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1.
We tested the hypothesis that green leaf volatiles act as antiaggregants for the mountain pine beetle (MPB),Dendroctonus ponderosac Hopkins. In coupled gas chromatographic-electroantennographic detection (GC-EAD) analysis MPB antennae responded to 30 ng doses of all six-carbon green leaf alcohols tested [1-hexanol, (E)-2-hexen-1-ol, (Z)-2-hexen-1-ol, (E)-3-hexen-1-ol, and (Z)-3-hexen-1-ol], but not to the aldehydes, hexanal or (E)-2-hexenal, or to alcohol or aldehyde homologues with more or fewer than six carbon atoms. In field trapping experiments a blend of green leaf alcohols [1-hexanol, (Z)-2-hexen-1-ol, (E)-3-hexen-1-ol and (Z)-3-hexen-1-ol] effectively disrupted the response to attractive semiochemicals; a blend of the aldehydes hexanal and (E)-2-hexenal was inactive. The two best disruptants. (E)-2-hexen-1-ol and (Z)-3-hexen-1-ol, reduced catches of both sexes to levels not significantly different from catches in unbaited control traps. They also reduced the attack on trees baited with attractive MBP pheromones to a level not significantly different from that on unbaited control trees. Neither of the clerid predators captured,Enoclerus sphegeus (F.) norThanasimus undatulus (Say), was repelled by green leaf volatiles. Our results suggest that green leaf alcohols are promising disruptants which may be used to supplement the antiaggregation pheromone, verbenone, in protecting single high-value trees as well as carefully selected stands with low-level populations of MPBs.  相似文献   

2.
A synthetic mixture of nine green leaf volatiles (GLVs) including linalool was tested on antennae of Ips typographus (L.) with coupled gas chromatographic–electroantennographic detection (GC-EAD). Strong responses were found to 1-hexanol, (Z)-3-hexen-1-ol, and (E)-2-hexen-1-ol. Weak responses were recorded to (E)-3-hexen-1-ol, (Z)-2-hexen-1-ol and linalool, while hexanal, (E)-2-hexenal and (E)-3-hexenyl acetate elicited no EAD responses. In a laboratory walking bioassay, the attraction of I. typographus females to a synthetic pheromone source was significantly reduced when a mixture of the three most EAD-active GLV alcohols was added to the source. Further reduction in response was obtained when these three alcohols were combined with verbenone (Vn). In field trapping experiments, a blend of 1-hexanol, (Z)-3-hexen-1-ol, and (E)-2-hexen-1-ol reduced I. typographus trap catches by 85%, while ca. 70% reduction of trap catch was achieved by Vn or a blend of (E)-3-hexen-1-ol, (Z)-2-hexen-1-ol, and linalool. The strongest disruptive effect was found when Vn plus a blend of the three most EAD active GLV alcohols was added to the pheromone trap (95% catch reduction). Adding the blend of the three most EAD active alcohols to pheromone-baited traps significantly reduced the proportion of males captured. These three GLV alcohols were also disruptive in the laboratory and in the field when tested individually. Hexanal, (E)-2-hexenal, and (Z)-3-hexenyl acetate were inactive both in the lab and in the field. Our results suggest that these nonhost green leaf alcohols may explain part of the host selection behavior of conifer-attacking bark beetles and may offer a source of inhibitory signals for alternative management strategy for forest protection.  相似文献   

3.
FemaleMicroplitis croceipes wasps were tested in a wind tunnel for their ability to orient to various concentrations of eight different green leaf volatile (GLV) substances [hexanal, (E)-2-hexenal, (E)-2-hexen-1-ol, (Z)-3-hexen-1-ol, (E)-2-hexenyl acetate, (Z)-3-hexenyl acetate, (Z)-3-hexenyl propionate, and (Z)-3-hexenyl butyrate]. Overall, the esters elicited the greatest percentage of successful orientation flights, the alcohols elicited an intermediate response, and the aldehydes elicited a low response. The semilog dose-response curves were generally hill-shaped with high responses at medium release rates and low responses at high or low release rates. For the aldehydes, positive responses occurred at all GLV release rates between 0.01 and 100 nl/min. For some alcohols and esters, positive responses occurred at release rates as low as 1 pl/min and as high as 1μl/min. These data show thatM. croceipes wasps are strongly attracted to GLVs and are capable of orienting to GLV concentrations that would occur in nature when a caterpillar feeds on a green leaf. Hence, in nature, GLVs may be important clues, enablingM. croceipes to locate their hosts.  相似文献   

4.
Learning of host-induced plant volatiles by Cotesia kariyai females was examined with synthetic chemicals in a wind tunnel. Wasps were preconditioned by exposure to volatiles and feces simultaneously. A blend of four chemicals, geranyl acetate, -caryophyllene, (E)--farnesene, and indole, which are known to be specifically released from plants infested by host larvae Mythimna separata (host-induced blend), elicited a response in naive C. kariyai, but did not enhance the response after conditioning. A blend of five chemicals, (E)-2-hexenal, (Z)-3-hexen-1-ol, (Z)-3-hexen-1-yl acetate, -myrcene, and linalool, which are known to be released not only from plants infested by the host larvae, but also from artificially damaged plants or undamaged ones (unspecific blend), elicited little response in naive wasps, but significantly enhanced the wasps' response after conditioning. With a blend of the above nine chemicals, wasps could learn the blend at lower concentrations than they did in the nonspecific blend. Hence, both the host-induced and nonspecific volatile compounds appear to be important for C. kariyai females to learn the chemical cues in host location.  相似文献   

5.
The host range of the eucalyptus woodborer, Phoracantha semipunctata, is restricted mainly to species of Eucalyptus (Myrtaceae). Volatile semiochemicals possibly involved in host selection and nonhost rejection were identified by high-resolution gas chromatography–electroantennography on samples obtained by air entrainment of foliage from host and nonhost trees. Compounds from the main host E. globulus, active at physiologically significant levels, included 3-hydroxy-2-butanone, 3-methyl1-butanol, a branched epoxyalkane, ethyl 3-methylbutanoate, (Z)-3-hexen1-ol, -pinene, -pinene, p-cymene, 1,8-cineole, limonene, and guaiene. E. camaldulensis gave a similar spectrum of volatiles that also included -terpinene and linalool. The volatiles from E. tereticornis were similar to E. globulus but without ethyl 3-methylbutanoate, (Z)-3-hexen-1-ol, 1,8-cineole, or limonene. The nonhost Pinus pinaster (Pinaceae) yielded active compounds common to the host species, including ethyl 3-methylbutanoate, (Z)-3-hexen-1-ol, -pinene, -pinene, p-cymene, 1,8-cineole, limonene, and linalool but, in addition, myrcene, (E)--ocimene, and -cubebene as candidate nonhost cues. The nonhost Olea europeae (Oleaceae) also shared some active compounds in common with the host species, including 3-hydroxy-2-butanone, 3-methyl-1-butanol, the branched epoxyalkane, ethyl 3-methylbutanoate, (Z)-3-hexen-1-ol, -pinene, but an apparent nonhost cue from this species was the homomonoterpene (E)-4,8-dimethylnona-1,3,7triene, plus other compounds so far unidentified.  相似文献   

6.
The two-spotted stinkbug, Perillus bioculatus, is a predator of the Colorado potato beetle (CPB), Leptinotarsa decemlineata. Behavioral tests revealed that P. bioculatus is attracted to potato plants, Solanum tuberosum L. (Solanaceae), infested by the CPB. Electroantennograms from the antennae of P. bioculatus were recorded in response to compounds present in the headspace of CPB-infested potato plants. (Z)-3-Hexen-1-ol and 2-phenylethanol elicited the highest EAG amplitudes. Linalool, 4,8-dimethyl-1,3(E),7-nonatriene, nonanal, decanal, and (R)-(+)-limonene evoked lower EAG amplitudes. The major headspace components -caryophyllene and -selinene produced only weak EAG responses. Antennal sensitivity of the CPB to (Z)-3-hexen-1-ol was higher than that of P. bioculatus, whereas the stinkburg was more sensitive to 2-phenylethanol, -caryophyllene, (R)-(+)-limonene, and decanal. Among these compounds, 2-phenylethanol is of special interest since it was observed to be emitted by potato foliage only after being damaged by CPBs.  相似文献   

7.
Herbivore induced release of plant volatiles mediating the foraging behavior of the aphid parasitoid Aphidius ervi was investigated using the pea aphid, Acyrthosiphon pisum, feeding on broad bean, Vicia faba. Behavioral responses were studied using an olfactometer and a wind tunnel. Volatiles obtained by air entrainment of aphid infested plants were more attractive to A. ervi than those from uninfested plants, in both behavioral bioassays. GC-EAG of both extracts showed a number of peaks associated with responses by A. ervi, but with some differences between extracts. Compounds giving these peaks were tentatively identified by GC-MS and confirmed by comparison with authentic samples on GC, using two columns of different polarity. The activity of pure compounds was further investigated by EAG and wind tunnel assays. Results showed that, of the compounds tested, 6-methyl-5-hepten-2-one was the most attractive for A. ervi females, with linalool, (Z)-3-hexen-1-yl acetate, (E)--ocimene, (Z)-3-hexen-1-ol, and (E)--farnesene all eliciting significantly more oriented flight behavior than a solvent control. Foraging experience significantly increased parasitoid responses to these compounds, with the exception of (E)--farnesene. Time-course GC analysis showed that feeding of A. pisum on V. faba induced or increased the release of several compounds. Release of two of these compounds (6-methyl-5-hepten-2-one and geranic acid) was not induced by the nonhost black bean aphid, Aphis fabae. During the analysis period, production of (E)--ocimene remained constant, but 6-methyl-5-hepten-2-one, linalool, geranic acid, and (E)--farnesene appeared during the first day after A. pisum infestation and increased in concentration with increasing time of aphid feeding.  相似文献   

8.
Volatiles released from corn seedlings on which beet armyworm larvae were feeding were attractive to females of the parasitoid,Cotesia marginiventris (Cresson), in flight tunnel bioassays. Analyses of the collected volatiles revealed the consistent presence of 11 compounds in significant amounts. They were: (Z)-3-hexenal, (E)-2-hexenal, (Z)-3-hexen-1-ol, (Z)- 3-hexen-1-yl acetate, linalool, (3E)-4,8-dimethyl-1,3,7-nonatriene, indole, -trans-bergamotene, (E)--farnesene, (E)-nerolidol, and (3E,7E)-4,8,12-trimethyl-1, 3,7,ll-tridecatetraene. A synthetic blend of all 11 compounds was slightly less attractive to parasitoid females than an equivalent natural blend. However, preflight experience with the synthetic blend instead of experience with a regular plant-host complex significantly improved the response to the synthetic blend. Our results suggest thatC. marginiventris females, in their search for hosts, use a blend of airborne semiochemicals emitted by plants on which their hosts feed. The response to a particular odor blend dramatically increases after a parasitoid experiences it in association with contacting host by-products.  相似文献   

9.
(Z)-11-Tetradecen-1-yl acetate, (E)-11-tetradecen-1-yl acetate, and (Z)-11-tetradecen-1-ol were previously reported as the sex pheromone in New York strains of the oblique-banded leafroller,Choristoneura rosaceana (Harris), and (E)-11-tetradecen-1-ol was tentatively identified in female tip extracts. For Okanagan Valley strains ofC. rosaceana, an additional component, (Z)-11-tetradecenal, was identified from female tip extracts by split-less capillary gas-liquid chromatography and mass spectroscopy and was strongly stimulatory in electroantennogram studies. In field tests, 3 mg of 96.521.5 (Z)-11-tetradecen-1-yl acetate, (E)-11-tetradecen-1-yl acetate, and (Z)-11-tetradecen-1-ol (containing approx. 1%E isomer) was not as attractive as female-baited traps, and significant numbers of European leafrollerArchips rosanus L. were attracted. The above blend with 1% (Z)-11-tetradecenal added was significantly more attractive than traps baited with femaleC. rosaceana, butA. rosanus males were still attracted. Increased percentages of (Z)-11-tetradecenal up to 4% caused increased catches ofC. rosaceana and decreased catches ofA. rosanus. Low amounts of (E)-11-tetradecen-1-ol and (E)-11-tetradecenal male also contribute to increased specificity of the synthetic pheromone blend toC. rosaceana.Lepidoptera: Tortricidae.Contribution No. 638, Agriculture Canada, Research Station, Summerland, British Columbia, Canada.  相似文献   

10.
The behavioral responses of Lobesia botrana males to calling females, pheromone gland extracts, and synthetic sex pheromones were recorded in a wind tunnel. Gland extracts and synthetic pheromones were released from a pheromone evaporator. The numbers of males reaching the source and their flight tracks in response to calling females and pheromone gland extracts were compared to those of synthetic blends. Upwind flights to natural sex pheromone were straighter and faster than to a three-component blend of (E)-7,(Z)-9-dodecadienyl acetate (E7,Z9–12:Ac), (E)-7,(Z)-9-dodecadien-1-ol (E7,Z9–12:OH), and (Z)-9-docecenyl acetate (Z9–12:Ac) (100:20:5). The optimum ratio of E7,Z9–12:OH and Z9–12:Ac to E7,Z9–12:Ac was found to be 5% and 1%, respectively. An additional seven compounds identified in the sex pheromone gland were investigated for their biological activity. Two unsaturated acetates, i.e., (E)-9-dodecenyl acetate (E9–12:Ac) and 11-dodecenyl acetate (11–12:Ac), increased the number of males reaching the source as well as straightness, linear velocity, and decreased the track angle of upwind flight. Optimum response was obtained by releasing 10 pg/min E7,Z9–12:Ac in a mixture with 0.5 pg/min E7,Z9–12:OH, 0.1 pg/min Z9–12:Ac, 0.1 pg/min E9– 12:Ac and 1 pg/min 11-12–Ac. The saturated acetates previously identified in the female glands were biologically inactive.  相似文献   

11.
In field experiments in the Okanagan Valley, British Columbia, the pheromone blend of (11Z)-tetradecen-1-ol acetate (Z11-14:OAc), (11E)-tetradecen-1-ol acetate (E 11-14:OAc), (9Z)-tetradecen-1-ol acetate (Z9-14:OAc) and dodecan-1-ol acetate (12: OAc) at a 1006421 ratio (western FTLR blend) attracted significantly more male fruit-tree leaf roller (FTLR),Archips argyrospilus (Walker), than did the previously reported four-component blend and modifications thereof. Addition of (11Z)-tetradecen-1-ol (Z11-14:OH) to the western FTLR blend in a ratio of 4% relative toZ11-14: OAc further significantly enhanced attraction. Compounds were identified and their ratio determined by coupled gas chromatographic-electroantennographic (GC-EAD) and coupled GC-mass spectrometric analyses of female FTLR pheromone gland extracts and by retention index calculations of candidate pheromone components. Determination and use of geographically specific pheromonal blends may be required for optimal, semiochemical-based biorational control of FTLR and other lepidopteran orchard pests.  相似文献   

12.
Olfactory reception of 23 odorants, including plant volatiles and male-produced aggregation pheromone, by third and fifth instars of the spined soldier bug (SSB) Podisus maculiventris was investigated by using electroantennograms (EAGs). Both nymphal stages were sensitive to male-produced aggregation pheromone components (E)-2-hexenal, benzyl alcohol, and -terpineol. The plant volatile, (E)-2-hexen-1-ol (a chemical known to be released by plants in response to prey feeding over the short-term), elicited the largest EAGs of all volatiles tested. While third instars were sensitive to nonanal, only fifth instars responded to both nonanal and (±)-linalool, both compounds released systemically by plants in response to feeding by potential prey. Antennal extirpation experiments showed that sensilla responsive to hexan-1-ol, (E)-2-hexenal, and -terpineol are situated mainly on the terminal antennal segment. The results support the hypothesis that P. maculiventris nymphs use both plant volatiles and pheromone components in locating potential prey and other behaviors.  相似文献   

13.
Four lepidoptera were lured to field traps containing various combinations of 9,11-dodecadienes with alcohol, acetate, or aldehyde functional groups. All species required two chemical components for best attraction.Cosmopterix gemmiferella was most responsive to a combination of (9Z)-9,11-dodecadienyl acetate and (9E)-9,11-dodecadienyl acetate in 21 ratio;Dichrorampha simulana to (9E)-9,11-dodecadienyl acetate and (9E)-9,11-dodecadien-1-ol in 101 ratio;Tortricidia testacea to (9Z)-9,11-dodecadienal and (9E)-9,11-dodecadienal in 101 ratio; andAncylis sp. to (9Z)-9,11-dodecadienyl acetate and (9Z)-9,11-dodecadien-1-ol in 101 ratio.  相似文献   

14.
Previously, (Z)-11-tetradecen-1-yl acetate was reported as the sex pheromone of the obliquebanded leafroller,Choristoneura rosaceana (Harris). A mixture of 92% (Z)-11-tetradecen-1-yl acetate and 8% (E)-tetradecen-1-yl acetate has been reported as an attractant for this insect. (E)-11-tetradecen-1-yl acetate and (Z)-11-tetradecen-1-ol have now been isolated and identified from female tip extracts and shown to be behaviorally active; in addition, there is some evidence for the presence of (E)-11-tetradecen-1-ol in these extracts. TheZE ratio for both the acetates and the alcohols in these tip extracts was about 982; the proportion of alcohols was rather variable, but the acetates always predominated. Maximum trap catches fn the field during the course of this study were obtained with 5 mg of 955 (Z)(E)-11-tetradecen-1-yl acetates containing 0.5–10% (Z)-11-tetradecen-1-ol (approx. 1%Eisomer) in polyethylene caps. No evidence was found for the presence of (Z)-11-tetradecenal in female tip extracts, and this compound was found to be ineffective in increasing trap catches.Lepidoptera: Tortricidae: Tortricinae.This research was supported in part by the Rockefeller Foundation, and by NSF Grant No. GB-38020.  相似文献   

15.
The extraction conditions of virgin olive oil have a great influence on its sensory quality. During the centrifugation process, temperature and time of malaxing can be altered to potentially affect quality. Malaxing times (15, 30, 45, 60, and 90 min) and temperatures (25 and 35°C) were studied in an experimental oil mill. Volatile compounds, produced through the lipoxygenase pathway (hexanal, Z-3-hexenal, E-2-hexenal, hexyl acetate, Z-3-hexenyl acetate, hexan-1-ol, E-3-hexen-1-ol, Z-3-hexen-1-ol, and E-2-hexen-1-ol), were analyzed by dynamic headspace gas chromatography, gas chromatographymass spectrometry, and gas chromatography-olfactometry. Different amounts of volatiles responsible for positive attributes of green aroma and negative attributes of astringent mouthfeel of virgin olive oil were determined. The results, after applying mathematical procedures, showed that a temperature of 25°C and a malaxing time between 30 and 45 min produced volatile compounds that contribute to the best sensory quality. High temperature (T≥35°C) with minimum values of time (t<30 min) could also be useful as an alternative way to obtain pleasant green virgin olive oils.  相似文献   

16.
The female-emitted pheromone ofGrapholitha molesta (Busck), the Oriental fruit moth, was collected by holding females in glass flasks during calling. Flask washes were found to contain four pheromone components: (Z)-8-dodecenyl acetate and (E)-8-dodecenyl acetate in a 1007 ratio, and (Z)-8-dodecen-1-ol and dodecanol in a 10020 ratio. The ratio of (Z)-8-acetate to (Z)-8-dodecen-1-ol was approx. 10030. Approximately 0.1–0.2 ng of pheromone was recovered per female per hour of calling.Published as Journal Article No. 8598 of the Michigan State University Agricultural Experiment Station.  相似文献   

17.
Females ofMyelois cribrella contain about 20 ng/gland of the primary sex pheromone components (Z)-9-tetradecenyl acetate, (9Z,12E)-9,12-tetradecadienyl acetate, and (Z)-11-hexadecenyl acetate in proportions of 4115, respectively. These physiologically active components are accompanied by a number of related compounds such as (Z)-9-tetradecen-1-ol, hexadecyl acetate, (9Z,12E)-9,12-tetradecadien-1-ol, (Z)-11-hexadecen-1-ol, octadecyl acetate, octadecan-1-ol, and eicosyl and docosyl acetates. Octadecyl acetate, the most abundant component, represents about 42 ng/female moth; however, no physiological activity could be attributed to it. In field tests, a trap baited with a 1-mg mixture of (Z)-9-tetradecenyl acetate, (9Z,12E)-9,12-tetradecadienyl acetate, and (Z)-11-hexadecenyl acetate in a ratio of 121 caught more male moths than three live female moths.Pheromones, 58. Pheromones, 57: Bestmann et al. (1987).  相似文献   

18.
Secretions from the metathoracic glands (MTG) of the black locust bug, Lopidea robiniae (Uhler) (Heteroptera: Miridae) contained six major compounds, including (E)-2-hexenal, (E)-2-hexen-1-ol, (E)-2-octenal, (E)-2-octen-1-ol (E)-2-heptenal, and (Z)-3-octen-1-ol. Males and females did not differ significantly in the relative compositions of identified compounds. In feeding trials, six bird species [robin (Turdus migratorious), blue jay (Cyanocitta cristata), brown thrasher (Toxostoma rufum), killdeer (Charadrius vociferus), starling (Sturnus vulgaris), and house wren (Troglodytes aedon)] demonstrated feeding aversions towards L. robiniae, implying that black locust bugs are chemically defended. Bugs discharged the liquid contents of their MTG when attacked, thereby producing a strong and distinct odor. Some birds immediately ejected bugs out of their mouth after biting them, suggesting that the MTG secretion was a deterrent.  相似文献   

19.
The composition of the territorial marking pheromones from mandibular glands of males of the beewolvesPhilanthus crabroniformis, P. barbatus, andP. pulcher have been determined. The structures of the components were elucidated by gas chromatography-mass spectrometry and gas chromatography-Fourier transform infrared spectroscopy. The major compound ofP. crabroniformis is isopropyl tetradecanoate, with somewhat lesser amounts of 2-tridecanone, 3-methyl-3-butenyl tetradecanoate, and 928 (Z)(E)-11-eicosen-1-ol. The major compounds ofP. barbatus are ethyl tetradecanoate and hexadecanal, which are present in approximately a 6040 ratio. These two compounds comprise over 95% of the neutral lipids. Also present in lesser amounts are ethyl dodecanoate, tetradecanal, hexadecan-1-ol, a x -octadecen-1-ol, and octadecan-1-ol. The major compounds ofP. pulcher are ethyl (Z)-7-hexadecenoate and geranylgeraniol acetate, which comprise nearly 90% of the neutral lipid fraction, with smaller amounts of tetradecanal, pentadecanal, and ethyl hexadecanoate; trace amounts of x hexadecenal, hexadecanal, and octadecanal are also present.  相似文献   

20.
Analysis of ovipositor washings of femaleMaliarpha separatella from Sierra Leone by high-resolution gas chromatography (GC) linked to a male electroantennograph (EAG) indicated the presence of three electrophysiologically active compounds. The GC retention times of these compounds were consistent with those of (Z)-9-tetradecen-1-ol, (Z,E)-9,12-tetradecadien-1-ol, and (E,E)-10,12-tetradecadien-1-ol. Analysis by El and CI mass spectrometry of ovipositor washings confirmed these identifications and also indicated the presence of the saturated analog, tetradecan-1-ol. There was no evidence, from these analyses, of the corresponding aldehydes or acetates. The EAG-active compounds were present in the ovipositor washings in a ratio of approximately 23.51, with the major component constituting approximately 0.4 ng per ovipositor. GC-MS analysis of entrained female effluvia confirmed that the EAG-active compounds were released by virgin females. Field testing of the EAG-active compounds indicated that (Z,E)-9,12-tetradecadien-1-ol and (E,E)10,12-tetradecadien-1-ol were attractive to male moths in ratios of between 9:1 and 39:1, while (Z)-9-tetradecen-1-ol was found to reduce trap catch when added to blends of the other two compounds.  相似文献   

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