Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries Pest

The plantation area of sea buckthorn (<i>Hippophae rhamnoides</i> L.) is expanding in many European countries due to increasing demand for berries, thus creating suitable conditions for the rapid expansion of the fruit fly <i>Rhagoletis batava</i>, a pest of economic importan...

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Main Authors: Vincas Būda, Laima Blažytė-Čereškienė, Sandra Radžiutė, Violeta Apšegaitė, Patrick Stamm, Stefan Schulz, Dominykas Aleknavičius, Raimondas Mozūraitis
Format: Article
Language:English
Published: MDPI AG 2020-02-01
Series:Insects
Subjects:
Online Access:https://www.mdpi.com/2075-4450/11/2/138
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spelling doaj-a30d93278b944c80b3660890c80e42292020-11-25T02:56:42ZengMDPI AGInsects2075-44502020-02-0111213810.3390/insects11020138insects11020138Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries PestVincas Būda0Laima Blažytė-Čereškienė1Sandra Radžiutė2Violeta Apšegaitė3Patrick Stamm4Stefan Schulz5Dominykas Aleknavičius6Raimondas Mozūraitis7Laboratory of Chemical Ecology, Nature Research Centre, Akademijos 2, LT-08412 Vilnius, LithuaniaLaboratory of Chemical Ecology, Nature Research Centre, Akademijos 2, LT-08412 Vilnius, LithuaniaLaboratory of Chemical Ecology, Nature Research Centre, Akademijos 2, LT-08412 Vilnius, LithuaniaLaboratory of Chemical Ecology, Nature Research Centre, Akademijos 2, LT-08412 Vilnius, LithuaniaInstitute of Organic Chemistry, Technische Universität Braunschweig Hagering 30, 38106 Braunschweig, GermanyInstitute of Organic Chemistry, Technische Universität Braunschweig Hagering 30, 38106 Braunschweig, GermanyLaboratory of Chemical Ecology, Nature Research Centre, Akademijos 2, LT-08412 Vilnius, LithuaniaLaboratory of Chemical Ecology, Nature Research Centre, Akademijos 2, LT-08412 Vilnius, LithuaniaThe plantation area of sea buckthorn (<i>Hippophae rhamnoides</i> L.) is expanding in many European countries due to increasing demand for berries, thus creating suitable conditions for the rapid expansion of the fruit fly <i>Rhagoletis batava</i>, a pest of economic importance. To decrease insecticide use, effective means for pest population monitoring are required, including the use of pheromones. Male fruit flies emit (-)-&#948;-heptalactone as revealed by gas chromatography-mass spectrometry analyses of samples obtained using headspace methods. The two enantiomers of &#948;-heptalactone were synthesized using enantioselective synthesis. A gas chromatography-electroantennographic detection analysis of both stereoisomers revealed that only (-)-&#948;-heptalactone elicited electrophysiological responses, whereas no signal was registered to (+)-&#948;-heptalactone in fruit flies of either sex. In the field assay, traps baited with (-)-&#948;-heptalactone caught significantly more fruit flies compared with the unbaited traps. Our results are the first to demonstrate the efficacy of (-)-&#948;-heptalactone as a bait for trapping <i>R. batava</i>. As a behaviorally attractive compound to <i>R. batava</i> fruit flies of both sexes, (-)-&#948;-heptalactone is attributed to aggregation pheromones. This is the first report of an aggregation pheromone within the genus <i>Rhagoletis</i>.https://www.mdpi.com/2075-4450/11/2/138<i>rhagoletis batava</i>pheromone identificationsynthesisbioassayfield trappingspmegc-eadgc-ms
collection DOAJ
language English
format Article
sources DOAJ
author Vincas Būda
Laima Blažytė-Čereškienė
Sandra Radžiutė
Violeta Apšegaitė
Patrick Stamm
Stefan Schulz
Dominykas Aleknavičius
Raimondas Mozūraitis
spellingShingle Vincas Būda
Laima Blažytė-Čereškienė
Sandra Radžiutė
Violeta Apšegaitė
Patrick Stamm
Stefan Schulz
Dominykas Aleknavičius
Raimondas Mozūraitis
Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries Pest
Insects
<i>rhagoletis batava</i>
pheromone identification
synthesis
bioassay
field trapping
spme
gc-ead
gc-ms
author_facet Vincas Būda
Laima Blažytė-Čereškienė
Sandra Radžiutė
Violeta Apšegaitė
Patrick Stamm
Stefan Schulz
Dominykas Aleknavičius
Raimondas Mozūraitis
author_sort Vincas Būda
title Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries Pest
title_short Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries Pest
title_full Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries Pest
title_fullStr Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries Pest
title_full_unstemmed Male-Produced (−)-δ-Heptalactone, Pheromone of Fruit Fly <i>Rhagoletis batava</i> (Diptera: Tephritidae), a Sea Buckthorn Berries Pest
title_sort male-produced (−)-δ-heptalactone, pheromone of fruit fly <i>rhagoletis batava</i> (diptera: tephritidae), a sea buckthorn berries pest
publisher MDPI AG
series Insects
issn 2075-4450
publishDate 2020-02-01
description The plantation area of sea buckthorn (<i>Hippophae rhamnoides</i> L.) is expanding in many European countries due to increasing demand for berries, thus creating suitable conditions for the rapid expansion of the fruit fly <i>Rhagoletis batava</i>, a pest of economic importance. To decrease insecticide use, effective means for pest population monitoring are required, including the use of pheromones. Male fruit flies emit (-)-&#948;-heptalactone as revealed by gas chromatography-mass spectrometry analyses of samples obtained using headspace methods. The two enantiomers of &#948;-heptalactone were synthesized using enantioselective synthesis. A gas chromatography-electroantennographic detection analysis of both stereoisomers revealed that only (-)-&#948;-heptalactone elicited electrophysiological responses, whereas no signal was registered to (+)-&#948;-heptalactone in fruit flies of either sex. In the field assay, traps baited with (-)-&#948;-heptalactone caught significantly more fruit flies compared with the unbaited traps. Our results are the first to demonstrate the efficacy of (-)-&#948;-heptalactone as a bait for trapping <i>R. batava</i>. As a behaviorally attractive compound to <i>R. batava</i> fruit flies of both sexes, (-)-&#948;-heptalactone is attributed to aggregation pheromones. This is the first report of an aggregation pheromone within the genus <i>Rhagoletis</i>.
topic <i>rhagoletis batava</i>
pheromone identification
synthesis
bioassay
field trapping
spme
gc-ead
gc-ms
url https://www.mdpi.com/2075-4450/11/2/138
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