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Literature DB >> 24248702

Soil transformation of wheat and corn metabolites mboa and DIM2BOA into aminophenoxazinones.

Abstract

The defensive cyclic hydroxamates 7-methoxy-2,4-dihydroxy-1,4(2H)-benzoxazin-3-one (DIMBOA) and 7,8-dimethoxy-2,4-dihydroxy-1,4(2H)-benzoxazin-3-one (DIM2BOA) of wheat and corn are transformed in nonsterile soil, via 6-methoxy-2(3H)-benzoxazolone (MBOA) and 6,7-dimethoxy-2(3H)-benzoxazolone (M2BOA) respectively, into 2-amino-7-methoxy-3H-phenoxazin-3-one and 2-amino-4,6,7-trimethoxy-3H-phenoxazin-3-one. The soil transformation is similar of that undergone by the rye metabolite 2(3H)-benzoxazolone (BOA) into 2-amino-3H-phenoxazin-3-one. The transformations to phenoxazinones are not observed in sterile soil. The 2-amino-3H-phenoxazin-3-one inhibits barnyard grass radicle elongation, but the methoxylated aminophenoxazinones are not significantly inhibitory.

Entities: Chemical Disease Species

Year: 1993 PMID： 24248702 DOI： 10.1007/BF00980682

Source DB: PubMed Journal: J Chem Ecol ISSN： 0098-0331 Impact factor: 2.626

8 in total

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Journal: J Chem Ecol Date: 1992-10 Impact factor: 2.626

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8 in total

5 in total

1. Biotransformation of 2-benzoxazolinone to 2-amino-(3H)-phenoxazin-3-one and 2-acetylamino-(3H)-phenoxazin-3-one in soil.

Authors: Anders G Understrup; Sabine Ravnskov; Hans C B Hansen; Inge S Fomsgaard
Journal: J Chem Ecol Date: 2005-05 Impact factor: 2.626

2. Identification of intermediate and branch metabolites resulting from biotransformation of 2-benzoxazolinone by Fusarium verticillioides.

Authors: A E Glenn; F I Meredith; W H Morrison; C W Bacon
Journal: Appl Environ Microbiol Date: 2003-06 Impact factor: 4.792