Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans

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Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans. / Adhikari, Khem B; Laursen, Bente B; Gregersen, Per L; Schnoor, Heidi J; Witten, Marianne; Poulsen, Lars K; Jensen, Bettina M; Fomsgaard, Inge S.

In: Molecular Nutrition & Food Research, Vol. 57, No. 10, 12.2013, p. 1847-1858.

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaperJournal articleResearchpeer-review

Harvard

Adhikari, KB, Laursen, BB, Gregersen, PL, Schnoor, HJ, Witten, M, Poulsen, LK, Jensen, BM & Fomsgaard, IS 2013, 'Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans', Molecular Nutrition & Food Research, vol. 57, no. 10, pp. 1847-1858. https://doi.org/10.1002/mnfr.201300107

APA

Adhikari, K. B., Laursen, B. B., Gregersen, P. L., Schnoor, H. J., Witten, M., Poulsen, L. K., ... Fomsgaard, I. S. (2013). Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans. Molecular Nutrition & Food Research, 57(10), 1847-1858. https://doi.org/10.1002/mnfr.201300107

CBE

Adhikari KB, Laursen BB, Gregersen PL, Schnoor HJ, Witten M, Poulsen LK, Jensen BM, Fomsgaard IS. 2013. Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans. Molecular Nutrition & Food Research. 57(10):1847-1858. https://doi.org/10.1002/mnfr.201300107

MLA

Adhikari, Khem B et al. "Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans". Molecular Nutrition & Food Research. 2013, 57(10). 1847-1858. https://doi.org/10.1002/mnfr.201300107

Vancouver

Adhikari KB, Laursen BB, Gregersen PL, Schnoor HJ, Witten M, Poulsen LK et al. Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans. Molecular Nutrition & Food Research. 2013 Dec;57(10):1847-1858. https://doi.org/10.1002/mnfr.201300107

Author

Adhikari, Khem B ; Laursen, Bente B ; Gregersen, Per L ; Schnoor, Heidi J ; Witten, Marianne ; Poulsen, Lars K ; Jensen, Bettina M ; Fomsgaard, Inge S. / Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans. In: Molecular Nutrition & Food Research. 2013 ; Vol. 57, No. 10. pp. 1847-1858.

Bibtex

@article{77d44fbde6d34d2687ddb9b5db13202f,
title = "Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans",
abstract = "ScopeBenzoxazinoids, which are natural compounds recently identified in mature whole grain cereals and bakery products, have been suggested to have a range of pharmacological properties and health-protecting effects. There are no published reports concerned with the absorption and metabolism of bioactive benzoxazinoids in humans.Methods and resultsThe absorption, metabolism, and excretion of ten different dietary benzoxazinoids were examined by LC-MS/MS by analyzing plasma and urine from 20 healthy human volunteers after daily intake of 143 μmol of total benzoxazinoids from rye bread and rye buns. The results showed that 2-β-d-glucopyranosyloxy-1,4-benzoxazin-3-one (HBOA-Glc) and its oxidized analog, 2-β-d-glucopyranosyloxy-4-hydroxy-1,4-benzoxazin-3-one (DIBOA-Glc), were the major circulating benzoxazinoids. After consuming a benzoxazinoid diet for 1 week, morning urine contained eight benzoxazinoids with abundant HBOA-Glc (219 nmol × μmol−1 of creatinine). The sulfate and glucuronide conjugates of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA) were detected in plasma and urine, indicating substantial phase II metabolism. Direct absorption of lactam glycosides, the reduction of hydroxamic acid glycosides, glucuronidation, and sulfation were the main mechanisms of the absorption and metabolism of benzoxazinoids.ConclusionThese results indicate that following ingestion in healthy humans, a range of unmetabolized bioactive dietary benzoxazinoids and their sulfate and glucuronide conjugates appear in circulation and urine.",
keywords = "Benzoxazinoids, Bioactive, Humans, Metabolism, Rye bread",
author = "Adhikari, {Khem B} and Laursen, {Bente B} and Gregersen, {Per L} and Schnoor, {Heidi J} and Marianne Witten and Poulsen, {Lars K} and Jensen, {Bettina M} and Fomsgaard, {Inge S}",
year = "2013",
month = "12",
doi = "10.1002/mnfr.201300107",
language = "English",
volume = "57",
pages = "1847--1858",
journal = "Molecular Nutrition & Food Research",
issn = "1613-4125",
publisher = "Wiley-VCH Verlag",
number = "10",

}

RIS

TY - JOUR

T1 - Absorption and metabolic fate of bioactive dietary benzoxazinoids in humans

AU - Adhikari, Khem B

AU - Laursen, Bente B

AU - Gregersen, Per L

AU - Schnoor, Heidi J

AU - Witten, Marianne

AU - Poulsen, Lars K

AU - Jensen, Bettina M

AU - Fomsgaard, Inge S

PY - 2013/12

Y1 - 2013/12

N2 - ScopeBenzoxazinoids, which are natural compounds recently identified in mature whole grain cereals and bakery products, have been suggested to have a range of pharmacological properties and health-protecting effects. There are no published reports concerned with the absorption and metabolism of bioactive benzoxazinoids in humans.Methods and resultsThe absorption, metabolism, and excretion of ten different dietary benzoxazinoids were examined by LC-MS/MS by analyzing plasma and urine from 20 healthy human volunteers after daily intake of 143 μmol of total benzoxazinoids from rye bread and rye buns. The results showed that 2-β-d-glucopyranosyloxy-1,4-benzoxazin-3-one (HBOA-Glc) and its oxidized analog, 2-β-d-glucopyranosyloxy-4-hydroxy-1,4-benzoxazin-3-one (DIBOA-Glc), were the major circulating benzoxazinoids. After consuming a benzoxazinoid diet for 1 week, morning urine contained eight benzoxazinoids with abundant HBOA-Glc (219 nmol × μmol−1 of creatinine). The sulfate and glucuronide conjugates of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA) were detected in plasma and urine, indicating substantial phase II metabolism. Direct absorption of lactam glycosides, the reduction of hydroxamic acid glycosides, glucuronidation, and sulfation were the main mechanisms of the absorption and metabolism of benzoxazinoids.ConclusionThese results indicate that following ingestion in healthy humans, a range of unmetabolized bioactive dietary benzoxazinoids and their sulfate and glucuronide conjugates appear in circulation and urine.

AB - ScopeBenzoxazinoids, which are natural compounds recently identified in mature whole grain cereals and bakery products, have been suggested to have a range of pharmacological properties and health-protecting effects. There are no published reports concerned with the absorption and metabolism of bioactive benzoxazinoids in humans.Methods and resultsThe absorption, metabolism, and excretion of ten different dietary benzoxazinoids were examined by LC-MS/MS by analyzing plasma and urine from 20 healthy human volunteers after daily intake of 143 μmol of total benzoxazinoids from rye bread and rye buns. The results showed that 2-β-d-glucopyranosyloxy-1,4-benzoxazin-3-one (HBOA-Glc) and its oxidized analog, 2-β-d-glucopyranosyloxy-4-hydroxy-1,4-benzoxazin-3-one (DIBOA-Glc), were the major circulating benzoxazinoids. After consuming a benzoxazinoid diet for 1 week, morning urine contained eight benzoxazinoids with abundant HBOA-Glc (219 nmol × μmol−1 of creatinine). The sulfate and glucuronide conjugates of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA) were detected in plasma and urine, indicating substantial phase II metabolism. Direct absorption of lactam glycosides, the reduction of hydroxamic acid glycosides, glucuronidation, and sulfation were the main mechanisms of the absorption and metabolism of benzoxazinoids.ConclusionThese results indicate that following ingestion in healthy humans, a range of unmetabolized bioactive dietary benzoxazinoids and their sulfate and glucuronide conjugates appear in circulation and urine.

KW - Benzoxazinoids

KW - Bioactive

KW - Humans

KW - Metabolism

KW - Rye bread

U2 - 10.1002/mnfr.201300107

DO - 10.1002/mnfr.201300107

M3 - Journal article

VL - 57

SP - 1847

EP - 1858

JO - Molecular Nutrition & Food Research

JF - Molecular Nutrition & Food Research

SN - 1613-4125

IS - 10

ER -