The Impacts of Selected Natural Plant Chemicals on Terrestrial Invertebrates

  • Neal Sorokin
  • Jeanette Whitaker
Part of the Soil Biology book series (SOILBIOL, volume 14)

Plants produce thousands of chemicals that are not necessarily involved in their primary metabolism, but are likely to be involved in plant defence, communication and competition. These chemicals may be stored within plant tissues, e.g. to act as a defence from herbivorous predators, or may be actively released into the surrounding environment. Natural chemicals can enter the environment via a number of mechanisms, including volatilisation, exudation from roots, leaching from plant material and decomposition of plant residues, and also through direct transfer via root and shoot grafts, mycorrhizal fungi or haustorial connections of parasitic vascular plants (Rice 1984). Once released into the soil, these chemicals have the potential to positively or negatively affect the environment (soil structure, nutrient availability) and the organisms in an exposed area.


Population Growth Rate Plant Secondary Metabolite Atmos Environ Indole Alkaloid Soil Invertebrate 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


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  1. Bernays EA (1991) Relationship between deterrence and toxicity of plant secondary compounds for the grasshopper Schistocerca americana. J Chem Ecol 17(12):2519–2526CrossRefGoogle Scholar
  2. Bernays EA, Cornelius M (1992) Relationship between deterrence and toxicity of plant secondary compounds for the alfalfa weevil Hypera brunneipennis. Entomol Exp Appl 64(3):289–292CrossRefGoogle Scholar
  3. Borner H (1960) Liberation of organic substances from higher plants and their role in the soil sickness problem. Bot Rev 26:393–424CrossRefGoogle Scholar
  4. Corcuera LJ (1984) Effects of indole alkaloids from Gramineae on aphids. Phytochemistry 23(3):539–541CrossRefGoogle Scholar
  5. DeScisciolo B, Leopold DJ, Walton DC (1990) Seasonal patterns of juglone in soil beneath Juglans nigra (black-walnut) and influence of J. nigra on understory vegetation. J Chem Ecol 16(4):1111–1130CrossRefGoogle Scholar
  6. Fetterer RH, Fleming MW (1991) Effect of plumbagin on development of the parasitic nematodes Haemonchus contortus and Ascaris suum. Comp Biochem Physiol C 100(3):539–542PubMedCrossRefGoogle Scholar
  7. Fisher RF (1978) Juglone inhibits pine growth under certain moisture regimes. Soil Sci Soc Am J 42:801–803CrossRefGoogle Scholar
  8. Geron C, Rasmussen R, Arnts R, Guenther A (2000) A review and synthesis of monoterpene speciation from forests in the United States. Atmos Environ 34(11):1761–1781CrossRefGoogle Scholar
  9. Gottingen AP, Zimmermann MH (1979) Encyclopedia of plant physiology, new series, vol. 8. Secondary plant products. Springer, BerlinGoogle Scholar
  10. Harborne JB, Baxter H (1996) Dictionary of plant toxins. London, WileyGoogle Scholar
  11. Harder J, Foss S (1999) Anaerobic formation of the aromatic hydrocarbon p-cymene from monoterpenes by methanogenic enrichment cultures. Geomicrobiol J 16(4):295–305CrossRefGoogle Scholar
  12. Harder J, Probian C (1995) Microbial degradation of monoterpenes in the absence of molecular oxygen. Appl Environ Microbiol 61(11):3804–3808PubMedGoogle Scholar
  13. Hayward S, Muncey RJ, James AE, Halsall CJ, Hewitt CN (2001) Monoterpene emissions from soil in a Sitka spruce forest. Atmos Environ 35(24):4081–4087CrossRefGoogle Scholar
  14. Hirashima A, Hirokado S, Ohta H, Suetsugu E, Sakaguchi M, Kuwano E, Taniguchi E, Eto M (1999a) Titres of biogenic amines and ecdysteroids: effect of octopamine on the production of ecdysteroids in the silkworm Bombyx mori. J Insect Physiol 45:843–851PubMedCrossRefGoogle Scholar
  15. Hirashima A, Suetsugu E, Hirokado S, Kuwano E, Taniguchi E, Eto M (1999b) Effect of octopamine on the activity of juvenile-hormone esterase in the silkworm Bombyx mori and the red flour beetle Tribolium freemani. Gen Comp Endocrinol 116:373–381PubMedCrossRefGoogle Scholar
  16. Inoue M, Nishimura H, Li HH, Mizutani J (1992) Allelochemicals from Polygonum sachalinense Fr Schm (Polygonaceae). J Chem Ecol 18(10):1833–1840CrossRefGoogle Scholar
  17. Ismail SMM, Dekeyser MA, Downer RGH (1993) Effect of dihydrooxadiazines on the octopamine-sensitive adenylate cyclase complex of two-spotted spider mite, Tetranychus urticae Koch. Pestic Biochem Physiol 47(1):1–7CrossRefGoogle Scholar
  18. ISO (2002) Soil quality—inhibition of reproduction of collembola (Folsomia candida) by soil pollutants. Draft international standard ISO/DIS 11267. International Organization for Standardization, GenevaGoogle Scholar
  19. Jordan ED, Hsieh TCY, Fischer NH (1993) Volatiles from litter and soil associated with Ceratiola ericoides. Phytochemistry 33(2):299–302CrossRefGoogle Scholar
  20. Jose S, Gillespie AR (1998) Allelopathy in black walnut (Juglans nigra L.) alley cropping. I. Spatio-temporal variation in soil juglone in a black walnut corn (Zea mays L.) alley cropping system in the midwestern USA. Plant Soil 203(2):191–197CrossRefGoogle Scholar
  21. Kainulainen P, Holopainen JK (2002) Concentrations of secondary compounds in Scots pine needles at different stages of decomposition. Soil Biol Biochem 34(1):37–42CrossRefGoogle Scholar
  22. Kanda R, Sorokin N, Hartley-Whitaker J, Weeks JM, Black HIJ (2007) Determination of the natural ecotoxin α-pinene and other monoterpenes in the terrestrial environment using accelerated solvent extraction and gas chromatography mass spectrometry. Ann Chem (in press)Google Scholar
  23. Kleinheinz GT, Bagley ST, John WPS, Rughani JR, McGinnis GD (1999) Characterization of alpha-pinene-degrading microorganisms and application to a bench-scale biofiltration system for VOC degradation. Arch Environ Contam Toxicol 37(2):151–157PubMedCrossRefGoogle Scholar
  24. Klepzig KD, Schlyter F (1999) Laboratory evaluation of plant-derived antifeedants against the pine weevil Hylobius abietis (Coleoptera: Curculionidae). J Econ Entomol 92(3):644–650Google Scholar
  25. Liu DL, Lovett JV (1990) Allelopathy in barley: potential for biological suppression of weeds. In: Alternatives to the chemical control of weeds. Proceedings of an international conference. Ministry of Forestry, RotoruaGoogle Scholar
  26. Lokke H, Gestel CV (1998) Handbook of soil invertebrate toxicity tests. Wiley, ChichesterGoogle Scholar
  27. Lovett JV, Hoult AHC (1995) Allelopathy and self-defense in barley. In: Inderjit, Dakshini, KMM, Einhellig FA (eds) Allelopathy: organisms, processes, and applications. ACS symposium series 582. American Chemical Society, Washington, pp 170–183Google Scholar
  28. Misra G, Pavlostathis SG (1997) Biodegradation kinetics of monoterpenes in liquid and soil-slurry systems. Appl Microbiol Biotechnol 47(5):572–577CrossRefGoogle Scholar
  29. Misra G, Pavlostathis SG, Perdue EM, Araujo R (1996) Aerobic biodegradation of selected monoterpenes. Appl Microbiol Biotechnol 45(6):831–838PubMedCrossRefGoogle Scholar
  30. Moir M, Thomposon RH (1973) Naphthoquinones in lomatia species. Phytochemistry 12:1351–1353CrossRefGoogle Scholar
  31. Mukherjee S (2003) Influence of plant allelochemicals on growth rate, nutritional physiology and mid-gut esterase activity in fifth instar larvae of Spodoptera litura (F.) (Lepidoptera: Noctuidae). Invertebr Reprod Dev 43(2):125–132Google Scholar
  32. Muller W-U, Leistner E (1978) Metabolic relation between naphthalene derivatives in Juglans. Phytochemistry 17:1735–1738CrossRefGoogle Scholar
  33. Nageshwar G, Radhakrishnaiah M, Narayana LL (1984) Chemotaxonomy of Caesalpinia. Curr Sci 53:813–814Google Scholar
  34. Ngoh SP, Choo LEW, Pang FY, Huang Y, Kini MR, Ho SH (1998). Insecticidal and repellent properties of nine volatile constituents of essential oils against the American cockroach, Periplaneta americana (L.). Pestic Sci 54(3):261–268CrossRefGoogle Scholar
  35. OECD (2004) Earthworm reproduction test (Eisenia fetida/andrei). OECD guideline 222 for the testing of chemicals OECD, ParisGoogle Scholar
  36. Orr GL, Gole JWD, Downer RGH (1985). Charecterisation of an octopamine-sensitive adenylate cyclase in haemocyte membrane fragments of the American cockroach Periplaneta americana L. Insect Biochem 15(6):695–701CrossRefGoogle Scholar
  37. Overland L (1966) The role of allelpathic substances in the “smother crop” barley. Am J Bot 53(5):423–432CrossRefGoogle Scholar
  38. Owen S, Boissard C, Street RA, Duckham SC, Csiky O, Hewitt CN (1997). Screening of 18 Mediterranean plant species for volatile organic compound emissions. Atmos Environ 31(Suppl 1):101–117CrossRefGoogle Scholar
  39. Owen SM, Boissard C, Hewitt CN (2001) Volatile organic compounds (VOCs) emitted from 40 Mediterranean plant species: VOC speciation and extrapolation to habitat scale. Atmos Environ 35(32):5393–5409CrossRefGoogle Scholar
  40. Park I-K, Lee S-G, Choi D-H, Park J-D, Ahn Y-J (2003) Insecticidal activities of constituents identified in the essential oil from leaves of Chamaecyparis obtusa against Callosobruchus chinensis (L.) and Sitophilus oryzae (L.). J Stored Prod Res 39:375–384CrossRefGoogle Scholar
  41. Ponder F, Tadros SH (1985) Juglone concentration in soil beneath black walnut interplanted with nitrogen-fixing species. J Chem Ecol 11(7):937–942CrossRefGoogle Scholar
  42. Regnault-Roger C, Hamraoui A (1995) Fumigant toxic activity and reproductive inhibition induced by monoterpenes on Acanthoscelides obtectus (Say) (Coleoptera) a bruchid of kidney bean (Phaseolus vulgaris L.). J Stored Prod Res 31(4):291–299CrossRefGoogle Scholar
  43. Rice EL (1984). Allelopathy, 2nd edn. Academic, New YorkGoogle Scholar
  44. Rinne HJI, Guenther AB, Greenberg JP, Harley PC (2002) Isoprene and monoterpene fluxes measured above Amazonian rainforest and their dependence on light and temperature. Atmos Environ 36(14):2421–2426CrossRefGoogle Scholar
  45. Rudolf EV (1975) Volatile leaf oil analysis in chemosystematic studies of North American conifers. Biochem Syst Ecol 2:131–167CrossRefGoogle Scholar
  46. Sabillon D, Cremades LV (2001). Diurnal and seasonal variation of monoterpene emission rates for two typical Mediterranean species (Pinus pinea and Quercus ilex) from field measurements—relationship with temperature and PAR. Atmos Environ 35(26):4419–4431CrossRefGoogle Scholar
  47. Salas ML, Corcuera LJ (1991). Effect of environment on gramine content in barley leaves and suseptability to the aphid Schizaphis granium. Phytochemistry 30(10):3237–3240CrossRefGoogle Scholar
  48. Satyanarayana RV, Gujar GT (1995) Toxicity of plumbaign and juglone to the eggs of the cotton strainer Dysdercus koenigii. Entomol Exp Appl 77:189–192CrossRefGoogle Scholar
  49. Smith TA (1977) Tryptamine and related compounds in plants. Phytochemistry 16:171–175CrossRefGoogle Scholar
  50. Tani A, Nozoe S, Aoki M, Hewitt CN (2002) Monoterpene fluxes measured above a Japanese red pine forest at Oshiba plateau, Japan. Atmos Environ 36(21):3391–3402CrossRefGoogle Scholar
  51. Thiboldeaux RL, Lindroth RL, Tracy JW (1994) Differential toxicity of juglone (5-hydroxy-1,4-naphthoquinone) and related naphthoquinones to saturniid moths. J Chem Ecol 20(7):1631–1641CrossRefGoogle Scholar
  52. Traboulsi AF, Taoubi K, El-Haj S, Bessiere JM, Rammal S (2002) Insecticidal properties of essential plant oils against the mosquito Culex pipiens molestus (Diptera: Culicidae). Pest Manag Sci 58(5):491–495PubMedCrossRefGoogle Scholar
  53. Velozo JA, Alvarez RI, Wachter GA, Timmermann N, Corcuera LJ (1999) Increase in gramine content in barley infested by the aphid Schizaphis graminium R. Phytochemistry 52:1059–1061CrossRefGoogle Scholar
  54. Westcott ND, Hinks CF, Olfert O (1992) Dietary effects of secondary plant compounds on nymphs of Melanoplus sanguinipes (Orthoptera, Acrididae). Ann Entomol Soc Am 85(3):304–309Google Scholar
  55. Willis RJ (2000) Juglans spp, juglone and allelopathy. Allelopathy J 7(1):1–55Google Scholar
  56. Yoshida H, Tsumuki H, Kanehisa K, Corcuera LJ (1993) Release of gramine from the surface of barley leaves. Phytochemistry 34(4):1011–1013CrossRefGoogle Scholar
  57. Zuniga GE, Salgado MS, Corcuera LJ (1985) Role of an indole alkaloid in the resistance of barley seedlings to aphids. Phytochemistry 24(5):945–947CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 2008

Authors and Affiliations

  • Neal Sorokin
    • 1
  • Jeanette Whitaker
  1. 1.Reckitt Benckiser Healthcare (UK) Ltd.

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