Plant Systematics and Evolution

, Volume 195, Issue 3–4, pp 221–242

Spatial fragrance patterns within the flowers ofRanunculus acris (Ranunculaceae)

  • Gunnar Bergström
  • Heidi E. M. Dobson
  • Inga Groth
Article

Abstract

Floral scents emitted from different flower parts ofRanunculus acris were investigated by trapping headspace volatiles onto Porapak Q followed by solvent desorption and GC-MS analysis. Isoprenoids, strongly dominated bytrans-β-ocimene, constituted the principal class of volatiles in all flower parts except pollen; sesquiterpenes were especially diverse. Odors collected separately from petals, stamens, and sepals + gynoecium comprised the same volatiles, but these were present in disparate proportions among the flower parts, thereby creating subtle contrasts within the flower. The main sources of volatiles were the petals and stamens, which made equal contributions to the whole-flower fragrance. Emissions from the petals differed quantitatively between the apical and basal petal regions, thereby paralleling optical nectar-guide patterns. Pollen odor was markedly unlike that of other flower parts, with only few volatiles, a high representation of 5-methylene-2(5H)-furanone (protoanemonin), and no detectabletrans-β-ocimene. The distinctiveness of the pollen's volatile profile suggests that it may serve a signalling role to pollen-feeding insects.

Key words

Ranunculaceae Ranunculus Floral biology flower volatiles pollen odors nectar guides pollination olfactory stimuli phytochemistry isoprenoids protoanemonin GC-MS 

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References

  1. Alonso, D., Font, J., Ortuno, R. M., D'Angelo, J., Guingant, J., Bois, C., 1991: Diels-Alder reactions of protoanemonin with heterosubstituted dienes: synthesis of polyfunctional oxaspiro[4.5]decanes. — Tetrahedron47: 5895–5900.Google Scholar
  2. Andersen, R. A., Hamilton-Kemp, T. R., Loughrin, J. H., Hughes, C. G., Hildebrand, D. F., Sutton, T. G., 1988: Green leaf headspace volatiles fromNicotiana tabacum lines of different trichome morphology. — J. Agric. Food Chem.36: 295–299.Google Scholar
  3. Asahina, Y., Fujita, A., 1922: Zur Kenntnis des Anemonins. — Chem. Zentralbl.3: 712–716.Google Scholar
  4. Aufsess, A. von, 1960: Geruchliche Nahorientierung der Biene bei entomophilen und ornithophilen Blüten. — Z. Vergl. Physiol.43: 469–498.Google Scholar
  5. Baer, H., Holden, M., Seegal, B. C., 1946: The nature of antibacterial agent fromAnemone pulsatilla. —J. Biol. Chem.162: 65–68.Google Scholar
  6. Bergström, J., Bergström, G., 1989: Floral scents ofBartsia alpina (Scrophulariaceae): chemical composition and variation between individual plants. — Nordic J. Bot.9: 363–365.Google Scholar
  7. Bergström, G., Groth, I., Pellmyr, O., Endress, P. K., Thien, L. B., Hübener, A., Francke, W., 1991: Chemical basis of a highly specific mutualism: chiral esters attract pollinating beetles inEupomatiaceae. — Phytochemistry30: 3221–3225.Google Scholar
  8. Bernhardt, P., Thien, L. B., 1987: Self-isolation and insect pollination in the primitive angiosperms: new evaluations of older hypotheses. — Pl. Syst. Evol.156: 159–176.Google Scholar
  9. Binder, R. G., Turner, C. E., Flath, R. A., 1990: Comparison of yellow starthistle volatiles from different plant parts. — J. Agric. Food Chem.38: 764–767.Google Scholar
  10. Bolwig, N., 1954: The role of scent as a nectar guide for honeybees on flowers and an observation on the effect of colour on recruits. — Brit. J. Animal Behav.2: 81–83.Google Scholar
  11. Bonora, A., Dall'Olio, G., Donini, A., Bruni, A., 1987: An HPLC screening of some ItalianRanunculaceae for the lactone protoanemonin. — Phytochemistry26: 2277–2279.Google Scholar
  12. , 1988: Organ-specific distribution and accumulation of protoanemonin inRanunculus ficaria L. — Biochem. Physiol. Pflanzen183: 443–447.Google Scholar
  13. Borg-Karlson, A.-K., 1990: Chemical and ethological studies of pollination in the genusOphrys (Orchidaceae). — Phytochemistry29: 1359–1387.Google Scholar
  14. Brantjes, N. B. M., 1978: Sensory responses to flowers in night-flying moths. — InRichards, A. J., (Ed.): The pollination of flowers by insects, pp. 13–19. — London: Academic Press.Google Scholar
  15. Buchbauer, G., Jirovetz, L., Wasicky, M., Nikiforov, A., 1993: Headspace and essential oil analysis of apple flowers. — J. Agric. Food Chem.41: 116–118.Google Scholar
  16. Buttery, R. G., Kamm, J. A., Ling, L. C., 1982: Volatile components of alfalfa flowers and pods. — J. Agric. Food Chem.30: 739–742.Google Scholar
  17. , 1984: Volatile components of red clover leaves, flowers, and seed pods: possible insect attractants. — J. Agric. Food Chem.32: 254–256.Google Scholar
  18. Casper, B. B., La Pine, T. R., 1984: Changes in corolla color and other floral characteristics inCryptantha humilis (Boraginaceae): cues to discourage pollinators? — Evolution38: 128–141.Google Scholar
  19. Charpentier, R., 1985: Host plant selection by the pollen beetleMeligethes aeneus. — Entomol. Exp. Appl.38: 277–285.Google Scholar
  20. Clapham, A. R., Tutin, T. G., Warburg, E. F., 1962: Flora of the British Isles. 2nd edn. — Cambridge: Cambridge University Press.Google Scholar
  21. Coleman, J. R., Coleman, M. A., 1982: Reproductive biology of an andromonoeciousSolanum (S. palinacanthum Dunal). — Biotropica14: 69–75.Google Scholar
  22. Dahl, Å. E., Wassgren, A.-B., Bergström, G., 1990: Floral scents inHypecoum Sect.Hypecoum (Papaveraceae): chemical composition and relevance to taxonomy and mating system. — Biochem. Syst. Ecol.18: 157–168.Google Scholar
  23. D'Arcy, W. G., D'Arcy, N. S., Keating, R. C., 1990: Scented anthers in theSolanaceae. — Rhodora92: 50–53.Google Scholar
  24. Daumer, K., 1958: Blumenfarben, wie sie die Bienen sehen. — Z. Vergl. Physiol.41: 49–110.Google Scholar
  25. Dicke, M., van Beek, T. A., Posthumus, M. A., Ben Dom, N., van Bokhoven, H., de Groot, A. E., 1990: Isolation and identification of volatile kairomone that affects acarine predator-prey interactions. — J. Chem. Ecol.16: 381–396.Google Scholar
  26. Dobson, H. E. M., 1987: Role of flower and pollen aromas in host-plant recognition by solitary bees. — Oecologia72: 618–623.Google Scholar
  27. , 1991a: Pollen and flower fragrances in pollination. — InHeemert, C. van, de Ruijter, A., (Eds): Proc. 6th Internat. Symp. Pollination— Acta Hort.288: 313–320.Google Scholar
  28. , 1991b: Analysis of flower and pollen volatiles. — InLinskens, H. F., Jackson, J. F., (Eds): Essential oils and waxes. Modern methods of plant analysis12: 231–251. — Berlin, Heidelberg, New York: Springer.Google Scholar
  29. , 1994: Floral volatiles in insect biology. — InBernays, E. A., (Ed.): Insect-plant interactions,V: 47–81. — Boca Raton: CRC Press.Google Scholar
  30. , 1987: Pollen and flower volatiles in twoRosa species. — Phytochemistry26: 3171–3173.Google Scholar
  31. , 1990: Differences in fragrance chemistry between flower parts ofRosa rugosa Thunb. (Rosaceae). — Israel J. Bot.39: 143–156.Google Scholar
  32. Dudai, N., Werker, E., Putievsky, E., Ravid, U., Palevitch, D., Halevy, A. H., 1988: Glandular hairs and essential oils in the leaves and flowers ofMajorana syriaca. — Israel J. Bot.37: 11–18.Google Scholar
  33. Endress, P. K., 1986: Reproductive structures and phylogenetic significance of extant primitive angiosperms. — Pl. Syst. Evol.152: 1–28.Google Scholar
  34. , 1990: Evolution of reproductive structures and functions in primitive angiosperms (Magnoliidae). — Mem. New York Bot. Gard.55: 5–34.Google Scholar
  35. Faegri, K., van der Pijl, L., 1979: The principles of pollination ecology. 3rd edn. — Oxford: Pergamon Press.Google Scholar
  36. Friis, E. M., Endress, P. K., 1990: Origin and evolution of angiosperm flowers. — Adv. Bot. Res.17: 99–162.Google Scholar
  37. Frisch, K. von, 1923: Über die “Sprache” der Bienen. — Zool. Jahrb. Abt. Allg. Zool. Physiol.40: 1–186.Google Scholar
  38. Gori, D. F., 1983: Post-pollination phenomena and adaptive floral changes. — InJones, C. E., Little, R. J., (Eds): Handbook of experimental pollination biology, pp. 31–49. — New York: Van Nostrand Reinhold.Google Scholar
  39. Gottsberger, G., 1988: The reproductive biology of primitive angiosperms. — Taxon37: 630–643.Google Scholar
  40. Gregg, K. B., 1983: Variation in floral fragrances and morphology: incipient speciation inCycnoches? — Bot. Gaz.144: 566–576.Google Scholar
  41. Groth, I., Bergström, G., Pellmyr, O., 1987: Floral fragrances inCimicifuga: chemical polymorphism and incipient speciation inCimicifuga simplex. — Biochem. Syst. Ecol.15: 441–444.Google Scholar
  42. Hamilton-Kemp, T. R., Loughrin, J. H., Andersen, R. A., 1990: Identification of some volatile compounds from strawberry flowers. — Phytochemistry29: 2847–2848.Google Scholar
  43. Hardt, R., Baltes, W., 1987: Zur Analytik von Zuckercouleuren. 1. Mitteilung: Differenzierung der Couleurklassen mittels Curiepunkt-Pyrolyse-Capillargaschromatographie-Massenspektrometrie. — Z. Lebensm. Unters. Forsch.185: 275–280.Google Scholar
  44. Harper, J. L., 1957: Biological flora of the British Isles. — J. Ecology45: 289–342.Google Scholar
  45. Herz, W., Pates, A., Madsen, G. C., 1951: The antimicrobial principle ofClematis dioscoreifolia. — Science114: 206.Google Scholar
  46. Hickman, J. C. (Ed.), 1993: The Jepson manual: higher plants of California. — Berkeley: University of California Press.Google Scholar
  47. Hill, R., van Heyningen, R., 1951: Ranunculin: the precursor of the vesicant substance of the buttercup. — Biochem. J.49: 332–335.Google Scholar
  48. Kaiser, R., 1991: Trapping, investigation and reconstitution of flower scents. — InMüller, P. M., Lamparsky, D., (Eds): Perfumes: art, science and technology, pp. 213–250. — London: Elsevier.Google Scholar
  49. , 1993a: The scent of orchids: olfactory and chemical investigations. — Amsterdam: Elsevier.Google Scholar
  50. - 1993b: On the scent of orchids. — InTeranishi, R., Buttery, R. G., Sugisawa, H., (Eds): Bioactive volatile compounds from plants, pp. 240–268. — ACS Symposium Series525. — Washington, D.C.Google Scholar
  51. Karrer, W., 1976: Konstitution und Vorkommen der organischen Pflanzenstoffe. 2nd edn. — Basel: Birkhäuser.Google Scholar
  52. Kevan, P. G., 1978: Floral coloration, its colorimetric analysis and significance in anthology. — InRichards, A. J., (Ed.): The pollination of flowers by insects, pp. 51–78. — London: Academic Press.Google Scholar
  53. Kipping, F. B., 1935: The lactone of γ-hydroxyvinylacrylic acid, protoanemonin. — J. Chem. Soc.2: 1145–1147.Google Scholar
  54. Kite, G., Reynolds, T., Prance, G. T., 1991: Potential pollinator-attracting chemicals fromVictoria (Nymphaeaceae). — Biochem. Syst. Ecol.19: 535–539.Google Scholar
  55. Klimetzek, D. von, Köhler, J., Krohn, S., Francke, W., 1989: Das Pheromon-System des Waldreben-Borkenkäfers,Xylocleptes bispinus Duft. (Col., Scolytidae). — J. Appl. Entomol.107: 304–309.Google Scholar
  56. Knudsen, J. T., Tollsten, L., 1991: Floral scent and intrafloral scent differentiation inMoneses andPyrola (Pyrolaceae). — Pl. syst. Evol.177: 81–91.Google Scholar
  57. , 1993: Trends in floral scent chemistry in pollination syndromes: floral scent composition in moth-pollinated taxa. — Bot. J. Linn. Soc.113: 263–284.Google Scholar
  58. , 1993: Floral scents — a checklist of volatile compounds isolated by head-space techniques. — Phytochemistry33: 253–280.Google Scholar
  59. Knuth, P., 1898: Handbuch der Blütenbiologie.II (I). — Leipzig: W. Engelmann.Google Scholar
  60. Kugler, H., 1970: Blütenökologie. 2nd edn. — Stuttgart: G. Fischer.Google Scholar
  61. Lex, T., 1954: Duftmale an Blüten. — Z. Vergl. Physiol.36: 212–234.Google Scholar
  62. Lloyd, D. G., Wells, M. S., 1992: Reproductive biology of a primitive angiosperm,Pseudowintera colorata (Winteraceae), and the evolution of pollination systems in theAnthophyta. — Pl. Syst. Evol.181: 77–95.Google Scholar
  63. Loughrin, J. H., Hamilton-Kemp, T. R., Andersen, R. A., Hildebrand, D. F., 1990a: Headspace compounds from flowers ofNicotiana tabacum and related species. — J. Agric. Food Chem.38: 455–460.Google Scholar
  64. , 1990b: Volatiles from flowers ofNicotiana sylvestris, N. otophora andMalus ×domestica: headspace components and day/night changes in their relative concentrations. — Phytochemistry29: 2473–2477.Google Scholar
  65. , 1991: Circadian rhythm of volatile emission from flowers ofNicotiana sylvestris andN. suaveolens. — Physiol. Plant.83: 492–496.Google Scholar
  66. Lunau, K., 1991: Innate flower recognition in bumblebees (Bombus terrestris, B. lucorum; Apidae): optical signals from stamens as landing reaction releasers. — Ethology88: 203–214.Google Scholar
  67. , 1992a: A new interpretation of flower guide colouration: absorption of ultraviolet light enhances colour saturation. — Pl. Syst. Evol.183: 51–65.Google Scholar
  68. , 1992b: Innate recognition of flowers by bumble bees: orientation of antennae to visual stamen signals. — Canad. J. Zool.70: 2139–2144.Google Scholar
  69. Manning, A., 1956: The effect of honey guides. — Behaviour9: 114–139.Google Scholar
  70. Matile, P., Altenburger, R., 1988: Rhythms of fragrance emission in flowers. — Planta174: 242–247.Google Scholar
  71. Menzel, R., 1985: Learning in honey bees in an ecological and behavioral context. — InHölldobler, B., Lindauer, M., (Eds): Experimental behavioral ecology, pp. 55–74. — Stuttgart: G. Fischer.Google Scholar
  72. , 1990: Color vision in flower visiting insects. — Jülich: KFA.Google Scholar
  73. , 1993: The ecology of flower colours and the natural colour vision of insect pollinators: the Israeli flora as a study case. — Biol. Rev.68: 81–120.Google Scholar
  74. Mookherjee, B. D., Trenkle, R. W., Wilson, R. A., 1990: The chemistry of flowers, fruits and spices: live vs. dead a new dimension in fragrance research. — Pure Appl. Chem.62: 1357–1364.Google Scholar
  75. Nilsson, L. A., 1979: Anthecological studies on the Lady's Slipper,Cypripedium calceolus (Orchidaceae). — Bot. Not.132: 329–347.Google Scholar
  76. , 1985: Characteristics and distribution of intermediates betweenPlatanthera bifolia andP. chlorantha (Orchidaceae) in the Nordic countries. — Nordic J. Bot.5: 407–419.Google Scholar
  77. Olesen, J. M., Warncke, E., 1989: Predation and potential transfer of pollen in a population ofSaxifraga hirculus. — Holarctic Ecology12: 87–95.Google Scholar
  78. Osche, G., 1983: Optische Signale in der Coevolution von Pflanze und Tier. — Ber. Deutsch. Bot. Ges.96: 1–27.Google Scholar
  79. Østerbye, U., 1975: Self-incompatibility inRanunculus acris L. — Hereditas80: 91–112.Google Scholar
  80. Patt, J. M., Rhoades, D. F., Corkill, J. A., 1988: Analysis of the floral fragrance ofPlatanthera stricta. — Phytochemistry27: 91–95.Google Scholar
  81. Pellmyr, O., 1984: The pollination ecology ofActaea spicata (Ranunculaceae). — Nordic J. Bot.4: 443–456.Google Scholar
  82. , 1985: The pollination biology ofActaea pachypoda andA. rubra (includingA. erythrocarpa) in northern Michigan and Finland. — Bull. Torrey Bot. Club112: 265–273.Google Scholar
  83. , 1986: Insect reproduction and floral fragrances: keys to the evolution of the angiosperms? — Taxon35: 76–85.Google Scholar
  84. , 1984: Comparative analysis of the floral odors ofActaea spicata andA. erythrocarpa (Ranunculaceae). — Nova Acta Regiae Soc. Sci. Upsalensis, Ser. V: C,3: 157–160.Google Scholar
  85. , 1990: Pollination of New CaledonianWinteraceae: opportunistic shifts or parallel radiation with their pollinator? — Pl. Syst. Evol.173: 143–157.Google Scholar
  86. Porsch, O., 1954: Geschlechtgebundener Blütenduft. — Österr. Bot. Z.101: 359–372.Google Scholar
  87. , 1956: Windpollen und Blumeninsekt. — Österr. Bot. Z.103: 1–18.Google Scholar
  88. Proctor, M., Yeo, P., 1973: The pollination of flowers. — London: Collins Sons.Google Scholar
  89. Rendle, H., Murray, B. G., 1988: Breeding systems and pollen tube behaviour in compatible and incompatible crosses in New Zealand species ofRanunculus L. — New Zealand J. Bot.26: 467–471.Google Scholar
  90. Robertson, G. W., Griffiths, D. W., Woodford, J. A. T., Birch, A. N. E., Picket, J. A., Wadhams, L. J., 1993: A comparison of the flower volatiles from hawthorn and four raspberry cultivars. — Phytochemistry33: 1047–1053.Google Scholar
  91. Rosen, D., Barthlott, W., 1991: Ökologische Aspekte der Ultraviolett-Reflexion von Blumen in Mitteleuropa, besonders in der Eifel. — Decheniana144: 72–112.Google Scholar
  92. Sokal, R. R., Rohlf, F. J., 1981: Biometry. 2nd edn. — New York: Freeman.Google Scholar
  93. Southwell, I. A., Tucker, D. J., 1993: Protoanemonin in AustralianClematis. — Phytochemistry33: 1099–1102.Google Scholar
  94. Sprengel, C. K., 1793: Das entdeckte Geheimnis der Natur in Bau und Befruchtung der Blumen. — Berlin: Friedrich Vieweg.Google Scholar
  95. Surburg, H., Guentert, M., Harder, H., 1993: Volatile compounds from flowers, analytical and olfactory aspects. — InTeranishi, R., Buttery, R. G., Sugisawa, H., (Eds): Bioactive volatile compounds from plants, pp. 168–186. — ACS Symposium Series,525. Washington, D.C.Google Scholar
  96. Sutton, C. J., Keegans, S. J., Kirk, W. D., Morgan, E. D., 1992: Floral volatiles ofVicia faba. — Phytochemistry31: 3427–3428.Google Scholar
  97. Thien, L. B., Heimermann, W. H., Holman, R. T., 1975: Floral odors and quantitative taxonomy ofMagnolia andLiriodendron. — Taxon24: 557–568.Google Scholar
  98. , 1985: The pollination ofZygogynum (Winteraceae) by a moth,Sabatinca (Micropterigidae): an ancient association? — Science227: 540–543.Google Scholar
  99. Thomson, J. D., McKenna, M. A., Cruzan, M. B., 1989: Temporal patterns of nectar and pollen production inAralia hispida: implications for reproductive success. — Ecology70: 1061–1068.Google Scholar
  100. Totland, Ø., 1993: Pollination in alpine Norway: flowering phenology, insect visitors, and visitation rates in two plant communities. — Canad. J. Bot.71: 1072–1079.Google Scholar
  101. Tutin, T. G., Heywood, V. H., Burges, N. A., Valentine, D. H., Walters, S. M., Webb, D. A., (Eds) 1964: Flora Europaea.I. — Cambridge: Cambridge University Press.Google Scholar
  102. Visser, J. H., van Straten, S., Maarse, H., 1979: Isolation and identification of volatiles in the foliage of potato,Solanum tuberosum, a host plant of the colorado beetle,Leptinotarsa decemlineata. — J. Chem. Ecol.5: 13–25.Google Scholar
  103. Vogel, S., 1950: Farbwechsel and Zeichnungsmuster bei Blüten. — Österr. Bot. Z.97: 44–100.Google Scholar
  104. , 1962: Duftdrüsen im Dienste der Bestäubung: Über Bau und Funktion der Osmophoren. — Abhandl. Akad. Wiss. Lit. math.-naturw. Kl. Mainz10: 599–763.Google Scholar
  105. Waser, N. M., 1983: The adaptive nature of floral traits: ideas and evidence. — InReal, L., (Ed.): Pollination biology, pp. 241–285. — Orlando: Academic Press.Google Scholar
  106. Weiss, M. R., 1991: Floral colour changes as cues for pollinators. — Nature354: 227–229.Google Scholar
  107. Westrich, P., 1989: Die Wildbienen Baden-Württembergs.II. — Stuttgart: Ulmer.Google Scholar
  108. Whitman, D. W., Eller, F. J., 1990: Parasitic wasps orient to green leaf volatiles. — Chemoecology1: 69–75.Google Scholar
  109. Williams, N. H., 1983: Floral fragrances as cues in animal behavior. — InJones, E. C., Little, R. J., (Eds): Handbook of experimental pollination biology, pp. 50–72. — New York: Van Nostrand Reinhold.Google Scholar
  110. Zimmerman, M., 1982: Optimal foraging: random movement by pollen collecting bumblebees. — Oecologia53: 394–398.Google Scholar

Copyright information

© Springer-Verlag 1995

Authors and Affiliations

  • Gunnar Bergström
    • 1
  • Heidi E. M. Dobson
    • 2
  • Inga Groth
    • 1
  1. 1.Department of Chemical EcologyGöteborg UniversityGöteborgSweden
  2. 2.Ecological Research Station of Uppsala UniversityFärjestadenSweden
  3. 3.Department of BiologyWhitman CollegeWalla WallaUSA

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