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J Agric Food Chem


Title:Elucidating the transformation pattern of the cereal allelochemical 6-methoxy-2-benzoxazolinone (MBOA) and the trideuteriomethoxy analogue [D3]-MBOA in soil
Author(s):Etzerodt T; Nielsen ST; Mortensen AG; Christophersen C; Fomsgaard IS;
Address:"Chemical Institute, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen, Denmark"
Journal Title:J Agric Food Chem
Year:2006
Volume:54
Issue:4
Page Number:1075 - 1085
DOI: 10.1021/jf0509052
ISSN/ISBN:0021-8561 (Print) 0021-8561 (Linking)
Abstract:"To deduce the structure of the large array of compounds arising from the transformation pathway of 6-methoxybenzoxazolin-2-one (MBOA), the combination of isotopic substitution and liquid chromatography analysis with mass spectrometry detection was used as a powerful tool. MBOA is formed in soil when the cereal allelochemical 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) is exuded from plant material to soil. Degradation experiments were performed in concentrations of 400 microg of benzoxazolinone/g of soil for MBOA and its isotopomer 6-trideuteriomethoxybenzoxazolin-2-one ([D3]-MBOA). Previously identified metabolites 2-amino-7-methoxyphenoxazin-3-one (AMPO) and 2-acetylamino-7-methoxyphenoxazin-3-one (AAMPO) were detected. Furthermore, several novel compounds were detected and provisionally characterized. The environmental impact of these compounds and their long-range effects are yet to be discovered. This is imperative due to the enhanced interest in exploiting the allelopathic properties of cereals as a means of reducing the use of synthetic pesticides"
Keywords:Benzoxazoles/analysis/*metabolism *Deuterium Edible Grain/*chemistry Pesticides Pheromones/*metabolism Soil/*analysis;
Notes:"MedlineEtzerodt, Thomas Nielsen, Susan T Mortensen, Anne G Christophersen, Carsten Fomsgaard, Inge S eng Research Support, Non-U.S. Gov't 2006/02/16 J Agric Food Chem. 2006 Feb 22; 54(4):1075-85. doi: 10.1021/jf0509052"

 
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