Enantioselective behavior of metalaxyl in soil under repeated applications

10 páginas.-- 5 imágenes.-- 2 tablas.-- 52 referenciasBACKGROUND: Soil incubation and column leaching experiments were conducted to address the question of whether the type of formulation (unsupported versus clay supported) and repeated applications of the chiral fungicide (RS)-metalaxyl affected the enantioselectivity of its dissipation and leaching in a slightly alkaline, loamy sand agricultural soil. RESULTS: Regardless of the type of formulation and the number of fungicide applications, the R-enantiomer of metalaxyl was degraded faster than the S-enantiomer, but the individual degradation rates of R- and S-metalaxyl were highly affected by the different application regimes assayed (t1/2 = 2-104 days). Repeated applications accelerated the degradation of the biologically active R-metalaxyl enantiomer, whereas they led to slower degradation of the non-active S-metalaxyl enantiomer. The type of formulation had less influence on the dissipation rates of the enantiomers. For all formulations tested, soil column leachates became increasingly enriched in S-enantiomer as the number of fungicide applications was increased, and application of metalaxyl to soil columns as clay-based formulations reduced the leaching of both enantiomers. CONCLUSION: Pesticide application conditions can greatly influence the enantioselective dissipation of chiral pesticides in soil, and hence are expected to exert a great impact on both the biological efficacy and the environmental chiral signatures of pesticides applied as mixtures of enantiomers or racemates to agricultural soils. © 2015 Society of Chemical Industry.This work has been financed by the Spanish Ministry of Economy and Competitiveness (MINECO Project AGL2011-23779) and Junta de Andalucía (Research Group AGR-264), cofinanced by European FEDER-FSE funds (Operative Programme 2007-2013). Beatriz Gámiz thanks the Junta de Andalucía for a post-doctoral contract linked to the project P07-AGR-03077. María Adelino thanks MINECO for a predoctoral FPI fellowship. The authors also thank MJ Calderón (IRNAS, CSIC),MI Cardo (IRNAS, CSIC) and P Franco (Chiral Technologies Europe) for technical assistance, and Dr. S Redondo and Dr. E Mateos (University of Seville) for their help with the statistical treatment of the data.Peer reviewe

Effect of formulation and repeated applications on the enantioselectivity of metalaxyl dissipation and leaching in soil

10 páginas.-- 5 imágenes.-- 2 tablas.-- 52 referenciasBACKGROUND: Soil incubation and column leaching experiments were conducted to address the question of whether the type of formulation (unsupported versus clay supported) and repeated applications of the chiral fungicide (RS)-metalaxyl affected the enantioselectivity of its dissipation and leaching in a slightly alkaline, loamy sand agricultural soil. RESULTS: Regardless of the type of formulation and the number of fungicide applications, the R-enantiomer of metalaxyl was degraded faster than the S-enantiomer, but the individual degradation rates of R- and S-metalaxyl were highly affected by the different application regimes assayed (t1/2 = 2-104 days). Repeated applications accelerated the degradation of the biologically active R-metalaxyl enantiomer, whereas they led to slower degradation of the non-active S-metalaxyl enantiomer. The type of formulation had less influence on the dissipation rates of the enantiomers. For all formulations tested, soil column leachates became increasingly enriched in S-enantiomer as the number of fungicide applications was increased, and application of metalaxyl to soil columns as clay-based formulations reduced the leaching of both enantiomers. CONCLUSION: Pesticide application conditions can greatly influence the enantioselective dissipation of chiral pesticides in soil, and hence are expected to exert a great impact on both the biological efficacy and the environmental chiral signatures of pesticides applied as mixtures of enantiomers or racemates to agricultural soils. © 2015 Society of Chemical Industry.This work has been financed by the Spanish Ministry of Economy and Competitiveness (MINECO Project AGL2011-23779) and Junta de Andalucía (Research Group AGR-264), cofinanced by European FEDER-FSE funds (Operative Programme 2007-2013). Beatriz Gámiz thanks the Junta de Andalucía for a post-doctoral contract linked to the project P07-AGR-03077. María Adelino thanks MINECO for a predoctoral FPI fellowship. The authors also thank MJ Calderón (IRNAS, CSIC),MI Cardo (IRNAS, CSIC) and P Franco (Chiral Technologies Europe) for technical assistance, and Dr. S Redondo and Dr. E Mateos (University of Seville) for their help with the statistical treatment of the data.Peer reviewe