Summary
Synthetic pyrethroids are pesticides derived from naturally occurring pyrethrins. Nowadays, they are one of the most commonly used insecticides. Synthetic pyrethroids are applied in many areas including agriculture, veterinary medicine, households, and public health. The chromatographic properties of 7 synthetic pyrethroids with known lipophilicity have been studied by use of planar chromatography. Reversed-phase and normal-phase thin-layer chromatography approaches were applied. The main goal of this study was to evaluate retention parameters as the possible measure of the lipophilicity of synthetic pyrethroids. Upon the obtained results, it can be concluded that the best chromatographic system to predict log P is reversed-phase thin-layer chromatography and a mixture of tetrahydrofuran and water (r = 0.972). This conclusion was also confirmed by the performed principal component analysis. Furthermore, the utilization of computational descriptors, calculated by Dragon software, showed which physicochemical properties of molecules govern the retention in normal-phase thin-layer chromatography.
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References
B. Wielgomas, M. Wiśniewski, W. Czarnowski, Biomed. Chromatogr. 28 (2014) 708–716.
A.J. Thatheyus, G.S. Deborah, Appl. Ecol. Env. Sci. 1 (2013) 33–36.
D.M. Soderlund, J.M. Clark, L.P. Sheets, L.S. Mullin, V.J. Piccirillo, D. Sargent, J.T. Stevens, M.L. Weiner, Toxicology 171 (2002) 3–59.
R. Kaliszan, Structure and Retention in Chromatography, A Chemometric Approach, Harwood Academic Publishers, Amsterdam, 1997.
R. Kaliszan, Quantitative Structure Chromatographic Retention Relationships, John Wiley & Sons, New York, NY, 1987.
Ł. Komsta, Anal. Chim. Acta 593 (2007) 224–237.
T. Bączek, M.M. Marszałł, R. Kaliszan, Ł. Walijewski, W. Makowiecka, B. Sparzak, Z. Grzonka, K. Wiśniewska, P. Juszczyk, Biomed. Chromatogr. 19 (2005) 1–8.
T. Baczek, A. Buciński, A.R. Ivanov, R. Kaliszan, Anal. Chem. 76 (2004) 1726–1732.
R. Kaliszan, H. Foks, Chromatographia 10 (1977) 346–349.
R. Kaliszan, Chem Rev. 107 (2007) 3212–3246.
K. Ciura, J. Nowakowska, P. Pikul, W. Struck-Lewicka, M.J. Markuszewski, J. AOAC Int. 98 (2015) 345–353.
A. Pyka, M. Miszczyk, Chromatographia 61 (2005) 37–42.
M. Janicka, B. Ościk-Mendyk, B. Tarasiuk, J. Planar Chromatogr. 17 (2004) 186–191.
N.U. Perisic-Janjic, B.Z. Jovanovic, J. Planar Chromatogr. 16 (2003) 71–75.
M. Janicka, in: M. Stoytcheva (ed.) Pesticides – Strategies for Pesticides Analysis, InTech, Rijeka, 2011, pp. 263–292.
E. Soczewiński, C.A. Wachtmeister, J. Chromatogr. A 7 (1962) 311–320.
M.L Bieganowska, A. Doraczynska-Szopa, A. Petruczynik, J. Planar Chromatogr. 8 (1995) 122–128.
http://www.atsdr.cdc.gov/ (last time accessed August 23, 2017).
http://www.chemspider.com/ (last time accessed August 23, 2017).
R. Todeschini, V. Consonni, Molecular Descriptors for Chemoinformatics, Volume I: Alphabetical Listing, Second Edition, Wiley, Weinheim, 2010.
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Nowakowska, J., Ciura, K., Kawczak, P. et al. Reversed-Phase and Normal-Phase Thin-Layer Chromatography and Their Application to the Lipophilicity Prediction of Synthetic Pyrethroids Based on Quantitative Structure—Retention Relationships. JPC-J Planar Chromat 31, 99–104 (2018). https://doi.org/10.1556/1006.2018.31.2.1
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DOI: https://doi.org/10.1556/1006.2018.31.2.1