Department of Botany, North Carolina State University, Box 7612, 27695-7612, Raleigh, North Carolina.
J Chem Ecol. 1993 Nov;19(11):2453-61. doi: 10.1007/BF00980682.
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.
小麦和玉米中的防御性环羟酰胺 7-甲氧基-2,4-二羟基-1,4(2H)-苯并恶嗪-3-酮（DIMBOA）和 7,8-二甲氧基-2,4-二羟基-1,4(2H)-苯并恶嗪-3-酮（DIM2BOA）在非无菌土壤中分别通过 6-甲氧基-2(3H)-苯并唑酮（MBOA）和 6,7-二甲氧基-2(3H)-苯并唑酮（M2BOA）转化为 2-氨基-7-甲氧基-3H-苯并恶嗪-3-酮和 2-氨基-4,6,7-三甲氧基-3H-苯并恶嗪-3-酮。土壤转化与黑麦代谢物 2(3H)-苯并唑酮（BOA）转化为 2-氨基-3H-苯并恶嗪-3-酮的过程相似。在无菌土壤中观察不到苯并恶嗪酮的转化。2-氨基-3H-苯并恶嗪-3-酮抑制稗草根芽伸长，但甲氧基化的氨基苯并恶嗪酮没有明显的抑制作用。
