Identification and synthesis of the sex pheromone of the passionvine mealybug, Planococcus minor (Maskell)

Identification and synthesis of the sex pheromone of the passionvine mealybug, Planococcus minor (Maskell)
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DOI:
10.1007/s10886-007-9361-7
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发表时间:
2007-10-01
影响因子:
2.3
通讯作者:
Wang, Wen-Lung
Wang, Wen-Lung
中科院分区:
环境科学与生态学2区
文献类型:
--
作者:
Ho, Hsiao-Yung;Hung, Chau-Chin;Wang, Wen-Lung

文献摘要

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粉蚧小平球菌的性信息素是通过对处女雌性通气获得的粗信息素提取物进行分馏来分离的。通过质谱、微量化学测试和H-1核磁共振波谱分析,该信息素被鉴定为不规则萜类化合物2-异丙基-5-甲基-2,4-己二烯基乙酸酯。通过与已知几何形状的合成标准品比较,信息素的立体化学被指定为(E)。在实验室生物测定中,该化合物对雄性具有高度吸引力,而 (Z)-异构体似乎会拮抗吸引力。
The sex pheromone of the mealybug, Planococcus minor was isolated by fractionation of crude pheromone extract obtained by aeration of virgin females. The pheromone was identified as the irregular terpenoid, 2-isopropyl-5-methyl-2,4-hexadienyl acetate, by mass spectrometry, microchemical tests, and H-1 NMR spectroscopy. The stereochemistry of the pheromone was assigned as (E) by comparison with synthetic standards of known geometry. The compound was highly attractive to males in laboratory bioassays, whereas the (Z)-isomer appeared to antagonize attraction.