title: Transformation products of 2-benzoxazolinone (BOA) in soil.
abstract: Three degradation experiments were performed to examine the formation of transformation products from 2-benzoxazolinone (BOA) in different soil types and concentrations. In two experiments using BOA in low concentration (400 microgkg(-1)) only one unidentified transformation product was found, whereas in the degradation experiment in high concentration (400 mgkg(-1)) several metabolites occurred. Two of these metabolites, 2-amino-(3H)-phenoxazin-3-one (APO); and 2-acetylamino-(3H)-phenoxazin-3-one (AAPO) were synthesized to prove their identity. This is the first time that the successive formation of these types of compounds from BOA is shown in soil. A number of other APO related transformation products were detected and provisionally characterized. The formation of APO, which is a much more biologically active compound than BOA, and the concurrent formation of a number of other APO-related metabolites in soil underline the importance of performing transformation studies as part of the evaluation of the effect of allelochemicals on weeds and soil-borne diseases.
authors.affiliation: Danish Institute of Agricultural Sciences, Research Centre Flakkebjerg, DK-4200 Slagelse, Denmark.
authors.forename: Mia B
authors.initials: MB
authors.lastname: Gents
authors.forename: Susan T
authors.initials: ST
authors.lastname: Nielsen
authors.forename: Anne G
authors.initials: AG
authors.lastname: Mortensen
authors.forename: Carsten
authors.initials: C
authors.lastname: Christophersen
authors.forename: Inge S
authors.initials: IS
authors.lastname: Fomsgaard
mesh_terms: D001583:Benzoxazoles / Q000378:metabolism*; D001711:Biotransformation; D010078:Oxazines / Q000032:analysis; D063245:Plant Development; D012987:Soil; D012989:Soil Pollutants / Q000378:metabolism*
chemical_list: D001583:Benzoxazoles; D010078:Oxazines; D012987:Soil; D012989:Soil Pollutants; C005512:3-aminophenoxazone; C017057:benzoxazolone