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EVIDENCE FOR CIS-11-HEXADECEN-1-OL ACETATE AS A MAJOR COMPONENT OF THE SEX PHEROMONE OF THE BERTHA ARMYWORM, MAMESTRA CONFIGURATA (LEPIDOPTERA: NOCTUIDAE)1

Published online by Cambridge University Press:  31 May 2012

M. D. Chisholm ,
W. F. Steck ,
A. P. Arthur  and
E. W. Underhill
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Abstract

A potent sex pheromone produced by female bertha army worm moths was isolated. A 16 carbon, unsaturated, alkenol acetate was indicated from chemical degradative and GLC retention data. The location and configuration of the double bond was determined from the antennal responses (EAG) of male moths to a series of cis and trans mono-unsaturated alken-1-ol acetates; cis-11-hexadecen-1-ol acetate elicited the greatest EAG response. GLC retention times of the purified insect sex pheromone corresponded exactly with those of authentic cis-11-hexadecen-1-ol acetate on several analytical columns. Maximum biological response in laboratory bioassays of synthetic materials was obtained from a mixture of approximately 85% cis- and 15% trans-11-hexadecen-1-ol acetates.

Type
Articles
Information
The Canadian Entomologist , Volume 107 , Issue 4 , April 1975 , pp. 361 - 366
Copyright
Copyright © Entomological Society of Canada 1975

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References

Adler, V. E., Beroza, M., Bierl, B. A., and Sarmientio, R.. 1972. Electroantennograms and field attraction of the gypsy moth sex attractant Disparlure and related compounds. J. econ. Ent. 65: 679–681.CrossRefGoogle Scholar
Bartell, R. J. and Shorey, H. H.. 1969. Pheromone concentrations required to elicit successive steps in the mating sequence of males of the light-brown apple moth, Epiphyas postvittana. Ann. ent. Soc. Am. 62: 1206–1207.CrossRefGoogle Scholar
Green, N., Jacobson, M., Henneberry, T. J., and Kishaba, A. N.. 1967. Insect sex attractants. VI: 7-Dodecen-1-ol acetate and congeners. J. Med. Chem. 10: 533–535.CrossRefGoogle ScholarPubMed
King, K. M. 1929. The bertha armyworm in the prairie provinces. Dom. Can. Dep. Agric. Pamph. 103 (New Ser.): 1–10.Google Scholar
Klun, J. A., Chapman, O. L., Mattes, K. C., and Wojtkowski, P. W.. 1973. Insect sex pheromones: minor amounts of opposite geometrical isomer critical to attraction. Science 181: 661–663.CrossRefGoogle ScholarPubMed
Lee, Y. W., Ford, R. J., McDonald, H., McKinlay, K. S., Putnam, L. G., and Saha, J. G.. 1972. Residues of methomyl in rape plant and seed following its application for the control of bertha armyworm. Can. Ent. 104: 1745–1750.CrossRefGoogle Scholar
McDonald, H. 1972. The bertha armyworm crisis. Can. Agric. 17: 10–12.Google Scholar
Payne, T. L., Shorey, H. H., and Gaston, L. K.. 1970. Sex pheromones of noctuid moths: factors influencing antennal responsiveness in males of Trichoplusia ni. J. Insect Physiol. 16: 1043–1055.CrossRefGoogle ScholarPubMed
Roelofs, W. L. and Comeau, A.. 1971 a. Sex pheromone perception: electroantennogram responses of the red-banded leaf roller moth. J. Insect Physiol. 17: 1969–1982.CrossRefGoogle ScholarPubMed
Roelofs, W. and Comeau, A.. 1971 b. Sex attractants in Lepidoptera. Proc. 2nd int. Congr. Pest. Chem. IUPAC (Tel Aviv): 91–114.Google Scholar
Warthen, D. 1968. Synthesis of cis-9-tetradecen-1-ol acetate, the sex pheromone of the fall armyworm. J. Med. Chem. 11: 371–373.CrossRefGoogle ScholarPubMed
Wren, J. J. 1960. Chromatography of lipids on silicic acid. J. Chromatog. 4: 173–195.CrossRefGoogle ScholarPubMed
Vries, B. de. 1962. Quantitative separations of lipid materials by column chromatography on silica impregnated with silver nitrate. Chemy. Ind. 1049–1050.Google Scholar
Vries, B. de. 1963. Quantitative separations of higher fatty acid methyl esters by adsorption chromatography on silica impregnated with silver nitrate. J. Am. Oil Chem. Soc. 40: 184–186.CrossRefGoogle Scholar