Literature DB >> 18703644

Isolation and identification of urinary metabolites of berberine in rats and humans.

Feng Qiu1, Zhiyong Zhu, Ning Kang, Shujuan Piao, Gengyao Qin, Xinsheng Yao.   

Abstract

The urinary metabolites of berberine, an isoquinoline alkaloid isolated from several Chinese herbal medicines, were investigated in rats and humans. Using macroporous adsorption resin chromatography, open octadecyl silane column chromatography and preparative high-performance liquid chromatography, we isolated seven metabolites (HM1-HM7) from human urine and five metabolites (RM1-RM5) from rat urine after oral administration. Their structures were elucidated by enzymatic deconjugation and analyses of mass spectrometry, (1)H NMR, and nuclear Overhauser effect spectroscopy spectra. Besides the three known metabolites demethyleneberberine-2-O-sulfate (HM1 and RM3), jatrorrhizine-3-O-sulfate (HM5), and thalifendine (RM5), six new metabolites were identified, namely, jatrorrhizine-3-O-beta-D-glucuronide (HM2), thalifendine-10-O-beta-D-glucuronide (HM3), berberrubine-9-O-beta-D-glucuronide (HM4 and RM2), 3,10-demethylpalmatine-10-O-sulfate (HM6 and RM4), columbamin-2-O-beta-D-glucuronide (HM7), and demethyleneberberine-2,3-di-O-beta-D-glucuronide (RM1). These findings suggest that berberine undergoes similar biotransformation in rats and humans. Possible metabolic pathways of berberine in rats and humans are proposed.

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Year:  2008        PMID: 18703644     DOI: 10.1124/dmd.108.021659

Source DB:  PubMed          Journal:  Drug Metab Dispos        ISSN: 0090-9556            Impact factor:   3.922


  23 in total

1.  In vitro assessment of the glucose-lowering effects of berberrubine-9-O-β-D-glucuronide, an active metabolite of berberrubine.

Authors:  Na Yang; Run-Bin Sun; Xing-Long Chen; Le Zhen; Chun Ge; Yu-Qing Zhao; Jun He; Jian-Liang Geng; Jia-Hua Guo; Xiao-Yi Yu; Fei Fei; Si-Qi Feng; Xuan-Xuan Zhu; Hong-Bo Wang; Feng-Hua Fu; Ji-Ye Aa; Guang-Ji Wang
Journal:  Acta Pharmacol Sin       Date:  2017-01-02       Impact factor: 6.150

2.  Secondary Metabolites from the Leaves of the Medicinal Plant Goldenseal (Hydrastis canadensis).

Authors:  Martha Leyte-Lugo; Emily R Britton; Daniel H Foil; Adam R Brown; Daniel A Todd; José Rivera-Chávez; Nicholas H Oberlies; Nadja B Cech
Journal:  Phytochem Lett       Date:  2017-04-15       Impact factor: 1.679

3.  Different structures of berberine and five other protoberberine alkaloids that affect P-glycoprotein-mediated efflux capacity.

Authors:  Yi-Ting Zhang; Yu-Qi Yu; Xiao-Xia Yan; Wen-Jie Wang; Xiao-Ting Tian; Le Wang; Wei-Liang Zhu; Li-Kun Gong; Guo-Yu Pan
Journal:  Acta Pharmacol Sin       Date:  2018-11-15       Impact factor: 6.150

Review 4.  Cancer prevention and therapy through the modulation of the tumor microenvironment.

Authors:  Stephanie C Casey; Amedeo Amedei; Katia Aquilano; Asfar S Azmi; Fabian Benencia; Dipita Bhakta; Alan E Bilsland; Chandra S Boosani; Sophie Chen; Maria Rosa Ciriolo; Sarah Crawford; Hiromasa Fujii; Alexandros G Georgakilas; Gunjan Guha; Dorota Halicka; William G Helferich; Petr Heneberg; Kanya Honoki; W Nicol Keith; Sid P Kerkar; Sulma I Mohammed; Elena Niccolai; Somaira Nowsheen; H P Vasantha Rupasinghe; Abbas Samadi; Neetu Singh; Wamidh H Talib; Vasundara Venkateswaran; Richard L Whelan; Xujuan Yang; Dean W Felsher
Journal:  Semin Cancer Biol       Date:  2015-04-10       Impact factor: 15.707

5.  Berberine suppresses intestinal disaccharidases with beneficial metabolic effects in diabetic states, evidences from in vivo and in vitro study.

Authors:  Li Liu; Yun-Li Yu; Jian-Song Yang; Yang Li; Yao-Wu Liu; Yan Liang; Xiao-Dong Liu; Lin Xie; Guang-Ji Wang
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2010-03-13       Impact factor: 3.000

6.  CYP2D plays a major role in berberine metabolism in liver of mice and humans.

Authors:  Ying Guo; Feng Li; Xiaochao Ma; Xingguo Cheng; Honghao Zhou; Curtis D Klaassen
Journal:  Xenobiotica       Date:  2011-07-25       Impact factor: 1.908

Review 7.  Expatiating the Pharmacological and Nanotechnological Aspects of the Alkaloidal Drug Berberine: Current and Future Trends.

Authors:  Tapan Behl; Sukhbir Singh; Neelam Sharma; Ishrat Zahoor; Ali Albarrati; Mohammed Albratty; Abdulkarim M Meraya; Asim Najmi; Simona Bungau
Journal:  Molecules       Date:  2022-06-09       Impact factor: 4.927

8.  Identification, synthesis, and biological evaluation of metabolites of the experimental cancer treatment drugs indotecan (LMP400) and indimitecan (LMP776) and investigation of isomerically hydroxylated indenoisoquinoline analogues as topoisomerase I poisons.

Authors:  Maris A Cinelli; P V Narasimha Reddy; Peng-Cheng Lv; Jian-Hua Liang; Lian Chen; Keli Agama; Yves Pommier; Richard B van Breemen; Mark Cushman
Journal:  J Med Chem       Date:  2012-12-07       Impact factor: 7.446

9.  Metabolism of Rhizoma coptidis in Human Urine by Ultra-High-Performance Liquid Chromatography Coupled with High-Resolution Mass Spectrometry.

Authors:  Qingshan Zhang; Gaowa Wang; Xi Chen; Zhiqiang Han; Xiangmei Chen; Risu Na; Haburi Jin; Ping Li; Renbatu Bu
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2018-08       Impact factor: 2.441

10.  Bioactivities of berberine metabolites after transformation through CYP450 isoenzymes.

Authors:  Yi Li; Gang Ren; Yan-Xiang Wang; Wei-Jia Kong; Peng Yang; Yue-Ming Wang; Ying-Hong Li; Hong Yi; Zhuo-Rong Li; Dan-Qing Song; Jian-Dong Jiang
Journal:  J Transl Med       Date:  2011-05-15       Impact factor: 5.531

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