| Title: | Bisabolene epoxides in sex pheromone innezara viridula (L.) (Heteroptera: Pentatomidae): Role ofcis isomer and relation to specificity of pheromone |
| Author(s): | Brezot P; Malosse C; Mori K; Renou M; |
| Address: | "Laboratoire des Mediateurs Chimiques, Institut National de la Recherche Agronomique, Route de St Cyr, F78026, Versailles, France" |
| ISSN/ISBN: | 0098-0331 (Print) 0098-0331 (Linking) |
| Abstract: | "Thetrans- andcis-(Z)-alpha-bisabolene epoxides (trans- andcis-(Z)-alphaBE) are the main components of the male sex pheromone inNezara viridula. The role of thecis isomer and the importance of thecis/trans proportion for the activity and the specificity of the pheromone are not clearly elucidated and were studied here. Interindividual variation of thecis/trans proportion produced by males was studied by individual hexanic extracts in two strains originating from the south of France (SF) and French West Indies (FWI). Thetrans isomer composed 42-82% of bisabolene epoxides in SF males and 74-94% of bisabolene epoxides in FWI males. Means (+/- SD) significantly differ between SF (62.8%+/-8.4) and FWI (82.4%+/-5.9) males in spite of this interindividual variation. Different isomers of bisabolene epoxide were synthesized and their EAG activity on female antennae was compared. Racemictrans- andcis-(Z)-alphaBE elicited low EAGs, not different from the nonnaturaltrans andcis (E)-alphaBE that were inactive on behavior. Behavioral tests revealed that racemictrans- andcis-(Z)-alphaBE attracted 45% (P<0.05) and 25% (P<0.05) of females, respectively. The same levels of attraction were obtained with (-) enantiomers oftrans- andcis-(Z)-alphaBE, which attracted 40% (P<0.05) and 20% (P>0.05) of the females, respectively. Binary blends containing 75/25, 50/50, and 25/75 proportions ofcis/trans isomers were more attractive thantrans-(Z)-alphaBE alone and response of females to the 25%cis/75%trans blend was significantly more important than the response totrans-isomer alone (P<0.05). The importance of thecis/trans proportion in relation with the specificity of the male pheromone is discussed" |
| Notes: | "PubMed-not-MEDLINEBrezot, P Malosse, C Mori, K Renou, M eng 1994/12/01 J Chem Ecol. 1994 Dec; 20(12):3133-47. doi: 10.1007/BF02033716" |
