Skip to main content

Defensive Secretions of Millipeds

  • Chapter
Arthropod Venoms

Abstract

The millipeds, comprising the arthropodan class Diplopoda, are a relatively uniform and unspectacular lot. Generally slow and sluggish despite their many legs, they are for the most part furtive vegetarian scavengers, active primarily at night. Only about 7500 species have been described (KAESTNER, 1968). In a numerical sense, therefore, and certainly relative to the insects, they represent one of the less successful experiments in terrestrial arthropodan evolution. But in another sense they are all but unsuccessful. They are an ancient group dating back to Devonian times, and they have held their own to this day, despite the evolutionary diversification of those very animals, the vertebrates, insects, and arachnids, that have come to include the primary predacious enemies of millipeds. Survival under hazardous conditions presupposes the possession of effective means of defense, and millipeds do indeed possess such means. Anyone who has collected these animals in the field is familiar with the odorous and often noxiously irritating fluids that so many of them emit when handled. These fluids are the products of special exocrine defensive glands that have evolved, quite clearly, for protection against predation. Much has been learned about the chemistry and biology of these glands. It is our purpose here to summarize this work.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Altman, P.L., Dittmer, D.S.: Biology Data Book. 2nd Ed. Bethesda, Md: Fed. of Amer. Socs. for Exp. Biol., 1973, Vol. II, Sect. 80, Part I.

    Google Scholar 

  • Armarego, W.L.F.: Quinazolines. In: Advances in Heterocyclic Chemistry (Katritzky, A.R. ed.), New York, Academic Press, 1963, Vol. I, pp. 253–309.

    Google Scholar 

  • Barbetta, M., Casnati, G., Pavan, M.: Sulla presenza di D-(+)-mandelonitrile nella secrezione difensiva del miriapode Gomphodesmus pavani Dem. Mem. Soc. Entomol. Ital. 45, 169–176 (1966).

    Google Scholar 

  • Barbier, M.: Separations de p-benzoquinones naturelles par chromatoplaques. J. Chromat. 2, 649–651 (1959).

    Article  CAS  Google Scholar 

  • Barbier, M., Lederer, E.: On the benzoquinones of the venom of three species of myriapods. Biokhimiya 22, 221–225 (1957).

    CAS  Google Scholar 

  • Barth, R.: Microanatomia e citologia das glandulas penconhentas de Rhinocricus padbergii (Diplopoda). Mem. Inst. Osw. Cruz 65, 175–195 (1967).

    Article  Google Scholar 

  • Béhal, A., Phisalix, M.C.: La quinone, principe actif du venin du Julus terrestris. C. R. Soc. Biol. (Paris) 52, 1036–1038 (1900).

    Google Scholar 

  • Ben-Yehoshua, S., Conn, E.E.: Biosynthesis of prunasin, the cyanogenic glycoside of peach. Plant Physiol. 39, 331–333 (1964).

    Article  PubMed  CAS  Google Scholar 

  • Blum, M.S., MacConnell, J.G., Brand, J.M., Duffield, R.M., Fales, H.M.: Phenol and benzaldehyde in the defensive secretion of a strongylosomid millipede. Ann. entomol. Soc. Amer. 66, 235 (1973).

    CAS  Google Scholar 

  • Blum, M.S., Woodring, J.P.: Secretion of benzaldehyde and hydrogen cyanide by the millipede Pachydesmus crassicutis (Wood). Science 138, 512–513 (1962).

    Article  PubMed  CAS  Google Scholar 

  • Brandt, J.F.: Rapport prealable relatif aux recherches ulterieures sur l’histoire, l’anatomie et la physiologie des Glomerides. Bull. Acad. Imp. Sci. St. Petersbourg 6, 152–155 (1839).

    Google Scholar 

  • Bull, L.B., Culvenor, C.C.J., Dick, A.T.: The Pyrrolizidine Alkaloids. Amsterdam, North-Holland Publishing Company, 1968.

    Google Scholar 

  • Burtt, E.: Irritant exudation from a millipede. Nature (Lond.) 142, 796 (1938).

    Article  Google Scholar 

  • Burtt, E.: Exudate from millipedes with particular reference to its injurious effects. Trop. Dis. Bull. 44, 7–12 (1947).

    PubMed  CAS  Google Scholar 

  • Casnati, G., Nencini, G., Quilico, A., Pavan, M., Ricca, A., Salvatori, T.: The secretion of the myriapod Polydesmus collaris collaris (Koch). Experentia (Basel) 19, 409–415 (1963).

    Article  CAS  Google Scholar 

  • Chakravarti, D., Chakravarti, R.N., Cohen, L.A., Dasgupta, B., Datta, S., Miller, H.K.: Alkaloids of Glycosmis arborea II. Structure of arborine. Tetrahedron 16, 224 (1961).

    Article  CAS  Google Scholar 

  • Chamberlin, R.V.: Results of the Bryant Walker Expeditions of the University of Michigan to Colombia, 1913, and British Guiana, 1914. The Diplopoda. Occ. Papers Mus. Zool. Univ. Michigan 133, 1–142 (1923a).

    Google Scholar 

  • Chamberlin, R.V.: On four termitophilous millipedes from British Guiana. Zoologica 3, 411–421 (1923b).

    Google Scholar 

  • Cloudsley-Thompson, J.L.: The enemies of myriapods. Naturalist 831, 137–141 (1949).

    Google Scholar 

  • Conn, E.E., Butler, G.W.: The biosynthesis of cyanogenic glycosides and other simple nitrogen compounds. In: Perspectives in Phytochemistry (Harborne, J.B., Swain, T., eds.), pp. 47–74. New York, Academic Press, 1969.

    Google Scholar 

  • Conner, W.E., Jones, T.H., Eisner, T., Meinwald, J.: Benzoyl cyanide in the defensive secretion of polydesmoid millipeds. Experientia (Basel) 33, 206 (1977).

    Article  CAS  Google Scholar 

  • Cook, O.F.: Camphor secreted by an animal (Polyzonium). Science N.S. 12, 516–521 (1900).

    Article  CAS  Google Scholar 

  • Coolidge, K.R.: Secretion of hydrocyanic acid by Leptodesmus haydenianus, Wood. Canad. Entomol. 41, 104 (1909).

    Article  Google Scholar 

  • Davenport, D., Wootton, D.M., Cushing, J.E.: The biology of the Sierra luminous millipede, Luminodesmus sequoiae, Loomis and Davenport. Biol. Bull. 102, 100–110 (1952).

    Article  Google Scholar 

  • Dohle, W.: Die Embryonalentwicklung von Glomeris marginata (Villers) im Vergleich zur Entwicklung anderer Diplopoden. Zool. Jb. Anat. 81, 241–310 (1964).

    Google Scholar 

  • Donisthorpe, H. St. J. K.: The Guests of British Ants, their Habits and Life Histories. London, Routledge, 1927.

    Google Scholar 

  • Duffey, S.S., Blum, M.S., Fales, H.M., Evans, S.L., Roncadori, R.W., Tiemann, D.L., Nakagawa, Y.: Benzoyl cyanide and mandelonitrile benzoate in the defensive secretions of millipedes. J. Chem. Ecol. 3, 101–113 (1977).

    Article  CAS  Google Scholar 

  • Duffield, R.M., Blum, M.S., Brand, J.M.: Guaicol in the defensive secretions of polydesmid millipedes. Ann. entomol. Soc. Amer. 67, 821–822 (1974).

    Google Scholar 

  • Effenberger, W.: Beiträge zur Kenntnis der Gattung Polydesmus. Z. Naturwiss. Jena 44, 527–586 (1909).

    Google Scholar 

  • Eisner, H.E., Alsop, D.W., Eisner, T.: Defense mechanisms of arthropods. XX. Quantitative assessment of hydrogen cyanide production in two species of millipedes. Psyche 74, 107–117 (1967).

    CAS  Google Scholar 

  • Eisner, H.E., Eisner, T., Hurst, J.J.: Hydrogen cyanide and benzaldehyde produced by millipedes. Chem. and Ind. 124-125 (1963).

    Google Scholar 

  • Eisner, H.E., Wood, W.F., Eisner, T.: Hydrogen cyanide production in North American and African polydesmoid millipedes. Psyche 82, 20–23 (1975).

    Article  CAS  Google Scholar 

  • Eisner, T.: Mongoose and millipedes. Science 160, 1367 (1968).

    Article  PubMed  CAS  Google Scholar 

  • Eisner, T.: Chemical defense against predation in arthropods. In: Chemical Ecology (Sondheimer, E., and Simeone, J.B. eds.), pp. 157–217. New York, Academic Press, 1970.

    Google Scholar 

  • Eisner, T., Davis, J.A.: Mongoose throwing and smashing millipedes. Science 155, 577–579 (1967).

    Article  PubMed  CAS  Google Scholar 

  • Eisner, T., Eisner, H.E.: Mystery of a millipede. Nat. Hist. 74, 30–37 (1965).

    Google Scholar 

  • Eisner, T., Eisner, H.E., Hurst, J.J., Kafatos, F.C., Meinwald, J.: Cyanogenic glandular apparatus of a millipede. Science 139, 1218–1220 (1963a).

    Article  PubMed  CAS  Google Scholar 

  • Eisner, T., Hendry, L.B., Meinwald, J.: 2,5-Dichlorophenol (from ingested herbicide?) in defensive secretion of grasshopper. Science 172, 277–278 (1971).

    Article  PubMed  CAS  Google Scholar 

  • Eisner, T., Hurst, J.J., Keeton, W.T., Meinwald, Y.: Defense mechanisms of arthropods. XVI. Para-benzoquinones in the secretion of spirostreptoid millipedes. Ann. entomol. Soc. Amer. 58, 247–248 (1965).

    CAS  Google Scholar 

  • Eisner, T., Hurst, J.J., Meinwald, J.: Defense mechanisms of arthropods. XL The structure, function, and phenolic secretions of the glands of a chordeumoid millipede and a carabid beetle. Psyche 70, 94–116 (1963b).

    CAS  Google Scholar 

  • Eisner, T., Johnessee, J.S., Carrel, J., Hendry, L.B., Meinwald, J.: Defensive use by an insect of a plant resin. Science 184, 996–999 (1974).

    Article  PubMed  CAS  Google Scholar 

  • Eisner, T., Meinwald, J.: Defensive secretions of arthropods. Science 153, 1341–1350 (1966).

    Article  PubMed  CAS  Google Scholar 

  • Eisner, T., Zahler, S.A., Carrel, J.E., Brown, D.J., Lones, G.W.: Absence of antimicrobial substances in the egg capsules of millipedes. Nature (Lond.) 225, 661 (1970).

    Article  CAS  Google Scholar 

  • Evans, M.E.G., Blower, J.G.: A jumping millipede. Nature (Lond.) 246, 427–428 (1973).

    Article  Google Scholar 

  • Feigel, F.: Spot Tests in Organic Analysis. New York, Elsevier, 1966.

    Google Scholar 

  • Geiger, W.B.: The mechanism of the antibacterial action of quinones and hydroquinones. Arch. Biochem. 11, 23–32 (1946).

    PubMed  CAS  Google Scholar 

  • Guldensteeden-Egeling, C.: Ueber Bildung von Cyanwasserstoffsaure bei einem Myriapoden. Pflügers Arch. ges. Physiol. 28, 576–579 (1882).

    Article  Google Scholar 

  • Hall, F.R., Hollingworth, R.M., Shankland, D.L.: Cyanide tolerance in millipedes: comparison of respiration in millipedes and insects. Entomol. News 80, 277–282 (1969).

    PubMed  CAS  Google Scholar 

  • Hall, F.R., Hollingworth, R.M., Shankland, D.L.: Cyanide tolerance in millipedes: the biochemical basis. Comp. Biochem. Physiol. 38B, 723–737 (1971).

    Google Scholar 

  • Halstead, B.W., Ryckman, R.: Injurious effects from contacts with millipedes. Med. Arts Sci. 3, 16–18 (1949).

    Google Scholar 

  • Haneveld, G.T.: Eye lesions caused by the exudate of tropical millipedes. I. Report on a case. Trop. geogr. Med. 10, 165–167 (1958).

    CAS  Google Scholar 

  • Hannum, C.A.: Anatomy of the millipede Chonaphe armatus. Publ. Puget Sound Biol. Sta. 5, 109–123 (1926).

    Google Scholar 

  • Hastings, J.W., Davenport, D.: The luminescence of the millipede, Luminodesmus sequoiae. Biol. Bull. 113, 120–128 (1957).

    Article  CAS  Google Scholar 

  • Hoffman, R.L.: Myriapoda, exclusive of insecta. In: Treatise on Invertebrate Paleontology, Part R, Arthropoda 4 (Moore, R.C., ed.), pp. R572-R606. Boulder, Colo: Univ. of Kans. and Geol. Soc. Amer., 1969.

    Google Scholar 

  • Hoffman-Ostenhof, O.: Mechanism of the antibiotic action of certain quinones. Science 105, 549–550 (1947).

    Article  PubMed  CAS  Google Scholar 

  • Jones, D.A., Parsons, J., Rothschild, M.: Release of hydrocyanic acid from crushed tissues of all stages in the life-cycle of species of the Zygaeninae (Lepidoptera). Nature (Lond.) 193, 52–53 (1962).

    Article  CAS  Google Scholar 

  • Jones, T.H., Conner, W.E., Meinwald, J., Eisner, H.E., Eisner, T.: Benzoyl cyanide and mandelonitrile in the cyanogenetic secretion of a centipede. J. Chem. Ecol. 2, 421–429 (1976).

    Article  CAS  Google Scholar 

  • Kaestner, A.: Invertebrate Zoology. New York: Interscience Publ., 1968, Vol. II.

    Google Scholar 

  • Kafatos, F.C.: The chemical defense mechanisms of millipedes. Honors Thesis. Cornell Univ., Ithaca, N.Y. (1961).

    Google Scholar 

  • Kalmbach, E.R., Gabrielson, I.N.: Economic value of the starling in the United States. Bull. U.S. Dep. Agric. 868, 1–66 (1921).

    Google Scholar 

  • Karrer, W.: Konstitution und Vorkommen der organischen Pflanzenstoffe, exkl. Alkaloide. Basel, Birkhauser 1958.

    Google Scholar 

  • Keegan, H.L.: Centipedes and millipedes as pests in tropical areas. In: Venomous and Poisonous Animals and Noxious Plants of the Pacific Region (Keegan, H.L. and MacFarlane, W.V., eds.), New York, Macmillan Co., 1963, pp. 161–163.

    Google Scholar 

  • Kempf, W.W., Brown, W.L., Jr.: Two new ants of Tribe Ectatommini from Colombia (Hymenoptera: Formicidae). Stud. entomol. 13, 311–320 (1970).

    Google Scholar 

  • Kinkel, H.: Zur Biologie und Okologie des getiipfelten Tausendfusses Blaniulus guttulatus Gerv. Z. angew. Entomol. 37, 401–436 (1955).

    Article  Google Scholar 

  • Kirkland, A.H.: Usefulness of the American toad. U.S. Dept. Agr. Farmer’s Bull., 196 (1904).

    Google Scholar 

  • Kluge, A.F., Eisner, T.: Defense mechanisms of arthropods. XXVIII. A quinone and a phenol in the defensive secretion of a parajulid milliped. Ann. entomol. Soc. Amer. 64, 314–315 (1971).

    CAS  Google Scholar 

  • Kopstein, F.: Die Gifttiere Java’s und ihre Bedeutung für den Menschen. Med. v. d. Dienst. d. Volksgezondheid in Ned. Indie. 21, 222–256 (1932).

    Google Scholar 

  • Lawrence, R.F.: The Myriapoda of the Kruger National Park. Zool. afr. 2, 225–262 (1966).

    Google Scholar 

  • Leidy, J.: On the characters and intimate structure of the odoriferous glands of the Invertebrata. Proc. Philad. Acad. nat. Sci. 4, 234–236 (1849).

    Google Scholar 

  • Lister, M.: Extract of a letter from Dr. Martin Lister, Jan. 25, 1670-71, relating partly to the same argument with that of the former letter, and alluding to another insect likely to yield an acid liquor; and partly to the bleeding of the sycamore. Phil. Trans. 5, 556–558 (1670).

    Google Scholar 

  • Loomis, H.F.: Egg-laying habits and larval stages of a milliped Arctobolus marginatus (Say) Cook, native at Washington. J. Wash. Acad. Sci. 23, 100–101 (1933).

    Google Scholar 

  • Loomis, H.F.: The millipeds of Hispaniola, with descriptions of a new family, new genera, and new species. Bull. Mus. Comp. Zool. Harvard 80, 1–191 (1936).

    Google Scholar 

  • Loomis, H.F.: New genera and species of millipeds from the southern peninsula of Haiti. J. Wash. Acad. Sci. 31, 188–195 (1941).

    Google Scholar 

  • McAtee, W.L.: Effectiveness in nature of the so-called protective adaptations in the animal kingdom, chiefly as illustrated by the food habits of nearctic birds. Smithsonian Inst. Misc. Coll. 85, 22 (1932).

    Google Scholar 

  • McFadden, W.H.: Techniques of Combined Gas Chromatography/Mass Spectrometry. New York, Wiley-Interscience, 1973.

    Google Scholar 

  • Meinwald, J., Smolanoff, J., McPhail, A., Miller, R., Eisner, T. and Hicks, K.: Nitropolyzona-mine: a spirocyclic nitro compound from the defensive glands of a milliped (Polyzonium rosalbum). Tetrahedron Lett. no. 28, 2367–2370 (1975).

    Article  Google Scholar 

  • Meinwald, Y.C., Meinwald, J., Eisner, T.: 1,2-Dialkyl-4(3H)-quinazolinones in the defensive secretion of a millipede (Glomeris marginata). Science 154, 390–391 (1966).

    Article  PubMed  CAS  Google Scholar 

  • Monro, A., Chadha, M., Meinwald, J., Eisner, T.: Defense mechanisms of arthropods. VI. Para-benzoquinones in the secretion of five species of millipedes. Ann. entomol. Soc. Amer. 55, 261–262 (1962).

    CAS  Google Scholar 

  • Monteiro, H.: Constituents of the secretion of Orthomorpha coarctata Schubart. An. Ass. bras. Quim. 20, 29–31 (1961).

    CAS  Google Scholar 

  • Moore, B.P.: Hydrogen cyanide in the defensive secretions of larval Paropsini (Coleoptera: Chrysomelidae). J. Aust. entomol. Soc. 6, 36–38 (1967).

    Article  Google Scholar 

  • Moussatche, H., Lopez Cuadra, J., Ramos, P.R., Perisse, A.C.M.: Pharmacological experiments with benzoquinones. Rev. bras. Biol. 27, 369–379 (1967).

    PubMed  CAS  Google Scholar 

  • Moussatche, H., Lopez Cuadra, J., Ramos, P.R., Perisse, A.C.M., Salles, C.A., Loureiros, E.G.: Chemistry and pharmacology of the venomous secretion of Rhinocricus varians. Rev. bras. Biol. 29, 25–34 (1969).

    CAS  Google Scholar 

  • Nutting, W.L., Spangler, H.G.: The hastate setae of certain dermestid larvae: an entangling defense mechanism. Ann. entomol. Soc. Amer. 62, 763–769 (1969).

    Google Scholar 

  • Pallares, E.S.: Note on the poison produced by the Polydesmus (Fontaria) vicinus, Lin. Arch. Biochem. 9, 105–108 (1946).

    CAS  Google Scholar 

  • Penteado, C.H.S., Mauge, G.D.: Tentativa de infestação do trato alimentar de cães pelo diplopode Rhinocricus padbergi, Verhoeff. Rev. bras. Pesquisas Med. Biol. 7, 29–35 (1974).

    CAS  Google Scholar 

  • Percy, J.E., Weatherston, J.: Studies of physiologically active arthropod secretions. V. Histological studies of the defence mechanism of Narceus annularis (Raf.) (Diplopoda: Spirobolida). Canad. J. Zool. 49, 278–279 (1971).

    Article  CAS  Google Scholar 

  • Perisse, A.C.M., Salles, C.A.: Estudo quimico de Diplopoda Brasileiros. III. Collostreptus fulvus (Schubart, 1960). Atas Soc. Biol. Rio de Janeiro 13, 95–99 (1970).

    Google Scholar 

  • Perisse, A.C.M., Salles, C.A., Moussatche, H.: Estudo quimico de Diplopoda Braileiros II. Spirostrophus naresi (Pocock). Atas Soc. Biol. Rio de Janeiro 12, 155–156 (1968).

    Google Scholar 

  • Phisalix, M.C.: Un venin volatil. Secretion cutanee du Julus terrestris. C. R. Soc. Biol. (Paris) 70, 1033–1036 (1900).

    Google Scholar 

  • Phisalix, M.C: Animaux Venimeux et Venins Vol. I. Paris, Masson, 1922.

    Google Scholar 

  • Plattner, H., Salpeter, M., Carrel, J.E., Eisner, T.: Struktur and Funktion des Drusenepithels der postabdominalen Tergite von Blatta orientalis. Z. Zellforsch. 125, 45–87 (1972).

    Article  CAS  Google Scholar 

  • Potter, V.R.: The inhibition of sulphydryl-containing enzymes by split products of p-dimethylaminobenzene. Cancer Res. 2, 688–693 (1942).

    CAS  Google Scholar 

  • Rajulu, G.S.: Occurrence of an antimicrobial substance in the excrement of egg-laying millipedes Cingalobolus bugnioni. Sci. and Cult. 35, 116 (1968).

    Google Scholar 

  • Rettenmeyer, C.W.: The behavior of millipedes found with neotropical army ants. J. Kans. Entomol. Soc. 35, 377–384 (1962).

    Google Scholar 

  • Rimsky-Korsakow, M.: Uber Polyzonium germanicum Brandt. Trav. Soc. imp. Nat. St. Peters-bourg 25, 21–28 (1895).

    Google Scholar 

  • Rivers, J.J.: Description of the form of the female in a lampyrid (Zarhipis riversi Horn). Amer. Naturalist 20, 648–650 (1886).

    Article  Google Scholar 

  • Rossi, G.: Le glandole odorifere dell’ Julus communis. Z. wiss. Zool. 74, 64–80 (1903).

    Google Scholar 

  • Roth, L.M., Stay, B.: 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 (1958).

    Article  CAS  Google Scholar 

  • Sachtleben, H.: Untersuchungen über die Nahrung des Maulwurfs. Arb. biol. Reichsanstalt Land-u. Forstwirtschaft Berlin 14, 77–96 (1926).

    Google Scholar 

  • Savi, P.: Bemerkungen uber Julus communis. Isis 12 and 13, 214–222 (1823).

    Google Scholar 

  • Schildknecht, H., Krämer, H.: Zum Nachweis von Hydrochinonen neben Chinonen in den Abwehrblasen von Arthropoden. XV. Mitteilung iiber Insekten-Abwehrstoffe. Z. Naturforsch. 17b, 701–702 (1962).

    Google Scholar 

  • Schildknecht, H., Maschwitz, U., Krauss, D.: Blausaure im Wehrsekret des Erdlaufers Pachy-merium ferrugineum. Naturwissenschaften 55, 230 (1968).

    Article  PubMed  CAS  Google Scholar 

  • Schildknecht, H., Maschwitz, U., Wenneis, W.F.: Neue Stoffe aus dem Wehrsekret der Diplopodengattung Glomeris. über Arthropoden-Abwehrstoffe. XXIV. Naturwissenschaften 54, 196–197 (1967).

    Article  PubMed  CAS  Google Scholar 

  • Schildknecht, H., Weis, K.H.: Chinone als aktives Prinzip der Abwehrstoffe von Diplopoden. Z. Naturforsch. 16b, 810–816 (1961).

    Google Scholar 

  • Schildknecht, H., Wenneis, W.F.: Uber Arthropoden-(Insekten) Abwehrstoffe. XX. Structur-aufklarung des Glomerins. Z. Naturforsch. 21b, 552–556 (1966).

    Google Scholar 

  • Schildknecht, H., Wenneis, W.F.: Uber Arthropoden-Abwehrstoffe. XXV. Anthranilsaure als Precursor der Arthropoden-Alkaloide Glomerin und Homoglomerin. Tetrahedron Lett. 1967, 1815–1818 (1967).

    Google Scholar 

  • Schildknecht, H., Wenneis, W.F., Weis, K.H., Maschwitz, U.: Glomerin, ein neues Arthropoden-Alkaloid. Z. Naturforsch. 21b, 121–127 (1966).

    Google Scholar 

  • Schubart, O.: Diplopodos de Monte Alegre. Papeis Avulsos Departm. Zool. São Paulo 6, 283–320 (1945).

    Google Scholar 

  • Schubart, O.: Os Diplopoda da viagen do naturalista Antenor Leitão de Carvalho aos rios Araguaiae Amazonasem 1939 e 1940. Boll. Mus. Nac. Zool. Rio de Janeiro 82, 1–74 (1947).

    Google Scholar 

  • Schubart, O.: Ameisen und Diplopoden in ihren gegenseitigen Beziehungen Rev. Entomol. 21, 615–622 (1950).

    Google Scholar 

  • Shaw, G.G.: New observations on reproductive behavior in the milliped Narceus annularis (Raf.). Ecology 47, 322–323 (1966).

    Article  Google Scholar 

  • Silvestri, P.: Acari Myriapoda et Scorpiones: Classis Diplopoda. Vol. I. Portìcì, 1903.

    Google Scholar 

  • Smolanoff, J., Demange, J.M., Eisner, T., Meinwald, J.: 1,4-Benzoquinones in African millipedes. Psyche 82, 78–80 (1975b).

    Article  CAS  Google Scholar 

  • Smolanoff, J., Kluge, A.F., Meinwald, J., McPhail, A., Miller, R.W., Hicks, K., Eisner, T.: Polyzonimine: a novel terpenoid insect repellent produced by a milliped. Science 188, 734–736 (1975a).

    Article  PubMed  CAS  Google Scholar 

  • Stebbins, R.C.: Lizards killed by a millipede. Amer. Midl. Natur. 32, 777–778 (1944).

    Article  Google Scholar 

  • Tapper, B.A., Zilg, H., Conn, E.E.: 2-Hydroxyaldoximes as possible precursors in the biosynthesis of cyanogenic glucosides. Phytochemistry 11, 1047–1053 (1972).

    Article  CAS  Google Scholar 

  • Tiemann, D.L.: Observations on the natural history of the western banded glowworm Zarhipis integripennis (LeConte) (Coleoptera: Phengodidae). Proc. Calif. Acad. Sci. 35, 235–264 (1967).

    Google Scholar 

  • Towers, G.H.N., Duffey, S.S., Siegel, S.M.: Defensive secretion: biosynthesis of hydrogen cyanide and benzaldehyde from phenylalanine by a millipede. Canad. J. Zool. 50, 1047–1050 (1972).

    Article  CAS  Google Scholar 

  • Trave, R., Garanti, L., Pavan, M.: Ricerche sulla natura chimica del veleno del miriapode Archiulus (Schizophyllum) sabulosus L. Chim. et Ind. 41, 19–29 (1959).

    CAS  Google Scholar 

  • Verhoeff, K.W.: Klasse Diplopoda. In: Klassen und Ordnungen des Tier-Reichs (Bronn, H.G. ed.), Vol. 5 Part II Section 1 (1-6). Leipzig: Akademische Verlagsgesellschaft, 1928.

    Google Scholar 

  • Voges, E.: Beiträge zur Kenntnis der Juliden. Z. wiss. Zool. 31, 127–194 (1878).

    Google Scholar 

  • Weatherston, J., Gardiner, E.J.: The defensive secretion of a polydesmoid millipede (Diplopoda). Canad. Entomol. 105, 1375–1376 (1973).

    Article  CAS  Google Scholar 

  • Weatherston, J., Percy, J.E.: Studies of physiologically active arthropod secretions. III. Chemical, morphological, and histological studies of the defence mechanism of Uroblaniulus canadensis (Say) (Diplopoda: Julida). Canad. J. Zool. 47, 1389–1394 (1969).

    Article  CAS  Google Scholar 

  • Weatherston, J., Tyrrell, D., Percy, J.E.: Long-chain alcohol acetates in the defensive secretion of the millipede Blaniulus guttulatus. Chem. Phys. Lipids 7, 98–100 (1971).

    Article  CAS  Google Scholar 

  • Weber, M.: Ueber eine Cyanwasserstoffsäure bereitende Druse. Arch. mikr. Anat. 21, 468–475 (1882).

    Article  Google Scholar 

  • Weddell, G., Miller, S.: Cutaneous sensibility. Ann. Rev. Physiol. 24, 199–222 (1962).

    Article  CAS  Google Scholar 

  • Wheeler, J.W., Meinwald, J., Hurst, J.J., Eisner, T.: Trans-2-dodecenal and 2-methyl-1,4-quinone produced by a millipede. Science 144, 540–541 (1964).

    Article  PubMed  CAS  Google Scholar 

  • Wheeler, W.M.: Hydrocyanic acid secreted by Polydesmus virginiensis, Drury. Psyche 5, 442 (1890).

    Article  Google Scholar 

  • Wheeler, W.M., Mann, W.M.: The ants of Haiti. Bull. Amer. Mus. Natur. His. 33, 1–61 (1914).

    Google Scholar 

  • Whittaker, R.H., Feeny, P.P.: Allelochemics: chemical interactions between species. Science 171, 757–770 (1971).

    Article  PubMed  CAS  Google Scholar 

  • Wood, H.C.: Description of new genera and species of North American Myriapoda. Proc. Philad. Acad. Nat. Sci. 16, 186–187 (1864).

    Google Scholar 

  • Wood, W.F.: Toluquinone and 2-methoxy-3-methylbenzoquinone from the defensive secretions of three African millipedes. Ann. entomol. Soc. Amer. 67, 988–989 (1974).

    CAS  Google Scholar 

  • Wood, W.F., Shepherd, J., Chong, B., Meinwald, J.: Ubiquinone-O in the defensive secretion of an African millipede. Nature (Lond.) 253, 625–626 (1975).

    Article  CAS  Google Scholar 

  • Woodring, J.P., Blum, M.S.: The anatomy and physiology of the repugnatorial glands of Pachydesmus crassicutus. Ann. entomol. Soc. Amer. 56, 448–453 (1963).

    Google Scholar 

  • Woodring, J.P., Blum, M.S.: The anatomy, physiology and comparative aspects of the repugnatorial glands of Orthocricus arboreus (Diplopoda: Spirobolida). J. Morph. 116, 99–108 (1965).

    Article  Google Scholar 

Download references

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1978 Springer-Verlag Berlin/Heidelberg

About this chapter

Cite this chapter

Eisner, T., Alsop, D., Hicks, K., Meinwald, J. (1978). Defensive Secretions of Millipeds. In: Bettini, S. (eds) Arthropod Venoms. Handbook of Experimental Pharmacology / Handbuch der experimentellen Pharmakologie, vol 48. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-45501-8_3

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-45501-8_3

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-45503-2

  • Online ISBN: 978-3-642-45501-8

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics