Wogonin glucuronidation in liver and intestinal microsomes of humans, monkeys, dogs, rats, and mice

References

• Burchell B, Brierley CH, Rance D. (1995). Specificity of human UDP-glucuronosyltransferases and xenobiotic glucuronidation. Life Sci 57:1819–31.
   PubMed Web of Science ®Google Scholar
• Cai Y, Li S, Li T, et al. (2016). Oral pharmacokinetics of baicalin, wogonoside, oroxylin A 7-O-β-d-glucuronide and their aglycones from an aqueous extract of Scutellariae Radix in the rat. J Chromatogr B Analyt Technol Biomed Life Sci 1026:124–33.
   PubMed Web of Science ®Google Scholar
• Chen X, Wang H, Du Y, Zhong D. (2002). Quantitation of the flavonoid wogonin and its major metabolite wogonin-7β-D-glucuronide in rat plasma by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 775:169–78.
   PubMed Web of Science ®Google Scholar
• Dutton GT. (1980). Glucuronidation of drugs and other compounds. Boca Raton: CRC Press.
   Google Scholar
• Fong SY, Wong YC, Zuo Z. (2014). Development of a SPE-LC/MS/MS method for simultaneous quantification of baicalein, wogonin, oroxylin A and their glucuronides baicalin, wogonoside and oroxyloside in rats and its application to brain uptake and plasma pharmacokinetic studies. J Pharm Biomed Anal 97:9–23.
   PubMed Web of Science ®Google Scholar
• Gao J, Morgan WA, Sanchez-Medina A, Corcoran O. (2011). The ethanol extract of Scutellaria baicalensis and the active compounds induce cell cycle arrest and apoptosis including upregulation of p53 and Bax in human lung cancer cells. Toxicol Appl Pharmacol 254:221–8.
   PubMed Web of Science ®Google 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
• Hou YC, Lin SP, Tsai SY, et al. (2011). Flavonoid pharmacokinetics and tissue distribution after repeated dosing of the roots of Scutellaria baicalensis in rats. Planta Med 77:455–60.
   PubMed Web of Science ®Google Scholar
• Hui KM, Huen MS, Wang HY, et al. (2002). Anxiolytic effect of wogonin, a benzodiazepine receptor ligand isolated from Scutellaria baicalensis Georgi. Biochem Pharmacol 64:1415–24.
   PubMed Web of Science ®Google Scholar
• Kim YH, Jeong DW, Kim YC, et al. (2007). Pharmacokinetics of baicalein, baicalin and wogonin after oral administration of a standardized extract of Scutellaria baicalensis, PF-2405 in rats. Arch Pharm Res 30:260–5.
   PubMed Web of Science ®Google Scholar
• Kutsukake T, Furukawa Y, Ondo K, et al. (2019). Quantitative analysis of UDP-glucuronosyltransferase Ugt1a and Ugt2b mRNA expression in the rat liver and small intestine: sex and strain differences. Drug Metab Dispos 47:38–44.
   PubMed Web of Science ®Google Scholar
• Lai MY, Hsiu SL, Chen CC, et al. (2003). Urinary pharmacokinetics of baicalein, wogonin and their glycosides after oral administration of Scutellariae Radix in humans. Biol Pharm Bull 26:79–83.
   PubMed Web of Science ®Google Scholar
• Lee W, Ku SK, Bae JS. (2015). Anti-inflammatory effects of baicalin, baicalein, and wogonin in vitro and in vivo. Inflammation 38:110–25.
   PubMed Web of Science ®Google Scholar
• Li C, Lin G, Zuo Z. (2011a). Pharmacological effects and pharmacokinetics properties of Radix Scutellariae and its bioactive flavones. Biopharm Drug Dispos 32:427–45.
   PubMed Web of Science ®Google Scholar
• Li C, Zhang L, Lin G, Zuo Z. (2011b). Identification and quantification of baicalein, wogonin, oroxylin A and their major glucuronide conjugated metabolites in rat plasma after oral administration of Radix Scutellariae product. J Pharm Biomed Anal 54:750–8.
   PubMed Web of Science ®Google Scholar
• Li C, Zhang L, Zhou L, et al. (2012). Comparison of intestinal absorption and disposition of structurally similar bioactive flavones in Radix Scutellariae. Aaps J 14:23–34.
   PubMed Web of Science ®Google Scholar
• Lin CC, Kuo CL, Lee MH, et al. (2011). Wogonin triggers apoptosis in human osteosarcoma U-2 OS cells through the endoplasmic reticulum stress, mitochondrial dysfunction and caspase-3-dependent signaling pathways. Int J Oncol 39:217–24.
   PubMed Web of Science ®Google Scholar
• Li-Weber M. (2009). New therapeutic aspects of flavones: the anticancer properties of Scutellaria and its main active constituents Wogonin, Baicalein and Baicalin. Cancer Treat Rev 35:57–68.
   PubMed Web of Science ®Google Scholar
• Miners JO, Mackenzie PI. (1991). Drug glucuronidation in humans. Pharmacol Ther 51:347–69.
   PubMed Web of Science ®Google Scholar
• Mulder GJ, Coughtrie MMH, Burchell B. (1990). Glucuronidation. In: Mulder GJ, ed. Conjugation Reactions in Drug Metabolism. London: Taylor and Francis, 51–105.
   Google Scholar
• Ohno S, Nakajin S. (2009). Determination of mRNA expression of human UDP-glucuronosyltransferases and application for localization in various human tissues by real-time reverse transcriptase-polymerase chain reaction. Drug Metab Dispos 37:32–40.
   PubMed Web of Science ®Google Scholar
• Park HG, Yoon SY, Choi JY, et al. (2007). Anticonvulsant effect of wogonin isolated from Scutellaria baicalensis. Eur J Pharmacol 574:112–9.
   PubMed Web of Science ®Google Scholar
• Ritter JK. (2000). Roles of glucuronidation and UDP-glucuronosyltransferases in xenobiotic bioactivation reactions. Chem Biol Interact 129:171–93.
   PubMed Web of Science ®Google Scholar
• Sato Y, Nagata M, Tetsuka K, et al. (2014). Optimized methods for targeted peptide-based quantification of human uridine 5´-diphosphate-glucuronosyltransferases in biological specimens using liquid chromatography-tandem mass spectrometry. Drug Metab Dispos 42:885–9.
   PubMed Web of Science ®Google Scholar
• Tai MC, Tsang SY, Chang LY, Xue H. (2006). Therapeutic potential of wogonin: a naturally occurring flavonoid. CNS Drug Rev 11:141–50.
   Google Scholar
• Talbi A, Zhao D, Liu Q, et al. (2014). Pharmacokinetics, tissue distribution, excretion and plasma protein binding studies of wogonin in rats. Molecules 19:5538–49.
   PubMed Web of Science ®Google Scholar
• Tong L, Wan M, Zhang L, et al. (2012). Simultaneous determination of baicalin, wogonoside, baicalein, wogonin, oroxylin A and chrysin of Radix Scutellariae extract in rat plasma by liquid chromatography tandem mass spectrometry. J Pharm Biomed Anal 70:6–12.
   PubMed Web of Science ®Google Scholar
• Wu X, Zhang H, Salmani JM, et al. (2016). Advances of wogonin, an extract from Scutellaria baicalensis, for the treatment of multiple tumors. Onco Targets Ther 9:2935–43.
   PubMed Web of Science ®Google Scholar
• Xia B, Zhou Q, Zheng Z, et al. (2012). A novel local recycling mechanism that enhances enteric bioavailability of flavonoids and prolongs their residence time in the gut. Mol Pharm 9:3246–58.
   PubMed Web of Science ®Google Scholar
• Xie S, Chen Y, Chen S, Zeng S. (2011). Structure-metabolism relationships for the glucuronidation of flavonoids by UGT1A3 and UGT1A9. J Pharm Pharmacol 63:297–304.
   PubMed Web of Science ®Google Scholar
• Yu CP, Shia CS, Tsai SY, Hou YC. (2012). Pharmacokinetics and relative bioavailability of flavonoids between two dosage forms of Gegen-Qinlian-Tang in rats. Evid Based Complement Alternat Med 2012:308018.
   PubMed Web of Science ®Google Scholar
• Zhou Q, Zheng Z, Xia B, et al. (2010). Use of isoform-specific UGT metabolism to determine and describe rates and profiles of glucuronidation of wogonin and oroxylin A by human liver and intestinal microsomes. Pharm Res 27:1568–83.
   PubMed Web of Science ®Google Scholar
• Zhu N, Li JC, Zhu JX, et al. (2016). Characterization and bioavailability of wogonin by different administration routes in beagles. Med Sci Monit 22:3737–45.
   PubMed Web of Science ®Google Scholar
• Zuo F, Zhou ZM, Zhang Q, et al. (2003). Pharmacokinetic study on the multi-constituents of Huangqin-Tang decoction in rats. Biol Pharm Bull 26:911–9.
   PubMed Web of Science ®Google Scholar