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Insecticidal activity of flupyrazofos KH502 against Plutella xylostella: a CoMFA study  

Kim, Soo-Kyung (Medicinal Science Division, Korea Research Institute of Chemical Technology)
Lee, Kwan-Gu (Medicinal Science Division, Korea Research Institute of Chemical Technology)
Kim, Hey-Won (Medicinal Science Division, Korea Research Institute of Chemical Technology)
Yoo, Sung-Eun (Medicinal Science Division, Korea Research Institute of Chemical Technology)
Hwang, Ki-Jun (Department of Chemistry, Chon-Buk National University)
Gong, Young-Dae (Medicinal Science Division, Korea Research Institute of Chemical Technology)
Publication Information
The Korean Journal of Pesticide Science / v.8, no.3, 2004 , pp. 162-167 More about this Journal
Abstract
In recent years, the diamondback moth (DBM), Plutella xylostella has become one of the most important pests for cruciferous plants in the world. A new type of the thiophosphoryl pyrazole insecticide, called KH502. Its outstanding insecticidal activity could be effective alternative against DBM. We investigated, using the comparative molecular field analysis (CoMPA) method, The structure-activity relationship of various thiophosphorylpyrazole derivatives and structure requirement for insecticidal activity. We found, the key substructures in pyrazole derivatives, the trifluoro-methyl group and the thiophosphoryl group. Both play an important role in insecticidal activity with the binding site. The three dimensional Quantitative Structure Activity Relationship (QSAR) analysis could provide useful information for the structural requirements of pyrazole insecticide as an insecticidal and the design of a new insecticide.
Keywords
CoMFA(Comparative Molecular Field Analysis);
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1 Chu, Y.I. (1992) The migration of diamondback moth. In Talekar, N.S. and Griggs, T.D. (eds) Diamondback moth. pp. 77-81, Management Proceedings of First International Workshop. Asian Vegetable Research and Development Center, Shanhua, Tainan,Taiwan(ROC)
2 J.H. Kim, K.G. Kang, C.K. Park, K. Kim, B.H. Kang, S.K. Lee and J.K. Roh (1998) Aerobic soil metabolism of flupyrazofos. Pestic. Sci., 54:237-243
3 C.K. Jeong, H.Y. Lee, S.B. Kim, S.J. Choi, J.H. Kim, K. Kim, S.S. Han, and H.S. Lee (2001) Metabolism of flupyrazofos in the isolated rat liver. Pest Manag. Sci. 57:427-431
4 SYBYL Molecular Modeling System, Version 6.7; Tripos, Inc., St. Louis, MO 63144
5 K.J. Hwang, Y.-D. Gong, and G.H. Kim (1988) Korea Patent No. 36152
6 B.Y. Cho, and D.S. Han and J.E. Yang, (1993) Photolysis of a new insecticide KH502 [o,o-diethyl o-(1-phenyl-3-trifluoromethyl-5-pyrazoyl)thiophosphoric acid ester]. Korean J. Environ. Agric. 12:176-183
7 H.S. Lee, S. Jeong, K. Kim, J.H. Kim, S.K. Lee, B.H. Kang, and J.K. Roh (1997) In vitro metabolism of the new insecticide flupyrazofos by rat liver microsomes. Xenobiotica. 27:423-429
8 K. Kim, J.H. Kim, and Y.H. Kim (1997) Study on physiochemical properties of pesticides II-water solubility, hydrolysis, vapor pressure and octanol/water partition coefficient of flupyrazofos Agr. Chem. Biotechnol. 40 (I) : 76-79
9 Streitwieser A. (1961) Molecularorbital theory for organic chemists, New York: Wiley
10 K.J. Hwang, Y.-D. Gong, and G.H. Kim (1989) Preparation and testing of insecticidal phosphoric and thiophosphoric acid ester of 5-hydroxypyrazoles, compositions and use. Chemical Abstracts. 111:696
11 Sung-Bo Chemical Co. Report, Korea (1996)
12 J. Gasteiger and M. Marsili (1980) Iterative partial equalization of orbital electronegativity a rapid access to atomic charge, Tetrahedron 36:3219-3228
13 K.J. Hwang, Y.-D. Gong, and G.H. Kim (1989) US Patent No. 4822779
14 B.Y. Cho, and D.S. Han (1992) Thermal decomposition of a new insecticide, KH502 [o,o-diethyl-o-(1-phenyl-3-trifluoromethyl- 5-pyrazoyl)thiophosphoric acid ester]. Korean J. Environ. Agric. 11:225-243
15 R.D. Cramer, D.E. Patterson, and J.D. Bunce (1988) Comparative molecular field analysis (CoMFA). I. Effect of shape on binding of steroids to carrier proteins, J. Am. Chem. Soc. 110:5959-5967