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...
Main Authors: | , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2020-02-01
|
Series: | Insects |
Subjects: | |
Online Access: | https://www.mdpi.com/2075-4450/11/2/138 |
id |
doaj-a30d93278b944c80b3660890c80e4229 |
---|---|
record_format |
Article |
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 (-)-δ-heptalactone as revealed by gas chromatography-mass spectrometry analyses of samples obtained using headspace methods. The two enantiomers of δ-heptalactone were synthesized using enantioselective synthesis. A gas chromatography-electroantennographic detection analysis of both stereoisomers revealed that only (-)-δ-heptalactone elicited electrophysiological responses, whereas no signal was registered to (+)-δ-heptalactone in fruit flies of either sex. In the field assay, traps baited with (-)-δ-heptalactone caught significantly more fruit flies compared with the unbaited traps. Our results are the first to demonstrate the efficacy of (-)-δ-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, (-)-δ-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 (-)-δ-heptalactone as revealed by gas chromatography-mass spectrometry analyses of samples obtained using headspace methods. The two enantiomers of δ-heptalactone were synthesized using enantioselective synthesis. A gas chromatography-electroantennographic detection analysis of both stereoisomers revealed that only (-)-δ-heptalactone elicited electrophysiological responses, whereas no signal was registered to (+)-δ-heptalactone in fruit flies of either sex. In the field assay, traps baited with (-)-δ-heptalactone caught significantly more fruit flies compared with the unbaited traps. Our results are the first to demonstrate the efficacy of (-)-δ-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, (-)-δ-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 |
work_keys_str_mv |
AT vincasbuda maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest AT laimablazytecereskiene maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest AT sandraradziute maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest AT violetaapsegaite maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest AT patrickstamm maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest AT stefanschulz maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest AT dominykasaleknavicius maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest AT raimondasmozuraitis maleproduceddheptalactonepheromoneoffruitflyirhagoletisbatavaidipteratephritidaeaseabuckthornberriespest |
_version_ |
1724712739963666432 |