Sex Pheromone of Agriotes Acuminatus (Stephens, 1830) (Coleoptera: Elateridae)

Overview

Journal J Chem Ecol

Publisher Springer

Specialties Chemistry
Environmental Health

Date 2010 Mar 3

PMID 20195890

Citations 7

Authors

Till Tolasch

Maximilian von Fragstein

Johannes L M Steidle

Affiliations

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Abstract

The click beetle species Agriotes acuminatus is distributed in open deciduous forests throughout a large area in Europe. In order to identify its sex pheromone, gland extracts of female beetles were investigated by using GC/MS. Neryl butanoate and 2,6-dimethyl-(Z,E)-2,6-octadien-1,8-diol dihexanoate, in a ratio of approximately 1:5, were the only volatile compounds present in the extracts. Structures of both esters were confirmed by synthesis. Field experiments revealed a strong attraction of A. acuminatus males towards neryl butanoate, which could be synergistically enhanced by addition of 2,6-dimethyl-(Z,E)-2,6-octadien-1,8-diol dihexanoate. The latter compound alone did not show any attractive effect. While all Agriotes spp. investigated to date use geranyl and/or (E,E)-farnesyl esters as sex pheromones, the nerol derivatives of A. acuminatus are the first (Z)-2-configurated pheromones within this genus.

Citing Articles

Identification of the Major Sex Pheromone Component of the Click Beetle Agriotes ferrugineipennis.

Singleton K, Gries R, van Herk W, Alamsetti S, Lemke E, Furtado K J Chem Ecol. 2022; 48(5-6):491-501.

PMID: 35895216 PMC: 9375744. DOI: 10.1007/s10886-022-01367-1.

Sex Pheromone of the Click Beetle Agriotes pilosellus (SCHöNHERR, 1718).

Tolasch T, von Fragstein M, Steidle J J Chem Ecol. 2022; 48(3):283-288.

PMID: 35067856 PMC: 8934787. DOI: 10.1007/s10886-021-01346-y.

Comparative Antennal Morphology of (Coleoptera: Elateridae), with Special Reference to the Typology and Possible Functions of Sensilla.

Faucheux M, Nemeth T, Kundrata R Insects. 2020; 11(2).

PMID: 32098184 PMC: 7074560. DOI: 10.3390/insects11020137.

Neryl butyrate induces contractile effects on isolated preparations of rat aorta.

de Carvalho E, Gadelha K, de Oliveira D, Lima-Silva K, Batista-Lima F, de Brito T Naunyn Schmiedebergs Arch Pharmacol. 2019; 393(1):43-55.

PMID: 31420719 DOI: 10.1007/s00210-019-01709-z.

Sex Pheromone of the Rare Click Beetle Betarmon bisbimaculatus.

Konig C, Szallies A, Steidle J, Tolasch T J Chem Ecol. 2015; 42(1):55-9.

PMID: 26698594 DOI: 10.1007/s10886-015-0661-z.

References

Toth M, Furlan L, Yatsynin V, Ujvary I, Szarukan I, Imrei Z . Identification of sex pheromone composition of click beetle Agriotes brevis candeze. J Chem Ecol. 2002; 28(8):1641-52. DOI: 10.1023/a:1019984714858. View

Toth M, Furlan L, Yatsynin V, Ujvary I, Szarukan I, Imrei Z . Identification of pheromones and optimization of bait composition for click beetle pests (Coleoptera: Elateridae) in Central and Western Europe. Pest Manag Sci. 2003; 59(4):417-25. DOI: 10.1002/ps.629. View

Tolasch T, von Fragstein M, Steidle J . Sex pheromone of Elater ferrugineus L. (Coleoptera: Elateridae). J Chem Ecol. 2007; 33(11):2156-66. DOI: 10.1007/s10886-007-9365-3. View