Literature DB >> 22113370

Identification and field evaluation of sex pheromone components of the pear barkminer moth, Spulerina astaurota.

Nguyen Duc Do1, Kanako Ohbayashi, Hideshi Naka, Ken Nakada, Tetsu Ando.   

Abstract

The pear barkminer moth, Spulerina astaurota Meyrick (Gracillariidae: Gracillariinae), is a harmful pest of the Asian-pear tree. Pheromone components of the female were analyzed by gas chromatography (GC) with an electroantennographic (EAG) detector and GC coupled with mass spectrometry. The analyses of a crude pheromone extract and those of a fractionated extract on a Florisil column indicated three EAG-active components, tetradecadien-1-ol, its acetate, and an aldehyde derivative. Characteristic fragment ions in the mass spectra of the dienyl compounds and derivatives with 4-methyl-1,2,4-triazoline-3,5-dione revealed double bonds at the 9- and 11-positions. By comparing the chromatographic behaviors to those of four authentic geometrical isomers, which were synthesized by three different routes starting from 1,8-octanediol or 1,9-nonanediol, the configuration of each natural component was assigned to be 9Z,11Z; i.e., it was concluded that the S. astaurota females secreted (9Z,11Z)-9,11-tetradecadien-1-ol (Z9,Z11-14:OH) as a main pheromone component, and the acetate and aldehyde derivatives (Z9,Z11-14:OAc and Z9,Z11-14:Ald) as minor components. This identification was confirmed by a field evaluation of the synthetic pheromone. While the male moths could be attracted to a lure baited with Z9,Z11-14:OH alone, Z9,Z11-14:OAc showed a strong synergistic effect on the attraction. Among the lures tested, the mixture of alcohol and acetate in a ratio of 7:3 exhibited the strongest attraction. Addition of Z9,Z11-14:Ald in the mixture did not significantly increase the number of males attracted. Furthermore, the field test indicated that some contamination of a geometrical isomer of the alcohol did not impair the activity of the binary mixture with the 9Z,11Z configuration.

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Year:  2011        PMID: 22113370     DOI: 10.1007/s10886-011-0032-3

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN: 0098-0331            Impact factor:   2.626


  10 in total

1.  Identification, synthesis, and field evaluation of the sex pheromone from the citrus leafminer, Phyllocnistis citrella.

Authors:  Walter S Leal; Ana Lia Parra-Pedrazzoli; Allard A Cossé; Yasuhiro Murata; José Maurício S Bento; Evaldo F Vilela
Journal:  J Chem Ecol       Date:  2006-02-26       Impact factor: 2.626

2.  Gas chromatography-mass spectrometry of conjugated dienes by derivatization with 4-methyl-1,2,4-triazoline-3,5-dione.

Authors:  D C Young; P Vouros; M F Holick
Journal:  J Chromatogr       Date:  1990-11-28

3.  Mating communication systems of four Plusiinae species distributed in Japan: identification of the sex pheromones and field evaluation.

Authors:  Shin-Ichi Inomata; Atsushi Watanabe; Masashi Nomura; Tetsu Ando
Journal:  J Chem Ecol       Date:  2005-06       Impact factor: 2.626

4.  New synthesis of (11Z,13Z)-11,13-hexadecadienal, the female sex pheromone of the navel orangeworm.

Authors:  Kenji Mori
Journal:  Biosci Biotechnol Biochem       Date:  2009-12-07       Impact factor: 2.043

5.  Sex pheromone biosynthetic pathway in Spodoptera littoralis and its activation by a neurohormone.

Authors:  T Martinez; G Fabriás; F Camps
Journal:  J Biol Chem       Date:  1990-01-25       Impact factor: 5.157

6.  Identification of the sex pheromone of the currant shoot borer Lampronia capitella.

Authors:  Christer Löfstedt; Junwei Zhu; Mikhail V Kozlov; Vincas Buda; Erling V Jirle; Sven Hellqvist; Jan Löfqvist; Ernst Plass; Stephan Franke; Wittko Francke
Journal:  J Chem Ecol       Date:  2004-03       Impact factor: 2.626

7.  Parthenogenesis, calling behavior, and insect-released volatiles of leafminer moth Phyllonorycter emberizaepenella.

Authors:  Raimondas Mozŭraitis; Vincas Bŭda; Ilme Liblikas; Carl Rikard Unelius; Anna-Karin Borg-Karlson
Journal:  J Chem Ecol       Date:  2002-06       Impact factor: 2.626

8.  Identification, synthesis, and field testing of the sex pheromone of the citrus leafminer, Phyllocnistis citrella.

Authors:  Jardel A Moreira; J Steven McElfresh; Jocelyn G Millar
Journal:  J Chem Ecol       Date:  2006-02-26       Impact factor: 2.626

9.  Components of female sex pheromone of cocoa pod borer moth,Conopomorpha cramerella.

Authors:  P S Beevor; A Cork; D R Hall; B F Nesbitt; R K Day; J D Mumford
Journal:  J Chem Ecol       Date:  1986-01       Impact factor: 2.626

10.  Olefinic acetates, Δ-9,11-14: OAc and Δ-7,9-12: OAc used as sex pheromone components in three geometrid moths,Idaea aversata, I. straminata, andI. biselata (Geometridae, Lepidoptera).

Authors:  J Zhu; N Ryrholm; H Ljungberg; B S Hansson; D Hall; D Reed; C Löfstedt
Journal:  J Chem Ecol       Date:  1996-08       Impact factor: 2.626

  10 in total
  1 in total

1.  Identification of conjugated pentadecadienals as sex pheromone components of the sphingid moth, Dolbina tancrei.

Authors:  Takuya Uehara; Hideshi Naka; Shigeru Matsuyama; Le van Vang; Tetsu Ando; Hiroshi Honda
Journal:  J Chem Ecol       Date:  2013-11-06       Impact factor: 2.626

  1 in total

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