Fávaro Carla F, Millar Jocelyn G, Zarbin Paulo H G
Departamento de Química, Universidade Federal do Paraná, CP 19081, CEP 81531-990, Curitiba, PR, Brazil.
Department of Entomology, University of California, Riverside, CA, 92521, USA.
J Chem Ecol. 2015 Sep;41(9):859-68. doi: 10.1007/s10886-015-0621-7. Epub 2015 Aug 30.
Stink bugs are major pests of a wide variety of agricultural crops worldwide. The species Pellaea stictica is a Neotropical stink bug found in several South American countries. Chromatographic analyses of volatiles released by adults of this species showed that males produce a sex-specific compound, and bioassays with a Y-tube olfactometer showed that the compound was attractive only to females, confirming that it is a sex pheromone. Gas chromatography coupled to mass spectrometry and Fourier transform infrared analyses of the natural compound and several derivatives suggested that the structure was an alcohol with a saturated carbon chain and several methyl branches. After synthesis of two proposed structures, the pheromone of P. stictica was identified as a novel compound, 2,4,8,13-tetramethyltetradecan-1-ol. Laboratory bioassays showed that the synthesized mixture of stereoisomers of 2,4,8,13-tetramethyltetradecan-1-ol was as attractive to P. stictica females as the natural pheromone.
椿象是全球多种农作物的主要害虫。Pellaea stictica 这种椿象是一种新热带区椿象，在几个南美洲国家都有发现。对该物种成虫释放的挥发物进行色谱分析表明，雄性会产生一种性别特异性化合物，用 Y 型嗅觉仪进行的生物测定表明，该化合物仅对雌性有吸引力，证实它是一种性信息素。对天然化合物及其几种衍生物进行气相色谱-质谱联用和傅里叶变换红外分析表明，其结构是一种带有饱和碳链和几个甲基支链的醇。在合成了两种推测结构后，P. stictica 的性信息素被鉴定为一种新型化合物，即 2,4,8,13-四甲基十四烷-1-醇。实验室生物测定表明，合成的 2,4,8,13-四甲基十四烷-1-醇立体异构体混合物对 P. stictica 雌性的吸引力与天然性信息素一样。
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