| Title: | Tomato-produced 7-epizingiberene and R-curcumene act as repellents to whiteflies |
| Author(s): | Bleeker PM; Diergaarde PJ; Ament K; Schutz S; Johne B; Dijkink J; Hiemstra H; de Gelder R; de Both MT; Sabelis MW; Haring MA; Schuurink RC; |
| Address: | "University of Amsterdam, Department of Plant Physiology, Amsterdam, The Netherlands. p.m.bleeker@uva.nl" |
| DOI: | 10.1016/j.phytochem.2010.10.014 |
| ISSN/ISBN: | 1873-3700 (Electronic) 0031-9422 (Linking) |
| Abstract: | "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" |
| Keywords: | "Animals Hemiptera/drug effects/*physiology Host-Parasite Interactions Insect Repellents/chemistry/*isolation & purification/*pharmacology Solanum lycopersicum/*chemistry Molecular Structure Monocyclic Sesquiterpenes Oils, Volatile Sesquiterpenes/chemistry;" |
| Notes: | "MedlineBleeker, Petra M Diergaarde, Paul J Ament, Kai Schutz, Stefan Johne, Bettina Dijkink, Jan Hiemstra, Henk de Gelder, Rene de Both, Michiel T J Sabelis, Maurice W Haring, Michel A Schuurink, Robert C eng Research Support, Non-U.S. Gov't England 2010/11/16 Phytochemistry. 2011 Jan; 72(1):68-73. doi: 10.1016/j.phytochem.2010.10.014. Epub 2010 Nov 11" |
