Abstract
Choice bioassays were used to determine repellency of homologous n-alkanes (C8H18–C21H44) to spider mites. When tested at 400 μg/cm2, the C15–C19 alkanes were highly repellent; the C16 n-alkane, n-hexadecane, was most repellent. Subsequently the EC50 values, the concentration at which 50% of the mites were repelled, were determined for the C15–C19 n-alkanes and their analogous 1-n-alkenes (C15H30–C19H38). The EC50 value for 1-heptadecene, the C17 1-n-alkene, was the lowest observed. Except for the 17-carbon hydrocarbons, the EC50 values for the n-alkanes were less than those for their analogous 1-n-alkenes. Depending on the compounds evaluated, there was as much as a six-fold difference of repellency between an n-alkane its analogous 1-n-alkene. Thus, the bioassay has sufficient sensitivity to detect behavioral differences associated with the presence or absence of a single double bond. The EC50 values for the most repellent hydrocarbons were similar to that reported for 2,3-dihydrofarnesoic acid, a naturally occurring repellent isolated from trichome secretions of a wild tomato, Solanum habrochaites, and also were similar to concentrations used to evaluate arthropod repellents. Consequently, this bioassay may be useful for providing a better understanding of the relationships between structures and activities of natural products that are repellent to spider mites.
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References
Anonymous (2008) Knovel critical tables, 2nd edn, Knovel. http://knovel.com/web/portal/browse/display?_EXT_KNOVEL_DISPLAY_bookid=761&VerticalID=0. Accessed 24 Dec 24 2010
Anonymous (2010) Interactive physprop database demo. SRC. http://www.syrres.com/what-we-do/databaseforms.aspx?id=386. Accessed 24 Dec 2010
Blomquist G, Bagneres A-G (eds) (2010) Insect hydrocarbons—biology, biochemistry and chemical ecology. Cambridge University Press, Cambridge
Bowers W, Nault L, Webb R, Dutky S (1972) Aphid alarm pheromone: isolation, identification, synthesis. Science 177:1121
Breeden D, Young T, Coates R, Juvik J (1996) Identification and bioassay of kairomones for Helicoverpa zea. J Chem Ecol 22:513–539
Carlson D, Schlein Y (1991) Unusual polymethyl alkenes in tsetse flies acting as abstinon in Glossina morsitans. J Chem Ecol 17:267–284
Carter C, Snyder J (1985) Mite responses in relation to trichomes of Lycopersicon esculentum × L. hirsutum F2 hybrids. Euphytica 34:177–185
Carter C, Snyder J (1986) Mite responses and trichome characters in a full-sib F2 family of Lycopersicon esculentum × Lycopersicon hirsutum. J Am Soc Hort Sci 111:130–133
Carter C, Sacalis J, Gianfagna T (1989) Zingiberene and resistance to Colorado potato beetle in Lycopersicon hirsutum f. hirsutum. J Agric Food Chem 37:206–210
Dethier V, Browne L, Smith C (1960) The designation of chemicals in terms of the responses they elicit from insects. J Econ Entomol 53:134–136
Ditzen M, Pellegrino M, Vosshall L (2008) Insect odorant receptors are molecular targets of the insect repellent DEET. Science 319:1838
Farrar R, Kennedy G (eds) (1991) Insect and mite resistance in tomato. Monographs on theoretical and applied genetics, vol 14. Springer, Berlin
Good D, Snyder J (1988) Seasonal variation of leaves and mite resistance of Lycopersicon interspecific hybrids. Hort Sci 23:891–894
Gries G, Gries R, Krannitz S, Li J, King G, Slessor K, Borden J, Bowers W, West R, Underhill E (1993a) Sex pheromone of the western hemlock looper, Lambdina fiscellaria lugubrosa (Hulst) (Lepidoptera: Geometridae). J Chem Ecol 19:1009–1019
Gries G, King G, Gries R, Wimalaratne P, Gray T, Shepherd R, Li J, Slessor K, Khaskin G (1993b) 3,13-Dimethylheptadecane: major sex pheromone component of the western false hemlock looper, Nepytia freemani Munroe (Lepidoptera: Geometridae). J Chem Ecol 19:1501–1510
Guerra A, Martinez S, Sonia Del Rio H (1994) Natural and synthetic oviposition stimulants for Catolaccus grandis (Burks) females. J Chem Ecol 20:1583–1594
Guo Z, Weston P, Snyder J (1993) Repellency to two-spotted spider mite, Tetranychus urticae Koch, as related to leaf surface chemistry of Lycopersicon hirsutum accessions. J Chem Ecol 19:2965–2979
Jones A (1987) Control of virus infection in crop plants through vector resistance: a review of achievements, prospects and problems. Ann Appl Biol 111:745–772
Katritzky A, Wang Z, Slavov S, Tsikolia M, Dobchev D, Akhmedov N, Hall C, Bernier U, Clark G, Linthicum K (2008) Synthesis and bioassay of improved mosquito repellents predicted from chemical structure. Proc Natl Acad Sci USA 105:7359
Kuwahara Y, Ohshima M, Sato M, Kurosa K, Matsuyama S, Suzuki T (1995) Chemical ecology of astigmatid mites, 40: identification of the alarm pheromone and new C17 hydrocarbons from Tortonia sp., a pest attacking the nest of Osmia cornifrons. Appl Entomol Zool
Lin S, Trumble J, Kumamoto J (1987) Activity of volatile compounds in glandular trichomes of Lycopersicon species against two insect herbivores. J Chem Ecol 13:837–850
Liu S, Norris D, Lyne P (1989) Volatiles from the foliage of soybean, Glycine max, and lima bean, Phaseolus lunatus: their behavioral effects on the insects Trichoplusia ni and Epilachna varivestis. J Agric Food Chem 37:496–501
Nishino C, Bowers W, Montgomery M, Nault L, Nielson M (1977) Alarm pheromone of the spotted alfalfa aphid, Therioaphis maculata Buckton (Homoptera: Aphididae). J Chem Ecol 3:349–357
Paluch G, Grodnitzky J, Bartholomay L, Coats J (2009) Quantitative structure-activity relationship of botanical sesquiterpenes: spatial and contact repellency to the yellow fever mosquito, Aedes aegypti. J Agric Food Chem 57:7618–7625
Peterson J, Horvat R, Elsey K (1994) Squash leaf glandular trichome volatiles: identification and influence on behavior of female pickleworm moth [Diaphania nitidalis (Stoll.)] (Lepidoptera: Pyralidae). J Chem Ecol 20:2099–2109
Piccolo FD, Nazzi F, Vedova GD, Milani N (2010) Selection of Apis mellifera workers by the parasitic mite Varroa destructor using host cuticular hydrocarbons. Parasitology 137:967–973. doi:10.1017/S0031182009991867
Raspotnig G (2006) Chemical alarm and defence in the oribatid mite Collohmannia gigantea (Acari: Oribatida). Exp Appl Acarol 39:177–194
Rickli M, Diehl PA, Guerin PM (1994) Cuticle alkanes of honeybee larvae mediate arrestment of bee parasite Varroa jacobsoni. J Chem Ecol 20:2437–2453
Roadhouse LAO (1953) Laboratory studies on insect repellency. Can J Zool 31:535–546
Salafsky B, He Y, Li J, Shibuya T, Ramaswamy K (2000) Short report: study on the efficacy of a new long-acting formulation of N,N-diethyl-m-toluamide (DEET) for the prevention of tick attachment. Am J Tropical Med Hyg 62:169
Schreck CE (1977) Techniques for the evaluation of insect repellents: a critical review. Ann Rev Entomol 22:101–119
Schreck C, Fish D, McGovern T (1995) Activity of repellents applied to skin for protection against Amblyomma americanum and Ixodes scapularis ticks (Acari: Ixodidae). J Am Mosquito Control Assoc 11:136–140
Skinner W, Johnson H (eds) (1980) The design of insect repellents. Drug design. Academic Press, New York
Snyder J, Guo Z, Thacker R, Goodman J, Pyrek J (1993) 2,3-Dihydrofarnesoic acid, a unique terpene from trichomes of Lycopersicon hirsutum, repels spider mites. J Chem Ecol 19:2981–2997
Sokal RR, Rohlf FJ (1995) Biometry: the principles and practice of statistics in biological research. W. H. Freeman, New York
Suzuki T, Huynh V, Muto T (1975) Hydrocarbon repellents isolated from Tribolium castaneum and T. confusum (Coleoptera: Tenebrionidae). Agric Biol Chem 39:2207–2211
Syvertsen T, Jackson L, Blomquist G, Vinson S (1995) Alkadienes mediating courtship in the parasitoid Cardiochiles nigriceps (Hymenoptera: Braconidae). J Chem Ecol 21:1971–1989
Toth M, Buser H, Guerin P, Arn H, Schmidt F, Francke W, Szocs G (1992) Abraxas grossulariata L. (Lepidoptera: Geometridae): Identification of (3Z, 6Z, 9Z)-3, 6, 9-heptadecatriene and (6Z, 9Z)-6, 9-cis-3, 4-epoxyheptadecadiene in the female sex pheromone. J Chem Ecol 18:13–25
Trabalon M, Bagneres A-G (2010) Contact recognition pheromones in spiders and scorpions. In: Blomquist G, Bagneres A-G (eds) Insect hydrocarbons—biology. Biochemistry and chemical ecology. Cambridge University Press, Cambridge, pp 344–374
Weston P, Johnson D, Burton H, Snyder J (1989) Trichome secretion composition, trichome densities, and spider mite resistance of ten accessions of Lycopersicon hirsutum. J Am Soc Hort Sci 114:492–498
Woodhead S (1983) Surface chemistry of Sorghum bicolor and its importance in feeding by Locusta migratoria. Physiol Entomol 8:345–352
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The investigation reported in this paper (11-11-003) is in connection with a project of the Kentucky Agriculture Experiment Station and is published approval of the Director.
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Snyder, J.C., Antonious, G.F. & Thacker, R. A sensitive bioassay for spider mite (Tetranychus urticae) repellency: a double bond makes a difference. Exp Appl Acarol 55, 215–224 (2011). https://doi.org/10.1007/s10493-011-9472-2
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DOI: https://doi.org/10.1007/s10493-011-9472-2