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Sesquiterpenes in the frontal gland secretions of nasute soldier termites from New Guinea

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Abstract

In five New GuineaNasutitermes (N. gracilirostris, N. novarumhebridarum, N. torresi, N. triodiae, and an undescribed speciesN. sp.F), we have detected and identified 10 sesquiterpenes. Eight of these compounds (β)-elemene,β-caryophyllene,α-humulene,α-muurolene,γ-selinene,β-selinene, germacrene-A, and γ2-cadinene) were identified by GC and GC-MS (EI). Two uncommon sesquiterpenes, (5R*, 7R*, 10S*)-selina-4(14),11-diene and (5R*, 7R*, 10S*)-selina-3,11-diene, were identified by GC, GC-MS (EI, CI), GC-FTIR, and mono- and bidimensional NMR. Whereas in most species sesquiterpenes are present in low or trace amounts, inN. novarumhebridarum the sesquiterpenic fraction of soldier frontal gland secretion is equal to that of the monoterpenes.

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References

  • Ahmad, M. 1950. The phylogeny of termite genera based on imago-worker mandibles.Bull. Amer. Mus. Nat. Hist. 95:41–86.

    Google Scholar 

  • Asakawa, Y., Toyota, M., Takeda, R., Suire, C., andTakemoto, T. 1981. Sesquiterpenoids ofRiccardiia andPallavicinia species.Phytochemistry 20:725–728.

    Google Scholar 

  • Baker, R., Evans, D.A., andMcDowell, G. 1978. Mono- and sesquiterpenoid constituents of the defence secretion of the termiteAmitermes evuncifer.Tetrahedron Lett. 1978:4073–4076.

    Google Scholar 

  • Baker, R., Coles, H.R., Edwards, M., Evans, D.A., Howse, P.E., andWalmsley, S. 1981a. Chemical composition of the frontal gland secretion ofSyntermes soldiers (Isoptera: Termitidae).J. Chem. Ecol. 7:135–146.

    Google Scholar 

  • Baker, R., Coles, H.R., Edwards, M., Evans, D.A., andWalmsley, S. 1981b. Soldier-specific of the termiteCurvitermes strictinasus Mathews (Isoptera: Nasutitermitinae).J. Chem. Ecol. 7:127–133.

    Google Scholar 

  • Baker, R., Parton, A.H., andHowse, P.E. 1982. Identification of an acyclic diterpene alcohol in the defense secretion of soldiers ofReticulitermes lucifugus.Experientia 38:297.

    Google Scholar 

  • Biougne, J., Chalchat, J.C., Garry, R.P., andMichelet, A. 1987. Caractérisation des cadinènes dans les huiles essentielles.Parfums, Cosmét. Arômes 73:59–61.

    Google Scholar 

  • Braekman, J.C., Daloze, D., Dupont, A., Pasteels, J.M., andOttinger, R. 1984. New trinervitane diterpenes from Neo-GuineanNasutitermes sp.Bull. Soc. Chim. Belg. 93:291–297.

    Google Scholar 

  • Braekman, J.C., Daloze, D., Pasteels, J.M., andRoisin, Y. 1986. Two new C-20 substituted diterpenes from a Neo-GuineanNasutitermes sp.Bull. Soc. Chim. Belg. 95:915–919.

    Google Scholar 

  • Chuah, C.H., Goh, S.H., andTho, Y.S. 1989. Interspecific variation in defense secretions of Malaysian termites from the genusNasutitermes (Isoptera, Nasutitermitinae).J. Chem. Ecol. 15:549–564.

    Google Scholar 

  • Clément, J.L., Lemaire, M., Nagan, P., Escoubas, P., Bagnères, A.G., andJoulie, C. 1988. Chemical ecology of European termites of the genusReticulitermes. Allomones, pheromones and kairomones.Sociobiology 14:165–174.

    Google Scholar 

  • Cornu, A., andMassot, R. 1975. Compilation of Mass Spectral Data, Vol. 1. Heyden, London.

    Google Scholar 

  • Deligne, J., Quennedey, A., andBlum, M.S. 1981. The enemies and defense mechanisms of termites. pp. 1–76,in H.R. Hermann (ed.). Social Insects, Vol. 2. Academic Press, New York.

    Google Scholar 

  • Dupont, A., Braekman, J.C., Daloze, D., Pasteels, J.M., andTursch, B. 1981. Chemical composition of the frontal gland secretions from New-Guinean nasute termite soldiers.Bull. Soc. Chim. Belg. 90:485–499.

    Google Scholar 

  • Eisner, T., Kriston, I., andAneshansley, D. 1976. Defensive behavior of a termite (Nasutitermes exitiosus).Behav. Ecol. Sociobiol. 1:83–125.

    Google Scholar 

  • Emerson, A.E. 1952. The biogeography of termites.Bull. Am. Mus. Nat. Hist. 99:217–225.

    Google Scholar 

  • Emerson, A.E. 1955. Geographical origins and dispersions of termite genera.Fieldiana Zool. 37:465–521.

    Google Scholar 

  • Evans, D.A.,Baker, R.,Briner, P.H., andMcDowell, P.G. 1977. Defensive secretions of some African termites, pp. 46–47,in Proceedings, VIIIth Congress IUSSI, Wageningen.

  • Evans, D.A., Baker, R., andHowse, P.E. 1979. The chemical ecology of termite defense behaviour, pp. 213–224,in F.J. Ritter (ed.). Chemical Ecology: Odour Communication in Animals. Elsevier, Amsterdam.

    Google Scholar 

  • Everaerts, C., Grégoire, J.C., andMerlin, J. 1988a. The toxicity of Norway spruce monoterpenes to two bark beetles and their associates, pp. 335–344,in W.J. Mattson, J.L. Levieux, and C. Bernard-Dagan (eds.). Mechanisms of Woody Plant Defenses Against Insects. Search For Pattern. Springer-Verlag, New York.

    Google Scholar 

  • Everaerts, C., Pasteels, J.M., Roisin, Y., andBonnard, O. 1988b. The monoterpenoid fraction of the defensive secretion in Nasutitermitinae from Papua New Guinea.Biochem. Syst. Ecol. 16:437–444.

    Google Scholar 

  • Govindachari, T.R., Parthasarathy, P.C., Desai, H.K., andMohamed, P.A. 1973. 5βH, 7β, 10α-selina-4(14), 11-diene, a new sesquiterpene hydrocarbon fromAristolochia indica Linn.Indian. J. Chem. 11:971–973.

    Google Scholar 

  • Gush, T., Bentley, B.L., Prestwich, G.D., andThorne, B.L. 1985. Chemical variation in defensive secretions of four species ofNasutitermes.Biochem. Syst. Ecol. 13:329–336.

    Google Scholar 

  • Hare, L. 1937. Termite phytogeny as evidenced by soldier mandible development,Ann. Entomol. Soc. Am. 37:459–486.

    Google Scholar 

  • Heller, S.R., andMilne, G.W.A. 1980–1983. EPA/NIH Mass Spectral Data Base. National Bureau Standards (U.S.) U.S. Government Printing Office, Washington, D.C.

    Google Scholar 

  • Howse, P.E. 1975. Chemical defenses of ants, termites and other insects: Some outstanding questions, pp. 23–40,in C.H. Noirot, P.E. Howse, and G. Le Masne (eds.). Pheromones and Defensive Secretions in Social Insects. Proc. Symposium IUSSI, Dijon.

  • Hrdý, I.,Křeček, J., andYrkoć, J. 1977. Biological activity of soldier secretions in the termiteNasutitermes ripertii, N. costalis andProrhinotermes simplex, pp. 303,in Proceedings, VIIIth Congress IUSSI, Wageningen.

  • Klein, E., andRojahn, W. 1970. (−)-7β, 10α-Selina-4,11-dien und (+)-5β,7β,10α-Selina-3,11-dien; zwei neue Sesquiterpene der Eudesmanreihe.Tetrahedron Lett. 1970(4):279–282.

    Google Scholar 

  • Krishna, K. 1970. Taxonomy, phytogeny and distribution of termites, pp. 127–152,in K. Krishna and F.M. Weesner (eds.). Biology of Termites, Vol. 1. Academic Press, New York.

    Google Scholar 

  • Lias, S.G., andStein, S.E. 1990. NIST/EPA/MSDC Spectral Database, PC Version 3.0, US Department of Commerce, Gaithersburg, Maryland.

    Google Scholar 

  • Maschwitz, U., andMühlenberg, M. 1972. Chemische Gefahrenalarmierung bei einer Termite.Naturwissenschaften 59:516–517.

    Google Scholar 

  • Moore, B.P. 1968. Studies on the chemical composition and function of the cephalic gland secretion in Australian termites.J. Insect Physiol. 14:33–39.

    Google Scholar 

  • Naya, Y., Prestwich, G.D., andSpanton, S.G. 1982. Sesquiterpenes from termite soldiers. Structure of amiteol, a new 5β,7β,10β-eudesmane fromAmitermes excellens.Tetrahedron Lett. 1982:3047–3050.

    Google Scholar 

  • Nyquist, R.A. 1984. The Interpretation of Vapour Phase Infrared Spectra, Vols. 1 & 2. Sadler-Heyden, Philadelphia.

    Google Scholar 

  • Pasteels, J.M., Roisin, Y., Everaerts, C., Bonnard, O., Braekman, J.C., andDaloze, D. 1988. Morphological and chemical critieria in the taxonomy ofNasutitermes from Papua New Guinea (Isoptera: Termitidae).Sociobiology 14:193–206.

    Google Scholar 

  • Pouchert, C.J. 1989. The Aldrich Library of FT-IR Spectra, Vol. 3, Vapor Phases. Aldrich Chemical Co., Milwaukee, Wisconsin.

    Google Scholar 

  • Prestwich, G.D. 1979a. Termite chemical defense: New natural products and chemosystematics.Sociobiology 4:127–138.

    Google Scholar 

  • Prestwich, G.D. 1979b. Interspecific variations in the defense secretions ofNasutitermes soldiers.Biochem. Syst. Ecol. 7:211–221.

    Google Scholar 

  • Prestwich, G.D. 1983. Chemical systematics of termite exocrine secretions.Annu. Rev. Ecol. Syst. 14:287–311.

    Google Scholar 

  • Prestwich, G.D. 1984. Defense mechanisms of termites.Annu. Rev. Entomol. 29:201–232.

    Google Scholar 

  • Prestwich, G.D., andChen, D. 1981. Soldier defense secretions ofTrinervitermes bettonianus (Isoptera, Nasutitermitinae): Chemical variation in allopatric populations.J. Chem. Ecol. 7:147–157.

    Google Scholar 

  • Prestwich, G.D., andCollins, M.S. 1981. Chemotaxonomy ofSubulitermes andNasutitermes termite soldier defense secretions. Evidence against the hypothesis of diphyletic evolution of the Nasutitermitinae.Biochem. Syst. Ecol. 9:83–88.

    Google Scholar 

  • Robin, Y., Pasteels, J.M., andBraekman, J.C. 1987. Soldier diterpene patterns in relation with aggressive behaviour, spatial distribution and reproduction of colonies inNasutitermes princeps.Biochem. Syst. Ecol. 15:253–261.

    Google Scholar 

  • Roisin, Y., Everaerts, C., andPasteels, J.M. 1990. Caste dependent reactions to soldier defensive secretion and chiral alarm/recruitment pheromone inNasutitermes princeps.J. Chem. Ecol. 16:2865–2876.

    Google Scholar 

  • Sands, W.A. 1957. The soldier mandibles of the Nasutitermitinae (Isoptera, Termitidae).Insectes Soc. 4:13–24.

    Google Scholar 

  • San Feliciano, A., Medarde, M., del Rey, B., del Corral, J.M.M., andBarrero, A.F. 1990. Eudesmane glycosides fromCarthamus lunatus.Phytochemistry 29:3207–3211.

    Google Scholar 

  • Scheffrahn, R.H., Gaston, L.K., Sims, J.J., andRust, M.K. 1983. Identification of the defensive secretion from soldiers of the North American termiteAmitermes wheeled (Desneux) (Isoptera, Termitidae).J. Chem. Ecol. 9:1293–1305.

    Google Scholar 

  • Scheffrahn, R.H., Sims, J.J., Gaston, L.K., andRust, M.K. 1984. 4,11-Epoxy-cis-eudesmane, soldier cephalic secretion of the nearctic desert termite,Amitermes minimus (Light) (Termitidae, Termitinae).Experientia 40:1136.

    Google Scholar 

  • Scheffrahn, R.H., Su, N.Y., Sims, J.J., andEl-Sayed, M.K. 1987. Composition and ant-repellent activity of the soldier defensive secretion of the Palearctic desert termite,Amitermes desertorum (Isoptera: Termitidae).Sociobiology 13:75–82.

    Google Scholar 

  • Scheffrahn, R.H., Rust, M.K., Toth, J.P., andSu, N.Y. 1988. Soldier defensive secretions of two rare nearctic desert termite species.Biochem. Syst. Ecol. 16:213–216.

    Google Scholar 

  • Sen Sarma, P.K. 1968. Phylogentic relationships of the termite genera of subfamily Nasutitermitinae (Isoptera, Termitidae).Oriental Insects 2:1–34.

    Google Scholar 

  • Sulser, H., Scherer, J.R., andStevens, K.L. 1971. The structure of paradisiol, a new sesquiterpene alcohol from grapefruit oil.J. Org. Chem. 36:2422–2426.

    Google Scholar 

  • ten Noever de Brauw, M.C., Bouwman, J., Tas, A.C., andLa Vos, G.F. 1987. Compilation of Mass Spectra of Volatile Compounds in Food. TNO-CIVO Food Analysis Institute, Zeist.

    Google Scholar 

  • Traniello, J.F.A. 1981. Enemy deterrence in the recruitment strategy of a termite: Soldier-organized foraging inNasutitermes costalis.Proc. Atari. Acad. Sci. U.S.A. 78:1976–1979.

    Google Scholar 

  • Valterová, I., Budesínsky, M., Křeček, J., andVrkoč, J. 1987. Isolation and identification of the defensive compounds of the termite speciesNasutitermes nigriceps, pp. 410–411,in Eder and H. Rembold (eds.). Chemistry and Biology of Social Insects. Verlag J. Peperny, Munich.

    Google Scholar 

  • Valterovà, I., Křeček, J., andVrkoć, J. 1988. Chemical composition of frontal gland secretion in soldiers ofVelocitermes velox (Isoptera, Termitidae).Acta Entomol. Bohemosolv. 81:416–425.

    Google Scholar 

  • Van Beek, T.A., Klein, R., Posthumus, M.A., andVan Veldhuizen, A. 1989. Essential oil ofAmyris balsamifera.Phytochemistry 28:1909–1911.

    Google Scholar 

  • Van den Dool, H., andKratz, P.D. 1963. A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography.J. Chromatogr. 11:463–471.

    Google Scholar 

  • Vrkoć, J., Křeček, J., andHrdý, I. 1978. Monoterpenic alarm pheromones in twoNasutitermes species.Acta Entomol. Bohemoslov. 75:1–8.

    Google Scholar 

  • Wadhams, L.J., Baker, R., andHowse, P.E. 1974. 4,11-Epoxy-cis-eudesmane, a novel sesquiterpene in the frontal secretion of the termiteAmitermes evuncifer Silvestri.Tetrahedron Lett. 1974(5): 1697–1700.

    Google Scholar 

  • Weinheimer, A.J., Youngblood, W.W., Washecheck, P.H., Karns, T.K.B., andCiereszko, L.S. 1970. Isolation of the elusive (−)-germacrene-A from the gorgonian,Eunice marmosa. Chemistry of coelenterates. XVIII.Tetrahedron Lett. 1970(26):497–500.

    Google Scholar 

  • Zalkow, L.H., Howard, R.H., Gelbaum, L.T., Gordon, M.M., Deutsh, H.M., andBlum, M.S. 1981. Chemical ecology ofReticulitermes flaviples (Kollar) andR. virginicus (Banks): Chemistry of the soldier cephalic secretions.J. Chem. Ecol. 7:717–731.

    Google Scholar 

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King Léopold III Biological Station, Laing Island, Papua New Guinea, contribution No. 268.

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Everaerts, C., Roisin, Y., Le Quéré, J.L. et al. Sesquiterpenes in the frontal gland secretions of nasute soldier termites from New Guinea. J Chem Ecol 19, 2865–2879 (1993). https://doi.org/10.1007/BF00980588

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