| Title: | "Identification of Zingiberenol and Murgantiol as Components of the Aggregation-Sex Pheromone of the Rice Stink Bug, Mormidea v-luteum (Heteroptera: Pentatomidae)" |
| Author(s): | Moliterno AAC; de Melo DJ; Zarbin PHG; |
| Address: | "Departamento de Quimica, Universidade Federal do Parana, Caixa Postal 19081, Curitiba, PR, 81531-990, Brazil. Departamento de Quimica, Universidade Federal do Parana, Caixa Postal 19081, Curitiba, PR, 81531-990, Brazil. pzarbin@ufpr.br" |
| DOI: | 10.1007/s10886-020-01231-0 |
| ISSN/ISBN: | 1573-1561 (Electronic) 0098-0331 (Linking) |
| Abstract: | "Mormidea v-luteum (Lichtenstein, 1796) feeds on commercial crops, such as rice and ryegrass, causing damage that slows growth and reduces productivity. With the aim of developing an eco-friendly control technique, we investigated the compounds involved in chemical communication in this species. The volatiles produced by a group of seven males or females allocated to different aerated glass chambers were collected for 24 h and analyzed by gas chromatograph/mass spectrometry and gas chromatography/Fourier transform infrared spectroscopy. The analyses showed six male-specific compounds, identified as two isomers of zingiberenol (compounds 1 and 2), three isomers of murgantiol (3, 5 and 6) and sesquipiperitol (4). Compounds 1 and 5 were the major components and were produced in a ratio of 6:4. The absolute stereochemistry of the two isomers of zingiberenol was established as (1S,4R,1'S)-1 and (1R,4R,1'S)-2 by chiral gas chromatography. Stereochemistry was not determined for all the other molecules. To confirm the attractiveness of these chemicals, bioassays were performed in a Y-tube olfactometer, first using crude extracts and, subsequently, synthetic compounds. Male volatiles were attractive to both sexes, demonstrating an aggregation pheromone. In bioassays with synthetic compounds, (1'S)-zingiberenol was highly attractive to both males and females. However, when (1'S)-murgantiol was tested, only females were attracted. Interestingly, when a mixture of zingiberenol and murgantiol isomers was tested, it was attractive to both sexes, with females more attracted to the mixture than to zingiberenol alone; males did not distinguish between treatments. Thus, the bioassay data suggest that the molecules have different functions in chemical communication of this species: zingiberenol acts primarily as an aggregation pheromone, while murgantiol plays a role as a sex pheromone" |
| Keywords: | Animals Female Heteroptera/*chemistry Male Olfactometry Sesquiterpenes/*analysis Sex Attractants/*chemistry Murgantiol Pentatomidae Sesquipiperitol Sex-specific compounds Zingiberenol; |
| Notes: | "MedlineMoliterno, Antonioni Acacio Campos De Melo, Douglas Jose Zarbin, Paulo Henrique Gorgatti eng 310258/2017-0/Conselho Nacional de Desenvolvimento Cientifico e Tecnologico/ 2020/11/03 J Chem Ecol. 2021 Jan; 47(1):1-9. doi: 10.1007/s10886-020-01231-0. Epub 2020 Nov 2" |
