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Identification of host-related volatiles attractive to pineapple beetle Carpophilus humeralis
Year:
1999
Source of publication :
Journal of Chemical Ecology
Authors :
Blumberg, Daniel
;
.
Volume :
25
Co-Authors:
Zilkowski, B.W., USDA Agricultural Research Service, Natl. Ctr. for Agric. Utiliz. Res., Bioactive Agents Research Unit, 1815 N. University Street, Peoria, IL 61604, United States
Bartelt, R.J., USDA Agricultural Research Service, Natl. Ctr. for Agric. Utiliz. Res., Bioactive Agents Research Unit, 1815 N. University Street, Peoria, IL 61604, United States
Blumberg, D., Department of Entomology, Volcani Institute, Agriculture Research Organization, Bet Dagan 50250, Israel
James, D.G.
Weaver, D.K., USDA Agricultural Research Service, Stored-Prod. Insects R. and D. Lab., Savannah, GA, United States, Department of Entomology, Montana State University, Bozeman, MT 59717, United States
Facilitators :
From page:
229
To page:
252
(
Total pages:
24
)
Abstract:
Volatiles collected from oranges fed upon by Carpophilus humeralis of either sex were consistently more attractive than volatiles from beetle-free oranges in wind-tunnel bioassays. Three compounds were identified as attractants from this system: 4-ethyl-2-methoxyphenol (1), 2,5- diisopropylpyrazine (2) (a new natural product), and 2-phenylethanol (3). Identifications were confirmed with synthetic compounds that had matching chromatographic and spectral properties. Compounds 1, 2, and 3 had only slight activity alone, but were highly synergistic with each other and with propyl acetate (PA), a fruity ester that is mildly attractive to Carpophilus beetles. Compound 2 was the most active in the wind tunnel; its threshold dose was 0.5 ng when PA was present. The structural specificity for these compounds was high. Twelve phenol analogs of 1 were tested, but only one of these, 2-methoxyphenol, was more attractive than the control. Similarly, the analogs of 2, 2-isopropylpyrazine and 2,6-diisopropylpyrazine, were completely inactive. In the field, a combination of 1, 2, and 3 was not attractive by itself, but it strongly synergized attraction to fermentation volatiles, Carpophilus pheromones, or both. Compounds 1, 2, and 3 apparently have a microbial origin because all three were detected when the host fruit was pineapples instead of oranges, because they could occur in the absence of beetles, and because autoclaved pineapple began to produce the compounds after inoculation from an attractive piece of fruit. The study demonstrated that host location for this generalist species can be far more complex than responding simply to the bouquet of low-molecular-weight volatiles normally associated with fermentation.
Note:
Related Files :
2-phenylethanol
2 methoxyphenol
chromatography
Phytochemistry
pineapple
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Related Content
More details
DOI :
Article number:
Affiliations:
Database:
Scopus
Publication Type:
article
;
.
Language:
English
Editors' remarks:
ID:
31000
Last updated date:
02/03/2022 17:27
Creation date:
17/04/2018 00:58
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Scientific Publication
Identification of host-related volatiles attractive to pineapple beetle Carpophilus humeralis
25
Zilkowski, B.W., USDA Agricultural Research Service, Natl. Ctr. for Agric. Utiliz. Res., Bioactive Agents Research Unit, 1815 N. University Street, Peoria, IL 61604, United States
Bartelt, R.J., USDA Agricultural Research Service, Natl. Ctr. for Agric. Utiliz. Res., Bioactive Agents Research Unit, 1815 N. University Street, Peoria, IL 61604, United States
Blumberg, D., Department of Entomology, Volcani Institute, Agriculture Research Organization, Bet Dagan 50250, Israel
James, D.G.
Weaver, D.K., USDA Agricultural Research Service, Stored-Prod. Insects R. and D. Lab., Savannah, GA, United States, Department of Entomology, Montana State University, Bozeman, MT 59717, United States
Identification of host-related volatiles attractive to pineapple beetle Carpophilus humeralis
Volatiles collected from oranges fed upon by Carpophilus humeralis of either sex were consistently more attractive than volatiles from beetle-free oranges in wind-tunnel bioassays. Three compounds were identified as attractants from this system: 4-ethyl-2-methoxyphenol (1), 2,5- diisopropylpyrazine (2) (a new natural product), and 2-phenylethanol (3). Identifications were confirmed with synthetic compounds that had matching chromatographic and spectral properties. Compounds 1, 2, and 3 had only slight activity alone, but were highly synergistic with each other and with propyl acetate (PA), a fruity ester that is mildly attractive to Carpophilus beetles. Compound 2 was the most active in the wind tunnel; its threshold dose was 0.5 ng when PA was present. The structural specificity for these compounds was high. Twelve phenol analogs of 1 were tested, but only one of these, 2-methoxyphenol, was more attractive than the control. Similarly, the analogs of 2, 2-isopropylpyrazine and 2,6-diisopropylpyrazine, were completely inactive. In the field, a combination of 1, 2, and 3 was not attractive by itself, but it strongly synergized attraction to fermentation volatiles, Carpophilus pheromones, or both. Compounds 1, 2, and 3 apparently have a microbial origin because all three were detected when the host fruit was pineapples instead of oranges, because they could occur in the absence of beetles, and because autoclaved pineapple began to produce the compounds after inoculation from an attractive piece of fruit. The study demonstrated that host location for this generalist species can be far more complex than responding simply to the bouquet of low-molecular-weight volatiles normally associated with fermentation.
Scientific Publication
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