Document Detail


Elucidating the transformation pattern of the cereal allelochemical 6-methoxy-2-benzoxazolinone (MBOA) and the trideuteriomethoxy analogue [D3]-MBOA in soil.
MedLine Citation:
PMID:  16478219     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Thomas Etzerodt; Susan T Nielsen; Anne G Mortensen; Carsten Christophersen; Inge S Fomsgaard
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  54     ISSN:  0021-8561     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2006 Feb 
Date Detail:
Created Date:  2006-02-15     Completed Date:  2006-04-06     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1075-85     Citation Subset:  IM    
Affiliation:
Chemical Institute, University of Copenhagen, Universitetsparken 5, DK-2100 Copenhagen, Denmark.
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MeSH Terms
Descriptor/Qualifier:
Benzoxazoles / analysis,  metabolism*
Cereals / chemistry*
Deuterium*
Pesticides
Pheromones / metabolism*
Soil / analysis*
Chemical
Reg. No./Substance:
0/Benzoxazoles; 0/Pesticides; 0/Pheromones; 0/Soil; 532-91-2/6-methoxybenzoxazolinone; 7782-39-0/Deuterium

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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