The study of insecticidal effect of new phosphoramide compounds on some insect pests

Document Type : Research paper-Persian

Authors

1 Dept plant protection, University of Guilan

2 dept. Chemistry, Tarbiat modares University

Abstract

Some derivatives of phosphoramide compounds are able to inhibit acetylcholinesterase (AChE) and therefore could be considered as insecticides. In this study, insecticidal effects of eleven phosphoramide compounds have been tested on Aphis craccivora Koch, Xanthogaleruca luteola Müller, Glyphodes pyloalis Walker and Achropus rosae Linnaeus. Among these compounds, (propylene -N, N'-bis (O, O' diethyl phosphoramidothioate) showed the highest insecticidal effect and the amount of LC50s were obtained as 3174.28, 2536.27, 3474.69 and 3627.43 mg/ml for A. craccivora, X. luteola, G. pyloalis and A. rosae, respectively. The activities of AChE and general esterases in the insects treated with these compounds were measured. Similarly the I50 of these compounds were determined in vitro on AChE activity in each insect. The results showed the lowest I50 to propylene-N, N'-bis (O, O' dimethyl phosphoramidothioate) on G. pyloalis. Today, direct relationship between chemical structure and biological activity (QSAR) has been proven. According to the information obtained from this study, we can focus on insecticidal effect of (propylene -N, N'-bis (O, O' diethyl phosphoramidothioate) derivatives in future for finding of new insecticides.

Keywords

References

Devonshire, A.L.1998. The evolution of insecticide resistance in the peach-potato aphid, Myzus persicae. Philosophical Transactions of the Royal Society B: Biological Sciences, 353 (1376): 1677-1684.
Chesnut, D.B. 2003. Atoms-in-molecules and electron localization function study of the phosphoryl bond. Journal of Physics and Chemistry, 107 (45): 2307-2320.
Ellman, G.L., Courthey, K. D., Andres, V., and Featherstone, R. M. 1961. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochemical Pharmacology, 7: 88-95.

Fields, R.D., and Burnstock, G. 2006. Purinergic signalling in neuron-glia interactions. Nature Reviews Neuroscience, 7: 423–436.

Ghadimi, S., Ebrahimi Valmoozi, A.A., Pourayoubi, M., and Samani, K.A. 2008. Structure-activity study of phosphoramido acid esters as acetylcholinesterase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 23: 556–561.

Gholivand, K., Ebrahimi, A.A., and Bonsaii, M. 2014. Synthesis and crystal structure of new temephos analogues as cholinesterase inhibitor: molecular docking, QSAR study, and hydrogen bonding analysis of solid state.Journal of Agriculture and Food Chemistry, 62: 5761−5771.
Hansen, O.C. 2004. Quantitative structure-activity relationships (QSAR) and pesticides. Danish Environmental Protection Agency, Pesticides Research, 94: 52-64.
LeOra Software 1987. POLO-PC a user's quide to probit or logit analysis. LeOra Software, Berkeley.
Hill, T.A., and Foster, R.E. 2000. Effect of insecticides on the diamondback moth (Lepidoptera: Plutellidae) and its parasitoid Diadegma insulare (Hymenoptera: Ichneumonidae). Journal of Economic Entomology, 93(3): 763-768.
Rechcigl, J.E., and Rechcigl, N.A. 2000. Insect pest management: techniques for environmental protection. In: Panizzi, A.R., and J. R. P. Parra (eds.), Insect bioecology and nutrition for integrated pest management. Lewis Publishers. New York. pp: 612-745.
Roush, R. 1989. Designing resistance management programs: how can you choose? Journal of Pesticide Science,26: 423–440.
SAS Institute Inc. 1997. SAS/STAT User’s Guide for Personal Computers, Version 6.12. SAS Institute, Cary, NC, USA.
Sparks, T.C. 2013. Insecticide discovery: An evaluation and analysis. Pesticide Biochemistry and Physiology, 56: 23-41.
Sparks, T.C., Watson, G.B., Loso, M.R., Geng, C., Babcock J.M., and Thomas. J. D. 2013. Sulfoxaflor and the sulfoximine insecticides: chemistry, mode of action and basis for efficacy on resistant insect. Pesticide Biochemistry and Physiology. 107: 1-7.
van Asperen, K. 1962. A study of housefly esterase by means of a sensitive colorimetric method. Journal of Insect Physiology, 8: 401-416.
Whalon, M.E., Mota-Sanchez, D., and Hollingworth, R.M. 2008. Analysis of global pesticide resistance in arthropods. CAB International, Wallingford.
Plant Protection (Scientific Journal of Agriculture)
Volume 39, Issue 3
November 2016
Pages 39-49

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