TOXICITY AND SPR /SAR PROPERTIES OF ORGANOPHOSPHORUS INSECTICIDES USED IN AGRICULTURE
DOI:
https://doi.org/10.4314/jfas.v11i3.28Keywords:
Organophosphorus insecticide, structure, toxicity, drug-likeness, QSPRAbstract
The application of computational methods on the organophosphorus derivatives shows that, these toxic compounds will not have problems with oral bioavailability. The toxicity of Organophosphorus insecticide depends upon the nature and the environment of the bonds with different receptors. The P-O bond plays a very important role in the process of the poisoning action inside the body.
Calculated values of bond lengths, charges, dipole moments, heats of formation, drug-likeness and SPR/SAR properties, are reported in terms of the biological property/toxicity of organophosphorus insecticides, using the following quantum methods, ab initio/HF, and DFT/ B3LYP and PM3 method.
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References
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[40] Belaidi S, Omari M, Lanez T, and Dibi A , contribution a l’étude de la relation structure-activité dans des nouveaux macrolides antibiotiques, Journal of the Algerian Society of Chemistry, 2004,14, 27.
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[52] Petit J, Meurice N, Kaiser C and Maggiora G, Bioorg. Med. Chem. 2012, 20, 5343–5351, doi: 10.1016/j.bmc.2011.11.064
[2] Srivastava A, Jain S, and Nagawat A K. Quantum Matter, 2013, 2, 469, doi:10.18052/ www.scipress.com/ ILCPA.33.146
[3] Srivastava A, Saraf N, and Nagawat A K, Quantum Matter, 2013, 2, 401, doi: https: //doi.org/10.1166/qm. 2013.1071
[4] Srivastava A, Jain N, and Nagawat A K, Quantum Matter ,2013, 2, 307, doi: https://doi.org/10.1166/qm. 2013.1061
[5] Chang C M, Tseng H L, Jalbout A F, and de Leon A, J .Comput. Theor. Nanosci.2013, 10, 527-533,doi:https://doi.org/10.1166/jctn.2013.2730
[6] Jensen T L, Moxnes J, and Unneberg E, J. Comput.Theor. Nanosci. 2013, 10, 464-469, doi: 10.1166/ jctn.2013.2720
[7] Narayanan M and Peter A J, Quantum Matter 1, 2012, 53-58, doi: https://doi.org/10.1166 / qm.2012. 1005
[8] Cocoletzi G H and Takeuchi N, Quantum Matter 2, 2013, 382-387, doi: https:// doi.org/10.1166/ qm.2013.1068
[9] Ibrahim M and Elhaes H, Rev. Theor. Sci. 2013,1, 368-376, doi: https://doi.org/10.1166/rits.2013 .1012
[10] Anota E C, Hernández Cocoletzi H and Castro M J. Comput.Theor. Nanosci. 2013, 10, 2542-2546, doi: https://doi.org/10.1166/jctn.2013.3244
[11] Bazooyar F, Taherzadeh M, Niklasson C, and Bolton K, J. Comput.Theor. Nanosci. 2013, 10, 2639-2646, doi: https://doi.org/10.1166/jctn.2013.3263
[12] Langueur H, Kassali K, and Lebgaa N, Comput J. Theor. Nanosci. 2013,10, 86-94, doi: 10.1166 /jctn. 2012.2662
[13] Melkemi N and Belaidi S, Comput J. Theor. Nanosci. 2014, 11 801-806, doi: https:// doi.org/10.1166/jctn.2014.3431
[14] Narayanan M and Peter A J, Quantum Matter, 2012, 1, 53-58, doi: https://doi.org/10.1166/qm. 2012.1005
[15] Rossberg M, Chlorinated Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim, doi: 10.1002/14356007.a06_233.pub2
[16] Gribble G W, Acc. Chem. Res. 1998, 31, 141–15, doi:10.1021/ar9701777.
[17] Gruzdyev G S, the Chemical Protection of Plants, MIR Publishers, Moscow, 1983, Chap.6, 169.
[18] Lall R S, Structure Activity Relationship of Organophosphorus Insecticides, Asian J. Chem. 2, 37-42 (1990).
[19] Joydeep M, Raja Ch, Saikat S, Anjay V, Biplab D, Ravi T K, Synthesis and biological evaluation of some novel quinoxalinyl triazole derivatives, Der. Pharma. Chemica, 2009, 1, 188-198.
[20] Joachim P, Nathalie M, Christine K, Gerald M, Bioorg & Med. Chemistry. 2012, 20, 5343–5351, doi: 10.1016/j.bmc.2011.11.064.
[21] HyperChem (Molecular Modeling System) Hypercube, Inc., 1115 NW, 4th Street, Gainesville, FL 32601, USA (2007).
[22] Stewart J J P, Optimization of parameters for semiempirical methods I. Method, Journal of Computational Chemistry, 1989, 10, 221.
[23] Frisch M J, Trucks G W, Schlegel H B, Scuseria G E, A.Robb M, Cheeseman J R, Scalmani G, Barone V, Mennucci B, A.Petersson G, Nakatsuji H, Caricato M, Li X, Hratchian H P, Izmaylov A F, Bloino J, Zheng G, Sonnenberg J L, Hada M, Ehara M,
Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery J A, Peralta J E, Ogliaro F, Bearpark M, Heyd J J, Brothers E,
Kudin K N, Staroverov V N, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant J C, Iyengar S S, Tomasi J, Cossi M, Rega N, Millam J M, Klene M, Knox J E,
Cross J B, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann R E, Yazyev O, Austin A J, Cammi R, Pomelli C, Ochterski J W, Martin R L, Morokuma K, Zakrzewski V G, Voth G A, Salvador P, Dannenberg J J, Dapprich S, Daniels A. D, Farkas Foresman J. B, Ortiz J V, Cioslowski J, and Fox D J, Wallingford, CT, 2009.
[24] Murray J S, Sen K, Molecular Electrostatic Potentials, Concepts and Applications. Elsevier, Amsterdam, 1996.
[25] Alkorta I, Perez JJ. Molecular polarization potential maps of the nucleic acid bases, Int. J. Quant. Chem. 1996, 57, 123–135.
[26] Scrocco E, Tomasi J, Advances in Quantum Chemistry, Academic Press. P. Lowdin (Ed.) NewYork, 1978.
[27] Luque F J, Orozco M, Bhadane P K, Gadre S R J., Phys. Chem. 1993,97, 9380–9384, doi: 10.1021/j100119a022
[28] Sponer J, Hobza P, Int. J. Quant. Chem. 1996, 57, 959–970, doi: org/10.1002/(SICI)1097-461X(1996)57:5<959::AID-QUA16>3.0.CO;2-S
[29] Kumar S R, Vijay N, Amarendra K, Onkar P, Leena S, Theoretical Studies on the Isomers of Quinazolinone by first Principles, Research Journal of Recent Sciences, 2012, 1, 11-18.
[30] Miessler G L and. Tarr D A, Inorganic Chemistry, 2nd edn. Prentice-Hall, 1999, pp. 181–185.
[31] Viswanadhan V N, Ghose A K, Revankar G N, and Robins R K, J. Chem. Inf. Comput. Sci. 1989, 29, 163, doi: https://doi.org/10.1021/ci00063a006
[32] Ghose K and Crippen G M, J. Chem. Inf. Comput. Sci. 1987, 27, 21, doi:10.1021/ci00053a005
[33] Bodor N, Gabanyi Z, and Wong C, J. Am. Chem. Soc. 1989,111, 3783, doi:https://doi.org/10.1021/ja00193a003
[34] Gavezzotti A, J. Am. Chem. Soc. 1983,100, 5220, doi: https://doi.org/10.1021/ja00354a007
[35] Miller K J, J. Am. Chem. Soc. 1990,112, 8533, doi: https://doi.org/10.1021/ja00179a044
[36] Ooi T, Oobatake M, Nemethy G, and Scheraga H A, Proc. Natl. Acad. Sci. USA, 1987,84, 3086, doi: 10.1073/pnas.84.10.3086
[37] Belaidi S, Dibi A, and Omari M, A conformational exploration of dissymmetric macrolides antibiotic, Turkish Journal of Chemistry, 2002, 26, 491.
[38] Belaidi S, Laabassi M, Gree R, and Botrel A, Analyse multiconformationnelle des macrolides symétriques de 12 à 28 chaînons basée sur la mécanique moléculaire, Scientific Study and Research, 2003,4, 27.
[39] Belaidi S, Lanez T, Omari M, and Botrel A, Quantitative conformational analysis of dissymmetric macrolides by molecular modeling, Asian Journal of Chemistry , 2005,17, 859.
[40] Belaidi S, Omari M, Lanez T, and Dibi A , contribution a l’étude de la relation structure-activité dans des nouveaux macrolides antibiotiques, Journal of the Algerian Society of Chemistry, 2004,14, 27.
[41] Belaidi S, Laabassi M, Grée R, and Botrel A, Nouvelle approche de la stéréosélectivité dans des macrolides antibiotiques à 20 chaînons par la modélisation moléculaire, Revue Roumaine de Chimie, 2005, 50, 759.
[42] Belaidi S and Harkati D, ISRN Organic Chemistry, 2011, 5, 594242, doi:10.5402/2011/594242.
[43] Kerns E H and Di L, Drug-like Properties. Concepts, Structure Design and Methods: from ADME to Toxicity Optimization, Academic Press, USA, 2008, pp. 43–47
[44] Pliska V, Testa B, van de Waterbeemd H, Mannhold R, Kubinyi H, and Timmerman H, Lipophilicity in Drug Action and Toxicology, Wiley-VCH, Federal Republic of Germany ,1996
[45] Darvesh S, McDonald R S, Darvesh K V, Mataija D, Conrad S, Gomez G, Walsh R, and Martin E, Bioorganic and Medicinal Chemistry ,2007,15, 63-67, doi: 10.1016/j.bmc.2007.06.060
[46] TAMMO, Theoretical Analysis of Molecular Membrane Organization, Editions CRC Press, Boca Raton, Florida, USA, 1995.
[47] Deleu M, Synthesis of surfactin derivatives and study their properties, Ph.Thesis D., FUSAGX, Belgium, 2000.
[48] Kier L B, Molecular Orbital Theory in Drug Research, Academic Press, New York, 1981.
[49] Fahn S. Systematic therapy of distonia, Can. J. Neural Sci. 1987, 14, 528
[50] Lipinski C A, Lombardo F, Dominy B W and Feeney P J, Computational Approaches to Estimate Solubility and Permeability in Drug Discovery and Development Settings, Adv. Drug Deliv. Rev. 2012,4, 17.
[51] Vistoli G, Pedretti A and Testa B, Despite tremendous progress in the field of drug discovery, there is a high rate of failure of drug, Drug. Discov. Today, 2008, 13, 285-294.
[52] Petit J, Meurice N, Kaiser C and Maggiora G, Bioorg. Med. Chem. 2012, 20, 5343–5351, doi: 10.1016/j.bmc.2011.11.064
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Published
2019-08-31
How to Cite
GUIMEUR, K.; ALMI, Z.; BELAIDI, S. TOXICITY AND SPR /SAR PROPERTIES OF ORGANOPHOSPHORUS INSECTICIDES USED IN AGRICULTURE. Journal of Fundamental and Applied Sciences, [S. l.], v. 11, n. 3, p. 1455–1472, 2019. DOI: 10.4314/jfas.v11i3.28. Disponível em: https://jfas.info/index.php/JFAS/article/view/563. Acesso em: 30 jan. 2025.
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