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  • Lepidoptera  (19)
  • Springer  (19)
  • American Physical Society
  • Oxford University Press
  • Wiley
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  • Springer  (19)
  • American Physical Society
  • Oxford University Press
  • Wiley
  • Elsevier  (2)
  • 1
    ISSN: 1570-7458
    Keywords: Lepidoptera ; Tortricidae ; Olethreutinae ; Cydia caryana ; sex pheromone ; electroantennogram ; flight tunnel ; behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Résumé Les réponses olfactives antennaires de Cydia caryana, mesurées par électroantennogrammes (EAG), aux alcools et acétates à carbones monounsaturés en positions 12 et 14, ont montré que le système conjugué de double liaison, (E)-8-, (E)-10- du dodecadien-1-ol acétate constitue un composé chimique strutural critique de la phéromone sexuelle de C. caryana. De plus, les acétates: (E)-8-dodecen-1-ol,(Z)-8-dodecen-1-ol,(Z)-9-dodecen-1-ol, et le (Z)-12-tetradecen-1-ol, se sont révélés en AEG comme des composés secondaires de la phéromone. L'étude par AEG de la relation dose-réponse a conduit à l'hypothèse de deux catégories de populations de récepteurs de phéromones. L'analyse comportementale des résponses des papillons mâles dans le tunnel de vol aux composés qui ont provoqués les plus forts AEG, on fait estimer que les acétates (E,E)-8,10-dodécadien-1-ol et (Z)-9-dodecen-1-ol ressemblent (ou sont) les constituants de la phéromone sexuelle de C. caryana; tandis que les (Z)-8-dodecen-1-ol et (E)-10-dodecen-1-ol sont, soit des paraphéromones, soit des constituants mineurs de la phéromone. La signification biologique du (Z)-12-tétradécen-1-ol a été difficile à interprêter avec les expériences en tunnel de vol.
    Notes: Abstract Electroantennogram (EAG) measurement of male Cydia caryana moth antennal olfactory response to monounsaturated 12 and 14 carbon alcohols and acetates indicated that the (E)-8-, (E)-10- conjugated double bond system of a dodecadien-1-ol acetate is a critical chemical structural component of the C. caryana sex pheromone. Additionally, EAG measurements implicated (E)-8-dodecen-1-ol acetate, (Z)-8-dodecen-1-ol acetate, (Z)-9-dodecen-1-ol acetate and (Z)-12-tetradecen-1-ol as potential minor pheromonal components. An EAG dosage-response study suggested that there were at least two heterologous populations of pheromone acceptors. Behavioral analysis of male moth response in a flight tunnel to compounds which evoked the stronger EAG responses suggested that (E,E)-8,10-dodecadien-1-ol acetate and (Z)-9-dodecen-1-ol acetate resemble or are C. caryana sex pheromonal components, while (Z)-8-dodecen-1-ol acetate and (E)-10-dodecen-1-ol acetate are either parapheromones or are minor pheromone components. Behavioral significance of (Z)-12-tetradecen-1-ol was difficult to interpret in the flight tunnel.
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  • 2
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Yponomeutidae ; Yponomeuta malinellus ; sex pheromone ; apple ermine moth ; (Z)-9-dodecen-1-ol acetate ; (Z)-11-tetradecen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract When electroantennographic responses of maleYponomeuta malinellus Zeller to model compounds were determined at dosages of 0.3–30 ng, the strongest responses were obtained from (Z)-9-dodecen-1-ol acetate (Z9–12∶Ac). Also, strong responses were obtained from (Z)-11-tetradecenal (Z11–14∶A1) and (Z)-11-tetradecen-1-ol (Zl1–14∶OH). At a dosage of 0.3 ng,Z11–14∶A1 produced a stronger response thanZ11–14∶OH, while at a dosage of 30 ng,Z11–14∶OH andZ11–14∶A1 produced equal responses. Gas chromatographic and mass spectral analysis of extracts of female sex pheromone glands showed the presence ofZ9–12∶Ac, tetradecan-1-ol (14∶OH), (E)-11-tetradecen-1-ol (E11–14∶OH),Z11–14∶OH, hexadecan-1-ol, and hexadecan-1-ol acetate in a ratio of 0.6∶200∶37∶100∶140∶35. In field tests,Z9–12∶Ac andZ11–14∶OH together were required for trap catch, and addition ofZ11–14∶A1,E11–14∶OH, 14∶OH, or (Z)-11-tetradecen-1-ol acetate did not increase catch. Ratios in rubber septa of 0.5∶99.5 to 1.5∶98.5 (Z9–12∶ Ac/Z11–14∶OH) captured the most males and captures were statistically equivalent for dosages of 10–1000 μg/rubber septum. Traps baited with the synthetic lure produced better catches than those baited with females.
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  • 3
    ISSN: 1573-1561
    Keywords: Fall armyworm ; Spodoptera frugiperda ; Lepidoptera ; Noctuidae ; corn ; Zea mays ; plant-insect interaction ; amino acids ; herbivory ; feeding resistance
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The free amino acids have been shown by isolational work and choice bioassays to be more important than all other factors evaluated in defining leaf-feeding resistance of corn (Zea mays L.) to fall armyworm (FAW) [(Spodoptera frugiperda J.E. Smith)] larvae. 6-MBOA (6-methoxybenzoxazolinone) and maysin, toxins present in corn, were shown not to be significant factors for leaf-feeding resistance to first-instar FAW larvae because of their low concentrations in the whorl. Amino acid analysis showed that while the ratios of the essential amino acids in susceptible (S) and resistant (R) lines were similar, there were differences in the nonessential amino acids, particularly aspartic acid, which was higher in R lines. Also, the ratio of essential amino acids to nonessential amino acids was important, being too low in expressed whorl leaf juice (obtained from V8–V10 growth stage plants) to support larval growth, although juice was stimulatory in choice tests. The total protein content of whorls in S lines was about 15% higher than in R lines, but the significance of this difference is uncertain, because nutritional tests showed that larval growth increased with total protein only up to 12% protein. Sugars were only slightly stimulatory. Thus, the amino acids along with higher hemicellulose content of R lines, established by us earlier, appear to explain much of the basis of resistance in corn to larval leaf-feeding of the FAW.
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  • 4
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Pyraustinae ; Pyraustini ; Fumibotys fumalis ; sex pheromone ; (E,E)-10 ; 12-tetradecadienyl acetate ; (Z)-11-tetradecenyl acetate ; (E)-11-tetradecenyl acetate ; (Z)-9-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Compounds identified in sex pheromone gland extracts of femaleFumibotys fumalis (Guenee) consisted of (E,E)-10,12-tetradecadienyi acetate, (Z)-11-tetradecenyl acetate, (E)-11-tetradecenyl acetate, and (Z)-9-tetradecenyl acetate in a ratio of 100:18: 8:4, respectively. The compounds were identified by electroantennographic, gas Chromatographic, mass spectrometric, and chemical derivatization procedures. In mint fields synthetic components in gray elastomeric septa at ratios found in the sex pheromone gland and at doses of 3 or 10 mg of the diene produced trap catch comparable to traps baited with three females.
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  • 5
    ISSN: 1573-1561
    Keywords: Corn ; Zea mays (L.) ; southwestern bora borer ; Diatraea grandiosella ; Dyar ; Lepidoptera ; Pyralidae ; feeding resistance ; 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one ; N-O-Me-DIMBOA
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The southwestern corn borer (SWCB),Diatraea grandiosella Dyar, is a major pest of corn,Zea mays L., in the southern United States. The damage to corn is caused primarily by larval feeding on leaf, ear, and stem tissues. In this study, 2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one (N-O-Me-DIMBOA) was identified by MS and NMR as present in corn whorl surface waxes. This compound has evidently not been isolated previously, but its glucoside has been reported in corn, wheat, andCoix lachryma. It is present in the waxes in a higher concentration than DIMBOA (2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one) and 6-MBOA (6-methoxybenzoxazolinone). It was toxic to the SWCB in a stress diet, but it was less toxic to this insect than 6-MBOA when incorporated in the standard rearing diet. Nevertheless, it may have some role in the resistance of corn to the SWCB because the total surface wax content is higher in resistant lines than in susceptible lines.
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  • 6
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 10 (1984), S. 53-61 
    ISSN: 1573-1561
    Keywords: Melissopus latiferreanus ; Lepidoptera ; Tortricidae ; Olethreutinae ; filbertworm ; sex pheromone ; sex attractant ; (E,E)-8 ; 10-dodecadien-1-ol acetate ; (E,Z)-8,10-dodecadien-1-ol acetate ; conjugated diene isomerization
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (E,E)- and (E,Z)-8,10-Dodecadien-1-ol acetates were identified in a 1∶4.3 ratio in the extract of abdominal tips of female filbert-worm moths,Melissopus latiferreanus (Walsingham). The identifications were based on electroantennogram (EAG) analysis, gas chromatography, mass spectrometry, ozonolysis, and synthesis. TheE,Z isomer produced the stronger EAG response. In the field tests of various ratios ofE,E∶E,Z, the ratio found in the extract captured the most males. The pureE,E isomer initially was not attractive by itself (〈0.1%E,Z) but became attractive after a few days, presumably because of isomerization. TheE, Z isomer (〈0.1%E,E) was attractive initially, but this compound might have isomerized faster than theE,E isomer. A study of the isomerization showed that regardless of the initial mixture of 8,10-dodecadien-1-ol acetate isomers, almost complete equilibration existed after one month. The equilibrium mixture consisted of 9%Z8,E10, 65%E8,E10, 23%E8,Z10, and 3%Z8,Z10. Concentrations in rubber septa (1∶4 ratio ofE,E toE,Z) of 0.03–3.0 mg/septum produced equivalent trap catches.
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  • 7
    ISSN: 1573-1561
    Keywords: Sex pheromone ; sex attractant ; Cydia caryana ; Lepidoptera ; Tortricidae ; Olethreutinae ; (Z)-8-dodecen-1-ol acetate ; (E)-9-dodecen-1-ol acetate ; dodecanol acetate ; (E, E)-8 ; 10-dodecadien-1-ol acetate ; (E, Z)-8,10-dodecadien-1-ol acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Extracts of the sex pheromone glands of femaleCydia caryana were evaluated by electroantennography and gas chromatography-mass spectrometry. These studies suggested the following compounds were potential sex pheromone components: (Z)-8- and/or (E)-9-dodecenyl acetate (50 pg/female), dodecyl acetate (40 pg/female), and (E, E)-8,10-dodecadienyl acetate (25 pg/female). In field tests only the diene produced trap catch, and when the other components were added to the diene, trap catch was not increased. When the diene was formulated in red natural rubber septa, only transient and low catches were obtained, but when gray halobutyl isoprene elastomeric septa were used, high and consistent catches were obtained for eight weeks. Catches depended on the ratio of (E, E)-8,10 to (E, Z)-8,10 isomers. High catches were obtained for anEE toEZ ratio of 100 ∶ 0.6, and insignificant catches were obtained when the ratio was 100 ∶ 3. Equivalent catches were obtained for dosages of 50, 100, and 200 μg/septum.
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  • 8
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 20 (1994), S. 171-181 
    ISSN: 1573-1561
    Keywords: Codling moth ; Cydia pomonella ; Lepidoptera ; Tortricidae ; communication disruption ; mating disruption ; sex pheromone ; (E,E)-8,10-dodecadien-1-ol ; (E,Z)-8,10-dodecadien-1-ol ; (Z,E)-8,10-dodecadien-1-ol ; dodecan-1-ol ; tetradecan-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In a small section of an apple orchard, six traps were placed each in control and test areas and baited with live virgin female codling moths. Gray elastomer septa were used to dispense communication disruptants around the traps. Dyed male codling moths were released in control and test areas, and the numbers of males captured in control and test traps were compared. In 1991, linear regression curves of percent communication disruption versus logarithm of dose were obtained for three compositions: (E,E)-8,10-dodecadien-1-ol, codlemone (1); codlemone + dodecan-1-ol + tetradecan-1-ol (2); and an equilibrium mixture of the four isomers of 8,10-dodecadien-1-ol (30, (61%EE, 14%ZE, 20%EZ, and 5%ZZ). All three regressions gaver 2 values greater than 0.90. At the 95% confidence limits, slopes and intercepts of compositions 1 and 2 were equivalent, and different from that of composition 3, which produced the greatest percentages of disruption at all doses. In 1992, five treatments were compared at a single dose: 1, 3, none (4), (Z,E)-8,10-dodecadien-1-ol (5), (E,Z)-8,10-dodecadien-1-ol (6). Compositions 5 and 6 gave the greatest and similar percentages of disruption and were different from codlemone (1) and 4 (95% confidence), but not from composition 3. Communication disruption produced by composition 3 was greater than (codlemone), which was greater than 4.
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  • 9
    ISSN: 1573-1561
    Keywords: Pea moth ; Cydia nigricana (F.) ; Lepidoptera ; Olethreutidae ; sex attractant ; (E)-10-dodecen-1-yl acetate ; lure ; formulation ; monitoring
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Natural rubber stoppers treated with 1, 3, or 10 mg of (E)-10-dodecen-1-yl acetate, an attractant for male pea moth,Cydia nigricana (F.), were exposed in the field during the summer of 1978 and samples analyzed at intervals. The results for all three doses fitted well to first-order loss curves with half-lives of 63.5, 64.7, and 67.3 days, respectively. Thus, lures with an initial dose of 3 mg of the attractant retained approximately 1 mg after 3 months of field exposure; they should therefore maintain a constant level of attractiveness throughout this period because previous field studies showed that moths were equally responsive to fresh lures containing between 1 and 10 mg of the attractant. There was no loss of attractant during the preparation of lures or after 4 months at −15 ° C and only 13% was lost during 3 months of storage at room temperature.
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  • 10
    ISSN: 1573-1561
    Keywords: Southwestern corn borer pheromone ; Diatraea grandiosella Dyar ; Lepidoptera ; Pyralidae ; (Z)-9-hexadecenal ; (Z)-11-hexadecenal ; (Z)-13-octadecenal ; Zea mays L.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract We report the identification of the southwestern corn borer,Diatraea grandiosella Dyar (Lepidoptera: Pyralidae), female sex attractant pheromone as a mixture of (Z)-9-hexadecenal, (Z)-11-hexadecenal, and (Z)-13-octadecenal in the ratio 21.5∶70.6∶7.9. Initially, six 16- and 18-carbon aldehydes includingn-hexadecanal, (Z)-9-octadecenal, (Z)-11-octadecenal, and the three above were isolated from female gland rinses and evaluated as potential pheromone components by GLC-MS and laboratory bioassays. By laboratory flight chamber and field tests, the stated mixture of (Z)-9-hexadecenal, (Z)-11-hexadecenal, and (Z)-13-octadecenal was shown to be as effective as the female for male attraction. Electrophysiological studies confirmed the requirement for these three compounds, but not forn-hexadecanal, (Z)-9-octadecenal, and (Z)-11-octadecenal.
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