Abstract
(Z)-9-Hexadecenal (I), 13-(1-methylpropyl)tridecanolide (II), and (Z)-10-nonadecene-2-one (IV) have been characterized from a lipid fraction of the total extract ofI. humilis. Glycerides of normal fatty acids constitute the bulk of the lipid fraction. Compound I, a general aggregation factor ofI. humilis, is a constituent of the ventral gland secretion. Actinidine has been characterized from the pyrazine-containing fraction of the total extract.
Similar content being viewed by others
References
Baker, R., andEvans, D.A. 1977. Insect chemistry.Ann. Rep. Prog. Chem. 74B:367–391.
Bergstrom, G. 1973. Natural odoriferous compounds. VI. Use of a pre-column tube for the quantitative isolation of natural, volatile compounds for gas chromatography/mass spectrometry.Chem. Scr. 4:135–138.
Bergstrom, G. 1974. Studies on natural odoriferous compounds. X. Macrocyclic lactones in the Dufour gland secretion of the solitary bees,Colletes cunilarius L. andHalictus calceatus Scop. (Hymenoptera, Apidae).Chem. Scr. 5:39–46.
Beroza, M., andSarmiento, R. 1963. Determination of the carbon skeleton and other structural features of organic compounds by gas chromatography.Anal. Chem. 35:1353–1357.
Beroza, M., andSarmiento, R. 1966. Apparatus for reaction gas chromatography: Instantaneous hydrogenation of unsaturated esters, alcohols, ethers, ketones and other compound types, and determination of their separation factors.Anal. Chem. 348:1042–1047.
Bestman, H.J., Stransky, W., Vostrowsky, O., andRange, P. 1975. Pheromone. VII. Synthese von 1-substituierten (Z)-9-alkenen.Chem. Ber. 108:3582–3595.
Butenandt, A., Beckmann, R., Stamm, D., andHecker, E. 1959. Über den Sexuallockstoff des SeidenspinnersBombyx mori, Reindarstellung und Konstitution.Z Naturforsch. 148:283–284.
Cautreels, W., Broddin, G., andvan Cauwenberghe, K. 1978. Fast quantitative analysis of organic compounds in airborne particulate matter by mass spectrometry, pp. 1674–1686,in N.R. Daly (ed.). Advances in Mass Spectrometry, Vol. 7B. Heydon and Son Limited, London.
Cavill, G.W.K. 1969. Insect terpenoids and nepetalactone, Chapter 3,in W.I. Taylor and A.R. Battersby, (eds.). Cyclopentanoid Terpene Derivatives. Marcel Dekker, New York.
Cavill, G.W.K., andHoughton, E. 1973. Hydrocarbon constituents of the Argentine ant,Iridomyrmex humilis.Aust. J. Chem. 26:1131–1135.
Cavill, G.W.K., andHoughton, E. 1974a. Volatile constituents of the Argentine ant,Iridomyrmex humilis.J. Insect Physiol. 20:2049–2059.
Cavill, G.W.K., andHoughton, E. 1974b. Some pyrazine derivatives from the Argentine ant,Iridomyrmex humilis.Aust. J. Chem. 27:879–889.
Cavill, G.W.K., Houghton, E., McDonald, F.J., andWilliams, P.J. 1976. Isolation and characterisation of dolichodial and related compounds from the Argentine ant,Iridomyrmex humilis.Insect. Biochem. 6:483–490.
Cavill, G.W.K., Robertson, P.L., andDavies, N.W. 1979. An Argentine ant aggregation factor.Experientia. 35:889–890.
Evans, D.A., andGreen, C.L. 1973. Insect attractants of natural origin.Chem. Soc. Rev. 2:75–97.
Houghton, E. 1974. A sample trapping and reinjection technique for use with gas chromatography.J. Chromatogr. 90:57–61.
Kasang, G., Kaissling, K.E., Vostrowsky, O., andBestmann, H.J. 1978. Bombykal, a second pheromone component of the silkworm moth,Bombyx mori.Angew. Chem. Int. Ed. Engl. 17:60.
McFadden, W.H., Day, E.A., andDiamond, M.J. 1965. Correlations and anomalies in mass spectra: Lactones.Anal Chem. 37:89–92.
Milne, G.W.A. 1971. Mass Spectrometry—Techniques and Applications, p. 244. Wiley, New York.
Moore, B.P., andBrown, W.V. 1976. The chemistry of the metasternal gland of the Eucalypt longicornPhoracantha synonyma (Coleoptera: Cerambycidae).Aust. J. Chem. 29:1365–1374.
Pavan, M. 1949. Richerche sugli antibiotica di origine animale.Ric. Sci. 19:1011–1017.
Ratcliffe, R., andRodehorst, R. 1970. Improved procedure for oxidation with the chromium trioxide-pyridine complex.J. Org. Chem. 35:4000–4001.
Ritter, F. J., Brugemann-Rotgans, I.E.M., Verwiel, P.E.J., Persoons, C.J., andTalman, E. 1977. Trail pheromone of the pharaoh's ant,Monomorium pharaonis: Isolation and identification of a faranal, a terpenoid related to juvenile hormone II.Tetrahedron Lett. 30:2617–2618.
Robertson, P.L. 1971. Pheromones involved in aggressive behaviour in the ant,Myrmecia gulosa.J. Insect Physiol. 17:691–715.
Robertson, P.L. 1979. In preparation.
Roelofs, W.L. 1977. An overview—The evolving philosophies and methodologies of pheromone chemistry, pp. 287–297,in H.H. Shorey, and J.J. McKelvey, Jr. (eds.). Chemical Control of Insect Behavior. John Wiley and Sons, New York.
Smith, R.G., Daterman, G.E., andDaves, G.D. 1975. Douglas-fir tussock moth: Sex pheromone identification and synthesis.Science 188:63–64.
Stanley, G., andKennett, B.H. 1973. Reaction gas chromatography of sub-microgram samples using sealed capillaries.J. Chromatogr. 75:304–307.
Stenhagen, E., Abrahamson, S.,andMcLafferty, F.W. 1974. Registry of Mass Spectral Data, pp. 367, 1751. Wiley, New York.
Wheeler, J.W., Olagbemiro, T., Nash, A., andBlum, M.S. 1977. Actinidine from the defensive secretion of dolichoderine ants.J. Chem. Ecol. 3:241–244.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Cavill, G.W.K., Davies, N.W. & McDonald, F.J. Characterization of aggregation factors and associated compounds from the argentine ant,Iridomyrmex humilis . J Chem Ecol 6, 371–384 (1980). https://doi.org/10.1007/BF01402915
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF01402915