Xanthohumol metabolites in faeces of rats

• Published in: Phytochemistry (Oxford) Vol. 65; no. 5; pp. 561 - 570
• Main Authors: Nookandeh, Aslieh, Frank, Norbert, Steiner, Frank, Ellinger, Renate, Schneider, Bernd, Gerhäuser, Clarissa, Becker, Hans
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.03.2004; Elsevier
• Subjects: Animal and plant ecology; Animal, plant and microbial ecology; Animals; Biochemistry & Molecular Biology; Biological and medical sciences; Biotransformation; Cannabaceae; Chalcones; Chromatography, High Pressure Liquid - methods; Faeces; Feces - chemistry; Female; Flavanones; Flavonoids; Fundamental and applied biological sciences. Psychology; General aspects; HPLC-NMR; Humulus lupulus; Life Sciences & Biomedicine; Mass Spectrometry; Metabolites; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Plant Sciences; Propiophenones - metabolism; Propiophenones - pharmacokinetics; Rat; Rats; Rats, Sprague-Dawley; Science & Technology; Synecology; Xanthohumol; Chalcones; Metabolites; Rat; Xanthohumol; Humulus lupulus; Flavanones; HPLC-NMR; Cannabaceae; Faeces; chalcones; rat; HOP; metabolites; flavanones; faeces; PRENYLATED CHALCONES; HUMULUS-LUPULUS; INHIBITORS; xanthohumol; Molecular structure; Metabolite; Rodentia; Hop; Cannabidaceae; Flavonoid; Chalcone; Flavanone derivatives; Vertebrata; Mammalia; Dicotyledones; Animal; Angiospermae; Isolation; Spermatophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2003.11.016

Xanthohumol ( 1), isolated from hop, was fed to rats in a dose of 1000 mg kg −1 body weight. The faeces of the animals were collected after 24 and 48 h and analysed for metabolites of 1. Approximately 89% of the recovered flavonoid-compounds consisted of unchanged 1. Sixteen metabolites and six previously known metabolites were isolated and characterized by coupling techniques (HPLC–NMR, HPLC–MS and HPLC–DAD). Their structures were elucidated by spectroscopic methods, especially using NMR spectroscopy. Twenty metabolites had a modified chalcone structure and two metabolites were flavanone derivatives. In vivo metabolites of xanthohumol from rat faeces are described.