Characterization of Metabolites of Fungicidal Cymoxanil in a Sensitive Strain of Botrytis cinerea

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• 作者：Frederique Tellier ; Rene Fritz ; Lucien Kerhoas ; Paul-Henri Ducrot ; Jacques Einhorn ; Abel Carlin-Sinclair ; Pierre Leroux
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2008
• 出版时间：September 10, 2008
• 年：2008
• 卷：56
• 期：17
• 页码：8050-8057
• 全文大小：302K
• 年卷期：v.56,no.17(September 10, 2008)
• ISSN：1520-5118

文摘

The metabolism of cymoxanil [1-(2-cyano-2-methoxyiminoacetyl)-3-ethyl urea] by a very sensitive strain of Botrytis cinerea toward this fungicide was studied by using [2-¹⁴C]-cymoxanil. Labeled cymoxanil was added either in a culture of this strain or in its enzymatic extract. The main metabolites, detected in biological samples, were isolated and identified by mass and NMR spectrometry. Their identification allowed us to show that this strain quickly metabolized cymoxanil according to at least three enzymatic pathways: (i) cyclization leading, after hydrolysis, to ethyl parabanic acid, (ii) reduction giving demethoxylated cymoxanil, and (iii) hydrolysis and reduction followed by acetylation leading to N-acetylcyanoglycine. In a cell-free extract of the same strain, only the first and the second enzymatic reactions, quoted above, occurred. Biological tests showed that, among all the metabolites, only N-acetylcyanoglycine is fungitoxic toward this sensitive strain.