3Z, 13Z-Octadecadienyl Acetate: Sex Pheromone of the Apple Clearwing Moth in British Columbia

IF 1.1 4区农林科学 Q3 ENTOMOLOGY

Canadian Entomologist Pub Date : 2011-06-01 DOI:10.4039/n11-002

Gary J.R. Judd, R. Gries, V. M. Aurelian, G. Gries

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引用次数: 9

Abstract

Abstract The apple clearwing moth, Synanthedon myopaeformis (Borkhausen) (Lepidoptera: Sesiidae), is a European species discovered in Cawston, British Columbia, Canada, in 2005. Using coupled gas chromatographic — electroantennographic detection analyses we identified candidate sex pheromone components in pheromone gland extracts and effluvia from calling females. Analysis of gland extracts using four gas-chromatography (GC) columns (DB-5, DB-17, DB-23, and DB-210) showed three components (A, B, and C) that consistently elicited strong responses from male antennae. Based on previous work, the most antennally stimulatory component, B, was hypothesized to be (3Z,13Z)-octadecadienyl acetate ((3Z,13Z)-18:OAc). Its retention time on the four GC columns and its mass spectrum in a concentrated extract matched those of an authentic standard, thus confirming structural assignment. Components A and C were below the detection threshold of the mass spectrometer, but their retention times on the four GC columns matched those of authentic standards of (3Z,13Z)-octadecadienol ((3Z,13Z)18:OH) and (2E,13Z)-octadecadienyl acetate ((2E,13Z)-18:OAc), respectively. Synthetic (3Z,13Z)-18:OAc, (3Z,13Z)-18:OH, and (2E,13Z)-18:OAc all elicited strong responses from male antennae, further supporting structural assignments of these three components. Of these antennally active compounds, only (3Z,13Z)-18:OAc and (3Z,13Z)-18:OH were detected in effluvia from calling female moths. In field trapping tests in Cawston, (3Z,13Z)-18:OAc alone was as attractive as, or more attractive than, binary or ternary blends containing this component. (2E,13Z)-18:OAc was behaviourally inactive alone or in combination with (3Z,13Z)-18:OAc, whereas 5% (3Z,13Z)-18:OH appeared antagonistic. Our analysis confirms that (3Z,13Z)-18:OAc is the major pheromone component in S. myopaeformis, and it alone is sufficiently attractive for use in detection surveys and development of pheromone-based controls for this introduced pest in Canada.

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3Z, 13z -乙酸十八二烯酯:不列颠哥伦比亚省苹果清翅蛾的性信息素

摘要:苹果清翅蛾(Synanthedon myopaeformis (Borkhausen))是2005年在加拿大不列颠哥伦比亚省考斯顿发现的欧洲种。利用气相色谱-天线电偶联检测分析，我们从雌鸟的信息素腺提取物和分泌物中鉴定出候选的性信息素成分。利用四根气相色谱(GC)柱(DB-5、DB-17、DB-23和DB-210)对腺体提取物进行分析，发现三种成分(A、B和C)始终能引起雄触角的强烈反应。基于之前的工作，我们假设最具触感刺激的成分B是(3Z,13Z)-十八烯乙酸酯((3Z,13Z)-18:OAc)。其在四根气相色谱柱上的保留时间及其在浓缩提取物中的质谱与真实标准相符，从而确定了结构分配。组分A和C均低于质谱仪的检测阈值，但其在4根气相色谱柱上的保留时间分别与(3Z,13Z)-十八烯二醇((3Z,13Z)18:OH)和(2E,13Z)-十八烯乙酸酯((2E,13Z)-18:OAc)的标准品保持一致。合成的(3Z,13Z)-18:OAc、(3Z,13Z)-18:OH和(2E,13Z)-18:OAc均引起雄性天线的强烈响应，进一步支持了这三种成分的结构分配。在这些触角活性化合物中，只有(3Z,13Z)-18:OAc和(3Z,13Z)-18:OH在雌蛾的呼出液中被检测到。在Cawston的现场捕获试验中，(3Z,13Z)-18:OAc单独具有与含有该组分的二元或三元共混物相同或更有吸引力。(2E,13Z)-18:OAc单独或与(3Z,13Z)-18:OAc联合均表现为无活性，而5% (3Z,13Z)-18:OH表现为拮抗作用。我们的分析证实(3Z,13Z)-18:OAc是S. myopaeformis的主要信息素成分，它本身就足够有吸引力用于检测调查和开发基于信息素的控制方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Canadian Entomologist 生物-昆虫学

CiteScore

2.20

自引率

11.10%

发文量

审稿时长

6-12 weeks

期刊介绍： French translation follows/le français suit Published since 1868, this peer-reviewed bimonthly publication is the official journal of the Entomological Society of Canada. Available via the internet and with hardcopy distribution to 55 countries, its research papers and notes are relevant to entomologists and other biologists around the world. In addition to being a venue for topical reviews and forum discussion, The Canadian Entomologist publishes current research in all facets of entomology, including systematics and morphology, molecular and developmental biology, ecology and behaviour, biodiversity and evolution, insect management, entomological techniques, and other relevant subject areas. Contributions are published in English or French. Authors will not pay page charges, and will experience fast, high quality reviews of their papers.Publiée depuis 1868, cette publication bimestrielle avec comité de lecture est la revue officielle de la Société d’entomologie du Canada. Disponible sur Internet et distribuée en format papier dans 55 pays, ses articles de recherche et ses notes sont pertinents pour les entomologistes et autres biologistes de par le monde. En plus d’être une plate-forme pour des revues thématiques et un forum de discussion, The Canadian Entomologist publie la recherche actuelle sur toutes les facettes de l’entomologie, incluant la systématique et la morphologie, la biologie moléculaire et développementale, l’écologie et le comportement, la biodiversité et l’évolution, la gestion des insectes, les techniques entomologiques et d’autres domaines pertinents. Les contributions sont publiées en français ou en anglais. Les auteurs ne paient aucun frais de publication, et recevront une révision rapide et de grande qualité de leurs articles.