Literature DB >> 28500568

Female Sex Pheromone of the Cone Moth, Dioryctria mendacella: Investigation of Synergism between Type I and Type II Pheromone Components.

David R Hall1, Dudley Farman2, Juan C Domínguez3, Juan A Pajares4.   

Abstract

Polyunsaturated hydrocarbons (Type II pheromone components) have been reported to be synergists for unsaturated acetates, alcohols or aldehydes (Type I components) in the sex pheromones of several species of Lepidoptera. However, there is some debate over whether the active components are the hydrocarbons themselves or more volatile degradation products. Extracts of pheromone glands of adult females of the cone moth, Dioryctria mendacella (Lepidoptera: Pyralidae), contain (Z,E)-9,11-tetradecadienyl acetate (ZE9,11-14:Ac) and at least ten times as much (Z,Z,Z,Z,Z)-3,6,9,12,15-pentacosapentaene (ZZZZZ3,6,9,12,15-25:H). The former elicits a strong electroantennogram response from males while no response could be recorded to the latter. In field trapping tests, both compounds were individually unattractive to male D. mendacella moths, but blends of the two compounds containing at least a 10:1 ratio of ZZZZZ3,6,9,12,15-25:H : ZE9,11-14:Ac were highly attractive. The relatively involatile hydrocarbon was shown to be released from the dispensers used and no significant degradation could be detected. Furthermore, blends of ZE9,11-14:Ac and analogs of ZZZZZ3,6,9,12,15-25:H with fewer carbons and/or double bonds that might be expected to produce similar degradation products to ZZZZZ3,6,9,12,15-25:H were unattractive. This indicated a specific response to the hydrocarbon itself, further substantiated by the observation that related hydrocarbons did not interfere with the activity of ZZZZZ3,6,9,12,15-25:H. Thus a three-step conversion of fish oil was used to produce a blend of unsaturated hydrocarbons containing ZZZZZ3,6,9,12,15-25:H as the major component, albeit only 30% of the total, and a blend of this material with ZE9,11-14:Ac was as attractive to male D. mendacella moths as blends with an equivalent amount of the purified material. This mixture of unsaturated hydrocarbons is much cheaper to produce than the pure pentaene, and may be useful in lures for other species using these compounds. Dioryctria mendacella is a major constraint to production of edible pine kernels throughout the Mediterranean region. Pheromone traps will provide a means to improve monitoring of seasonal flight patterns and changes in population abundance of this pest.

Entities:  

Keywords:  (Z,E)-9,11-tetradecadienyl acetate; (Z,Z,Z,Z,Z)-3,6,9,12,15-pentacosapentaene; Lepidoptera; Pinus pinea; Pyralidae; Trapping

Mesh:

Substances:

Year:  2017        PMID: 28500568     DOI: 10.1007/s10886-017-0846-8

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


  12 in total

1.  Sex pheromone of tomato fruit borer, Neoleucinodes elegantalis.

Authors:  A Cabrera; A E Eiras; G Gries; R Gries; N Urdaneta; B Mirás; C Badji; K Jaffe
Journal:  J Chem Ecol       Date:  2001-10       Impact factor: 2.626

2.  Hybrid Sex Pheromones of the Hibiscus Flower-bud Borer, Rehimena surusalis.

Authors:  Hiroshi Honda; Ryokuhei Yamasaki; Yoko Sumiuchi; Takuya Uehara; Shigeru Matsuyama; Tetsu Ando; Hideshi Naka
Journal:  J Chem Ecol       Date:  2015-11       Impact factor: 2.626

3.  (Z)-10-nonadecenal: A pheromonally active air oxidation product of (Z,Z)-9,19 dienes in yellowheaded spruce sawfly.

Authors:  R J Bartelt; R L Jones
Journal:  J Chem Ecol       Date:  1983-09       Impact factor: 2.626

4.  (Z)-11-Hexadecenal and (3Z,6Z,9Z)-tricosatriene: sex pheromone components of the red banded mango caterpillar Deanolis sublimbalis.

Authors:  Andrew R Gibb; Bruno Pinese; David Tenakanai; Annastasia P Kawi; Barry Bunn; Padmaja Ramankutty; D Max Suckling
Journal:  J Chem Ecol       Date:  2007-03       Impact factor: 2.626

5.  (3Z,6Z,9Z, 12Z, 15Z)-Pentacosapentaene, a key pheromone component of the fir coneworm moth, Dioryctria abietivorella.

Authors:  Jocelyn G Millar; Gary G Grant; J Steven McElfresh; Ward Strong; Carline Rudolph; John D Stein; Jardel A Moreira
Journal:  J Chem Ecol       Date:  2005-05       Impact factor: 2.626

6.  Unsaturated cuticular hydrocarbons synergize responses to sex attractant pheromone in the yellow peach moth, Conogethes punctiferalis.

Authors:  Wei Xiao; Shigeru Matsuyama; Tetsu Ando; Jocelyn G Millar; Hiroshi Honda
Journal:  J Chem Ecol       Date:  2012-08-18       Impact factor: 2.626

7.  Cone and seed pests of Pinus pinea: assessment and characterization of damage.

Authors:  Matteo Bracalini; Stefano Benedettelli; Francesco Croci; Perla Terreni; Riziero Tiberi; Tiziana Panzavolta
Journal:  J Econ Entomol       Date:  2013-02       Impact factor: 2.381

8.  Facile and efficient syntheses of (3Z,6Z,9Z)-3,6,9-nonadecatriene and homologues: pheromone and attractant components of lepidoptera.

Authors:  Shifa Wang; Aijun Zhang
Journal:  J Agric Food Chem       Date:  2007-07-28       Impact factor: 5.279

9.  Reexamination of the female sex pheromone of the sweet potato vine borer moth: identification and field evaluation of a tricosatriene.

Authors:  Qi Yan; Le Van Vang; Chau Nguyen Quoc Khanh; Hideshi Naka; Tetsu Ando
Journal:  J Chem Ecol       Date:  2014-05-31       Impact factor: 2.626

10.  Fauna Europaea - all European animal species on the web.

Authors:  Yde de Jong; Melina Verbeek; Verner Michelsen; Per de Place Bjørn; Wouter Los; Fedor Steeman; Nicolas Bailly; Claire Basire; Przemek Chylarecki; Eduard Stloukal; Gregor Hagedorn; Florian Tobias Wetzel; Falko Glöckler; Alexander Kroupa; Günther Korb; Anke Hoffmann; Christoph Häuser; Andreas Kohlbecker; Andreas Müller; Anton Güntsch; Pavel Stoev; Lyubomir Penev
Journal:  Biodivers Data J       Date:  2014-09-17
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  2 in total

1.  Unsaturated Cuticular Hydrocarbons Enhance Responses to Sex Pheromone in Spruce Budworm, Choristoneura fumiferana.

Authors:  P J Silk; E Eveleigh; L Roscoe; K Burgess; S Weatherby; G Leclair; P Mayo; M Brophy
Journal:  J Chem Ecol       Date:  2017-08-02       Impact factor: 2.626

2.  Identification and Field Evaluation of the Sex Pheromone of Orthaga achatina (Lepidoptera: Pyralidae).

Authors:  Qi Yan; Hai-Dong Li; Yan Chen; Zhan-Feng Ye; Xi-Yu You; Jun Zhou; Lan-Fang Mu; Shi-Jing Liu; Xiang-Bo Kong; Sajjad Ali Khuhro; Shuang-Lin Dong
Journal:  J Chem Ecol       Date:  2018-08-09       Impact factor: 2.626

  2 in total

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