Identification of UDP-glucuronosyltransferase isoforms responsible for leonurine glucuronidation in human liver and intestinal microsomes

References

• Bock KW. (2010). Functions and transcriptional regulation of adult human hepatic UDP-glucuronosyl-transferases (UGTs): mechanisms responsible for interindividual variation of UGT levels. Biochem Pharmacol 80:771–7
   PubMed Web of Science ®Google Scholar
• Canu G, Minucci A, Zuppi C, Capoluongo E. (2013). Gilbert and Crigler Najjar syndromes: an update of the UDP-glucuronosyltransferase 1A1 (UGT1A1) gene mutation database. Blood Cells Mol Dis 50:273–80
   PubMed Web of Science ®Google Scholar
• Chen XW, Sneed KB, Pan SY, et al. (2012). Herb-drug interactions and mechanistic and clinical considerations. Curr Drug Metab 13:640–51
   PubMed Web of Science ®Google Scholar
• Dong RH, Fang ZZ, Zhu LL, et al. (2012). Identification of UDP-glucuronosyltransferase isoforms involved in hepatic and intestinal glucuronidation of phytochemical carvacrol. Xenobiotica 42:1009–16
   PubMed Web of Science ®Google Scholar
• Ethell BT, Ekins S, Wang J, Burchell B. (2002). Quantitative structure activity relationships for the glucuronidation of simple phenols by expressed human UGT1A6 and UGT1A9. Drug Metab Dispos 30:734–8
   PubMed Web of Science ®Google Scholar
• Fallon JK, Harbourt DE, Maleki SH, et al. (2008). Absolute quantification of human uridine-diphosphate glucuronosyl transferase (UGT) enzyme isoforms 1A1 and 1A6 by tandem LC-MS. Drug Metab Lett 2:210–22
   PubMedGoogle Scholar
• Harbourt DE, Fallon JK, Ito S, et al. (2012). Quantification of human uridine-diphosphate glucuronosyl transferase 1A isoforms in liver, intestine, and kidney using nanobore liquid chromatography-tandem mass spectrometry. Anal Chem 84:98–105
   PubMed Web of Science ®Google Scholar
• Hu S. (1976). A contribution to our knowledge of Leonurus L., i-mu-ts'ao, the Chinese motherwort. Am J Chin Med 4:219–37
   PubMedGoogle Scholar
• Kiang TK, Ensom MH, Chang TK. (2005). UDP-glucuronosyltransferases and clinical drug–drug interactions. Pharmacol Ther 106:97–132
   PubMed Web of Science ®Google Scholar
• Kong YC, Yeung HW, Cheung YM, et al. (1976). Isolation of the uterotonic principle from Leonurus artemisia, the Chinese motherwort. Am J Chin Med 4:373–82
   PubMedGoogle Scholar
• Li B, Wu J, Li X. (2013). Simultaneous determination and pharmacokinetic study of stachydrine and leonurine in rat plasma after oral administration of Herba Leonuri extract by LC-MS/MS. J Pharm Biomed Anal 76:192–9
   PubMed Web of Science ®Google Scholar
• Li L, Hu H, Xu S, et al. (2012). Roles of UDP-glucuronosyltransferases in phytochemical metabolism of herbal medicines and the associated herb-drug interactions. Curr Drug Metab 13:615–23
   PubMed Web of Science ®Google Scholar
• Liu X, Pan L, Wang X, et al. (2012a). Leonurine protects against tumor necrosis factor-alpha-mediated inflammation in human umbilical vein endothelial cells. Atherosclerosis 222:34–42
   PubMed Web of Science ®Google Scholar
• Liu XH, Chen PF, Pan LL, et al. (2009). 4-Guanidino-n-butyl syringate (Leonurine, SCM 198) protects H9c2 rat ventricular cells from hypoxia-induced apoptosis. J Cardiovasc Pharmacol 54:437–44
   PubMed Web of Science ®Google Scholar
• Liu XH, Pan LL, Yang HB, et al. (2012b). Leonurine attenuates lipopolysaccharide-induced inflammatory responses in human endothelial cells: involvement of reactive oxygen species and NF-kappaB pathways. Eur J Pharmacol 680:108–14
   PubMed Web of Science ®Google Scholar
• Loh KP, Huang SH, Tan BK, Zhu YZ. (2009). Cerebral protection of purified Herba Leonuri extract on middle cerebral artery occluded rats. J Ethnopharmacol 125:337–43
   PubMed Web of Science ®Google Scholar
• Loh KP, Qi J, Tan BK, et al. (2010). Leonurine protects middle cerebral artery occluded rats through antioxidant effect and regulation of mitochondrial function. Stroke 41:2661–8
   PubMed Web of Science ®Google Scholar
• Mackenzie PI, Bock KW, Burchell B, et al. (2005). Nomenclature update for the mammalian UDP glycosyltransferase (UGT) gene superfamily. Pharmacogenet Genom 15:677–85
   PubMed Web of Science ®Google Scholar
• Manevski N, Yli-Kauhaluoma J, Finel M. (2012). UDP-glucuronic acid binds first and the aglycone substrate binds second to form a ternary complex in UGT1A9-catalyzed reactions, in both the presence and absence of bovine serum albumin. Drug Metab Dispos 40:2192–203
   PubMed Web of Science ®Google Scholar
• Meech R, Miners JO, Lewis BC, Mackenzie PI. (2012). The glycosidation of xenobiotics and endogenous compounds: versatility and redundancy in the UDP glycosyltransferase superfamily. Pharmacol Ther 134:200–18
   PubMed Web of Science ®Google Scholar
• Miners JO, Mackenzie PI, Knights KM. (2010). The prediction of drug-glucuronidation parameters in humans: UDP-glucuronosyltransferase enzyme-selective substrate and inhibitor probes for reaction phenotyping and in vitro–in vivo extrapolation of drug clearance and drug–drug interaction potential. Drug Metab Rev 42:196–208
   PubMed Web of Science ®Google Scholar
• Mohamed MF, Frye RF. (2010). Inhibition of intestinal and hepatic glucuronidation of mycophenolic acid by Ginkgo biloba extract and flavonoids. Drug Metab Dispos 38:270–5
   PubMed Web of Science ®Google Scholar
• Mohamed MF, Tseng T, Frye RF. (2010). Inhibitory effects of commonly used herbal extracts on UGT1A1 enzyme activity. Xenobiotica 40:663–9
   PubMed Web of Science ®Google Scholar
• Shi XR, Hong ZY, Liu HR, et al. (2011). Neuroprotective effects of SCM198 on 6-hydroxydopamine-induced behavioral deficit in rats and cytotoxicity in neuronal SH-SY5Y cells. Neurochem Int 58:851–60
   PubMed Web of Science ®Google Scholar
• Shimizu M, Matsumoto Y, Tatsuno M, Fukuoka M. (2003). Glucuronidation of propofol and its analogs by human and rat liver microsomes. Biol Pharm Bull 26:216–19
   PubMed Web of Science ®Google Scholar
• Shiraga T, Yajima K, Suzuki K, et al. (2012). Identification of UDP-glucuronosyltransferases responsible for the glucuronidation of darexaban, an oral factor Xa inhibitor, in human liver and intestine. Drug Metab Dispos 40:276–82
   PubMed Web of Science ®Google Scholar
• Soars MG, Burchell B, Riley RJ. (2002). In vitro analysis of human drug glucuronidation and prediction of in vivo metabolic clearance. J Pharmacol Exp Ther 301:382–90
   PubMed Web of Science ®Google Scholar
• Sun J, Huang SH, Zhu YC, et al. (2005). Anti-oxidative stress effects of Herba leonuri on ischemic rat hearts. Life Sci 76:3043–56
   PubMed Web of Science ®Google Scholar
• Tukey RH, Strassburg CP, Mackenzie PI. (2002). Pharmacogenomics of human UDP-glucuronosyltransferases and irinotecan toxicity. Mol Pharmacol 62:446–50
   PubMed Web of Science ®Google Scholar
• Uchaipichat V, Mackenzie PI, Guo XH, et al. (2004). Human udp-glucuronosyltransferases: isoform selectivity and kinetics of 4-methylumbelliferone and 1-naphthol glucuronidation, effects of organic solvents, and inhibition by diclofenac and probenecid. Drug Metab Dispos 32:413–23
   PubMed Web of Science ®Google Scholar
• Wang ZS, Li DW, Xia WJ, et al. (1988). The therapeutic effect of Herba leonuri in the treatment of coronary myocardial ischemia. J Tradit Chin Med 8:103–6
   PubMedGoogle Scholar
• Watanabe Y, Nakajima M, Yokoi T. (2002). Troglitazone glucuronidation in human liver and intestine microsomes: high catalytic activity of UGT1A8 and UGT1A10. Drug Metab Dispos 30:1462–9
   PubMed Web of Science ®Google Scholar
• Wein S, Cermak R, Wolffram S, Langguth P. (2012). Chronic quercetin feeding decreases plasma concentrations of salicylamide phase II metabolites in pigs following oral administration. Xenobiotica 42:477–82
   PubMed Web of Science ®Google Scholar
• Wells PG, Mackenzie PI, Chowdhury JR, et al. (2004). Glucuronidation and the UDP-glucuronosyltransferases in health and disease. Drug Metab Dispos 32:281–90
   PubMed Web of Science ®Google Scholar
• Zhang H, Zhang D, Ray K, Zhu M. (2009). Mass defect filter technique and its applications to drug metabolite identification by high-resolution mass spectrometry. J Mass Spectrom 44:999–1016
   PubMed Web of Science ®Google Scholar
• Zhang J, Liu H, Mao Y, et al. (2012). Toxicokinetics of leonurine and its metabolite in rats. Chin J Pharm 43:451–4
   Google Scholar
• Zhang L, Zuo Z, Lin G. (2007). Intestinal and hepatic glucuronidation of flavonoids. Mol Pharm 4:833–45
   PubMed Web of Science ®Google Scholar
• Zhou J, Tracy TS, Remmel RP. (2010). Bilirubin glucuronidation revisited: proper assay conditions to estimate enzyme kinetics with recombinant UGT1A1. Drug Metab Dispos 38:1907–11
   PubMed Web of Science ®Google Scholar
• Zhu L, Ge G, Liu Y, et al. (2012a). Potent and selective inhibition of magnolol on catalytic activities of UGT1A7 and 1A9. Xenobiotica 42:1001–8
   PubMed Web of Science ®Google Scholar
• Zhu Q, Cai WM, Sha XY, et al. (2012b). Quantification of leonurine, a novel potential cardiovascular agent, in rat plasma by liquid chromatography-tandem mass spectrometry and its application to pharmacokinetic study in rats. Biomed Chromatogr 26:518–23
   PubMed Web of Science ®Google Scholar