Reductive Metabolism of Xanthohumol and 8‐Prenylnaringenin by the Intestinal Bacterium Eubacterium ramulus
| Autor: | Paul R. Blakemore, Adrian F. Gombart, Ryszard A. Zielke, Jan F. Stevens, Liping Yang, Claudia S. Maier, Layhna S. Plagmann, Ines L. Paraiso, Aleksandra E. Sikora |
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| Rok vydání: | 2018 |
| Předmět: |
0301 basic medicine
Humulus lupulus Xanthones Flavonoid Microbial metabolism Article 03 medical and health sciences chemistry.chemical_compound Tandem Mass Spectrometry 8-Prenylnaringenin Flavonoids chemistry.chemical_classification Propiophenones 030109 nutrition & dietetics biology Isoxanthohumol Eubacterium food and beverages Metabolism biology.organism_classification Intestines 030104 developmental biology chemistry Biochemistry Polyphenol Flavanones Xanthohumol Food Science Biotechnology |
| Zdroj: | Molecular Nutrition & Food Research. 63:1800923 |
| ISSN: | 1613-4133 1613-4125 |
| DOI: | 10.1002/mnfr.201800923 |
| Popis: | 1. SCOPE: The intestinal microbiota transforms a wide range of available substrates, including polyphenols. Microbial catabolites of polyphenols can contribute in significant ways to the health promoting properties of their parent polyphenols. This work aimed to identify intestinal metabolites of xanthohumol (XN), a prenylated flavonoid found in hops (Humulus lupulus) and beer, as well as to identify pathways of metabolism of XN in the gut. 2. METHODS AND RESULTS: To investigate intestinal metabolism, XN and related prenylated flavonoids, isoxanthohumol (IX) and 8-prenylnaringenin (8PN) were added to growing cultures of intestinal bacteria, Eubacterium ramulus and E. limosum. We used liquid chromatography coupled with mass spectrometry to identify metabolites of the flavonoids from the cultures. The metabolic capacity of E. limosum appears to be limited to O-demethylation. Evidence from our study indicates that E. ramulus hydrogenates XN to form α,β-dihydroxanthohumol (DXN) and metabolizes the potent phytoestrogen 8PN into the chalcones, O-desmethylxanthohumol (DMX) and O-desmethyl-α,β-dihydroxanthohumol (DDXN). 3. CONCLUSION: Microbial metabolism is likely to affect both activity and toxicity of XN and derivatives. This study along with others highlights that attention should be focused on metabolites, in particular, products of intestinal microbial metabolism. |
| Databáze: | OpenAIRE |
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