Abstract
This paper reports the study of the photodegradation reactions that tricyclazole can naturally undergo, under the action of sunlight, in aqueous solutions of standard tricyclazole and of the commercial BEAMTM formulation. The analyses are carried out by ultra-high performance liquid chromatography technique coupled with high-resolution tandem mass spectrometry. Analysis of both tricyclazole and BEAMTM water solutions undergone to hydrolysis does not evidence new chromatographic peaks with respect to the not treated solutions. On the contrary, analysis of the same samples subjected to sunlight irradiation shows a decreased intensity of tricyclazole signal and the presence of new chromatographic peaks. Two photodegradation products of tricyclazole have been identified, one of which has been also quantified, being the commercial standard available. The pattern is similar for the solutions of the standard fungicide and of the BEAMTM formulation. The results obtained from eco-toxicological tests show that toxicity of tricyclazole standard solutions is greater than that of the irradiated ones, whereas toxicity levels of all the BEAMTM solutions investigated (non-irradiated, irradiated, and hydrolyzed) are comparable and lower than those shown by tricyclazole standard solutions. Experiments performed in paddy water solution show that there is no difference in the degradation products formed.
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Bottaro M, Frascarolo P, Gosetti F, Mazzucco E, Gianotti V, Polati S, Pollici E, Piacentini L, Pavese G, Gennaro MC (2008) Hydrolytic and photoinduced degradation of tribenuron methyl studied by HPLC-DAD-MS/MS. J Am Soc Mass Spectrom 19:1221–1229
Fernandes MC, Cox L, Hermosin MC, Cornejo J (2006) Organic amendments affecting sorption, leaching and dissipation of fungicides in soils. Pest Manag Sci 62:1207–1215
Gosetti F, Bottaro M, Gianotti V, Mazzucco E, Frascarolo P, Zampieri D, Oliveri C, Viarengo A, Gennaro MC (2010a) Sun light degradation of 4-chloroaniline in waters and its effect on toxicity. A high performance liquid chromatography—diode array—tandem mass spectrometry study. Environ Pollut 158:592–598
Gosetti F, Chiuminatto U, Zampieri D, Mazzucco E, Marengo E, Gennaro MC (2010b) A new on-line solid phase extraction high performance liquid chromatography tandem mass spectrometry method to study the sun light photodegradation of mono-chloroanilines in river water. J Chromatogr A 1217:3427–3434
Gosetti F, Mazzucco E, Zampieri D, Gennaro MC (2010c) Signal suppression/enhancement in high-performance liquid chromatography tandem mass spectrometry. J Chromatogr A 1217:3929–3937
Jeong SA, Thapa SP, Park HR, Choi NG, Hur JH (2012) Distribution and persistence of tricyaclazole in agricultural field soils. Bull Environ Contam Toxicol 89:1181–1185
Liu J, Min H, Ye L (2008) The negative interaction between the degradation of phenanthrene and tricyclazole in medium, soil and soil/compost mixture. Biodegradation 19:695–703
Miller JN, Miller JC (2000) Statistics and chemometrics for analytical chemistry. Prentice Hall, New York
Normative ISO 11348–3 (2009) Water quality - determination of the inhibitory effect of water samples on the light emission of Vibrio Fischeri (Luminescent bacteria test)
Normative ISO 6060 (1989) Water quality determination of chemical oxygen demand
Padovani L, Capri E, Padovani C, Puglisi E, Trevisan M (2006) Monitoring tricyclazole residues in rice paddy watersheds. Chemosphere 62:303–314
Pareja L, Martinez-Bueno MJ, Cesio V, Heinzen H, Fernandez-Alba AR (2011) Trace analysis of pesticides in paddy field water by direct injection using liquid chromatography–quadrupole–linear ion trap-mass spectrometry. J Chromatogr A 1218:4790–4798
Pareja L, Colazzo M, Pérez-Parada A, Besil N, Heinzen H, Böcking B, Cesio V, Fernández-Alba AR (2012) Occurrence and distribution study of residues from pesticides applied under controlled conditions in the field during rice processing. J Agric Food Chem 60:4440–4448
Phong TK, Nhung DTT, Motobayashi T, Thuyet DQ, Watanabe H (2009a) Fate and transport of nursery-box-applied tricyclazole and imidacloprid in paddy fields. Water Air Soil Pollut 202:3–12
Phong TK, Nhung DTT, Yamazaki K, Takagi K, Watanabe H (2009b) Behavior of sprayed tricyclazole in rice paddy lysimeters. Chemosphere 74:1085–1089
Tang T, Qian K, Shi T, Wang F, Li J, Cao Y (2010) Determination of triazole fungicides in environmental water samples by high performance liquid chromatography with cloud point extraction using polyethylene glycol 600 monooleate. Anal Chim Acta 680:26–31
Tsochatzis ED, Menkissoglu-Spiroudi U, Karpouzas DG, Tzimou-Tsitouridou R (2010) A multi-residue method for pesticide residue analysis in rice grains using matrix solid-phase dispersion extraction and high-performance liquid chromatography–diode array detection. Anal Bioanal Chem 397:2181–2190
Tsochatzis ED, Tzimou-Tsitouridou R, Menkissoglu-Spiroudi U, Karpouzas DG, Papageorgiou M (2012) Development and validation of an HPLC-DAD method for the simultaneous determination of most common rice pesticides in paddy water systems. Int J Environ Anal Chem 92:548–560
Tsochatzis ED, Tzimou-Tsitouridou R, Menkissoglu-Spiroudi U, Karpouzas DG, Katsantonis D (2013) Laboratory and field dissipation of penoxsulam, tricyclazole and profoxydim in rice paddy systems. Chemosphere 91:1049–1057
WHO (2010) The WHO recommended classification of pesticides by hazards and guideline to classification: 2009. WHO, Geneva
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This research was funded by Ministry of Agricultural, Food and Forestry Policies (Rome, Italy) and was conducted within the project Poloriso. The authors are grateful to Professor Aldo Viarengo for the scientific collaboration.
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Gosetti, F., Chiuminatto, U., Mazzucco, E. et al. Ultra-high performance liquid chromatography tandem high-resolution mass spectrometry study of tricyclazole photodegradation products in water. Environ Sci Pollut Res 22, 8288–8295 (2015). https://doi.org/10.1007/s11356-014-3983-4
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DOI: https://doi.org/10.1007/s11356-014-3983-4