An assessment of the life time biosynthesis potential of the male boll weevil

The four monoterpene compounds [1, (+)-cis-2-isopropenyl-1-methycyclobutaneethanol; II, (Z)-3,3-dimethyl-Δ^1,β-cyclohexaneethanol; III, (Z)-3,3-dimethyl-Δ^1,α-cyclohexaneacetaldehyde; and IV, (E)-3,3-dimethyl-Δ^1,α-cyclohexaneacetaldehyde] which comprise the pheromone of the male boll weevil, Anthonomus grandis, were determined daily throughout the lifespan of the insect by GLC analysis of the whole body and the frass. The total content of the components in the male is never greater than 210 ng, the average content in the frass produced during 1 day is 1268 ng, and the lifetime production is at least 40,000 ng. The ratio of the four components in frass is 6 : 6 : 2 : 1/I : II : III : IV. None of the four components was found in females, but female frass contained traces in three instances. These data can be used to compare the potential attractancy of insects from various geographical areas, at different seasons, in different nutritional states, and after chemosterilization. Such differences in potential insect attractiveness could be crucial to effective large-scale control programmes.     

雪松松针挥发油化学成分及抗氧化活性研究

采用水蒸气蒸馏法提取雪松松针挥发油,利用气相色谱-质谱联用技术分析其化学成分。使用维生素C为阳性对照,以DPPH自由基、ABTS自由基和羟基自由基清除作用为指标评价挥发油的抗氧化活性。从雪松松针挥发油中鉴定了37种化学成分,占挥发油总量的95.10%,以烃类和醇类为主;挥发油对DPPH自由基、ABTS自由基和羟基自由基有明显的清除作用,其IC₅₀分别为0.30、0.22及0.96 μg·mL^-1,且呈现一定的量效关系。可见,雪松松针挥发油中含有多种有应用价值的化学成分,具有显著的抗氧化活性。     

Relationship between a host plant compound,myrcene and pheromone production in the bark beetle, IPS paraconfusus

The pheromonal components, ipsenol and ipsdienol were found in increasing quantities in hindguts of only the male sex of Ips paraconfusus following exposure of both sexes to a series of increasing concentrations of myrcene vapour. Hindguts of female and male beetles contained similar quantities of myrcene and other volatile compounds associated with myrcene exposure. Unexposed beetles of both sexes did not contain detectable amounts of any volatile compound. This indicates that myrcene induces or is a precursor for sex-specific pheromone biosynthesis.     

OLFACTORY RESPONSES OF COTTON BOLLWORM,HELICOVERPA ARMIGERA TO SEX PHEROMONE AND PLANT VOLATILE COMPONENTS*

Abstract Electroantennograms (EAGs) were recorded from unmated, laboratory-reared male and female Helicover pa armigera (Lepidoptera:Noctuidae) adults to two sex pheromone components and a range of plant volatile components, some of which are known volatiles from leaves and fruits. The female-produced sex pheromone was not detected by other female moths. The sex pheromone components to which male moths responded previously show to possess biological activity. As for plant volatile components, a large degree of EAG response uniformity between male and female moth was observed. The greatest EAG responses of all plant volatiles tested were elicited by monoenic C-6 alcohol and aldehyde. They are constituents of the “general green-leaf odor” that emanates from most plants. The potential adaptive benefit of selective perception to sex pheromone and green-leaf volatile components is discussed.     

火棘花挥发油化学成分的GC-MS分析及抗氧化活性研究

采用水蒸气蒸馏法提取火棘花挥发油,利用气相色谱—质谱联用技术(GC-MS)分析其化学成分。使用维生素C和BHT为阳性对照,以DPPH自由基、亚硝酸钠清除作用为指标评价挥发油的抗氧化活性。从挥发油中鉴定了77个化合物,占挥发油总量的83.77%,含有多种生物活性成分,以萜类及其含氧衍生物(50.31%)、烷烃(18.52%)、醛(5.54%)为主;挥发油对DPPH自由基、亚硝酸钠有明显的清除作用,清除率为50%时,其体积分别为43.51、79.48μL,样品量与清除率间呈量效关系;挥发油对DPPH自由基的清除效果略低于1 mg·mL-1维生素C,对亚硝酸钠的清除效果优于1 mg·mL-1的BHT。     

棉铃虫Helicverpa armigera对性外激素和植物气味物质的嗅觉反应(英文)

本文用EAG技术研究棉铃虫对性外激素和植物气味物质的嗅觉反应。供试的气味物质有棉铃虫性外激素的二种主要组分和36种与棉铃虫寄主植物有关的植物气味物质。试验结果表明：1）只有棉铃虫雄蛾对性外激素组分产生反应,二种性外激素的组分中,Z-11-16：AL能引起较强的EAG反应。2）对植物气味物质,雌雄棉铃虫之间的嗅觉反应没有明显的差异。棉铃虫对性外激素和植物气味组分的嗅觉感受过程是一个有选择性的感受过程：不同种类的气味物质能引起不同的EAG反应。只有棉铃虫雄蛾才对性外激素组分起反应,在二种性外激素组分中：主要组分：Z-11-16：AL引起的EAG反应最高,高于大多数植物气味物质。次要组分Z-9-16：AL引起的EAG反应很弱。雌、雄棉铃虫对植物气味组分的嗅觉反应的选择性表现出一致的规律：对苯甲醛和绿叶气味物质的反应最高。单萜类中的萜烯衍生物（萜类醇、醛、酯等）的触角电位反应次之。棉铃虫对大多数的供试化合物的EAG反应都很小。最后,作者讨论了性外激素和植物气味物质对棉铃虫行为的作用。     

Identification of chemical compounds of the pheromone in different ages of female adults of the clearwing moth,Paranthrene diaphana Dalla Torre & Strand

The clearwing moth, Paranthrene diaphana Dalla Torre & Strand (Lep.: Sesiidae) is one of the most destructive pests of willow trees in Tehran province which leads to dieback. In this study, female volatile compounds were identified. For this purpose, female volatile substances were extracted using Solid Phase Micro Extraction and then were identified using Head Space Chromatography method. Female insects were assessed separately at ages of 2–4, 4–6 and 6–8 days of preparation. Among the various compounds identified by GC/MS in the volatile compounds of female insect, 27 compounds were introduced while seven combinations have also been produced and released at all ages of insect which include: Pentadecane, Heptadecane, Dodecane, Tetradecane, Hexadecane, Eicosane and Tridecane. The peak area of curve (log scale) and frequency of these compounds, demonstrate that five combinations including: Tetradecane, Hexadecane, Tridecane, Eicosane and Dodecane are more important. In addition, five compounds including: Octadecane, Palmitic acid (Hexadecanoic acid), 9-Octadecenoic acid, Tricosane and Hexacosane have been released only from fourth to the eighth day of adult life. Therefore, it seems that female sex pheromone is a combination of these 12 compounds.     

圈养金钱豹尿液中的挥发性成分分析

<正>哺乳动物的尿液挥发性成分被认为是同哺乳动物信息激素一样重要的物质,迄今报道的野生动物尿液挥发性成分研究的有狮(Panthera leo)(Andersen and Vulpius,1999)、山猫(Lynx rufus)(Mattina et al.,1991)、土狼(Canis lupus)(Raymer et al.,1986)、郊狼(Canis latrans)(Schultz,1988)、红狐(Vulpes vulpe)(Jorgensen et al.,1978)以及鼬科物种(Zhang et al.,2005)。Robert和Joseph(1991)利用山猫和土狼尿液气味抑制白尾鹿(Odocoileus leucurus)对日本     

植物气味化合物与斜纹夜蛾性信息素的协同作用

为提高现有性信息素对雄蛾的引诱活性, 本研究通过大量的田间试验探索植物气味化合物与斜纹夜蛾Spodoptera litura性信息素（顺9, 反11-十四碳二烯乙酸酯∶顺9, 反12-十四碳二烯乙酸酯=10∶1）的协同作用机制。从斜纹夜蛾寄主植物和花的气味化合物中, 选择9种有代表性的化合物, 并以一定剂量分别加入到斜纹夜蛾性信息素诱芯中, 在田间测试对雄蛾的引诱活性。结果表明: 在测试的9种植源性化合物中, 发现一定剂量(每个诱芯加入0.4 mg)的苯乙醛(PAA), 具有显著提高斜纹夜蛾性信息素的引诱作用, 而高剂量的苯乙醛则强烈抑制性信息素的引诱活性; 此外, 其他各种浓度的测试化合物或混合物对性信息素则没有统计上显著的增效作用。不同剂量的苯乙醛单个化合物及各种植物气味化合物组成的混合物对斜纹夜蛾也有微弱的引诱作用。苯乙醛必须要与性信息素的完整组分(以10∶1比例混合的顺9, 反11-十四碳二烯乙酸酯和顺9反, 12-十四碳二烯乙酸酯)混合才能起作用, 缺少顺9, 反12-十四碳二烯乙酸酯则没有引诱活性。本研究证明, 苯乙醛作为理想的性信息素诱芯增效剂, 可应用于建立更理想的斜纹夜蛾性信息素诱杀技术, 对性诱害虫防治和测报具有应用价值。     

Electrophysiological and Behavioral Responses of Male Fall Webworm Moths (Hyphantria cunea) to Herbivory-Induced Mulberry (Morus alba) Leaf Volatiles

Volatile organic compounds (VOCs) were collected from damaged and intact mulberry leaves (Morus alba L., Moraceae) and from Hyphantria cunea larvae by headspace absorption with Super Q columns. We identified their constituents using gas chromatography-mass spectrometry, and evaluated the responses of male H. cunea antennae to the compounds using gas chromatography-flame ionization detection coupled with electroantennographic detection. Eleven VOC constituents were found to stimulate antennae of male H. cunea moths: β-ocimene, hexanal, cis-3-hexenal, limonene, trans-2-hexenal, cyclohexanone, cis-2-penten-1-ol, 6-methyl-5-hepten-2-one, 4-hydroxy-4-methyl-2-pentanone, trans-3-hexen-1-ol, and 2,4-dimethyl-3-pentanol. Nine of these chemicals were released by intact, mechanically-damaged, and herbivore-damaged leaves, while cis-2-penten-1-ol was released only by intact and mechanically-damaged leaves and β-ocimene was released only by herbivore-damaged leaves. Results from wind tunnel experiments conducted with volatile components indicated that male moths were significantly more attracted to herbivory-induced volatiles than the solvent control. Furthermore, male moths'' attraction to a sex pheromone lure was increased by herbivory-induced compounds and β-ocimene, but reduced by cis-2-penten-1-ol. A proof long-range field trapping experiment showed that the efficiency of sex pheromone lures in trapping male moths was increased by β-ocimene and reduced by cis-2-penten-1-ol.     

Characterization of olfactory receptor neurons for pheromone candidate and plant volatile compounds in the clover root weevil,Sitona lepidus

Antennal olfactory receptor neurons (ORNs) for pheromone and plant volatile compounds were identified and characterized in male and female clover root weevil, Sitona lepidus (Gyllenhal), using the single sensillum recording technique with five pheromone-related compounds, and 40 host and non-host plant volatile compounds. Overall, seven different types of olfactory sensilla containing specialized ORNs were identified in each sex of S. lepidus. Among them, three different types of sensilla in the males and two types in the females housed ORNs specialized for pheromone-related compounds. The ORNs in males were specialized for 4-methyl-3,5-heptanedione or one or more of four stereoisomers of 5-hydroxy-4-methyl-3-heptanone. In contrast, female sensilla did not contain ORNs sensitive to 4-methyl-3,5-heptanedione while they contained ORNs sensitive to and specialized for the stereoisomers of (4S,5S)-5-hydroxy-4-methyl-3-heptanone. In addition to the pheromone-related ORNs, four types of olfactory sensilla contained ORNs responsive to plant volatile compounds in male S. lepidus, and five types in females. Most of the ORNs identified in S. lepidus showed a high degree of specificity to specific volatile compounds although some of the active compounds showed overlapping response spectra in the ORNs across different types of sensilla. The most active plant volatile compounds were the four green leaf volatile compounds, (E)-2-hexenol, (Z)-2-hexenol, (Z)-3-hexenol and (E)-2-hexenal, and isomers of two monoterpenols, (±)-linalool and (±)-α-terpineol, all eliciting strong responses from relatively large numbers of ORNs in male and female S. lepidus. Our study indicates that S. lepidus has a set of highly sensitive and selective ORNs for pheromone and plant volatile compounds. Further work is needed to elucidate the behavioral implications of these findings.     

罗汉果叶片挥发性成分与访花昆虫: 雌雄株差异及其生态影响

为探究罗汉果(Siraitia grosvenorii)自然授粉不良的形成原因,该文以罗汉果品种“大地二号”的种苗为材料,采用定点定时方法调查罗汉果雌雄株访花昆虫,同时利用GC-MS对雌雄株叶片的挥发性成分进行比较分析。结果表明:在雄株上观察到访花昆虫102种,分属于8目29科,其中包括蜜蜂科、眼蝶科、夜蛾科和天蛾科等传粉昆虫类群; 在雌株上观察到访花昆虫69种,分属于7目16科,但未观察到上述传粉昆虫类群。雄株访花昆虫的物种丰富度、多度和Shannon-Wiener多样性均显著高于雌株(P<0.05),Jaccard相似性分析显示,雌株和雄株访花昆虫达到中等不相似水平。在雄株叶片中鉴定出挥发性成分17种,优势成分为萜烯类化合物,占总含量的67.31%; 在雌株叶片中鉴定出挥发性成分12种,优势成分为烷烃类化合物,占总含量的44.27%。雄株具有较多特有成分,包括7种萜烯类和3种酯类成分,占总体成分的45.45%; 雌株的特有成分较少,包括4种烷烃类和1种酯类成分,占总体成分种类的22.72%。Jaccard相似性分析显示,雌株和雄株的挥发性成分总体上达到中等不相似水平,其中萜烯类和酯类的相似度更低,达到极不相似水平。进一步分析表明,在罗汉果雌雄株之间,由于挥发性化合物在优势成分上的重要差异,以及特有成分的大量存在,可能导致了它们访花昆虫类群的显著差异,进而影响了罗汉果的自然传粉过程。     

Monoenyl hydrocarbons in female body wax of the yellow peach moth as synergists of aldehyde pheromone components

The non-polar components of female body wax and pheromone gland extracts of the yellow peach moth synergistically enhanced male behavioral responses from close to pheromone sources in wind tunnel tests when mixed with an aldehyde pheromone blend. When the non-polar fractions (NPFs) of female body wax were further separated by column chromatography, synergistic activities were found in the 3 and 50% ether in hexane fractions, and they additively increased male responses. The main components of the first fraction were (Z)-9-tricosene, (Z)-9-pentacosene, (Z)-9-heptacosene, (Z)-9-nonacosene and (Z)-9-hentriacontene. Only (Z)-9-heptacosene showed a significant synergistic effect in enhancing male responses, but the other components had no effect. A mixture of the five monoenyl hydrocarbons lost activity at lower doses than 5 ng. Natural ratios of these hydrocarbons in the female body wax and pheromone gland extracts were similar, but the amount of (Z)-9-heptacosene in the female body wax was significantly higher than in the pheromone gland extracts. We conclude that (Z)-9-heptacosene increases male responses to aldehyde pheromones, and unknown component(s) in the 50% ether in the hexane fraction are required for full synergistic enhancement by the NPFs of the female body wax and the pheromone gland extracts.     

植物气味化合物对棉铃虫产卵及田间诱蛾的影响

利用触角电位技术（EAG）研究棉铃虫Helicoverpa armigera对17种植物气味物质的嗅觉反应,实验结果表明：棉铃虫雄蛾、雌蛾对所试各种植物气味物质均无明显的嗅觉反应差异,不同种类的气味物质能引起不同的EAG反应。对其中的几种植物气味物质进行了引诱产卵实验及田间诱蛾实验,结果表明：某些寄主植物的挥发性次生物质显示出较好的引诱产卵活性,且对棉铃虫性诱剂具有增效和协同作用。田间实验数据显示,增加了植物气味物质的棉铃虫性诱剂与单一的棉铃虫性诱剂相比差异显著。     

Antennal responses of Cydia pomonella (L.) exposed to surfaces treated with methoxyfenozide

Electroantennogram (EAG) measurements were recorded from the antennae of male and female codling moth, Cydia pomonella L., to determine whether adult moths exposed to surfaces treated with the ecdysteroid agonist methoxyfenozide experience a decline in their antennal reception and thus olfactory sensitivity. Such a phenomenon would offer a possible mechanism for the previously reported decreased responsiveness from moths treated with methoxyfenozide to pheromone‐ and plant volatile‐based monitoring lures. Mean EAG data revealed that the antennae from methoxyfenozide‐treated male moths appear to be just as sensitive to various doses of synthetic codlemone as the antennae from the control and surfactant‐treated moths, but they appeared to be less sensitive to the pheromone component 12OH (collected from female effluvia) than the control male antennae. Mean male EAG responses to the pheromone components E8,E10‐12Al and codlemone collected from methoxyfenozide‐treated females were significantly less than the responses towards those two pheromone components collected from the control and surfactant‐treated females. Female moth exposure to methoxyfenozide did not negatively impact the sensitivity of female antennae to the plant volatile pear ester, but it did towards the apple volatile butyl hexanoate. Data from this study show that adult C. pomonella exposure to methoxyfenozide‐treated surfaces does appear to negatively impact, in a minor way, the (i) olfactory sensitivity (or detection) of male antennae towards some components of the female sex pheromone, (ii) the female antennal sensitivity towards a key apple volatile and (iii) the attractiveness of female pheromone effluvia.     

Putative chemosignals of the ferret (Mustela furo) associated with individual and gender recognition

Quantitative stir bar sorptive extraction methods, both in the aqueous and headspace modes, followed by thermal desorption gas chromatography-mass spectrometry were used to investigate individual variations in the volatile components of male and female ferret (Mustela furo) urine. The urinary profiles were further compared with volatile profiles of anal gland secretions of breeding male and female ferrets. Thirty volatile compounds were quantified in male and female urine. Among them, 2-methylquinoline was unique to male urine. Four ketones (4-heptanone, 2-heptanone, o-aminoacetophenone, and a dimethoxyacetophenone) and several nitrogen compounds (e.g., 2,5-dimethylpyrazine, quinoline, 4-methylquinazoline) and low levels of three unidentified nonsulfur compounds were significantly more abundant in males than in females. Quantitative comparison of 30 volatile urinary compounds showed several statistically significant differences between the sexes and individuals of the same sex. These findings suggest that ferrets may use urine marking for sex and individual recognitions. Ten of the 26 compounds identified in anal gland secretions from females and males were also found in urine. However, most of the major compounds (thietanes, dithiolanes, and indole) in anal glands were not present in urine. This suggests that urine may convey specific signals that differ from those of anal glands. Additionally, 10 volatiles (two aldehydes, five ketones, benzothiazole, 2-methylquinoline, and 4-methylquinazoline), not previously identified, were found in ferret anal gland secretions. Among the new compounds, o-aminoacetophenone was found only in males, while only traces of this compound were found in females. Similar results were previously obtained in anal glands of three other Mustela species. These findings provide new information about the constituents of urine and volatile components of anal gland secretions in ferrets.     

Response specificity of male olfactory receptor neurones for the major and minor components of a female pheromone blend

Abstract The sex attractant of the female redbanded leafroller moth, Argyrotaenia velutinana (Walker), is a blend of seven compounds. Specialized olfactory receptor neurones had been found for only two of the compounds, (Z)-11-tetradecenyl acetate (Z11-14:Ac) and (E)-11-tetradecenyl acetate (E11–14:Ac). These receptor neurones were always found in pairs within the long trichoid sensilla, which are the most abundant multi-pored sensilla on the male antenna. A systematic survey of all regions of the male antenna with standard extracellular recording techniques was undertaken to find receptor neurones responsive to the remaining five minor components of the female pheromone. Of the 113 long trichoid sensilla sampled, all contained two receptor neurones, one specialized for Z11–14:Ac and a second specialized for Ell –14:Ac. A comparable number of recordings were then obtained from the less abundant classes of multi-pored sensilla. Two new receptor neurone types were found, responsive to the minor pheromone components (E)-9-dodecenyl acetate (E9-12:Ac) and (Z)-9-dodecenyl acetate (Z9-12:Ac). Scanning electron micrographs indicated that these recordings were obtained from shorter, narrower trichoid sensilla. The majority of these sensilla appeared to contain three neurones capable of spontaneous action potential production. In each sensillum, only one receptor neurone appeared to respond to stimulation with a minor component of the female blend. The remaining two neurones did not respond to the chemical stimuli evaluated.     

Sex pheromone components in oral secretions and crop of male Caribbean fruit flies, Anastrepha suspensa (Loew).

Chemical analysis of hexane extracts of the oral secretions from male Caribbean fruit flies, Anastrepha suspensa, resulted in identification of pheromone components including: anastrephin, epianastrephin, suspensolide, beta-bisabolene, and alpha-farnesene in a ratio of 63:396:4:8:1. Extracts of the crop from male flies contained these same components. No pheromone was detected in the extracts of female oral secretions. Bioassay of the oral secretions indicated that females were attracted to oral secretions from males but not from females. The amounts of anastrephin and epianastrephin in male oral secretions changed with age and time of the day, and were correlated with the amounts of volatile pheromone components released by male flies. The amounts of suspensolide, beta-bisabolene, and alpha-farnesene in the crop tissue were greater than those in the crop liquid, while amounts of anastrephin and epianastrephin in the crop tissue and crop liquid changed during the day. Generally, the amounts of suspensolide and beta-bisabolene decreased, and the amounts of anastrephin and epianastrephin increased from 9 am to 6 pm in both crop tissue and crop liquid. The amounts of anastrephin and epianastrephin from crop tissue or crop liquid incubated with suspensolide were significantly higher than those of control. The data show that oral secretions deposited on leaves by males contained terpenoid pheromone components that attract females and that suspensolide was converted to anastrephin and epianastrephin by enzymatic degradation in the crop of male flies.     

Comparison of male and female olfactory cell response to pheromone compounds and plant volatiles in the turnip moth, Agrotis segetum

ABSTRACT. Pheromone and plant volatile perception was studied with electroantennogram and single sensillum techniques in male and female turnip moths, Agrotis segetum Schiff. Lepidoptera, Noctuidae. The female is insensitive to the pheromone components and her receptors are specialized for plant volatile reception. The specific pheromone receptors on the male antenna are also sensitive to plant volatiles. The male was in addition found to have specialized plant volatile receptors. The biological significance of the different response profiles in males and females, and a possible hypothesis for the evolutionary specialization of olfactory receptors are discussed.     

旋花蛾性信息素成分的鉴定

提取和鉴定了杂草田旋花Convolvulus arvensis的天敌旋花蛾Tyta luctuosa的性信息素主要成分,并应用风洞实验对雄蛾进行了测试。结果表明,腺体提取物和雌蛾求偶时所释放的主要性信息素成分均为2种化合物：顺-9-十四碳烯醛（Z9-14∶Ald）和顺-11-十六碳烯醛（Z11-16∶Ald）。腺体提取物中2种化合物的总量在个体间差异很大（22～167 ng）,但二者的比率相对稳定（Z9-14∶Ald/Z11-16∶Ald=0.3±0.15）。雌蛾所释放的性信息素量及比率在个体间也存在差异。每只雌蛾求偶时平均每小时释放94 ng Z9-14∶Ald和45 ng Z11-16∶Ald,平均比率为2.2。风洞实验结果显示,48%的雄蛾可被合成的性信息素混合物（0.4 μg Z9-14∶Ald, 2 μg Z11-16∶Ald）引诱完成逆风飞行并最终触及刺激源,而2种对照组（以求偶期雌蛾或性信息素腺体提取物为刺激源）的引诱率则分别为62%和44%。