Metabolites of dietary atractyligenin glucoside in coffee drinkers' urine. (30th March 2023)

• Record Type: Journal Article
• Authors: Lang, Roman; Beusch, Anja; Dirndorfer, Sebastian
• Is Part Of: Food chemistry. Volume 405:Part B(2023)
• Publication Date: 2023-03-30
• Subjects: UHPLC ToF MS Ultrahighperformance liquid chromatography Time-of-Flight mass spectrometry -- NMR Nuclear magnetic resonance; Atractyligenin -- Coffee -- Metabolites; Food -- Analysis -- Periodicals; Food -- Composition -- Periodicals; 664
• DOI: 10.1016/j.foodchem.2022.135026
• Languages: English
• ISSNs: 0308-8146

Abstract

Graphical abstract: Highlights: Metabolites of dietary atractyligenin glucosides from coffee are excreted in urine. Atractyligenin-19-O- β -d -glucuronide was the predominant metabolite. Abstract: Arabica roast coffee contains a substantial amount of water soluble atractyligenin-2-O-β-d -glucoside, which is ingested by consumption of coffee brew. Metabolomics data suggest this coffee compound is excreted as glucuronides, but the structures of conjugates have not been elucidated so far. We collected coffee drinkers' urine and isolated four metabolites by MS-guided liquid chromatographic fractionation. The structures were investigated by nuclear magnetic resonance (NMR) and time-of-flight mass spectrometry (ToF-MS) and identified as atractyligenin-19-O-β-d -glucuronide (M1 ), 2β-hydroxy-15-oxoatractylan-4α-carboxy-19-O-β-d -glucuronide (M2 ), and 2β-hydroxy-15-oxoatractylan-4α-carboxylic acid-2-O-β-d -glucuronide (M3 ). An unconjugated metabolite (M4 ) was confirmed as atractyligenin. We analyzed spot urines from n = 6 coffee drinking individuals and detected the metabolites M1, M2 and M4 in every sample, and M3 in four out of six samples, suggesting interindividual differences in metabolism.