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NEW INSECTICIDES WITH ECDYSTEROIDAL AND JUVENILE HORMONE ACTIVITY
Abstract
Agrochemical research over the last two decades has resulted in the discovery of chemically novel insecticides that mimic the action of the two insect growth and developmental hormones, the steroidal 20-hydroxyecdysone (20E) and the sesquiterpenoid juvenile hormone (JH). Bisacylhydrazines are non-steroidal agonists of 20E and exhibit their insecticidal activity via interaction with the ecdysteroid receptor proteins. Interestingly, two of the bisacylhydrazine (tebufenozide and RH-2485) insecticides are very selectively toxic to lepidopteran pests. These insecticides are safe to beneficial insects and have a benign ecotoxicological profile. Aromatic non-terpenoidal insecticides (fenoxycarb and pyriproxyfen) mimic the action of JHs. However, like the JHs, their exact mode of action is not well understood. These insecticides are toxic to a broad spectrum of insects during their embryonic, last larval, or reproductive stages. The insecticidal, ecotoxicological properties and the mode of action of the two groups of insecticides are reviewed in this article.
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“One alternative strategy that has been successfully commercially developed is the use of non-steroidal ecdysteroid analogues as insecticidal compounds (bisacylhydrazines; [90]) since these chemicals are easy to synthesise, non-polar and resistant to metabolism.”
From Ecdysteroids (2021) · cites this paper as [90]
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Laroche, L., Ravel, S., Baldet, T., Lancelot, R., Chandre, F., Rossignol, M., Goff, V. L., Duhayon, M., Fafet, J.-F., Parker, A. G., et al. (2020) · Scientific Reports · doi:10.1038/s41598-020-66850-9 · Cited by 15
Li, H., Zhong, Q., Wang, M., Luo, F., Wang, X., Zhou, L. L., & Zhang, X. (2022) · Journal of the Science of Food and Agriculture · doi:10.1002/jsfa.11746 · Cited by 15
Ebihara, K., & Niwa, R. (2023) · Biomolecules · doi:10.3390/biom13030461 · Cited by 15
“Some of these target insect-specific structural materials, such as chitins, which are essential for formation of the cuticular layer, and insect hormones, which are required for molting and metamorphosis [13,14].”
BackgroundQureshi, M. S., Midmore, D. J., Syeda, S. S., & Playford, C. L. (2007) · Australian Journal of Entomology · doi:10.1111/j.1440-6055.2007.00600.x · Cited by 15
Chaitanya, R. K., Sridevi, P., Senthilkumaran, B., & Gupta, A. D. (2010) · Steroids · doi:10.1016/j.steroids.2010.09.009 · Cited by 15
Minakuchi, C., Nakagawa, Y., & Miyagawa, H. (2003) · Journal of Pesticide Science · doi:10.1584/jpestics.28.55 · Cited by 15
Rimoldi, F., Fogel, M. N., Schneider, M. I., & Ronco, A. E. (2011) · Invertebrate Reproduction & Development · doi:10.1080/07924259.2011.591177 · Cited by 15
“Its mode of action is to mimic the endogenous ecdysteroid hormone by binding to the natural hormone receptors and causing an anticipated lethal molt (Dhadialla et al. 1998).”
BackgroundGarcia, J., Mata, E. G., Tice, C. M., Hormann, R. E., Nicolás, E., Alberício, F., & Michelotti, E. L. (2005) · Journal of Combinatorial Chemistry · doi:10.1021/cc0500396 · Cited by 15
Pittendrigh, B. R., Margam, V. M., Walters, K. R., Steele, L. D., Olds, B. P., Sun, L., Huesing, J. E., Lee, S. H., & Clark, J. M. (2013) · Elsevier eBooks · doi:10.1016/b978-0-12-396955-2.00003-5 · Cited by 16
Synergism of diacylhydrazine insecticides with metyrapone and diethylmaleate
Smagghe, G. J. (2004) · Journal of Applied Entomology · doi:10.1111/j.1439-0418.2004.00830.x · Cited by 15
“Over the last decades, the beet armyworm, Spodoptera exigua (Hübner) (BAW), has become a serious polyphagous pest that has developed resistance to various groups of chemical insecticide classes, including chlorinated hydrocarbons, organophosphates (OPs), carbamates, pyrethroids and IGRs such as benzoylphenylureas, an…”
BackgroundInfluentialHuang, Q., Liu, M., Feng, J. T., & Liu, Y. (2007) · Pesticide Biochemistry and Physiology · doi:10.1016/j.pestbp.2007.11.001 · Cited by 15
Farkas, R. (1999) · Insect Biochemistry and Molecular Biology · doi:10.1016/s0965-1748(99)00077-6 · Cited by 15
Controle químico da lagarta-enroladeira (Bonagota cranaodes Meyrick) na cultura da macieira
Botton, M., Nakano, O., & Kovaleski, A. (2000) · Pesquisa Agropecuária Brasileira · doi:10.1590/s0100-204x2000001100003 · Cited by 15
Waldstein, D. E., & Reissig, W. H. (2001) · Journal of Economic Entomology · doi:10.1603/0022-0493-94.3.673 · Cited by 15
Resistant Target Sites and Insecticide Discovery
Salgado, V. L. (1999) · Elsevier eBooks · doi:10.1533/9781845698416.5.236 · Cited by 15
Hu, W., Feng, Q., Palli, S. R., Krell, P. J., Arif, B. M., & Retnakaran, A. (2001) · European Journal of Biochemistry · doi:10.1046/j.1432-1327.2001.02245.x · Cited by 15
“The inactivity of this compound on nonlepidopteran might be due to several reasons such as defects in the receptor levels [27], low affinity of hormone-receptor binding [1], or exclusion mechanism as indicated by our earlier studies using susceptible and resistant cell lines [6].”
BackgroundResultCheng, Y., Zhou, Y., Ran, H., & Li, F. (2023) · Journal of Applied Entomology · doi:10.1111/jen.13180 · Cited by 14
“Furthermore, the injection of JH or its analogues at the final larval stage can delay the larval- to-pupal transition (Bai et al., 2020; Dhadialla et al., 1998).”
BackgroundSandlund, L., Nilsen, F., Male, R., Grotmol, S., Kongshaug, H., & Dalvin, S. T. (2014) · International Journal for Parasitology · doi:10.1016/j.ijpara.2014.10.003 · Cited by 15
“Their selective specificity and their non-toxic effect on vertebrates have made these agonists important tools in integrated pest management as they have reduced the risk of affecting non-pest species and of causing negative environmental effects (Dhadialla et al., 1998; Hill et al., 2012).”
BackgroundDoerr, M. D., Brunner, J. F., & Granger, K. R. (2012) · Journal of Integrated Pest Management · doi:10.1603/ipm09001 · Cited by 14
Toxicity assessment of two IGR insecticides on eggs and larvae of the ladybird Eriopis connexa
Fogel, M. N., Scorsetti, A. C., Minardi, G., & Schneider, M. I. (2022) · Pest Management Science · doi:10.1002/ps.7293 · Cited by 14
Comparative toxicity of three ecdysone agonist insecticides against the Mediterranean flour moth.
Hami, M., Taïbi, F., Smagghe, G. J., & Soltani-Mazouni, N. (2005) · PubMed · Cited by 14
Kiware, S. S., Corliss, G. F., Merrill, S. J., Lwetoijera, D. W., Devine, G. J., Majambere, S., & Killeen, G. F. (2015) · PLoS ONE · doi:10.1371/journal.pone.0131835 · Cited by 12
Wallbaum, S., Grau, N., Schmid, A., Frick, K., Neeb, A., & Sleeman, J. P. (2009) · BioTechniques · doi:10.2144/000113121 · Cited by 14
Muslim, M., Ansari, M. S., & Hasan, F. (2018) · Ecotoxicology · doi:10.1007/s10646-018-1947-z · Cited by 14
Lee, Y., Lee, S., Son, J., Kim, Y., Wee, J., & Cho, K. (2018) · Environmental Geochemistry and Health · doi:10.1007/s10653-018-0143-7 · Cited by 14
“This insect growth regulator appears to be specific to lepidopterans, with inconsistent effects on insects of other orders, including Coleoptera, Diptera, Heteroptera, and Orthoptera (Hsu et al. 1991; Dhadialla et al. 1998; Oberlander et al. 1995; Retnakaran et al. 1995).”
BackgroundZorzetti, J., Constanski, K. C., Santoro, P. H., Fonseca, I. C. B., & Neves, P. M. O. J. (2015) · Revista Colombiana de Entomología · doi:10.1177/012004881504100105 · Cited by 14
“The diacyl hydrazines act as ecdysone antagonists, promoting acceleration in the ecdysis process (Dhadialla et al. 1998; Omoto 2000).”
Applications of EcR gene switch technology in functional genomics
Tavva, V. S., Palli, S. R., Dinkins, R. D., & Collins, G. B. (2007) · Archives of Insect Biochemistry and Physiology · doi:10.1002/arch.20193 · Cited by 14
“These agonists bind EcR with nanomolar affinity, are non-phytotoxic, safe to many organisms, and, therefore, suitable for both laboratory and field applications (Dhadialla et al. 1998).”
BackgroundSinlaparaya, D., Duanghaklang, P., & Panichajakul, S. (2007) · AFRICAN JOURNAL OF BIOTECHNOLOGY · doi:10.4314/ajb.v6i14.57734 · Cited by 14
“Ecdysteroids and analogues could be use as insecticides (Dhadialla and Tzertzinis, 1998).”
BackgroundMahmoudvand, M., Garjan, A. S., & Abbasipour, H. (2011) · Chilean journal of agricultural research · doi:10.4067/s0718-58392011000200007 · Cited by 14
“They interrupt molting (juvenile hormone or ecdysone mimics) and cuticle formation (chitin synthesis inhibitors) and affect the insect endocrine system (Dhadialla et al., 1998; Hoffmann and Lorenz, 1998).”
BackgroundReinke, M. D., & Barrett, B. A. (2007) · Journal of Entomological Science · doi:10.18474/0749-8004-42.4.457 · Cited by 14
Insect Cell Lines as Tools in Insecticide Mode of Action Research
Smagghe, G. J. (2007) · Springer eBooks · doi:10.1007/978-3-540-46907-0_12 · Cited by 14
Pesticides for Arthropod Control in Vineyards
Bostanian, N. J., Wise, J. C., & Isaacs, R. (2012) · Springer eBooks · doi:10.1007/978-94-007-4032-7_4 · Cited by 14
Evaluation of toxicity of pesticides and their biodegradation products using human cells
Forman, S., Novák, J., Tykva, R., Káš, J., Wimmer, Z., & Ruml, T. (2002) · Chemosphere · doi:10.1016/s0045-6535(01)00066-2 · Cited by 14
Pener, M. P. (2002) · CRC Press eBooks · doi:10.1201/noe0824706326.ch168 · Cited by 14
Tohidi‐Esfahani, D., Lawrence, M. C., Graham, L. D., Hannan, G. N., Simpson, A. M., & Hill, R. J. (2011) · Pest Management Science · doi:10.1002/ps.2200 · Cited by 13
Yokoi, T., Nabe, T., Ishizuka, C., Hayashi, K., Ito‐Harashima, S., Yagi, T., Nakagawa, Y., & Miyagawa, H. (2020) · Pest Management Science · doi:10.1002/ps.5766 · Cited by 13
Persistence, leaching and associated toxicity risks of insecticide pyriproxyfen in soil ecosystem
Kumari, P., Duhan, A., Rani, N., & Beniwal, R. K. (2022) · Ecotoxicology · doi:10.1007/s10646-022-02600-z · Cited by 13
“It is synthesized and commercialized by Sumitomo Chemicals Limited with trade name of ‘Lano® 10EC’ (Dhadialla et al. 1998; Paya et al. 2013; Kumari et al. 2021).”
Method
Metadata
- Authors
- Dhadialla, T. S., Carlson, G. R., & Le, D. P.
- Affiliations
- Insecticide Research Laboratories, Rohm and Haas Company, 727 Norristown Road, Spring House, Pennsylvania 19477;
- Venue
- Annual Review of Entomology
- Publisher
- Annual Reviews
- Published
- 1998-01
- Volume
- 43
- Issue
- 1
- Pages
- 545-569
- ISSN
- 0066-4170 (ISSN-L)
- 1545-4487
- OpenAlex
- W2149662691
- Cited by
- 912
- References
- 131
- Citations by year
- 2026: 12 · 2025: 29 · 2024: 29 · 2023: 22 · 2022: 23 · 2021: 44 · 2020: 22 · 2019: 30 · 2018: 23 · 2017: 34 · 2016: 32 · 2015: 28 · 2014: 21 · 2013: 32 · 2012: 49
- FWCI
- 3.70
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Annual Review of Entomology (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Insect Pest Control Strategies
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Insect Resistance and Genetics
- Life Sciences › Agricultural and Biological Sciences › Insect Science › Insect-Plant Interactions and Control
- Keywords
- insect growth regulators, ecdysteroid agonists, juvenile hormone agonists, tebufenozide, fenoxycarb, pyriproxyfen, 20-hydroxyecdysone, ecdysteroid receptor, insecticide mode of action, ecotoxicology, lepidopteran pests
- MeSH terms
- Animals, Forecasting, Hydrazines, Insecticides, Insecta, Juvenile Hormones, Steroids, Molecular Structure, Molecular Mimicry, Ecdysteroids
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