Wendell E. Burkholder

Behavioral responses to food volatiles by two species of stored-product coleoptera,Sitophilus oryzae (curculionidae) andTribolium castaneum (tenebrionidae)

Laboratory experiments were conducted to study the behavioral activity of grain-derived volatiles as attractants and pheromone synergists forSitophilus oryzae, an internal-feeding pest of sound grain, andTribolium castaneum, an external-feeding pest of damaged grains and flour. Behavioral studies with two-choice pitfall bioassays determined that the fresh grain volatiles valeraldehyde, maltol, and vanillin were attractive toS. oryzae at various doses, butT. castaneum were not attracted to any dose of any of these three compounds. When oils from pressed grains were bioassayed, sesame oil was significantly repellent and oat and wheat germ oils were attractive toS. oryzae. However, rice, soybean, oat, wheat germ, and corn oils were all attractive toT. castaneum. A commercial food product composed primarily of soybean oil and wheat germ was highly attractive toT. castaneum, but elicited no response fromS. oryzae. A combination of the three grain volatiles valeraldehyde, maltol, and vanillin with the synthetic pheromone sitophinone was more attractive toS. oryzae than either the pheromone alone or the tripartite grain volatile mix. Similarly, a combination of the commercial food product with the pheromone 4,8-dimethyldecanal was more attractive toT. castaneum than either food alone or pheromone alone. Behavioral responses to grain volatiles may reflect the ecological niche of the granivore:S. oryzae colonizes sound grain and is attracted to volatiles characteristic of fresh grain, whileT. castaneum utilizes damaged or deteriorated grains and responds best to oils characteristic of damaged or fungus-infested grain. Synergism of food odors and pheromones suggests that more effective traps can be devised for management of these pest insects.

Dominicalure 1 and 2: Components of aggregation pheromone from male lesser grain borerRhyzopertha dominica (F.) (Coleoptera: Bostrichidae)

Volatiles from lesser grain borers,Rhyzopertha dominica (F.) (Coleoptera: Bostrichidae), were collected on Porapak Q, and those from the male beetles were shown to contain two compounds, that were attractive individually and in combination to both sexes. These compounds were identified as (S)-(+)-1-methylbutyl (E)-2-methyl-2-pentenoate and (S)-(+)-1-methylbutyl (E)-2,4-dimethyl-2-pentenoate by spectrometry and comparison with synthesized compounds. The two compounds have been assigned the trivial names dominicalure 1 and dominicalure 2, respectively. Synthesized samples of these compounds, individually and in combination, were effective in trapping both sexes in field studies.

Poropak-Q collection of pheromone components and isolation of (Z)-and (E)-14-methyl-8-hexadecenal, sex pheromone compo nents, from the females of four species of Trogodernw (Coleoptera: Dermestidae)

A major sex pheromone component of each of fourTrogoderma species was isolated by aeration of the female beetles and absorption of the volatiles on Porapak-Q. (Z)-14-Methyl-8-hexadecenal was identified as the major component inT. inclusum andT. variabile, and (E)-14-methyl-8-hexadecenal was identified inT. glabrum. Both (Z)- and (E)-14-methyl-8-hexadecenal were found inT. granarium (Khapra beetle), in the ratio 92Z∶8E. In laboratory bioassays, male beetles exhibited arousal and mating responses to the aldehydes, and could discriminate between the geometric isomers. The daily production of the aldehyde was calculated for each species, and other active components were detected. These aeration-absorption studies contrast with earlier studies on macerated beetles, in which the aldehyde was not detected. The efficacy of the aeration-absorption system for collection of the sex pheromones is also described. The absorbent (Porapak-Q) efficiently collected the active pheromone; only minor amounts of activity were left in the other parts of the system.

Male-produced aggregation pheromone of the maize weevil,Sitophilus zeamais, and interspecific attraction between threeSitophilus species

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.

(R*,S*)-5-hydroxy-4-methyl-3-heptanone male-produced aggregation pheromone ofSitophilus oryzae (L.) andS. zeamais motsch

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.

The chemical identification of the rice weevil and maize weevil aggregation pheromone

Abstract (R*,S*)-4-methyl-s-hydroxy-3-heptanone is identified as the major component of the aggregation pheromone of the rice weevil ( sitophilus oryzae L.) and the maize weevil ( S. zeamais Motsch.).

Sexually dimorphic setiferous sex patch in the male red flour beetle,Tribolium castaneum (Herbst) (Coleoptera: Tenebrionidae): Site of aggregation pheromone production.

Evidence for the existence of a male-produced aggregation pheromone secreted from the prothoracic femoral setiferous sex patch ofTribolium castaneum is reported. Both sexes were attracted toca. 60 ng of crude secretion. Males and females perceive the pheromone on the day of emergence while perception differs between the sexes: male response reaches a maximum on day 1 posteclosion, when tested at <1, 1, and 30 days; females show a maximum response at 30 days posteclosion. Behavioral responses to pheromone odors and a complex Chromatographic profile are reported.

Chemical studies on the anobiidae: Sex pheromone of the drugstore beetle, stegobium paniceum (L.) (coleoptera)

Abstract Chemical an spectroscopic evidence is presented to show that 2,3-dihydro-2,3,5-trimethyl-6-(1-methyl-2-oxobutyl)-4H-pyran-4-one (10) is the sex pheromone produced by the female drugstore beetle, Stegobium paniceum L.

Behavior of the lesser grain borerRhyzopertha dominica (Coleoptera: Bostrichidae)

Adult males of the lesser grain borer,Rhyzopertha dominica (F.), produce a pheromone that attracts both sexes. The volatiles from males collected on filter paper or Porapak-Q were attractive in two laboratory bioassays. The mating behavior is described and the function of the phen infested with the borer.

The chemical identification of the granary weevil aggregation pheromone

Abstract (R*,S*)-1-Ethylpropyl 2-methyl-3-hydroxypentanoate is identified as the major component of the aggregation pheromone of Sitophilus granarius (L.), the granary weevil.