Non-steroidal ecdysteroid agonists: Tools for the study of hormonal action
Corresponding Author
H. Oberlander
Insect Attractants, Behavior and Basic Biology Research Laboratory, Agricultural Research Service, USDA, Gainesville, Florida
USDA/ARS, P.O. Box 14565, Gainesville, FL 32604Search for more papers by this authorD. L. Silhacek
Insect Attractants, Behavior and Basic Biology Research Laboratory, Agricultural Research Service, USDA, Gainesville, Florida
Search for more papers by this authorP. Porcheron
Département de Biologie, Université Pierre et Marie Curie, Paris, France
Search for more papers by this authorCorresponding Author
H. Oberlander
Insect Attractants, Behavior and Basic Biology Research Laboratory, Agricultural Research Service, USDA, Gainesville, Florida
USDA/ARS, P.O. Box 14565, Gainesville, FL 32604Search for more papers by this authorD. L. Silhacek
Insect Attractants, Behavior and Basic Biology Research Laboratory, Agricultural Research Service, USDA, Gainesville, Florida
Search for more papers by this authorP. Porcheron
Département de Biologie, Université Pierre et Marie Curie, Paris, France
Search for more papers by this authorAbstract
The first non-steroidal ecdysteroid agonists are dibenzoyl hydrazines and are typified by the compounds designated RH-5849 and RH-5992. The discovery that these compounds mimic 20E in a variety of insect orders, and especially the Lepidoptera, generated great interest from the research and agricultural communities. Such compounds provide important new research tools for physiological, biochemical, and molecular studies. In addition, the potential for application to agricultural pests looks very promising, especially for RH-5992 (tebufenozide). This review evaluates the evidence on the specificity of the ecdysteroid-like actions of these materials and considers their application for research and pest management. © 1995 Wiley-Liss, Inc.
Literature Cited
- Ashok, M, Dutta-Gupta A (1991): In vitro effect of nonsteroidal ecdysone agonist RH-5849 on fat body acid phosphatase activity in rice moth, Corycra cephalonica (Insecta). Biochem Int 24: 69–75.
- Brown, JJ (1994): Effects of a nonsteroidal ecdysone agonist, tebufenozide, on host/parasitoid interactions. Arch Insect Biochem Physiol 26: 235–248.
- Carlson, GR, Dhadialla TS, Thompson C, Ramsay R, Thirugnanam M, James W, Slawecki R (1994): Insect toxicity, metabolism and receptor binding characteristics of the non-steroidal ecdysone agonist, RH-5992. XIth Ecdysome Workshop, Proceedings.
- Chan, TH, Ali A, Britten JF (1990): The crystal structure of 1,2-dibenzoyl-1-tert-butylhydrazine, a nonsteroidal ecdysone agonist, and its effects on spruce budworm (Choristoneura fumiferana). Can J Chem 68: 1178–1181.
- Chandler, LD (1993): Use of feeding stimulants to enhance insect growth regulator-induced mortality of fall armyworm (Lepidoptera: Noctuidae) larvae. Fla Entomol 76: 316–325.
- Clare, AS, Rittschof, D, Costlow, Jr D (1992): Effects of the nonsteroidal ecdysome mimic RH-5849 on larval crustaceans. J Exp Zool 262: 436–440.
- Clément, CY, Bradbrook DA, Lafont R, Dinan L (1993): Assessment of a microplate-based bioassay for the detection of ecdysteroid-like or antiecdysteroid activities. Insect Biochem Mol Biol 23: 187–193.
- Darvas, B, Polgar L, Tag El-Din MH, Katalin E, Wing KD (1992): Developmental disturbances in different insect orders caused by an ecdysteroid agonist, RH-5849. J Econ Entomol 85: 2107–2112.
- Dutkowski, AB, Oberlander H (1974): Interactions between beta-ecdysone and fat body during wing disk development in vitro. J Insect Physiol 20: 743–749.
- Echalier, G, Ohanessian AM (1969): Isolement en cultur in vitro de lignées cellulaires diploides de Drosophila melanogaster. CR Acad Sci (Paris) 268: 1771–1773.
- Ferkovich, SF, Oberlander H, Dillard C, Leach CE (1987): Purification and properties of a factor from insect hemolymph that promotes multicellular vesicle formation in vitro. Arch Insect Biochem Physiol 6: 73–83.
- Gadenne, C, Varjas L, Mauchamp B (1990): Effects of the non-steroidal ecdysone mimic, RH-5849, on diapause and non-diapause larvae of the European corn borer, Ostrinia nubilalis Hbn. J Insect Physiol 36: 555–559.
- Gateff, E, Gissmann L, Shrestha R, Plus N, Pfister H, Schröder J, Zur Hausen H (1980): Characterization of two tumourous blood cell lines of Drosophila melanogaster and the viruses they contain. In E Kurstak, K Maramorosch, A Dübendorfer (eds): Invertebrate Systems In Vitro. Amsterdam: Elsevier/North-Holland Biomedical Press, pp 517–533.
- Grieneisen, ML (1994): Recent advances in our knowledge of ecdysteroid biosynthesis in insects and crustaceans. Insect Biochem Mol Biol 24: 115–132.
- Grieneisen, ML, Warren JT, Gilbert LI (1993): Early steps in ecdysteroid biosynthesis: Evidence for the involvement of cytochrome P-450 enzyme. Insect Biochem Mol Biol 23: 13–23.
- Heller, JJ, Mattioda H, Klein E, Sagenmüller A (1992): Field evaluation of RH-5992 on lepidopterous pests in Europe. Brighton Crop Protection Conference, Pests and Diseases, Proceedings 1: 59–66.
- Hiruma, K, Hardie J, Riddiford LM (1991): Hormonal regulation of epidermal metamorphosis in vitro: Control of expression of a larval-specific cuticle gene. Dev Biol 144: 369–378.
- Horn, DHS, Bergamasco R (1985): Chemistry of ecdysteroids. In GA Kerkut, LI Gilbert (eds): Comprehensive Insect Physiology, Biochemistry and Pharmacology. Oxford: Pergamon Press, vol 7, pp 186–248.
- Keogh, DP, Smith SL (1991): Regulation of cytochrome P-450 dependent steroid hydroxylase activity in Manduca sexta: Effects of the ecdysone agonist RH-5849 on ecdysone 20-monooxygenase activity. Biochem Biophys Res Commun 176: 522–527.
- Keogh, DP, Johnson RF, Smith SL (1989): Regulation of cytochrome P-450 dependent steroid hydroxylase activity in Manduca sexta: evidence for the involvement of a neuroendocrineendocrine axis during larval-pupal development. Biochem Biophys Res Commun 165: 442–448.
- Koelle, MR, Talbot WS, Segraves WS, Bender WA, Cherbas P, Hogness DS (1991): The Drosophila EcR gene encodes an ecdysone receptor, a new member of the steroid receptor super-family. Cell 67: 59–77.
- Koolman, J (1990): Ecdysteroids. Zool Sci 7: 563–580.
- Kreutzweiser, DP, Capell SS, Warniokeizer KL, Eichenberg DC (1994): Toxicity of a new moltinducing insecticide (RH-5992) to aquatic invertebrates. Ecotoxicol Environ Safety 28: 14–24.
- Lehmann, M, Vorbrodt HM, Adam G, Koolman J (1988): Anti-ecdysteroid activity of brassinosteroids. Experientia 44: 355–356.
- Locke, M (1980): The cell biology of fat body development. In: M Locke, DS Smith (eds): Insect Biology in the Future-VBW 80. New York: Academic Press, pp 227–252.
- Lynn, DE, Oberlander H (1983): The establishment of cell lines from imaginal wing discs of Spodoptera frugiperda and Plodia interpunctella. J Insect Physiol 29: 591–596.
- Lynn, DE, Miller SG, Oberlander H (1982): Establishment of a cell line from lepidopteran wing imaginal discs: Induction of newly synthesized proteins by 20-hydroxyecdysone. Proc Natl Acad Sci USA 79: 2589–2593.
- Mattioda, H, Maigrot PH, Heller JJ, Baverez S, Chapuis G (1993): Le tebufenozide: Une nouvelle approche de lutte contre les lepidopteres en vigne et arbogricultue fruitiere. ANPP 3rd conference Internationale sur les Ravageurs en Agriculture, Montpellier, France, vol 1, pp 243–250.
- Mikołlajczyk, P, Oberlander H, Silhacek DL, Ishaaya I, Shaaya E (1994): Chitin synthesis in Spodoptera frugiperda wing imaginal discs: I. Chlorfluazuron, diflubenzuron, and teflubenzuron inhibit incorporation but not uptake of N-acetyl-D-glucosamine. Arch Insect Biochem physiol 25: 245–258.
- Monthéan, C, Potter DA (1992): Effects of RH-5849, a novel insect growth regulator, on Japanese Beetle (Coleoptera: Sacarabaeidae), and Fall Armyworm (Lepidoptera: Noctuidae) in turfgrass. J Econ Entomol 85: 507–513.
- Muszynska-Pytel, M, Pszczolkowski MA, Mikołlajczyk P, Cymborowski B (1992) Strain-specificity of Galleria mellonella larvae to juvenilizing treatments. Comp Biochem Physiol 103A: 119–125.
- Oberlander, H, Miller SG (1987): Lepidopteran cell lines: Tools for research in physiology, development, and genetics. In Maramorosch K (ed): Advances in Cell Culture 5: 187–207.
- Oberlander, H, Leach CE, Lanka S, Willis JH (1987): Ecdysteroid action on moth epithelial tissues and cell lines. Arch Insect Biochem Physiol 5: 81–89.
- Oberlander, H, Silhacek DL, Porcheron P (1990): Action of a non-steroidal ecdysteroid mimic, RH-5849, on the Indian meal moth in vivo and in vitro. Invert Reprod Dev 18: 124.
- Oikawa, N, Nakagawa Y, Soya Y, Nishimura K, Kurihara N, Ueno T, Fujita T (1993): Enhancement of N-acetylglucosamine incorporation into cultured integument of Chilo suppressalis by molting hormone and dibenzoylhydrazine insecticides. Pestic Biochem Physiol 47: 165–170.
- Oikawa, N, Nakagawa Y, Nishimura K, Ueno T, Fujita T (1994): Quantitative structureactivity studies of insect growth regulators X. Substituent effects on larvicidal activity of 1-tert-butyl-1-(2-chlorobenzoyl)-2-(substituted benzoyl) hydrazines against Chilo suppressalis and design synthesis of potent derivatives. Pestic Biochem Physiol 48: 135–144.
- Palli, SR, Hiruma K, Riddiford LM (1992): An ecdysteroid-inducible Manduca gene similar to the Drosophila DHR3 gene, a member of the steroid hormone receptor family. Dev Biol 150: 306–318.
- Porcheron, P, Oberlander H, Leach CE (1988): Ecdysteroid regulation of amino sugar uptake in a lepidopteran cell line derived from imaginal discs. Arch Insect Biochem Physiol 7: 145–155.
- Retnakaran, A, Oberlander H (1993): Control of chitin synthesis in insects. In RAA Mussarelli (ed): Chitin Enzymology. Eur Chitin Soc, Ancona.
- Retnakaran, A, Hiruma K, Palli SR, Riddiford LM: Molecular analysis of the mode of action of RH-5992, a lepidopteran-specific, non-steroidal ecdysteroid agonist. Insect Biochem Mol Biol (in press).
- Riddiford, LM (1994): Cellular and molecular actions of juvenile hormone I. General considerations and premetamorphic actions. Adv Insect Physiol 24: 213–274.
- Riddiford, LM, Truman JW (1993): Hormone receptors and the regulation of insect metamorphosis. Am Zool 33: 340–347.
- Salgado, VL (1992a): Block of voltage-dependent K+ Channels in insect muscle by the diacylhydrazine, and quinidine. Arch Insect Biochem Physiol 21: 239–252.
- Salgado, VL (1992b): The neurotoxic insecticidal mechanism of the nonsteroidal ecdysone agonist RH-5849: K+ Channel block in nerve and muscle. Pestic Biochem Physiol 43: 1–13.
- Scharrer, B (1946): The role of the corpora allata in the development of Leucophaea maderae. Endocrinology 38: 35–45.
- Silhacek, DL, Oberlander H, Porcheron P (1990): Action of RH-5849, a non-steroidal ecdysteroid mimic, on Plodia interpunctella (Hübner) in vivo and in vitro. Arch Insect Biochem Physiol 15: 201–212.
- Smagghe, G, Degheele D (1992): Effects of RH-5849, the first nonsteroidal ecdysteroid agonist, on larvae of Spodoptera littoralis (Boisd.) (Lepidoptera: Noctuidae). Arch Insect Biochem Physiol 21: 119–128.
- Smagghe, G, Degheele D (1993): Metabolism, pharmacokinetics and toxicity of the first nonsteroidal ecdysteroid agonist, RH-5849 to Spodoptera exigua (Hübner) and Leptinotarsa decemlineata (Say). Pestic Biochem Physiol 46: 149–160.
- Smagghe, G, Degheele D (1994a): Action of the nonsteroidal ecdysteroid mimic RH-5849 on larval development and adult reproduction of insects of different orders. Invert Reprod Dev 25: 227–236.
- Smagghe, G, Degheele D (1994b): Effects of the ecdysteroid agonists RH-5849 and RH-5992, alone and in combination with a juvenile hormone analogue, pyriproxyfen, on larvae of Spodoptera exigua. Entomol Exper et Appl 72: 115–123.
- Smagghe, G, Degheele D (1994c): The significance of pharmacokinetics and metabolism to the biological activity of RH-5992 (Tebufenozide) in Spodoptera exempta, Spodoptera exigua and Leptinotarsa decemlineata. Pestic Biochem Physiol 49: 224–234.
- Smith, SL (1985): Regulation of ecdysteroid titer: synthesis. In Kerkut GA, Gilbert LI (eds): Comprehensive Insect Physiology, Biochemistry and Pharmacology 7: 295–341.
- Sobek, L, Böhm GA, Penzlin H (1993): Ecdysteroid receptors in last instar larvae of the wax moth Galleria mellonella L. Insect Biochem Mol Biol 23: 125–129.
- Spindler, K-D, Quack, S, Fretz, A, Spindler-Barth, M (1994): Correlation of ecdysteroid receptor affinity and biological effects of non-steroidal ecdysteroid agonists on the epithelial cell line from Chironomus tentans, XIth Ecdysone Workshop, Proceedings.
- Spindler-Barth, M, Turberg A, Spindler K-D (1991): On the action of RH-5849, a nonsteroidal ecdysteroid agonist, on a cell line from Chironomus tentans. Arch Insect Biochem Physiol 16: 11–18.
- Thomas, HE, Stunnenberg HG, Stewart AF (1993): Heterodimerization of the Drosophila ecdysone receptor with retinoid X receptor and ultraspiracle. Nature 362: 471–475.
- Wigglesworth, VB (1954): The Physiology of Insect Metamorphosis. Cambridge: Cambridge University Press.
- Williams, CM (1967): Third generation pesticides. Sci Am 217: 13–17.
- Wing, KD (1988): RH-5849, a nonsteroidal ecdysone agonist: Effects on a Drosophila cell line. Science 241: 467–469.
- Wing, KD, Aller HE (1990): Ecdysteroid agonists as novel insect growth regulators. In JE Casida (ed): Pesticides and Alternatives. Amsterdam: Elsevier Science Publishers, pp 251–257.
- Wing, KD, Ramsay JR (1989): Other hormonal agents: Ecdysone agonists. BCPC MONO No 43 Progress and Prospects in Insect Control, pp 107–117.
- Wing, KD, Slawecki RA, Carlson GR (1988): RH-5849, a nonsteroidal ecdysone agonist: Effects on larval Lepidoptera. Science 241: 470–472.
- Wyss, C (1982): Chironomus tentasn epithelial cell lines sensitive to ecdysteroids, juvenile hormone, insulin and heat shock. Exp Cell Res 139: 309–319.
- Zander, J (1990): Computerunterstützte Struktur-analyse von Steroiden, insbesondere von Ecdysteroiden. Diploma thesis, Unviersität Marburg, Germany.
- Zander, J and Koolman J (1990): Molecular modeling of ecydsteroids: What does it tell? Invert Reprod Dev 18: 133–134.