A dual-choice pitfall bioassay was used to demonstrate the existence of a male-produced aggregation pheromone in the maize weevil. Both males and females showed a highly significant preference for extracts of disks exposed to wheat-feeding males over extracts of disks exposed to wheat kernels only. Neither sex responded significantly to extracts from females. Mating did not reduce pheromone release by males. Response by virgin females to pheromone was significantly higher than response by mated females, but males of either mating status responded equally well. There was no apparent daily periodicity in the responsiveness to pheromone. Rice and maize weevils showed a strong interspecific cross-attraction. Granary weevils of both sexes responded well to maize weevil extracts, but only females showed a significant response to rice weevil extracts. Neither maize nor rice weevils responded significantly to granary weevil extracts.
A male-produced aggregation pheromone, common to the rice weevil,Sitophilus oryzae, and the maize weevil,S. zeamais, was isolated and identified from hexane extracts of highly absorbent paper disks exposed individually to young virgin male weevils. A combination of preparative column and gas-liquid chromatography of disk extracts yielded purified natural pheromone. When analyzed by nuclear magnetic resonance spectroscopy and gas chromatography-mass spectrometry, the structure of the natural pheromone, "sitophilure," proved to be (R (*),S (*))-5-hydroxy-4-methyl-3-heptanone, of unknown enantiomeric composition. Synthetic racemic pheromone was highly attractive to males and females of both rice and maize weevils. In addition, both sexes of the granary weevil,S. granarius (L.) were attracted to the racemic preparation.
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