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1.
Analysis by gas chromatography with electroantennographic detection of extracts of pheromone glands derived from calling females of the sugarcane‐borer Diatraea flavipennella revealed two antennally active compounds. These components were identified as (Z)‐9‐hexadecenal (Z9–16:Ald) and (Z)‐11‐hexadecenal (Z11–16:Ald) by comparison of the retention times of the natural compounds and the synthetic compounds supported by two‐dimensional gas chromatography – time‐of‐flight mass spectrometric analysis and the positions of the double bounds in the chains were confirmed from the mass spectral fragmentation patterns of their dimethyldisulphide adducts. The analysis indicated that Z9–16:Ald and Z11–16:Ald were present in the sex pheromone in the proportions 25 : 75. Trace amounts of tetradecanal, hexadecanal, (Z)‐7‐hexadecenal (Z7–16:Ald), (Z)‐9‐hexadecen‐1‐ol and (Z)‐11‐hexadecen‐1‐ol were also found in the extract, but of these only Z9–16:Ald and Z11–16:Ald appeared to be antennally active. Behavioural bioassays demonstrated that a binary blend composed of Z9–16:Ald and Z11–16:Ald in the ratio of 25 : 75 induced a response in D. flavipennella virgin males similar to that elicited by live virgin females or by an hexane extract of the pheromone glands of calling females. Z9–16:Ald and Z11–16:Ald are, therefore, considered to be the major constituents of the female sex pheromone of D. flavipennella.  相似文献   

2.
The cossid moth (Coryphodema tristis) has a broad range of native tree hosts in South Africa. The moth recently moved into non-native Eucalyptus plantations in South Africa, on which it now causes significant damage. Here we investigate the chemicals involved in pheromone communication between the sexes of this moth in order to better understand its ecology, and with a view to potentially develop management tools for it. In particular, we characterize female gland extracts and headspace samples through coupled gas chromatography electro-antennographic detection (GC-EAD) and two dimensional gas chromatography mass spectrometry (GCxGC-MS). Tentative identities of the potential pheromone compounds were confirmed by comparing both retention time and mass spectra with authentic standards. Two electrophysiologically active pheromone compounds, tetradecyl acetate (14:OAc) and Z9-tetradecenyl acetate (Z9-14:OAc) were identified from pheromone gland extracts, and an additional compound (Z9-14:OH) from headspace samples. We further determined dose response curves for the identified compounds and six other structurally similar compounds that are common to the order Cossidae. Male antennae showed superior sensitivity toward Z9-14:OAc, Z7-tetradecenyl acetate (Z7-14:OAc), E9-tetradecenyl acetate (E9-14:OAc), Z9-tetradecenol (Z9-14:OH) and Z9-tetradecenal (Z9-14:Ald) when compared to female antennae. While we could show electrophysiological responses to single pheromone compounds, behavioral attraction of males was dependent on the synergistic effect of at least two of these compounds. Signal specificity is shown to be gained through pheromone blends. A field trial showed that a significant number of males were caught only in traps baited with a combination of Z9-14:OAc (circa 95% of the ratio) and Z9-14:OH. Addition of 14:OAc to this mixture also improved the number of males caught, although not significantly. This study represents a major step towards developing a useful attractant to be used in management tools for C. tristis and contributes to the understanding of chemical communication and biology of this group of insects.  相似文献   

3.
Cotton bollworm, Helicoverpa armigera (Hübner) (Lepidoptera: Noctuidae), is one of the most important pest insects in cotton fields in China. Female moths were captured by waterbasin traps with a synthetic female sex pheromone blend in cotton fields over three years. The blend contained (Z)‐11‐hexadecenal and (Z)‐9‐hexadecenal with a ratio of 97:3. Each pheromone dispenser was impregnated with 2.0 mg of pheromone blend and 0.2 mg of antioxidant dissolved with 0.1 mL of hexane, and there was a control dispenser with a similar amount of antioxidant and solvent only. Waterbasin traps were deployed in three configurations in the fields. ‘A’ was pheromone traps only, ‘B’ was both pheromone and control traps, ‘C’ was control traps only. (i) In four plots of ‘A’, the average weekly female catch was 1.5, and more females were captured by centrally located pheromone traps, (ii) In three plots of ‘Brsquo;, control traps also captured female as well as male moths, but average weekly female catches of control traps was significantly lower than that in pheromone‐baited traps. (iii) There were significant linear relationships between the average weekly female catch and the corresponding layer in pheromone‐baited traps in both ‘A’ and ‘B’ plots, and in quadratic equations in control in ‘B’ plots. (iv) With the increase of the interval of traps, average weekly female catches per trap increased but average weekly female catches per hectare decreased. (v) Among the female moths captured by pheromone traps, 88.3% were mated female moths which each containing 1.46 spermatophores, while in control traps 86.9% of the mated female moths had 0.90 spermatophores. There was a significant difference between the average numbers of spermatophores of mated females in pheromone traps and in controls.  相似文献   

4.
Sex pheromones of many moth species have relatively simple structures consisting of a hydrocarbon chain with a functional group and one to several double bonds. These sex pheromones are derived from fatty acids through specific biosynthetic pathways. We investigated the incorporation of deuterium-labeled tetradecanoic, hexadecanoic, and octadecanoic acid precursors into pheromone components of Heliothis subflexa and Heliothis virescens. The two species utilize (Z)11-hexadecenal as the major pheromone component, which is produced by Delta11 desaturation of hexadecanoic acid. H. subflexa also produced (Z)11-hexadecanol and (Z)-11-hexadecenyl acetate via Delta11 desaturation. In H. subflexa, octadecanoic acid was used to biosynthesize the minor pheromone components (Z)9-hexadecenal, (Z)9-hexadecenol, and (Z)9-hexadecenyl acetate. These minor components are produced by Delta11 desaturation of octadecanoic acid followed by one round of chain-shortening. In contrast, H. virescens used hexadecanoic acid as a substrate to form (Z)11-hexadecenal and (Z)11-hexadecenol and hexadecenal. H. virescens also produced (Z)9-tetradecenal by Delta11 desaturation of the hexadecanoic acid followed by one round of chain-shortening and reduction. Tetradecanoic acid was not utilized as a precursor to form Z9-14:Ald in H. virescens. This labeling pattern indicates that the Delta11 desaturase is the only active desaturase present in the pheromone gland cells of both species.  相似文献   

5.
Male moths can accurately perceive the sex pheromone emitted from conspecific females by their highly accurate and specific olfactory sensory system. Pheromone receptors are of special importance in moth pheromone reception because of their central role in chemosensory signal transduction processes that occur in olfactory receptor neurons in the male antennae. There are a number of pheromone receptor genes have been cloned, however, only a few have been functionally characterized. Here we cloned six full-length pheromone receptor genes from Helicoverpa armigera male antennae. Real-time PCR showing all genes exhibited male-biased expression in adult antennae. Functional analyses of the six pheromone receptor genes were then conducted in the heterologous expression system of Xenopus oocytes. HarmOR13 was found to be a specific receptor for the major sex pheromone component Z11-16:Ald. HarmOR6 was equally tuned to both of Z9-16: Ald and Z9-14: Ald. HarmOR16 was sensitively tuned to Z11-16: OH. HarmOR11, HarmOR14 and HarmOR15 failed to respond to the tested candidate pheromone compounds. Our experiments elucidated the functions of some pheromone receptor genes of H. armigera. These advances may provide remarkable evidence for intraspecific mating choice and speciation extension in moths at molecular level.  相似文献   

6.
Detailed examination of abdominal tip extracts from adult female Heliothis armigera revealed the presence of two components which elicit electroantennographic responses from the male moth. These olfactory stimulants have been fully identified as (Z)-11-hexadecenal (I) and (Z)-11-hexadecen-1-ol(II), and detected in airborne volatiles from a ‘calling’ female moth. A third olfactory stimulant was detected only in female tip extracts from some moths of Malawi origin, and this was tentatively identified as (Z)-9-hexadecenal (III). No other olfactory stimulants could be found, although hexadecenal (IV) and 1-hexadecan-1-ol (V) were detected by gas chromatography. In field tests in Malawi, (Z)-11-hexadecenal (I) attracted a few male H. armigera moths to traps but was very much less attractive than the virgin female moth. The attractiveness of (I) was not consistently affected by addition of alcohol (II), aldehydes (III) and (IV), or (E)-11-hexadecenal. Significant numbers of male Earias biplaga moths were found to be attracted to (Z)-11-hexadecenal (I).  相似文献   

7.
《Phytochemistry》1987,26(5):1311-1315
The incorporation of [14C]acetate into fatty acids in a plasma membrane enriched fraction from mature soybean root (Glycine max) was studied by time-course experiments. Mature sections of 4-day-old dark-grown soybean roots were incubated with [1-14C]acetate, 1 mM sodium acetate and 50 μ/ml chloramphenicol. Plasma membrane vesicles were isolated at pH 7.8 and in the presence of 5 mM EDTA, 5 mM EGTA and 10 mM NaF. Lipid extracts analysed for phospholipid class and acyl chain composition revealed that relatively long incubation times did not alter the phospholipid composition of the plasma membrane enriched fraction. Radioactivity was incorporated into all the phospholipid classes proportional to their concentration in the membrane fraction. The distribution of 14C within the fatty acids of phosphatidylcholine and phosphatidylethanolamine differed from the respective fatty acid compositions and changed with time. Radioactivity also appeared more rapidly in the unsaturated acyl groups of phosphatidylcholine when compared with phosphatidylethanolamine. The rate and pattern of fatty acid incorporation into phosphatidylcholine differed from that for phosphatidylethanolamine.  相似文献   

8.
Biosynthesis of the sex pheromone components, (Z)-5-tetradecenyl acetate (Z5-14:OAc) and (Z)-7-tetradecenyl acetate (Z7-14:OAc), was investigated in the New Zealand tortricid moth Planotortrix excessana (Walker) by fatty acid methyl ester (FAME) analysis of base-methanolyzed extracts of lipids in the sex pheromone gland and through application of various labelled fatty acids. Analysis of the base-methanolyzed gland extracts revealed common FAMEs, including methyl oleate and methyl palmitoleate, as well as the FAMEs of the putative precursors, methyl (Z)-5-tetradecenoate and methyl (Z)-7-tetradecenoate. Application of labelled, saturated fatty acids, myristic, palmitic, and stearic did not result in any significant incorporation of label into either of the unsaturated pheromone components, although label was incorporated into tetradecyl acetate (14:OAc). In contrast, application of labelled oleic acid resulted in incorporation of label into Z5-14:OAc but not into Z7-14:OAc or into 14:OAc, whereas application of labelled palmitoleic acid resulted in incorporation of label into Z7-14:OAc but not into Z5-14:OAc or 14:OAc. These data support a route for biosynthesis of Z5-14:OAc and Z7-14:OAc in this species by limited β-oxidation of the common fatty acyl moieties, respectively, oleate (involving two cycles of 2-carbon chain-shortening) and palmitoleate (involving only one cycle of 2-carbon chain-shortening), and apparently involving no desaturase (other than the common Δ9) specific to sex pheromone biosynthesis. Interestingly, P. excessana females biosynthesize the same component (Z5-14:OAc) from an entirely different route from that of the related species Ctenopseustis obliquana (which biosynthesizes Z5-14:OAc by Δ5-desaturation of myristate). Additionally, the pheromone biosynthesis activating neuropeptide (PBAN) stimulates pheromone biosynthesis in this species. Arch. Insect Biochem. Physiol. 37:158–167, 1998. © 1998 Wiley-Liss, Inc.  相似文献   

9.
Sodium [1-14C]acetate, sodium [1-14C]propionate, sodium [2-14C]propionate, sodium [3-14C]propionate and sodium [methyl-14C]methylmalonate were readily incorporated into the cuticular hydrocarbons of nymphal stages of the cockroach Periplaneta fuliginosa both in vivo and in vitro, whereas no incorporation of [methyl-14C]methionine was observed. The alkanes of the nymphal stages of this insect are 25+% n-alkanes, 14% 3-methylalkanes, and 59+% internally branched monomethylalkanes, principally 13-methylpentacosane. Sodium [1-14C]acetate was incorporated into each class of alkane at about its percentage composition. In contrast, labeled sodium propionate and sodium methylmalonate were preferentially incorporated into the branched fractions. Radio-gas-liquid chromatography showed that sodium [1-14C]propionate was incorporated almost exclusively into 3-methyltricosane and 13-methylpentacosane, whereas sodium [1-14C]acetate was incorporated into each glc peak at about its percentage composition. These data suggest that propionate, incorporated during chain elongation, serves as the branching methyl group donor for both the 3-methyl and the internally branched monomethylalkanes in insects. The location of hydrocarbon synthesis in P. fuliginosa was studied using an in vitro tissue slice system. Excised cuticle slices, with adhering fat body tissue removed, gave good incorporation of labeled substrates into the hydrocarbon fraction. No hydrocarbon synthesis was observed in fat body preparations.  相似文献   

10.
11.
The relative proportions of components in a pheromone blend play a major role in sexual recognition in moths. Two sympatric species, Helicoverpa armigera and Helicoverpa assulta, use (Z)-11-hexadecenal (Z11–16: Ald) and (Z)-9-hexadecenal (Z9–16: Ald) as essential sex pheromone components but in very different ratios, 97∶3 and 7∶93 respectively. Using wind tunnel tests, single sensillum recording and in vivo calcium imaging, we comparatively studied behavioral responses and physiological activities at the level of antennal sensilla and antennal lobe (AL) in males of the two species to blends of the two pheromone components in different ratios (100∶0, 97∶3, 50∶50, 7∶93, 0∶100). Z11–16: Ald and Z9–16: Ald were recognized by two populations of olfactory sensory neurons (OSNs) in different trichoid sensilla on antennae of both species. The ratios of OSNs responding to Z11–16:Ald and Z9–16:Ald OSNs were 100∶28.9 and 21.9∶100 in H. armigera and H. assulta, respectively. The Z11–16:Ald OSNs in H. armigera exhibited higher sensitivity and efficacy than those in H. assulta, while the Z9–16:Ald OSNs in H. armigera had the same sensitivity but lower efficacy than those in H. assulta. At the dosage of 10 µg, Z11–16: Ald and Z9–16: Ald evoked calcium activity in 8.5% and 3.0% of the AL surface in H. armigera, while 5.4% and 8.6% of AL in H. assulta, respectively. The calcium activities in the AL reflected the peripheral input signals of the binary pheromone mixtures and correlated with the behavioral output. These results demonstrate that the binary pheromone blends were precisely coded by the firing frequency of individual OSNs tuned to Z11–16: Ald or Z9–16: Ald, as well as their population sizes. Such information was then accurately reported to ALs of H. armigera and H. assulta, eventually producing different behaviors.  相似文献   

12.
研究了小地老虎中国种群的性信息素组分,3日龄处女蛾单腺体性信息素提取物中性信息素的含量非常低。GC和GC-MS分析表明,小地老虎性信息素含有5种成分:顺-7-12碳乙酸酯(A)、顺-9-14碳乙酸酯(B)、顺-11-16碳乙酸酯(C)、顺-5-10碳乙酸酯(D)和顺-8-12碳乙酸酯(E)。它们的含量分别为:(0.245±0.098)、(0.080±0.031)、(0.089±0.03)、(0.085±0.031)和 (0.105±0.065)ng, 这5种物质的百分比分别为40.451±13.66、13.176±5.279、14.943±5.142、14.392±6.10和17.225±9.792,前3种物质的百分比为58.75±9.429、18.91±7.539和22.34±7.209。田间试验表明,性信息素单一组分均未诱到雄蛾,AB以3∶1的比例配成的诱芯对雄蛾有一定的引诱活性,一个诱捕器平均诱捕到2.6头。ABC组分以3∶1∶1的比例配成的诱芯对雄蛾引诱活性显著增强,一个诱捕器平均诱捕量为7.40头,是AB(3∶1)诱芯的2.8倍。诱芯中性信息素的含量对诱蛾活性有明显的影响,在剂量为200 µg时的平均诱捕量最高。  相似文献   

13.
利用气相色谱一质谱联用技术(GC—MS)和气相色谱与风洞技术对交配期的豆荚螟(Etiella zinckenella)处女雌蛾的腺体提取物进行定性分析并侦测其中的活性组分,最终确定豆荚螟性信息素的有效组分为顺9一十四碳烯醇乙酸酯(z9—14AC)、顺11一十四碳烯醇乙酸酯(Z11—14AC)、十四碳烯醇乙酸酯(14AC),三种成分在腺体中的比例分别1:3:1的存在。  相似文献   

14.
15.
小菜蛾化学生态学研究现状与展望   总被引:12,自引:0,他引:12  
韩宝瑜  张钟宁 《昆虫知识》2001,38(3):177-181
本文综述了几种植物吸引或阻抑小菜蛾成虫产卵或幼虫取食的效应。完整的、机械损伤的和菜粉蝶为害的甘蓝类蔬菜释放出数十种醇、醛、酯、酮、硫化物、羧酸类、异硫氰酸酯类和萜烯类挥发性化合物。机械损伤的甘蓝和小菜蛾、菜粉蝶及蜗牛为害的甘蓝释放的挥发物引诱菜粉蝶绒茧蜂。小菜蛾为害甘蓝释放的挥发物引诱菜蛾绒茧蜂。小菜蛾性信息素基本成分是顺 -1 1 -十六碳烯醛和顺 -1 1 -十六碳烯乙酸酯。当顺 -1 1 -十六碳烯醛、顺 -1 1 -十六碳烯乙酸酯和顺 -1 1 -十六碳烯醇以 5∶5∶0 1或顺 -1 1 -十六碳烯醛、顺 -1 1 -十六碳烯乙酸酯、顺 -1 1 -十六碳烯醇和顺 -9-十四碳烯乙酸酯按70∶3 0∶1∶0 0 1比例制成的诱芯诱蛾效果较好。宜深入探究寄主植物—小菜蛾—菜蛾绒茧蜂间的通讯机制 ,开发高效诱芯。  相似文献   

16.
《Insect Biochemistry》1989,19(7):645-649
The presence of a pheromone biosynthesis activating neurohormone in the head gandlia, and its effect on the sex phermone biosynthetic pathway, were investigated in the tomato looper, Chrysodeixis chalcites (Esper). Comparison of pheromone components and precursor levels in the presence and absence of the factor was performed using untreated, ligated and ligated and injected virgin females. Pheromone glands of treated and untreated moths were extracted and analyzed by capillary gas chromatography for their most abundant pheromone components, (Z)-7-dodecenyl acetate and (Z)-9-tetradecenyl acetate, and the putative biosynthetic precursors hexadecanoate, (Z)-11-hexadecenoate, (Z)-9-tetradecenoate and (Z)-7-dodecenoate. Comparison of the amounts of the pheromone and precursor components in the three groups of females indicated that a neuroendocrine factor is involved in the regulation of the pheromone biosynthesis in C. chalcites. Lack of such a factor resulted in a marked decrease of the sex pheromone components as well as the three unsaturated putative biosynthetic precursors. However, no decrease was observed in the content of palmitoate, suggesting that the Δ11 desaturation step is affected by the neuroendocrine factor. Injection of head ganglia extracts into ligated females resulted in a recovery of unsaturated precursor and phermone content. Both male and female head ganglia were found to contain a sex pheromone biosynthesis regulatory factor. However, the stimulatory pattern of the factor from the two sexes was different, suggesting that the two factors are quantitatively and/or qualitatively distinct.  相似文献   

17.
Helicoverpa gelotopoeon Dyar is a very important pest of economic importance on cotton in Argentina. Analysis of female pheromone gland extracts prepared from 1‐ to 2‐day‐old virgin female moths demonstrated the presence of a 1 : 0.84 blend of hexadecanal (16:Ald) and (Z)‐9‐hexadecenal (Z9‐16:Ald), with trace quantities of tetradecanal in some samples, 2.4% of 16:Ald. The average quantity of Z9‐16:Ald extracted per female was estimated to be 33 ng, with a range of 18.9–46.4 ng per female when collected 2–3 h into the scotophase. In field trials conducted in both cotton and tomato crops in Santiago del Estero, Argentina 1 : 1 blends of 16:Ald and Z9‐16:Ald caught significantly more male H. gelotopoeon than Z9‐16:Ald alone, although there was no significant difference between blends containing between a 0.2 : 1 and 2 : 1 ratio of 16:Ald and Z9‐16:Ald. There was no analytical evidence for the presence of (Z)‐11‐hexadecenal (Z11‐16:Ald) in pheromone gland extracts, although this compound has been identified in all female sex pheromones of Heliothinae to date. In field trials, the addition of Z11‐16:Ald at the 1% level to either a 1 : 1 blend of 16:Ald and Z9‐16:Ald or Z9‐16:Ald alone significantly reduced the catch of male H. gelotopoeon. Sympatric Heliothis virescens were not caught in any of the blends tested for H. gelotopoeon, but were caught in low numbers in traps baited with a 4 : 100 blend of (Z)‐9‐tetradecenal and (Z)‐11‐hexadecenal.  相似文献   

18.
1. A study has been made of the incorporation of carbon from [14C]methane, [14C]methanol and [14C]bicarbonate by cultures of Pseudomonas methanica growing on methane, and [14C]methanol by cultures of the same organism growing on methanol. 2. The distribution of radioactivity within the non-volatile constituents of the ethanol-soluble fractions of the cells, after incubation with labelled compound for periods up to 3min., has been analysed by chromatography and radioautography. 3. Over 90% of the radioactivity fixed from [14C]methane or [14C]methanol at the earliest times of sampling appeared in phosphorylated compounds. Glucose phosphate and fructose phosphate together constituted the largest part of the radioactive phosphates (70–90%); phosphoglycerate was a relatively minor component (2–17%). Other compounds becoming labelled during the incubation included glycine, serine, glutamate, aspartate, malate, citrate and alanine. 4. The first stable products of [14C]bicarbonate fixation were malate and aspartate (containing between them over 90% of the total radioactivity fixed at the earliest times of sampling). 5. The percentage of the total radioactivity fixed that was contained in each of the radioactive compounds has been plotted against time. The slopes of the curves obtained show that hexose phosphates are primary stable products of [14C]methane and [14C]methanol incorporation and that aspartate and malate are primary stable products of [14C]bicarbonate incorporation. 6. No carboxydismutase activity has been found in cell-free extracts of the organism. This fact, together with the other findings, shows that an autotrophic metabolism involving the ribulose diphosphate cycle of carbon dioxide fixation cannot be operating.  相似文献   

19.
To excised leaves and 15-day-old seedlings of Acnistus breviflorus sodium [1-14C]acetate, [2-14C]mevalonolactone and [14C-methyl]methionine were administered in separate experiments. From the absolute incorporation values of withaferin A (1), jaborosalactone A (2) and jaborosalactone D (3) isolated at different times after administration of the tracers, it was deduced that compound 2 is a precursor of both 1 and 3 and that the withanolides are later biodegraded to unknown products. Inoculation of [14C]jaborosalactone A confirmed its transformation into 1 and 3.  相似文献   

20.
粘虫雄蛾触角对其性信息素的电生理反应   总被引:6,自引:0,他引:6  
用自行组装的触角电位仪,测定了粘虫Mythimna separata雄蛾蛾龄对标准化合物顺-11-十六碳烯醛(Z11-16:A1d)、顺-9-十六碳烯醛(Z9-16:Ald)和十六碳醛(16:A1d)的EAG反应的影响,分析了雄蛾触角对3种标准化合物的剂量-反应关系,发现粘虫雄蛾对Zll-16,Ald和Z9-16:Ald的剂量-反应曲线呈现出典型的“S”型,并且反应阐值较低。而对16:A1d几乎没有反应。最为重要的是检测了粘虫雄蛾对雌蛾腺体提取物的EAG反应,反应值的大小与样品中所提取的雌蛾腺体数目成正比。通过检测粘虫雄蛾对羽化不同天数,以及同一天羽化、在暗期不同时辰提取的雌蛾腺体提取物的EAG反应,证实了粘虫雄蛾的反应曲线与雌蛾释放性信息素的时辰节律呈正相关。还比较了烟青虫和粘虫雄蛾对粘虫雌蛾腺体提取物的EAG反应,间接证实了粘虫雌蛾腺体提取物中可能含有次要组分Z9-16;A1d。  相似文献   

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