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Qualitative characterization of benzoxazinoid derivatives in whole grain rye and wheat by LC-MS metabolite profiling




TekijätHanhineva K, Rogachev I, Aura AM, Aharoni A, Poutanen K, Mykkänen H

Julkaisuvuosi2011

JournalJournal of Agricultural and Food Chemistry

Tietokannassa oleva lehden nimiJournal of agricultural and food chemistry

Lehden akronyymiJ Agric Food Chem

Vuosikerta59

Numero3

Aloitussivu921

Lopetussivu7

Sivujen määrä7

ISSN0021-8561

eISSN1520-5118

DOIhttps://doi.org/10.1021/jf103612u


Tiivistelmä
Benzoxazinoids are metabolites occurring in a restricted group of plant species including crops such as rye, wheat, and maize. Focus on the analysis of benzoxazinoid metabolites has typically been due to their importance to plant biochemistry and physiology as highly bioactive molecules that plants use as alleochemicals to defend themselves against predators and infections. However, the potential dietary contribution of these compounds has not been addressed. This study conducted a detailed qualitative characterization of benzoxazinoid metabolites present in the whole grain rye and processed fractions of rye bran, and their presence was also detected in whole grain wheat samples. Several novel benzoxazinoid metabolites of the hydroxamic acids (2,4-dihydroxy-1,4-benzoxazin-3-one, DIBOA; 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one, DIMBOA), lactams (2-hydroxy-1,4-benzoxazin-3-one, HBOA), and benzoxazolinones (1,3-benzoxazol-2-one, BOA) were identified, including double-hexose derivatives of DIBOA, DIMBOA, and HBOA. This paper presents an important addition to the information on the phytochemical composition of rye and wheat grains, which deserves attention in the discussion of the potential health-promoting effects of these grains.



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