Defensive production of quinoline by a phasmid insect (Oreophoetes peruana)

Journal of Experimental Biology

Volumn 200, Issue 19, 1997, Pages 2493-2500

  Eisner, Thomas ^a   Morgan, Randy C ^b   Attygalle, Athula B ^c   Smedley, Scott R ^a   Herath, Kithsiri B ^c   Meinwald, Jerrold ^c  

^a Department of Obstetrics Gynecology   (United States)

^b Department of Molecular Biology and Genetics   (United States)

^c Insectarium   (United States)

Author keywords

Alkaloid; Chemical defense; Molting; Oreophoetes peruana; Predation; Stick insect

Indexed keywords

QUINOLINE; QUINOLINE DERIVATIVE;

ANIMAL; ANIMAL BEHAVIOR; ARTICLE; CHEMISTRY; EXOCRINE GLAND; FEMALE; GROWTH, DEVELOPMENT AND AGING; HISTOLOGY; INSECT; MALE; METABOLISM; PHYSIOLOGY; SECRETION;

ANIMALS; BEHAVIOR, ANIMAL; EXOCRINE GLANDS; FEMALE; INSECTS; MALE; QUINOLINES;

EID: 0031258021     PISSN: 00220949     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (37)

1. BALDWIN, I. T., DUSENBERRY, D. B. AND EISNER, T. (1990). Squirting and refilling: dynamics of p-benzoquinone production in defensive glands of Diploptera punctata. J. chem. Ecol. 16, 2823-2834.
2. BEDFORD, G. O. (1978). Biology and ecology of the Phasmatodea. A. Rev. Ent. 23, 125-149.
3. BETTINI, S. (1978). Handbook of Experimental Pharmacology, vol. 48. New York: Springer-Verlag.
4. BILLEN, J. P. J., JACKSON, B. D. AND MORGAN, E. D. (1988). The contents of the pygidial gland of the primitive ant Nothomyrmecia macrops. Experientia 44, 794-797.
5. BLUM, M. S. (1981). Chemical Defenses of Arthropods. New York: Academic Press.
6. BUCKINGHAM, J. (1994). Dictionary of Natural Products. London: Chapman & Hall.
7. CHOW, Y. S. AND LIN, Y. M. (1986). Actinidine, a defensive secretion of stick insect, Megacrania alpheus Westwood (Orthoptera: Phasmatidae). J. ent. Sci. 21, 97-101.
8. CUFFEY, S. (1977). Rodd's Chemistry of Carbon Compounds, 2nd edn, vol. IIIG. Amsterdam: Elsevier Scientific Publishing Co.
9. DUFFIELD, R. M., BLUM, M. S., WALLACE, J. B., LLOYD, H. A. AND REGNIER, F. E. (1977). Chemistry of the defensive secretion of the caddisfly Pycnopsyche scabripennis (Trichoptera: Limnephilidae). J. chem. Ecol. 3, 649-656.
10. EISNER, T. (1958). Spray mechanism of the cockroach Diploptera punctata. Science 128, 148-149.
11. EISNER, T. (1965). Defensive spray of a phasmid insect. Science 148, 966-968.
12. EISNER, T., ATTYGALLE, A. B., CONNER, W. E., EISNER, M., MACLEOD, E. AND MEINWALD, J. (1996). Chemical egg defense in a green lacewing (Ceraeochrysa smithi). Proc. natn. Acad. SCI. U.S.A. 93, 3280-3283.
13. EISNER, T., DEYRUP, M., JACOBS, R. AND MEINWALD, J. (1986). Necrodols: Anti-insectan terpenes from defensive secretion of carrion beetle (Necrodes surinamensis). J. chem. Ecol. 12, 1407-1415.
14. EISNER, T., KRISTON, I. AND ANESHANSLEY, D. J. (1976). Defensive behavior of a termite (Nasutitermes exitiosus). Behav. Ecol. Sociobiol. 1, 83-125.
15. EISNER, T., MCHENRY, F. AND SALPETER, M. M. (1964). Morphology of the quinone-producing glands of a tenebrionid beetle (Eleodes longicollis Lec.). J. Morph. 115, 355-400.
16. FLOYD, D. (1993). Oreophoetes peruana - a very unconventional stick insect! Bull. Amateur Ent. Soc. 52, 121-124.
17. HAPP, G. M. (1968). Quinone and hydrocarbon production in the defensive glands of Eleodes longicollis and Tribolium castaneum (Coleoptera, Tenebrionidae). J. Insect Physiol. 14, 1821-1837.
18. HO, H.-Y. AND CHOW, Y. S. (1993). Chemical identification of defensive secretion of stick insect, Megacrania tsudai Shiraki. J. chem. Ecol. 19, 39-46.
19. JACKSON, B. D., MORGAN, E. D. AND BILLEN, J. P. J. (1990). Contents of the pygidial gland of the ant Myrmecia nigriceps. Naturwissenschaften 77, 187-188.
20. JONES, G. (1977). Quinolines, part 1. In The Chemistry of Heterocyclic Compounds, vol. 32 (ed. A. Weissberger and E. C. Taylor), p. 2. London: John Wiley.
21. KEY, K. H. L. (1991). Phasmatodea. In The Insects of Australia, 2nd edn (produced by Commonwealth Scientific and Industrial Research Organisation, Division of Entomology), pp. 394-404. Ithaca: Cornell University Press.
22. LEAL, W. S. (1997). Evolution of sex pheromone communication in plant-feeding scarab beetles. In Insect Pheromone Resesarch: New Directions (ed. R. Cardé and A. K. Minks), pp. 505-513. New York: Chapman & Hall.
23. MAYER, M. S. AND MCLAUGHLIN, J. R. (1991). Handbook of Insect Pheromones and Sex Attractants. Boston: CRC Press.
24. MCLAFFERTY, F. W. AND STAUFFER, D. B. (1989). The Wiley/NBS Registry of Mass Spectral Data. New York: John-Wiley.
25. MEINWALD, J., CHADHA, M. S., HURST, J. J. AND EISNER, T. (1962). Anisomorphal, the secretion of a phasmid insect. Tetrahedron Lett. 1, 29-33.
26. MEINWALD, J., HAPP, G. M., LABOWS, J. AND EISNER, T. (1966). Cyclopentanoid terpene biosynthesis in a phasmid insect and in catmint. Science 151, 79-80.
27. MOORE, B. P. AND BROWN, W. V. (1981). Identification of warning odor components, bitter principles and antifeedants in an aposematic beetle: Metriorrhynchus rhipidius (Coleoptera: Lycidae). Insect Biochem. 11, 493-499.
28. NOIROT, C. AND QUENNEDEY, A. (1974). Fine structure of insect epidermal glands. A. Rev. Ent. 19, 61-80.
29. PESCHKE, K. AND EISNER, T. (1987). Defensive secretion of the tenebrionid beetle, Blaps mucronata: Physical and chemical determinants of effectiveness. J. comp. Physiol. A 161, 377-388.
30. POUCHERT, C. J. (1989). FT-IR Vapor Phase, vol. 3, The Aldrich Library of FT-IR Spectra, 1st edn. Milwaukee, WI: Aldrich Chemical Co.
31. ROTH, L. M. AND STAY, B. (1958). The occurrence of para-quinones in some arthropods, with emphasis on the quinone-secreting tracheal glands of Diploptera punctata (Blattaria). J. Insect Physiol. 1, 305-318.
32. SCHILDKNECHT, H., BIRRINGER, H. AND KRAUSS, D. (1969). Aufklärung des gelben Prothorakalwehrdrüsen-Farbstoffes von Ilybius fenestratus. Z. Naturforsch. 24B, 38-47.
33. SCHILDKNECHT, H. AND WENNEIS, W. F. (1967). Anthranilsäure als Precursor der Arthropoden-Alkaloide Glomerin und Homoglomerin. Tetrahedron Lett. 19, 1815-1818.
34. SMITH, R. M., BROPHY, J. J., CAVILL, G. W. K. AND DAVIES, N. W. (1979). Iridodials and nepetalactone in the defensive secretion of the coconut stick insects Graeffea crouani. J. chem. Ecol. 5, 727-735.
35. SMOLANOFF, J., KLUGE, A. F., MEINWALD, J., MCPHAIL, A., MILLER, R. W., HICKS, K. AND EISNER, T. (1975). Polyzonimine: A novel terpenoid insect repellent produced by a milliped. Science 188, 734-736.
36. SPÄTH, E. AND PIKL, J. (1930). Über neue Basen der Angosturarinde: Chinolin, 2-Methylchinolin, 2-n-Amylchinolin und 1-Methyl-2-keto-1,2-dihydro-chinolin. Monatshefte Chemie 55, 352-357.
37. WANG, S. F., BRAEKMAN, J. C., DALOZE, D., PASTEELS, J., SOETENS, P., HANDJIEVA, N. V. AND KALUSHKOV, P. (1996). N-α-quinaldyl-L-arginine-HCl, a new alkaloid from Subcoccinella 24-punctata (Coleoptera: Coccinellidae). Experientia 52, 628-630.