Identification and synthesis of semiochemical substances analogues of stink bugs.

Stink bugs (Scutelleridae and Pentatomidae) have a big quantity of semiochemical compounds that acting as pheromones, allomones, synomones and kairomones. The main goal of this study is to isolating, identifying and synthesing of the main components of the metathoracic glands of Aelia rostrata, Aelia melanota and Eurygaster integriceps stink bugs.

Extracts of the metathoracic glands of stink bugs males and females (Eurygaster integriceps Aelia rostrata, Aelia melanota) were analyzed by GC-MS. On the base of structural HC-MS results, the main component of metathoracic glands Aelia rostrata, Aelia melanota and Eurygaster integriceps stink bugs was identified, as (E)-2-hexen-1-ol acetate. Additionally, α,β-unsaturated aldehydes with carbon chain lengths ranging from six to eight chain lengths ranging were observed. (E)-2-hexenal, (E)-2-heptenal, (E)-2-octenal, and (E)-2-hexen-1-ol have a strong odor and are strong irritants, providing an easily detectable warning signal and reliable protection.

The synthesis of components with an unsaturated E-fragment was carried out under conditions of phase-transfer catalysis according to the Wittig-Horner reaction. An unsaturated alcohol was converted into the corresponding acetate, in the presence of dimethylaminopyridine (DMAP) as a catalyst [4], using of acetic anhydride. These conditions could reduced the time reaction till 30 minutes and also increased the yield till 90%.

Obtained synthetically lures have been successfully testified for the pheromonitiring of stink bugs (Scutelleridae and Pentatomidae) on the grain crops fields.