bioactive benzoxazinoids in rye bread are absorbed and metabolized in pigs

Adhikari, Khem B.; Laursen, Bente B.; Lærke, Helle N.; Fomsgaard, Inge S.

doi:10.1021/jf2048492

Cited by 34Mycotoxins in Agriculture and FoodFood composition and propertiesPhytochemicals and Antioxidant Activities

bioactive benzoxazinoids in rye bread are absorbed and metabolized in pigs

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Adhikari, Khem B., Laursen, Bente B., Lærke, Helle N., Fomsgaard, Inge S.·2012·Journal of Agricultural and Food Chemistry

DOI 10.1021/jf2048492

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Abstract

Recently, bioactive benzoxazinoids were discovered in cereal grains and bakery products. In this study, we studied the uptake, distribution, and metabolism of these secondary metabolites using a pig model. Twelve benzoxazinoid compounds and their 4 transformation products were quantified in the pigs' diets and biofluids using high-performance liquid chromatography coupled to electrospray ionization triple quadrupole mass spectrometry. The 2-β-D-glucopyranosyloxy-4-hydroxy-1,4-benzoxazin-3-one (DIBOA-glc) was the most dominant benzoxazinoid (232 nmol/g DM) seconded by the double-hexose derivative of DIBOA (provisionally characterized here as DIBOA-glc-hex) in the rye-based diet. DIBOA-glc (derived from the diet and intestinal deglycosylation of DIBOA-glc-hex) was apparently reduced to 2-β-D-glucopyranosyloxy-1,4-benzoxazin-3-one (HBOA-glc), the most dominant benzoxazinoid in the blood (829 nmol/L). The benzoxazinoid compounds were excreted in the urine, with HBOA-glc (18 μmol/L) as a major metabolite. In this study, we determined for the first time the bioavailability of dietary benzoxazinoids that have high digestibility, distribution, and metabolism in mammals. These findings could be a milestone for the exploitation of healthful and pharmacological properties of benzoxazinoids.

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Benzoxazinoid metabolites have documented anti-inflammatory, immunoregulatory, and appetite-suppressing properties.
“These benzoxazinoid metabolites certainly deserve further investigation as potential contributors to the health effects of rye products because of some documented anti-inflammatory, immunoregulatory, and appetite-suppressing properties (176).”
From The food metabolome: a window over dietary exposure (2014) · cites this paper as [176]

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Authors: Adhikari, K. B., Laursen, B. B., Lærke, H. N., & Fomsgaard, I. S.
Affiliations: Aarhus University (DK)
Corresponding author: Fomsgaard, Inge S.
ORCID: Adhikari, Khem B.
Laursen, Bente B.
Lærke, Helle N.
Fomsgaard, Inge S.
Venue: Journal of Agricultural and Food Chemistry
Publisher: American Chemical Society (ACS)
Published: 2012-03-06
Volume: 60
Issue: 10
Pages: 2497-2506
ISSN: 0021-8561 (ISSN-L)
1520-5118
DOI: 10.1021/jf2048492
OpenAlex: W2049796539
Cited by: 34
References: 57
Citations by year: 2025: 1 · 2023: 1 · 2022: 2 · 2021: 2 · 2020: 3 · 2019: 2 · 2017: 3 · 2016: 3 · 2015: 5 · 2014: 6 · 2013: 4 · 2012: 2
FWCI: 6.20
Type: journal article
Language: en
Open access: green
pure.au.dk
Locations: Journal of Agricultural and Food Chemistry (publishedVersion)
PubMed (publishedVersion)
Topics: Life Sciences › Agricultural and Biological Sciences › Plant Science › Mycotoxins in Agriculture and Food
Health Sciences › Nursing › Nutrition and Dietetics › Food composition and properties
Health Sciences › Medicine › Biochemistry › Phytochemicals and Antioxidant Activities
Keywords: benzoxazinoids, rye bread, bioavailability, metabolism, pigs, urinary excretion, bakery products, bioactive compounds
MeSH terms: Animals, Biotransformation, Bread, Plant Extracts, Secale, Swine, Benzoxazines

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bioactive benzoxazinoids in rye bread are absorbed and metabolized in pigs

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