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A 4-component sex pheromone of the Chilean fruit leaf roller Proeulia auraria (Lepidoptera: Tortricidae)

Reyes-Garcia, Luis; Cuevas, Yuri; Ballesteros, Carolina; Curkovic, Tomislav; Löfstedt, Christer LU and Bergmann, Jan (2014) In Ciencia e Investigación Agraria 41(2). p.187-196
Abstract
The Chilean fruit leaf roller Proeulia auraria is a pest of economically important fruit species. Two compounds attractive to males have been identified as (E)-11-tetradecenyl acetate (E11-14:OAc) and (E)-11-tetradecenol (E11-14:OH) and are currently being used in Chile to monitor this species. Preliminary experiments carried out by our group suggested that the 2-compound mixture might not be optimal for the attraction of males, which prompted us to reinvestigate the sex pheromone of P. auraria in the present study. The pheromone component candidates were extracted from pheromone glands with hexane and identified by gas chromatography (GC) with electroantennographic detection (BAD), GC-mass spectrometry, and a comparison of the analytical... (More)
The Chilean fruit leaf roller Proeulia auraria is a pest of economically important fruit species. Two compounds attractive to males have been identified as (E)-11-tetradecenyl acetate (E11-14:OAc) and (E)-11-tetradecenol (E11-14:OH) and are currently being used in Chile to monitor this species. Preliminary experiments carried out by our group suggested that the 2-compound mixture might not be optimal for the attraction of males, which prompted us to reinvestigate the sex pheromone of P. auraria in the present study. The pheromone component candidates were extracted from pheromone glands with hexane and identified by gas chromatography (GC) with electroantennographic detection (BAD), GC-mass spectrometry, and a comparison of the analytical data of the natural compounds with those of authentic reference substances. The EAD active compounds were identified as tetradecyl acetate (14:OAc), E11-14:OAc, (Z)-11-tetradecenyl acetate (Z11-14:OAc), and E 11-14:OH in a relative ratio of 11:100:4:37, respectively. Field tests showed that all four compounds are behaviorally active. The most attractive blend, which is more attractive than the 2-component mixture that is currently in use, contained the main compound E11-14:OAc, I% of the geometric isomer Z11-14:OAc, and both of the other minor compounds. Increasing the relative amount of Z11-14:OAc to 4% of the major component resulted in a significant reduction of attraction. An analysis of the fatty acid content of the pheromone gland revealed the presence of (E)-11-tetradecenoate but not of (Z)11-tetradecenoate. The possible role in species isolation and the possible biosynthetic origin of this strongly E-biased pheromone are discussed. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Eulia, Euliini, native species, sex attractant, Tortricinae
in
Ciencia e Investigación Agraria
volume
41
issue
2
pages
187 - 196
publisher
Pontificia Univ Catolica Chile, Fac Agronomia Ingenieria Forestal
external identifiers
  • wos:000342883500005
  • scopus:84907470466
ISSN
0304-5609
DOI
10.4067/S0718-16202014000200005
project
Evolutionary mechanisms of pheromone divergence in Lepidoptera
language
English
LU publication?
yes
id
266eedef-2110-4045-86ae-f325e99ff0c0 (old id 4800410)
date added to LUP
2014-12-01 09:50:53
date last changed
2017-10-22 03:24:42
@article{266eedef-2110-4045-86ae-f325e99ff0c0,
  abstract     = {The Chilean fruit leaf roller Proeulia auraria is a pest of economically important fruit species. Two compounds attractive to males have been identified as (E)-11-tetradecenyl acetate (E11-14:OAc) and (E)-11-tetradecenol (E11-14:OH) and are currently being used in Chile to monitor this species. Preliminary experiments carried out by our group suggested that the 2-compound mixture might not be optimal for the attraction of males, which prompted us to reinvestigate the sex pheromone of P. auraria in the present study. The pheromone component candidates were extracted from pheromone glands with hexane and identified by gas chromatography (GC) with electroantennographic detection (BAD), GC-mass spectrometry, and a comparison of the analytical data of the natural compounds with those of authentic reference substances. The EAD active compounds were identified as tetradecyl acetate (14:OAc), E11-14:OAc, (Z)-11-tetradecenyl acetate (Z11-14:OAc), and E 11-14:OH in a relative ratio of 11:100:4:37, respectively. Field tests showed that all four compounds are behaviorally active. The most attractive blend, which is more attractive than the 2-component mixture that is currently in use, contained the main compound E11-14:OAc, I% of the geometric isomer Z11-14:OAc, and both of the other minor compounds. Increasing the relative amount of Z11-14:OAc to 4% of the major component resulted in a significant reduction of attraction. An analysis of the fatty acid content of the pheromone gland revealed the presence of (E)-11-tetradecenoate but not of (Z)11-tetradecenoate. The possible role in species isolation and the possible biosynthetic origin of this strongly E-biased pheromone are discussed.},
  author       = {Reyes-Garcia, Luis and Cuevas, Yuri and Ballesteros, Carolina and Curkovic, Tomislav and Löfstedt, Christer and Bergmann, Jan},
  issn         = {0304-5609},
  keyword      = {Eulia,Euliini,native species,sex attractant,Tortricinae},
  language     = {eng},
  number       = {2},
  pages        = {187--196},
  publisher    = {Pontificia Univ Catolica Chile, Fac Agronomia Ingenieria Forestal},
  series       = {Ciencia e Investigación Agraria},
  title        = {A 4-component sex pheromone of the Chilean fruit leaf roller <i>Proeulia auraria</i> (Lepidoptera: Tortricidae)},
  url          = {http://dx.doi.org/10.4067/S0718-16202014000200005},
  volume       = {41},
  year         = {2014},
}