Development of a pressurized liquid extraction–solid-phase extraction followed by liquid chromatography–electrospray ionization tandem mass spectrometry method for the quantitative determination of benzoxazolinones and their degradation products in agricultural soil

• Published in: Journal of Chromatography A Vol. 1179; no. 2; pp. 190 - 197
• Main Authors: Villagrasa, M., Guillamón, M., Navarro, A., Eljarrat, E., Barceló, D.
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01-02-2008; Amsterdam; New York: Elsevier; Elsevier
• Subjects: agricultural soils; Agronomy. Soil science and plant productions; Allelochemicals; Aminophenoxazinones; Analytical chemistry; Benzoxazinones; Benzoxazoles - analysis; benzoxazolinones; biodegradation; Biological and medical sciences; biopesticides; chemical residues; Chemistry; Chromatographic methods and physical methods associated with chromatography; Chromatography, High Pressure Liquid - methods; degradation products; electrospray ionization; Exact sciences and technology; extraction; Fundamental and applied biological sciences. Psychology; Liquid chromatograhy; liquid chromatography; Mass spectrometry; Other chromatographic methods; Physics, chemistry, biochemistry and biology of agricultural and forest soils; pressurized liquid extraction; quantitative analysis; Soil; Soil Pollutants - analysis; Soil science; solid phase extraction; Solid Phase Extraction - methods; Spectrometry, Mass, Electrospray Ionization - methods; tandem mass spectrometry; Tandem Mass Spectrometry - methods; Soil; Liquid chromatograhy; Benzoxazinones; Aminophenoxazinones; Mass spectrometry; Allelochemicals; Solid phase extraction; Tandem mass spectrometry; Chemical analysis; Lactam; HPLC chromatography; Solvent extraction; Organic carbamate; Electrospray; Chemical enrichment; Sample preparation; Bicyclic compound; Aromatic compound; Quantitative analysis; Oxygen nitrogen heterocycle; Trace analysis; Validation; Benzoxazole derivatives; Coupled method; Agricultural soil; Operating conditions; Pressure effect; Degradation product; Semiochemicals
• ISSN: 0021-9673
• DOI: 10.1016/j.chroma.2007.11.087

A new analytical method for the quantitative determination of benzoxazolinones and their degradation products in agricultural soils based on the use of pressurized liquid extraction (PLE) followed by solid-phase extraction (SPE) and then instrumental determination using liquid chromatography–electrospray ionization tandem mass spectrometry (LC–ESI–MS–MS) is described. Using this method, the characterization, separation and quantitative detection of a mixture of two benzoxazolinones, benzoxazolin-2-one (BOA) and 6-methoxybenzoxazolin-2-one (MBOA) and their degradation products, 2-aminophenol (APH),
N-(2-hydroxyphenyl)malonamic acid (HMPMA), 2-amino-3-H-phenoxazin-3-one (APO), 9-methoxy-2-amino-3-H-phenoxazin-3-one (AMPO), 2-acetylamino-3-H-phenoxazin-3-one (AAPO) and 2-acetylamino-9-methoxy-2-amino-3-H-phenoxazin-3-one (AAMPO) was achieved. The complete LC–ESI–MS–MS precursor–product ion fragmentation pathways for the degradation products of benzoxazolinones are described for the first time. Quantitative analysis was done in the multiple reaction mode using two specific combinations of precursor–product ion transitions for each compound. The optimized method was quality assessed by the measure of parameter as recovery, linearity, sensitivity, repeatability and reproducibility. Recoveries of the analytes ranged from 53 to 123%. The developed method offered improvements to the sensitivity as compared with our previously LC–MS method, with detection limits down to 2.4–21
ng/g of dry weight. This achievement allows us to identify and quantify for the first time degradation products of benzoxazolinones in real agricultural soil samples. Analytes were found in the range of 20.6–149
ng/g dry weight.