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新热带区稻蝽象中的共享信息素化合物:姜烯醇和倍半哌醇的作用

Shared Pheromone Compounds in Neotropical Rice Stink Bugs: The Role of Zingiberenol and Sesquipiperitol.

作者信息

Blassioli-Moraes M C, Khrimian A, Michereff M F F, Magalhães D M, Costa J V M, Hickel E R, Barrigossi J A, Laumann R A, Guggilapu S D, Grazia J, Borges M

机构信息

Embrapa Recursos Genéticos e Biotecnologia, Laboratório de Semioquímicos, Brasília, DF, 70297-400, Brazil.

Invasive Insect Biocontrol and Behavior Laboratory, USDA-ARS, NEA, Beltsville, MD, 20705, USA.

出版信息

J Chem Ecol. 2025 Jan 25;51(1):11. doi: 10.1007/s10886-025-01551-z.

DOI:10.1007/s10886-025-01551-z
PMID:39862331
Abstract

The small black stem bug, Paratibraca (= Glyphepomis) spinosa (Campos and Grazia 1998), is a rice pest in Brazil and is part of a complex of stink bugs that includes Oebalus poecilus (Dallas) and Tibraca limbativentris Stål. Together, these pentatomid species pose a serious threat to rice crops throughout South America. In this study, we identified the sex pheromone of P. spinosa. Our findings revealed that male P. spinosa produces four male-specific compounds identical to those produced by T. limbativentris males. These include (3S,6S,7R)-1,10-bisaboladien-3-ol and (3R,6S,7R)-1,10-bisaboladien-3-ol (zingiberenols), both sharing the same absolute configuration as the 1,10-bisaboladien-3-ol from T. limbativentris; along with two minor male-specific components: the cis and trans isomers of 2,10-bisaboladien-1-ol (sesquipiperitol). Y-tube olfactometer bioassays demonstrated that P. spinosa females were attracted to the odours of live males, whereas males showed no attraction to either sex. Females were particularly drawn to male volatiles, especially the fraction containing the compounds 1,10-bisaboladien-3-ol and 2,10-bisaboladien-1-ol. When tested with synthetic compounds, females were attracted to a blend of the two isomers, (3S,6S,7R)-1,10-bisaboladien-3-ol and (3R,6S,7R)-1,10-bisaboladien-3-ol, in the same ratio as naturally produced by males. Given that the sex pheromone compounds identified in P. spinosa are identical to those of T. limbativentris, we conducted bioassays with live heterospecific insects. In olfactometer bioassays, the females of both species were attracted by the odours of heteroespecific males.

摘要

小黑茎蝽,Paratibraca(= Glyphepomis)spinosa(坎波斯和格拉齐亚,1998年),是巴西的一种水稻害虫,是包括Oebalus poecilus(达拉斯)和Tibraca limbativentris施塔尔在内的蝽类复合体的一部分。这些蝽象物种共同对南美洲的水稻作物构成了严重威胁。在本研究中,我们鉴定了P. spinosa的性信息素。我们的研究结果表明,雄性P. spinosa产生四种雄性特异性化合物,与T. limbativentris雄性产生的化合物相同。这些化合物包括(3S,6S,7R)-1,10-双柏木二烯-3-醇和(3R,6S,7R)-1,10-双柏木二烯-3-醇(姜烯醇),它们与来自T. limbativentris的1,10-双柏木二烯-3-醇具有相同的绝对构型;还有两种次要的雄性特异性成分:2,10-双柏木二烯-1-醇(倍半哌啶醇)的顺式和反式异构体。Y型嗅觉仪生物测定表明,P. spinosa雌性被活体雄性的气味所吸引,而雄性对任何一种性别都没有吸引力。雌性尤其被雄性挥发物所吸引,特别是含有化合物1,10-双柏木二烯-3-醇和2,10-双柏木二烯-1-醇的馏分。当用合成化合物进行测试时,雌性被两种异构体(3S,6S,7R)-1,10-双柏木二烯-3-醇和(3R,6S,7R)-1,10-双柏木二烯-3-醇按雄性自然产生的相同比例混合的气味所吸引。鉴于在P. spinosa中鉴定出的性信息素化合物与T. limbativentris的相同,我们用活体异种昆虫进行了生物测定。在嗅觉仪生物测定中,两个物种的雌性都被异种雄性的气味所吸引。

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本文引用的文献

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Neotrop Entomol. 2024 Aug;53(4):786-832. doi: 10.1007/s13744-024-01143-8. Epub 2024 Jul 2.
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Field Responses of Rice Stalk Stink Bug, Tibraca limbativentris, to Synthetic Sex Pheromone and Isomers of 1,10-Bisaboladien-3-ol.水稻绿蝽对合成性信息素和 1,10-二没药烯-3-醇异构体的田间反应。
Neotrop Entomol. 2021 Apr;50(2):282-288. doi: 10.1007/s13744-020-00827-1. Epub 2021 Feb 17.
3
Male-Produced Sex Pheromone of Tibraca limbativentris Revisited: Absolute Configurations of Zingiberenol Stereoisomers and their Influence on Chemotaxis Behavior of Conspecific Females.
重新探讨胫跗萤叶甲雄虫性信息素:姜烯醇立体异构体的绝对构型及其对同种雌虫趋性行为的影响。
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De novo formation of an aggregation pheromone precursor by an isoprenyl diphosphate synthase-related terpene synthase in the harlequin bug.在花皮蝽中,一种异戊二烯二磷酸合酶相关的萜烯合酶从头形成聚集信息素前体。
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Absolute Configurations of Zingiberenols Isolated from Ginger (Zingiber officinale) Rhizomes.从姜(Zingiber officinale)根茎中分离得到的姜烯醇的绝对构型。
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