Abstract
Female-emitted pheromones and sex attractants of Noctuidae were investigated using a specific computer procedure to analyze data collected from the literature. Correspondence analysis was used to survey the structure-activity relationships of sex pheromones in seven subfamilies. Structural, stereochemical, and functional features of active molecules were related to taxonomy. This multidimensional analysis revealed that the prevalent chemical frame of noctuid moth pheromones was a monounsaturated acetate withZ stereochemistry and a double bond on the fifth carbon closest to the nonfunctional branch of the molecule. Possible phylogenetic relationships within Noctuidae and between Noctuidae and other families are discussed in light of the sex pheromone biochemistry. Female sex pheromones appeared to be an additional character to be considered in the classification of noctuid moths.
Similar content being viewed by others
References
Ando, T., Kishino, K., Tatsuki, S., Nkajima, M., Yoshida, S., andTakahashi, N. 1977. Identification of the female sex pheromone of the rice green caterpillar.Agric. Biol. Chem. 41:1485–1492.
Benzécri, J.P. 1973. L'analyse des données. II. L'analyse des correspondances. Dunod, Paris.
Bestmann, H.J., Brosche, T., Koschantzky, K.H., Michaelis, K., Platz, H., Vostrowsky, O., andKnauf, W. 1980. Pheromone XXX. Identifizierung eines neuartigen Pheromonkomplexes aus der GraseuleScotia exclamationis (Lepidoptera).Tetrahedron Lett. 21:747–775.
Birch, M.C. 1972a. Male abdominal brush-organs in British noctuid moths and their value as a taxonomic character. Part 1.Entomologist 105:185–205.
Birch, M.C. 1972b. Male abdominal brush-organs in British noctuid moths and their value as a taxonomic character. Part 2.Entomologist 105:234–244.
Bjostad, L.B., andRoelofs, W.L. 1983. Sex pheromone biosynthesis inTrichoplusia ni: Key steps involve delta-11 desaturation and chain shortening.Science 220:1387–1389.
Bjostad, L.B., Linn, C., Roelofs, W., andDu, J.W. 1985. Identification of new sex pheromone components inTrichoplusia ni andArgyrotaenia velutinana, predicted from biosynthetic precursors, pp. 223–227, in T.E. Acree and D.M. Soderlund (eds). Semiochemistry Flavors and Pheromones. W. de Gruyter, Berlin.
Doré, J.C., andMiquel, J.F. 1981. Approche de l'étude des relations structure/activité par analyse des correspondances.C.R. Acad. Sci. Paris 293-11:1061–1064.
Doré, J.C., andRenou, M. 1985. Analyse multivariée des relations entre 9 molécules phéromonales et 11 espèces de Lépidoptères Noctuidae.Acta Oecol. 6:269–284.
Doré, J.C., Gilbert, J., Crastes de Paulet, A., Michel, F., andMiquel, J.F. 1982. Analyse au moyen d'un traitement factoriel des relations structure/activité de diet triphényléthylènes sur deux tests biochimiques.C.R. Acad. Sci. Paris 299-11:315–320.
Doré, J.C., Miquel, J.F., Mrlina, G., andCalmon, J.P. 1983. Etude au moyen d'une analyse des correspondances multiples des propriétés insecticides et enzymatiques deN-méthyl carbamates de phényle.C.R. Acad. Sci. Paris 297-II:125–130.
Doré, J.C., Gordon, G., andJaubert, J.N. 1984. Approche factorielle des relations entre structure chimique et note odorante. C.R.Acad. Sci. Paris 299-11:315–320.
Doré, J.C., Gilbert, J., Ojasoo, T., andRaynaud, J.P. 1986a. Correspondence analysis applied to steroid receptors binding.J. Med. Chem. 29:54–60.
Doré, J.C., Michelot, D., Gordon, G., Labia, R., Zagatti, P., Renou, M., andDescoins, C. 1986b. Approche factorielle des relations entre 8 tribus de Lépidoptères Tortricidae et 41 molécules à effet attractif sur les mâles.Ann. Soc. Entomol. Fr. 22:387–402.
Fénelon, J.P. 1981. Qu'est ce que l'analyse des données?. Lefonen, Paris.
Franclemont, J.G., andTodd, E.L. 1983. Noctuidae, T.XXIV, pp. 12–159, in R.W. Hodges (ed.). Check-list of the Lépidoptère of America North of Mexico. E.W. Classey Lim. and the Wedge Entomological Research Foundation, London.
Greenacre, M.J. 1983. Theory and Application of Correspondence Analysis. Academic Press. New York.
Hall, D.R., Beevor, P.S., Lester, R., andNesbitt, B.F. 1980. (E,E)-10,12-hexadecadienal: A component of the female sex pheromone of the spiny bollwormEarias insulana (Boisd.) (Lepidoptera: Noctuidae).Experientia 36:152–154.
Inscoe, M.N. 1982. Insect attractants, attractant pheromones and related compounds, pp. 201–295,in A.F. Kydonieus and M. Beroza (eds). Insect Suppression with Controlled Release Pheromone Systems, Vol. 2. CRC Press, Boca Raton, Florida.
Kitching, I.J. 1984. An historical review of the higher classification of the Noctuidae (Lepidoptera).Bull. Br. Mus. Hist. (Entomol.), 49:159–234.
Klun, J.A., Bierl-Leonhardt, B.A., Plimmer, J.R., Sparks, A.N., Primiani, M., Chapman, O.L., Lepone, G., andLee, G.H. 1980a. Sex pheromone chemistry of the female tobacco budworm moth,Heliothis virescens.J. Chem. Ecol. 6:177–183.
Klun, J.A., Plimmer, J.R., Bierl-Leonhardt, B.A., Sparks, A.N., Primiani, M., Chapman, O.L., Lee, G.H., andLepone, G. 1980b. Sex pheromone chemistry of female corn earworm moth,Heliothis zea.J. Chem. Ecol. 6:165–175.
Labia, R., Guionie, M., Morand, A., Barthelemy, M., andDoré, J.C. 1983a. Affinité de laN-formimidoyl-thiénamycine (Mk-0787) pour les β-lactames, étude par une méthode statistique: l'analyse des correspondances.Ann. Microbiol. (Inst. Pasteur) 134A, 29–38.
Labia, R., Morand, A., Verchere-Beaur, C., andDorÉ, J.C. 1983b. Cefotetan and β-lactamases. I. An analysis of the affinity of cefotetan for β-lactamases.J. Antimicrob. Chemother. 11(Suppl. A): 147–152.
Lebart, L., Morineau, A., andFénelon, J.P. 1979. Traitement des données statistiques. Dunod, Paris.
Löfstedt, C., Van Der Pers, J.N.C., Lofquist, J., Lanne, B.S., Appeloren, M., Bergstrom, G., andThelin, B. 1982. Sex pheromone components of the turnip moth,Agrotis segetum.J. Chem. Ecol. 8:1305–1322.
Mardia, K.V., Kent, J.T., andBibby, J.M. 1979. Multivariate Analysis. Academic Press. New York.
Morse, D., andMeighen, E. 1984. Aldehyde pheromones in Lepidoptera: Evidence for an acetate ester precursor inChoristoneura fumiferana.Science 226:1434–1436.
Nesbitt, B.F., Beevor, P.S., Cole, R.A., Lester, R., andPoppi, R.G. 1975. The isolation and identification of the female sex pheromones of the red bollworm moth,Diparopsis castanea.J. Insect Physiol. 21:1091–1096.
Nesbitt, B.F., Beevor, P.S., Hall, D.R., andLester, R. 1979. Female sex pheromone components of the cotton bollworm,Heliothis armigera.J. Insect Physiol. 25:535–541.
Renou, M., Lalanne-Cassou, B., andLe Duchat d'AuBigny, J. 1986. Etude électroantennographique de la sensibilité antennaire des mâles de 61 espèces de Noctuidae de Guadeloupe.Ann. Soc. Entomol. Fr. 22:339–352.
Roelofs, W.L., andBjostad, L. 1984. Biosynthesis of Lepidopteran pheromones.Bioorg. Chem. 12:279–298.
Roelofs, W.L., andBrown, R.L. 1982. Pheromones and evolutionary relationships of Tortricidae.Annu. Rev. Ecol. Syst. 13:395–422.
Rothschild, G.H.L., Nesbitt, B.F., Beevor, P.S., Cork, A., Hall, D.R., andVickers, R.A. 1982. Studies of the female sex pheromone of the native budworm,Heliothis punctiger.Entomol. Exp. Appl. 31:395–401.
Silk, P.J., Tan, S.H., Wiesner, C.J., Ross, R.J., andLonergan, G.C. 1980. Sex pheromone chemistry of the eastern spruce budworm,Choristoneura fumiferana.Environ. Entomol. 9:640–644.
Steck, W., Underhill, E.W., andChisholm, M.D. 1982. Structure activity relationships in sex attractants for North American noctuid moths.J. Chem. Ecol. 8:731–754.
Struble, D.L. 1983. Sex pheromone components ofEuxoa drewseni: Chemical identification, electrophysiological evaluation, and field attractancy tests.J. Chem. Ecol. 9:335–346.
Tamaki, Y. 1984. Sex pheromones, pp. 1145–1191,in C.A. Kercut and L.I. Gilbert (eds.). Comprehensive Insect Physiology, Biochemistry and Pharmacology. Pergamon, New York.
Teal, P.E.A., andTumlinson, J.H. 1986. Terminal steps in pheromone biosynthesis byHeliothis virescens andH. zea.J. Chem. Ecol. 12:353–366.
Teal, P.E.A., Heath, R.R., Tumlinson, J.H., andMclaughlin, J.R. 1981. Identification of a sex pheromone ofHeliothis subflexa (G.N.) (Lepidoptera: Noctuidae) and field trapping studies using different blends of components.J. Chem. Ecol. 7:1011–1022.
Underhill, E.W., Chisholm, M.D., andSteck, W. 1977. Olefinic aldehydes as constituents of sex attractants for noctuid moths.Environ. Entomol. 6:333–337.
Underhill, E.W., Steck, W.F., Byers, J.R., andChisholm, M.D. 1981. Biosystematics of the genusEuxoa (Lepidoptera: Noctuidae). XVI. Z5-decenyl acetate a sex attractant for three closely related species,Euxoa declarata, Euxoa campestris, andEuxoa rockburnei.Can. Entomol. 113:245–249.
Weatherston, J., Davidson, J.M., andSimonini, D. 1974. Attractants for several male forest Lepidoptera.Can. Entomol. 106:781–782.
Wong, J.W., Underhill, E.W., Mackenzie, S.L., andChisholm, M.D. 1985. Sex attractants for geometrid and noctuid moths: Field trapping and electroantennographic responses to triene hydrocarbons and monoepoxide derivatives.J. Chem. Ecol. 11:727–756.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Renou, M., Lalanne-Cassou, B., Michelot, D. et al. Multivariate analysis of the correlation between noctuidae subfamilies and the chemical structure of their sex pheromones or male attractants. J Chem Ecol 14, 1187–1215 (1988). https://doi.org/10.1007/BF01019346
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF01019346