Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship Behavior

The poplar moth, <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae), is widely distributed across Europe, Asia, and parts of Africa. It was first identified in Chile in 2015 and has since become a significant pest in the agricultural sector. Additionally, economic losses are further a...

Full description

Saved in:
Bibliographic Details
Main Authors: Laura Sánchez-Aros, Abel F. O. Queiroz, Jorge Guajardo, Wilson Barros-Parada, Glenn P. Svensson, Jan Bergmann
Format: Article
Language:English
Published: MDPI AG 2024-12-01
Series:Insects
Subjects:
Online Access:https://www.mdpi.com/2075-4450/16/1/32
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1832588287918735360
author Laura Sánchez-Aros
Abel F. O. Queiroz
Jorge Guajardo
Wilson Barros-Parada
Glenn P. Svensson
Jan Bergmann
author_facet Laura Sánchez-Aros
Abel F. O. Queiroz
Jorge Guajardo
Wilson Barros-Parada
Glenn P. Svensson
Jan Bergmann
author_sort Laura Sánchez-Aros
collection DOAJ
description The poplar moth, <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae), is widely distributed across Europe, Asia, and parts of Africa. It was first identified in Chile in 2015 and has since become a significant pest in the agricultural sector. Additionally, economic losses are further aggravated by the presence of <i>L. sinuella</i> pupae in nearby fruit orchards. This study investigated the presence of a male-produced sex pheromone in <i>L. sinuella</i>, focusing on the hairpencil (HP) glands, which are known as dissemination structures for male pheromones in lepidopterans. Male HP glands were solvent-extracted and analyzed by gas chromatography–mass spectrometry. Chemical microderivatization and comparisons of mass spectra and retention indices of natural compounds with synthetic standards led to the identification of two compounds: (<i>Z</i>)-3-decenyl hexanoate (the major component) and (<i>Z</i>)-3-decen-1-ol (a minor component). Although electrophysiological assays did not show detectable antennal responses to (<i>Z</i>)-3-decenyl hexanoate, behavioral bioassays demonstrated its role as a short-range courtship signal in <i>L. sinuella</i>. Males with ablated hairpencils exhibited significantly reduced courtship success compared to controls; however, exposure of females to synthetic (<i>Z</i>)-3-decenyl hexanoate or HP extract restored male courtship success. To our knowledge, (<i>Z</i>)-3-decenyl hexanoate has not been previously reported as a sex pheromone component in any insect species, making this discovery an intriguing addition to the diversity of chemical communication in insects.
format Article
id doaj-art-8cbc4cca3c9f4d16b338967601fd1994
institution Kabale University
issn 2075-4450
language English
publishDate 2024-12-01
publisher MDPI AG
record_format Article
series Insects
spelling doaj-art-8cbc4cca3c9f4d16b338967601fd19942025-01-24T13:35:39ZengMDPI AGInsects2075-44502024-12-011613210.3390/insects16010032Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship BehaviorLaura Sánchez-Aros0Abel F. O. Queiroz1Jorge Guajardo2Wilson Barros-Parada3Glenn P. Svensson4Jan Bergmann5Institute of Chemistry, Pontificia Universidad Católica de Valparaíso, Valparaíso 2340000, ChileCenter for Biological and Health Sciences, AGES University Center, Avenida Universitária, 23-Parque das Palmeiras, Paripiranga 48430-000, BA, BrazilCentro Tecnológico del Álamo (Poplar Technology Center), Universidad de Talca, Talca 3460000, ChileAgronomy School, Pontificia Universidad Católica de Valparaíso, Quillota 2340000, ChileDepartment of Biology, Lund University, SE-223 62 Lund, SwedenInstitute of Chemistry, Pontificia Universidad Católica de Valparaíso, Valparaíso 2340000, ChileThe poplar moth, <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae), is widely distributed across Europe, Asia, and parts of Africa. It was first identified in Chile in 2015 and has since become a significant pest in the agricultural sector. Additionally, economic losses are further aggravated by the presence of <i>L. sinuella</i> pupae in nearby fruit orchards. This study investigated the presence of a male-produced sex pheromone in <i>L. sinuella</i>, focusing on the hairpencil (HP) glands, which are known as dissemination structures for male pheromones in lepidopterans. Male HP glands were solvent-extracted and analyzed by gas chromatography–mass spectrometry. Chemical microderivatization and comparisons of mass spectra and retention indices of natural compounds with synthetic standards led to the identification of two compounds: (<i>Z</i>)-3-decenyl hexanoate (the major component) and (<i>Z</i>)-3-decen-1-ol (a minor component). Although electrophysiological assays did not show detectable antennal responses to (<i>Z</i>)-3-decenyl hexanoate, behavioral bioassays demonstrated its role as a short-range courtship signal in <i>L. sinuella</i>. Males with ablated hairpencils exhibited significantly reduced courtship success compared to controls; however, exposure of females to synthetic (<i>Z</i>)-3-decenyl hexanoate or HP extract restored male courtship success. To our knowledge, (<i>Z</i>)-3-decenyl hexanoate has not been previously reported as a sex pheromone component in any insect species, making this discovery an intriguing addition to the diversity of chemical communication in insects.https://www.mdpi.com/2075-4450/16/1/32(<i>Z</i>)-3-decenyl hexanoate<i>Leucoptera sinuella</i>mating behaviormale pheromone
spellingShingle Laura Sánchez-Aros
Abel F. O. Queiroz
Jorge Guajardo
Wilson Barros-Parada
Glenn P. Svensson
Jan Bergmann
Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship Behavior
Insects
(<i>Z</i>)-3-decenyl hexanoate
<i>Leucoptera sinuella</i>
mating behavior
male pheromone
title Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship Behavior
title_full Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship Behavior
title_fullStr Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship Behavior
title_full_unstemmed Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship Behavior
title_short Characterization of a Novel Male Pheromone Compound in <i>Leucoptera sinuella</i> (Lepidoptera: Lyonetiidae) and Its Role in Courtship Behavior
title_sort characterization of a novel male pheromone compound in i leucoptera sinuella i lepidoptera lyonetiidae and its role in courtship behavior
topic (<i>Z</i>)-3-decenyl hexanoate
<i>Leucoptera sinuella</i>
mating behavior
male pheromone
url https://www.mdpi.com/2075-4450/16/1/32
work_keys_str_mv AT laurasanchezaros characterizationofanovelmalepheromonecompoundinileucopterasinuellailepidopteralyonetiidaeanditsroleincourtshipbehavior
AT abelfoqueiroz characterizationofanovelmalepheromonecompoundinileucopterasinuellailepidopteralyonetiidaeanditsroleincourtshipbehavior
AT jorgeguajardo characterizationofanovelmalepheromonecompoundinileucopterasinuellailepidopteralyonetiidaeanditsroleincourtshipbehavior
AT wilsonbarrosparada characterizationofanovelmalepheromonecompoundinileucopterasinuellailepidopteralyonetiidaeanditsroleincourtshipbehavior
AT glennpsvensson characterizationofanovelmalepheromonecompoundinileucopterasinuellailepidopteralyonetiidaeanditsroleincourtshipbehavior
AT janbergmann characterizationofanovelmalepheromonecompoundinileucopterasinuellailepidopteralyonetiidaeanditsroleincourtshipbehavior