Rahmani Rizan, Wallin Erika A, Viklund Lina, Schroeder Martin, Hedenström Erik
Eco-Chemistry, Department of Chemical Engineering, Mid Sweden University, SE-851 70, Sundsvall, Sweden.
Department of Ecology, Swedish University of Agricultural Sciences, Box 7044, SE-750 07, Uppsala, Sweden.
J Chem Ecol. 2019 Apr;45(4):356-365. doi: 10.1007/s10886-019-01056-6. Epub 2019 Feb 23.
The bark beetle Polygraphus punctifrons (Coleoptera: Curculionidae) is a species that feeds on Norway spruce (Picea abies) and is found in the Northern parts of Europe and Russia. The release of volatile organic compounds (VOCs) produced by males and females of P. punctifrons when the beetles bore into spruce stem sections in a laboratory environment was studied using solid phase microextraction (SPME). The sampled VOCs emitted by boring beetles were analysed by gas chromatography and mass spectrometry (GCMS). (+)-2-[(1R,2S)-1-Methyl-2-(prop-1-en-2-yl)cyclobutyl]ethanol [(+)-(1R,2S)-grandisol] and (-)-(R)-1-isopropyl-4-methyl-3-cyclohexen-1-ol [(-)-(R)-terpinen-4-ol] were identified to be male specific volatiles. The identity of the compounds was confirmed by comparison with synthetic samples. Field trials with synthetic compounds in Sweden showed that racemic grandisol per se was strongly attractive for both males and females, while (-)-(R)-terpinen-4-ol was not. Further, when adding (-)-(R)-terpinen-4-ol to rac-grandisol, a synergistic effect was observed as the trap catch of P. punctifrons was fourfold. (-)-(R)-Terpinen-4-ol by its own did not attract P. punctifrons but Polygraphus poligraphus, and the latter was also attracted to traps baited with a 10:90 mixture of the two compounds. Thus, we have identified (+)-(1R,2S)-grandisol as a main component and (-)-(R)-terpinen-4-ol as a minor component of the aggregation pheromone of P. punctifrons. This opens future possibilities to monitor and, if necessary, manage populations of P. punctifrons.
云杉八齿小蠹(鞘翅目:象甲科)是一种以欧洲云杉(Picea abies)为食的物种,分布于欧洲北部和俄罗斯。在实验室环境中,当云杉八齿小蠹的雌雄个体钻入云杉茎段时,利用固相微萃取(SPME)技术研究了其释放的挥发性有机化合物(VOCs)。通过气相色谱和质谱联用(GCMS)分析了钻蛀小蠹虫释放的采样挥发性有机化合物。(+)-2-[(1R,2S)-1-甲基-2-(丙-1-烯-2-基)环丁基]乙醇[(+)-(1R,2S)-大香叶烯醇]和(-)-(R)-1-异丙基-4-甲基-3-环己烯-1-醇[(-)-(R)-松油烯-4-醇]被鉴定为雄性特异性挥发物。通过与合成样品比较确认了化合物的身份。在瑞典进行的合成化合物田间试验表明,外消旋大香叶烯醇本身对雌雄个体都有很强的吸引力,而(-)-(R)-松油烯-4-醇则没有。此外,当将(-)-(R)-松油烯-4-醇添加到外消旋大香叶烯醇中时,观察到了协同效应,因为云杉八齿小蠹的诱捕量增加了四倍。(-)-(R)-松油烯-4-醇本身不会吸引云杉八齿小蠹,但会吸引云杉小四齿小蠹,后者也会被两种化合物10:90混合物诱饵的诱捕器所吸引。因此,我们已确定(+)-(1R,2S)-大香叶烯醇是云杉八齿小蠹聚集信息素的主要成分,(-)-(R)-松油烯-4-醇是次要成分。这为监测并在必要时管理云杉八齿小蠹种群开辟了未来的可能性。