Department of Botany, North Carolina State University, Box 7612, 27695-7612, Raleigh, North Carolina.
J Chem Ecol. 1992 Oct;18(10):1683-91. doi: 10.1007/BF02751095.
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 intoo-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, oro-azophenol.
非无菌土壤将黑麦代谢物 2(3H)-苯并恶唑酮（BOA）转化为 2-氨基-3H-苯并恶嗪-3-酮，后者对稗草的毒性比苯并恶唑酮高一个数量级。苯并恶唑酮在无菌土壤中没有变化。然而，在有氧存在的情况下，无菌和非无菌土壤都会将邻氨基酚转化为氨基酚恶嗪酮。氨基酚恶嗪酮可能是微生物将苯并恶唑酮水解成邻氨基酚产生的，邻氨基酚在无菌和非无菌土壤中都被氧化成氨基酚恶嗪酮。在苯并恶唑酮、邻氨基酚或邻偶氮苯酚与土壤的任何孵育中均未发现 2,2'-氧代-1,1'-偶氮苯。
