Title: | Male-produced sex pheromone of the cerambycid beetle Hedypathes betulinus: chemical identification and biological activity |
Author(s): | Fonseca MG; Vidal DM; Zarbin PH; |
Address: | "Laboratorio de Semioquimicos, Departamento de Quimica, Universidade Federal do Parana, CP 19081, CEP 81531-990, Curitiba, PR, Brazil" |
DOI: | 10.1007/s10886-010-9850-y |
ISSN/ISBN: | 1573-1561 (Electronic) 0098-0331 (Linking) |
Abstract: | "We identified, synthesized, determined the diel periodicity of release, and tested the bioactivity of components of the male-produced sex pheromone of Hedypathes betulinus (Coleoptera: Cerambycidae: Lamiinae). Gas chromatographic-mass spectrometric analysis of headspace volatiles from adult beetles showed three male-specific compounds, which were identified as (E)-6,10-dimethyl-5,9-undecadien-2-yl acetate (major component), (E)-6,10-dimethyl-5,9-undecadien-2-one (geranylacetone), and (E)-6,10-dimethyl-5,9-undecadien-2-ol. Release of these chemicals was dependent on time of the photoperiod and presence of the host plant. Pheromone release took place primarily during the photophase, with maximum release occurring between 4 and 6 hr after the onset of photophase. The amount of pheromone released by males was much greater when they were in the presence of their host plant than when they were not. In Y-tube olfactometer tests, a ternary mixture of the compounds was attractive to female beetles, although the individual compounds were not attractive by themselves. Addition of volatiles from the host plant greatly increased the attractiveness of the ternary pheromone mixture and of the major pheromone component alone" |
Keywords: | Animals Brazil Coleoptera/classification/*drug effects/physiology Female Gas Chromatography-Mass Spectrometry Male Pheromones/chemical synthesis/chemistry/isolation & purification/*pharmacology Photoperiod Sex Attractants/chemical synthesis/chemistry/isol; |
Notes: | "MedlineFonseca, Marcy G Vidal, Diogo M Zarbin, Paulo H G eng Research Support, Non-U.S. Gov't 2010/09/03 J Chem Ecol. 2010 Oct; 36(10):1132-9. doi: 10.1007/s10886-010-9850-y. Epub 2010 Aug 31" |