Tomato-produced 7-epizingiberene and R-curcumene act as repellents to whiteflies
Tomato-produced 7-epizingiberene and R-curcumene act as repellents to whiteflies
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DOI：
10.1016/j.phytochem.2010.10.014
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发表时间：
2011-01-01
期刊：
影响因子：
3.8
通讯作者：
Schuurink, Robert C.
中科院分区：
文献类型：
--
作者：
Bleeker, Petra M.;Diergaarde, Paul J.;Schuurink, Robert C.
烟粉虱（Bemisia tabaci）如何在着陆前选择寄主植物，目前还不清楚。在这里，我们调查他们是否响应特定的挥发性番茄。从硬毛茄（Solanum habrochaites）（PI 127826）中分离纯化了姜黄烯和姜黄烯，经核磁共振和X射线分析鉴定为7-表姜烯和R-姜黄烯。与此相反，从药用植物油含有姜烯和S-姜黄烯的立体异构体，分别。使用自由选择生物测定和触角电位描记法的组合，7-表姜烯及其脱氢衍生物R-姜黄烯被证明是活性的化学信息素，以B。烟粉虱成虫，而生姜的立体异构体没有。此外，R-姜黄烯引起最强的触角电位反应。生物测定表明，可以使栽培番茄对B的吸引力降低。通过添加番茄立体异构体7-表姜烯或其衍生物R-姜黄烯，可以使烟粉虱比其邻近的兄弟植物更好地生长。这些倍半萜烯显然在降落前击退了成年粉虱，大概是因为它告诉它们，在降落后，它们或它们的后代可能会暴露在更高和致命浓度的相同化合物中。(C)2010爱思唯尔有限公司版权所有。
How whiteflies (Bemisia tabaci) make the choice for a host plant prior to landing, is not precisely known. Here we investigated whether they respond to specific volatiles of tomato. Zingiberene and curcumene were purified from Solanum habrochaites (PI127826), characterised by NMR and X-ray analysis and identified as 7-epizingiberene and R-curcumene. In contrast, oil from Zingiber officinalis contained the stereoisomers zingiberene and S-curcumene, respectively. Using a combination of free-choice bio-assays and electroantennography, 7-epizingiberene and its dehydrogenated derivative R-curcumene were shown to be active as semiochemicals to B. tabaci adults, whereas the stereoisomers from ginger were not. In addition, R-curcumene elicited the strongest electroantennographic response. Bio-assays showed that a cultivated tomato could be made less attractive to B. tabaci than its neighbouring siblings by the addition of the tomato stereoisomer 7-epizingiberene or its derivative R-curcumene. These sesquiterpenes apparently repel adult whiteflies prior to landing, presumably because it informs them that after landing they, or their offspring, may be exposed to higher and lethal concentrations of the same compounds. (C) 2010 Elsevier Ltd. All rights reserved.