaea cornigera andThamiaraea fuscicornis contain undecane, toluquinone, ethyl decanoate and smaller amounts of other esters. The presence of esters particularly ethyl decanoate as a major component sets these two beetles apart chemically not only among the staphylinids but also within the subfamily Aleocharinae.
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  • 85
    ISSN: 1573-1561
    Keywords: Pinus ponderosa ; Dendroctonus brevicomis ; western pine beetle ; attractant ; interruption ; behavior ; pheromone ; Coleoptera ; Scolytidae ; exo-brevicomin ; frontalin ; myrcene ; verbenone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The catch of the western pine beetle,Dendroctonus brevicomis, at an attractive source of racemicexo-brevicomin, racemic frontalin, and myrcene was reduced by surrounding the source with a grid of 48 stations releasing all three compounds together, orexo-brevicomin alone or myrcene alone. Each compound was released at the rate of 2 mg/24 hr/station. The catch at an attractive bolt cut from a tree being colonized byD. brevicomis was not reduced byexo-brevicomin, but was reduced by the combination ofexo-brevicomin, frontalin, and myrcene in one of two tests. When a transect of traps was placed across a 0.81-hectare plot at six of the 48 stations releasing all three compounds, more beetles were caught at outer than at inner traps. More beetles were caught at unbaited traps on trees in a plot when the three compounds were released than when onlyexo-brevicomin or no compounds were released. A few trees were attacked byD. brevicomis in some of the plots. The antiattractant verbenone released from 48 stations at the rate of 4 mg/24 hr/station did not reduce the catch at an attractive tree bolt.
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  • 86
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    Journal of chemical ecology 7 (1981), S. 209-220 
    ISSN: 1573-1561
    Keywords: Ips paraconfusus ; Coleoptera ; Scolytidae ; phloem ; ponderosa pine ; host selection ; feeding stimulants ; extracts ; bark beetle
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract MaleIps paraconfusus Lanier bored and fed in cellulose powder substrates treated with solvent extracts of ponderosa pine phloem in preference to cellulose powder alone. Stimuli that elicit boring and feeding behavior occurred in the water extracts and the combined solvent extracts. No significant boring or feeding occurred in the methanol extract. There was a preference for, but no significant feeding in, the water partition of the ether extract. Feeding, but no preferential boring, occurred in the ether extracts.
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