Abstract
Callosobruchus rhodesianus (Coleoptera: Chrysomelidae: Bruchinae) is a pest of stored legumes occurring throughout the Afro-tropical region. The females of these beetles produce a contact sex pheromone that elicits copulation behavior in males. To identify the contact sex pheromone compound, cuticular compounds of virgin females were collected using a filter paper method. The compounds were fractionated by acid–base partition and chromatography techniques and assayed for their ability to elicit male copulatory activity. Gas chromatography–mass spectrometry analysis of the active fraction revealed that the main active compounds were hexahydrofarnesyl acetone (6,10,14-trimethyl-2-pentadecanone) (1) and 2-nonadecanone (2), and the synergists were C27–C33 hydrocarbons (HCs), n-alkanes, and a homologous series of mono- and di-methyl branched alkanes. The main compounds (1) and (2) were substantially different from the contact sex pheromones (monoterpene dicarboxylic acids) previously identified from congeneric species. Copulatory assays using synthetic standards together with the natural HCs revealed that both ketone compounds were needed for a full male response. The present results explain the mate recognition specificity of C. rhodesianus, and the differences between the pheromones in the beetles may be explained by saltational evolution.
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References
Allison JD, Roff DA, Cardé RT (2008) Genetic independence of female signal form and male receiver design in the almond moth, Cadra cautella. J Evol Biol 21:1666–1672. doi:10.1111/j.1420-9101.2008.01595.x
Baker TC (2002) Mechanism for saltational shifts in pheromone communication systems. Proc Natl Acad Sci USA 99:13368–13370. doi:10.1073/pnas.222539799
Baker JE, Nelson DR (1981) Cuticular hydrocarbons of adults of the cowpea weevil, Callosobruchus maculatus. J Chem Ecol 7:175–182. doi:10.1007/BF00988645
Butlin RK, Ritchie MG (1989) Genetic coupling in mate recognition systems: what is the evidence? Biol J Linn Soc 37:237–246. doi:10.1111/j.1095-8312.1989.tb01902.x
Geiselhardt S, Otte T, Hilker M (2009) The role of cuticular hydrocarbons in male mating behavior of the mustard leaf beetle, Phaedon cochleariae (F.). J Chem Ecol 35:1162–1171. doi:10.1007/s10886-009-9704-7
Giga DP, Canhão J (1997) Interspecies interference of oviposition behavior in the cowpea weevils Callosobruchus rhodesianus (Pic) and Callosobruchus maculatus (F.). Insect Sci Appl 17:251–255. doi:10.1017/S1742758400016441
Giga DP, Smith RH (1983) Comparative life history studies of four Callosobruchus species infesting cowpeas with special reference to Callosobruchus rhodesianus (Pic) (Coleoptera: Bruchidae). J Stored Prod Res 19:189–198. doi:10.1016/0022-474X(83)90007-3
Gries G, Schaefer PW, Gries R, Liška J, Gotoh T (2001) Reproductive character displacement in Lymantria monacha from Northern Japan? J Chem Ecol 27:1163–1176. doi:10.1023/A:1010316029165
Groot AT, Horovitz JL, Hamilton J, Santangelo RG, Schal C, Gould F (2006) Experimental evidence for interspecific directional selection on moth pheromone communication. Proc Natl Acad Sci USA 103:5858–5863. doi:10.1073/pnas.0508609103
Howard RW (2001) Cuticular hydrocarbons of adult pteromalus cerealellae (Hymenoptera: Pteromalidae) and two larval hosts, angoumois grain moth (Lepidoptera: Gelechiidae) and cowpea weevil (Coleoptera: Bruchidae). Ann Entomol Soc Am 94:152–158. doi:10.1603/0013-8746(2001)094[0152:CHOAPC]2.0.CO;2
McElfresh JS, Millar JG (2001) Geographic variation in the pheromone system of the saturniid moth Hemileuca Eglanterina. Ecology 82:3505–3518. doi:10.1890/0012-9658(2001)082[3505:GVITPS]2.0.CO;2
Mori K, Ito T, Tanaka K, Honda H, Yamamoto I (1983) Synthesis and biological activity of optically active forms of (E)-3, 7-dimethyl-2-octene-1, 8-dioic acid (Callosobruchusic acid): a component of the copulation release pheromone (erectin) of the azuki bean weevil. Tetrahedron 39:2303–2306. doi:10.1016/S0040-4020(01)91957-X
Nojima S, Shimomura K, Honda H, Yamamoto I, Ohsawa K (2007) Contact sex pheromone components of the cowpea weevil, Callosobruchus maculatus. J Chem Ecol 33:923–933. doi:10.1007/s10886-007-9266-5
Rees DP (1996) Coleoptera. In: Subramanyam B, Hagstrum DW (eds) Integrated management of insects in stored products. Marcel Dekker, New York, pp 1–40
Rees DP (2004) Beetles (Order: Coleoptera). In: Rees DP (ed) Insects of stored products. CSIRO Publishing, Canberra, pp 11–120
Rice WR (1989) Analyzing tables of statistical tests. Evolution 43:223–225. doi:10.2307/2409177
Roelofs WL, Brown RL (1982) Pheromones and evolutionary relationships of Tortricidae. Ann Rev Ecol Syst 13:385–422. doi:10.1146/annurev.es.13.110182.002143
Sasaerila Y, Gries R, Gries G, Khaskin G, King S, Takács S, Hardi (2003) Sex pheromone components of male Tirathaba mundella (Lepidoptera: Pyralidae). Chemoecology 13:89–93. doi:10.1007/s00049-003-0233-5
Schulz S, Yildizhan S, van Loon JJA (2011) The biosynthesis of hexahydrofarnesylacetone in the butterfly Pieris brassicae. J Chem Ecol 37:360–363. doi:10.1007/s10886-011-9939-y
Shimomura K, Mimura T, Ishikawa S, Yajima S, Ohsawa K (2010a) Variation in mate recognition specificities among four Callosobruchus seed beetles. Entomol Exp Appl 135:315–322. doi:10.1111/j.1570-7458.2010.00994.x
Shimomura K, Akasaka K, Yajima A, Mimura T, Yajima S, Ohsawa K (2010b) Contact sex pheromone components of the seed beetle, Callosobruchus analis (F.). J Chem Ecol 36:955–965. doi:10.1007/s10886-010-9841-z
Smadja C, Butlin RK (2009) On the scent of speciation: the chemosensory system and its role in premating isolation. Heredity 102:77–97. doi:10.1038/hdy.2008.55
Southgate BJ (1979) Biology of the Bruchidae. Annu Rev Entomol 24:449–473. doi:10.1146/annurev.en.24.010179.002313
Symonds MRE, Elgar MA (2004) The mode of pheromone evolution: evidence from bark beetles. Proc Biol Sci 271:839–846. doi:10.1098/rspb.2003.2647
Symonds MRE, Elgar MA (2008) The evolution of pheromone diversity. Trends Ecol Evol 23:220–228. doi:10.1016/j.tree.2007.11.009
Tanaka K, Ohsawa K, Honda H, Yamamoto I (1981) Copulation release pheromone, erectin, from the azuki bean weevil (Callosobruchus chinensis L.). J Pesticide Sci 6:75–82. doi:10.1584/jpestics.6.75
Tchassanti TA, Glitho AI (1995) La diapause chez Callosobruchus rhodesianus (Pic), espece nouvellement istallee sur le niebe (Vigna unguiculata Walp.) au Togo. J Rech Sci Univ Bénin 1:26–30. doi:10.4314/jrsul.v1i1.47708
Tuda M, Chou LY, Niyomdham C, Buranapanichpan S, Tateishi Y (2005) Ecological factors associated with pest status inCallosobruchus (Coleoptera: Bruchidae): high host specificity of non-pests to Cajaninae (Fabaceae). J Stored Prod Res 41:31–45. doi:10.1016/j.jspr.2003.09.003
Tuda M, Rönn J, Buranapanichpan S, Wasano N, Arnqvist G (2006) Evolutionary diversification of the bean beetle genus Callosobruchus (Coleoptera: Bruchidae): traits associated with stored-product pest status. Mol Ecol 15:3541–3551. doi:10.1111/j.1365-294X.2006.03030.x
Weiss I, Hofferberth J, Ruther J, Stökl J (2015) Varying importance of cuticular hydrocarbons and iridoids in the species-specific mate recognition pheromones of three closely related Leptopilina species. Front Ecol Evol 3:1–12. doi:10.3389/fevo.2015.00019
Wyatt TD (2003) Pheromones and animal behavior: communication by smell and Taste. Cambridge University Press, Cambridge
Yajima A, Akasaka K, Nakai T, Maehara H, Nukada T, Ohrui H, Yabuta G (2006) Direct determination of the stereoisomer constitution by 2D-HPLC and stereochemistry–pheromone activity relationship of the copulation release pheromone of the cowpea weevil, Callosobruchus maculatus. Tetrahedron 62:4590–4596. doi:10.1016/j.tet.2006.02.059
Yajima A, Akasaka K, Yamamoto M, Ohmori S, Nukada T, Yabuta G (2007) Direct determination of the stereoisomeric composition of callosobruchusic acid, the copulation release pheromone of the azuki bean weevil, Callosobruchus chinensis L., by the 2D-Ohrui–Akasaka method. J Chem Ecol 33:1328–1335. doi:10.1007/s10886-007-9311-4
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Shimomura, K., Matsui, S., Ohsawa, K. et al. Saltational evolution of contact sex pheromone compounds of Callosobruchus rhodesianus (Pic). Chemoecology 26, 15–23 (2016). https://doi.org/10.1007/s00049-015-0204-7
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DOI: https://doi.org/10.1007/s00049-015-0204-7