Identification of nobiletin metabolites in mouse urine

Molecular Nutrition & Food Research
Shiming LiChi-Tang Ho

Abstract

Nobiletin, a major component of citrus polymethoxyflavones, has many potential significant health benefits. While the biological activities of nobiletin have been widely reported, its in vitro and in vivo metabolic fate has been rarely studied. To explore the biotransformation mechanism of nobiletin we conducted an investigation into its metabolic profile in mouse urine, by various analytical techniques. Due to sample amount limitations for isolating and characterizing an individual metabolite, two possible nobiletin metabolites were prepared in a similar multi-step organic synthetic route: 3'-hydroxy-5,6,7,8,4'-pentamethoxyflavone (3'-demethylnobiletin) and 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone (4'-demethylnobiletin). Normal phase (silica gel) and C(18) reverse phase chromatography, as well as liquid chromatography-mass spectrometry-mass spectrometry, were employed in the separation of 3'-demethylnobiletin and 4'-demethylnobiletin, however, without success due to the structural similarities of these mono-demethylated nobiletins. Using a chiral packed column eluted under supercritical fluid chromatography (SFC) conditions, a clear separation was achieved. Thus, by comparing the SFC profiles of metabolite mixtures with the s...Continue Reading

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Citations

Oct 2, 2009·Canadian Journal of Physiology and Pharmacology·Zhangfan MaoZongquan Sun
Oct 8, 2015·Molecular Nutrition & Food Research·Xian WuHang Xiao
Jan 16, 2016·Journal of Functional Foods·Xian WuHang Xiao
Jul 31, 2013·Molecular Nutrition & Food Research·Jinkai ZhengHang Xiao
Dec 25, 2009·Biomedical Chromatography : BMC·Shiming LiChi-Tang Ho
Sep 6, 2014·Clinical Psychopharmacology and Neuroscience : the Official Scientific Journal of the Korean College of Neuropsychopharmacology·Akira NakajimaKiyofumi Yamada
Sep 25, 2014·BioMed Research International·Liwen WangHui Zhao
May 25, 2016·Journal of Agricultural and Food Chemistry·Mingyue SongHang Xiao
Apr 28, 2020·Critical Reviews in Biotechnology·Zeinab T Abdel ShakourMohamed A Farag
Jul 13, 2019·International Journal of Molecular Sciences·Akira Nakajima, Yasushi Ohizumi
Apr 8, 2020·Critical Reviews in Food Science and Nutrition·Abhisek KarnJinkai Zheng
Jul 6, 2011·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·Nobuyuki KogaMasamichi Yano
May 26, 2010·Rapid Communications in Mass Spectrometry : RCM·Xi ShaoShengmin Sang
Mar 12, 2015·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·Yasushi Ohizumi
Jan 18, 2020·International Journal of Molecular Sciences·Xueyan YangRui Hai Liu
Jan 15, 2021·Comprehensive Reviews in Food Science and Food Safety·Meiyan WangShiming Li
Sep 4, 2020·Journal of Agricultural and Food Chemistry·Man ZhangQingrong Huang
Dec 2, 2014·Journal of Agricultural and Food Chemistry·Mihyang KimJaehong Han

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