SOIL TRANSFORMATION OF 2(3H)-BENZOXAZOLONE OF RYE INTO PHYTOTOXIC 2-AMINO-3H-PHENOXAZIN-3-ONE

被引:69
作者
GAGLIARDO, RW [1 ]
CHILTON, WS [1 ]
机构
[1] N CAROLINA STATE UNIV,DEPT BOT,BOX 7612,RALEIGH,NC 27695
关键词
2-AMINO-3H-PHENOXAZIN-3-ONE; 2(3H)-BENZOXAZOLONE; BOA; ORTHO-AMINOPHENOL; RYE; SECALE-CEREALE; SOIL TRANSFORMATION; PHYTOTOXICITY; ALLELOPATHY; BARNYARD GRASS; ECHINOCLOA-CRUS-GALLI;
D O I
10.1007/BF02751095
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Nonsterile soil transforms the rye metabolite 2(3H)-benzoxazolone (BOA) into 2-amino-3H-phenoxazin-3-one, which is an order of magnitude more toxic to barnyard grass than benzoxazolone. Benzoxazolone was recovered unchanged from sterile soil. However, o-aminophenol is converted to aminophenoxazinone by both sterile and nonsterile soil in the presence of air. Aminophenoxazinone is probably produced by microbial hydrolysis of benzoxazolone into o-aminophenol, which is oxidized to aminophenoxazinone in both sterile and nonsterile soil. No 2,2'-oxo-1,1'-azobenzene was found in any incubations of soil with benzoxazolone, o-aminophenol, or o-azophenol.
引用
收藏
页码:1683 / 1691
页数:9
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