Concentration of benzoxazinoids in roots of field-grown wheat (Triticum aestivum L.) varieties.
Benzoxazinones are naturally occurring secondary metabolites of some Gramineae plants, responsible for their resistance to some pathogenic fungi and for their allelopathic action. Six varieties of winter wheat grown in fields under organic or conventional systems and 11 old accessions were tested for two consecutive seasons and three plant development stages for the concentration in their roots of cyclic hydroxamic acids and their degradation products. This is the first report of six benzoxazinones analyzed in plants grown in the field. An analytical technique employing LC-DAD was used for determination. It was shown that 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one, its degradation product 6-methoxybenzoxazolin-2-one, and the lactam 2-hydroxy-7-methoxy-1,4-benzoxazin-2-one were predominant compounds in all tested samples. Their concentrations significantly differed with plant development stage and season, but no significant differences were found between varieties and between plant cultivation systems. The concentrations of 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA) and its degradation product benzoxazolin-2-one (BOA) were much lower, ranging from 60 to 430 mg/kg of dry matter, depending on accession, stage of development, and season. There was no significant difference found between plants grown in different cultivation systems, but there were significant differences between old and new varieties; concentrations of DIBOA and its derivatives were significantly lower in old accessions. It was concluded that the concentrations of DIBOA and BOA, which are precursors of highly fungicidal 2-aminophenol, 2-amino-3H-phenoxazin-3-one, and 2-acetylamino-3H-phenoxazin-3-one, are theoretically high enough to protect plants against some soilborne pathogens.
Stochmal
Anna
A
Department of Biochemistry, Institute of Soil Science and Plant Cultivation, ul. Czartoryskich 8, 24-100 Pulawy, Poland.
Kus
Jan
J
Martyniuk
Stefan
S
Oleszek
Wieslaw
W
D048588:Benzoxazines / Q000032:analysis*; D001583:Benzoxazoles / Q000032:analysis; D002851:Chromatography, High Pressure Liquid; D006877:Hydroxamic Acids / Q000032:analysis; D010078:Oxazines / Q000032:analysis; D010675:Pheromones / Q000032:analysis; D018517:Plant Roots / Q000737:chemistry*; D014908:Triticum / Q000737:chemistry* / Q000254:growth & development
D048588:Benzoxazines; D001583:Benzoxazoles; D006877:Hydroxamic Acids; D010078:Oxazines; D010675:Pheromones; C017057:benzoxazolone; C104846:2,4-dihydroxy-1,4-benzoxazin-3-one