Identification and Synthesis of the Male-Produced Sex Pheromone of the Soldier Beetle Chauliognathus fallax (Coleoptera: Cantharidae)

AUTOR(ES)

Vidal, Diogo M., Fávaro, Carla F., Guimarães, Matheus M., Zarbin, Paulo H. G.

FONTE

J. Braz. Chem. Soc.

DATA DE PUBLICAÇÃO

2016-08

RESUMO

Chauliognathus fallax Germar 1824 (Coleoptera: Cantharidae) occurs in North and South America and Australia. Gas chromatographic (GC) analyses of volatiles released by adults showed the presence of a male specific compound. GC coupled with electroantennographic detection (GC-EAD) showed that this compound is exclusively bioactive on female antennae, suggesting it to be a sex pheromone. GC coupled with mass spectrometry (GC-MS) and Fourier transform infrared spectroscopy (GC-FTIR), as well as dimethyl disulfide (DMDS) derivatization and hydrogenation, suggested the target compound to be (Z)-tricos-11-ene. Unambiguous structural proof was achieved by independent synthesis, whereas the biological significance of the compound as a sex pheromone was confirmed by field bioassays.

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