Metabolism of calycosin, an isoflavone from Astragali Radix, in zebrafish larvae

References

• Alderton W, Berghmans S, Butler P, Chassaing H, Fleming A, Golder Z, Richards F, Gardner I. (2010). Accumulation and metabolism of drugs and CYP probe substrates in zebrafish larvae. Xenobiotica 40:547–557.
   PubMed Web of Science ®Google Scholar
• Anderson JL, Carten JD, Farber SA. (2011). Zebrafish lipid metabolism: from mediating early patterning to the metabolism of dietary fat and cholesterol. Methods Cell Biol 101:111–141.
   PubMed Web of Science ®Google Scholar
• Boersma MG, van der Woude H, Bogaards J, Boeren S, Vervoort J, Cnubben NH, van Iersel ML, van Bladeren PJ, Rietjens IM. (2002). Regioselectivity of phase II metabolism of luteolin and quercetin by UDP-glucuronosyl transferases. Chem Res Toxicol 15:662–670.
   PubMed Web of Science ®Google Scholar
• Chen J, Lin H, Hu M. (2005). Absorption and metabolism of genistein and its five isoflavone analogs in the human intestinal Caco-2 model. Cancer Chemother Pharmacol 55:159–169.
   PubMed Web of Science ®Google Scholar
• Crawford AD, Esguerra CV, de Witte PA. (2008). Fishing for drugs from nature: zebrafish as a technology platform for natural product discovery. Planta Med 74:624–632.
   PubMed Web of Science ®Google Scholar
• Flinn L, Bretaud S, Lo C, Ingham PW, Bandmann O. (2008). Zebrafish as a new animal model for movement disorders. J Neurochem 106:1991–1997.
   PubMed Web of Science ®Google Scholar
• He XZ, Wang X, Dixon RA. (2006). Mutational analysis of the Medicago glycosyltransferase UGT71G1 reveals residues that control regioselectivity for (iso)flavonoid glycosylation. J Biol Chem 281:34441–34447.
   PubMed Web of Science ®Google Scholar
• Hosoda K, Furuta T, Ishii K. (2011). Metabolism and disposition of isoflavone conjugated metabolites in humans after ingestion of kinako. Drug Metab Dispos 39:1762–1767.
   PubMed Web of Science ®Google Scholar
• Huang H, Wu Q. (2010). Cloning and comparative analyses of the zebrafish Ugt repertoire reveal its evolutionary diversity. PLoS ONE 5:e9144.
   PubMed Web of Science ®Google Scholar
• Jancova P, Anzenbacher P, Anzenbacherova E. (2010). Phase II drug metabolizing enzymes. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub 154:103–116.
   PubMed Web of Science ®Google Scholar
• Jones HS, Panter GH, Hutchinson TH, Chipman JK. (2010). Oxidative and conjugative xenobiotic metabolism in zebrafish larvae in vivo. Zebrafish 7:23–30.
   PubMed Web of Science ®Google Scholar
• Kurogi K, Dillon J, Nasser A, Liu MY, Williams FE, Sakakibara Y, Suiko M, Liu MC. (2010). Sulfation of Drug Compounds by the Zebrafish Cytosolic Sulfotransferases (SULTs). Drug Metab Lett 4:62–68.
   PubMedGoogle Scholar
• Li ZH, Alex D, Siu SO, Chu IK, Renn J, Winkler C, Lou S, Tsui SK, Zhao HY, Yan WR, Mahady GB, Li GH, Kwan YW, Wang YT, Lee SM. (2011). Combined in vivo imaging and omics approaches reveal metabolism of icaritin and its glycosides in zebrafish larvae. Mol Biosyst 7:2128–2138.
   PubMedGoogle Scholar
• Liu TA, Bhuiyan S, Liu MY, Sugahara T, Sakakibara Y, Suiko M, Yasuda S, Kakuta Y, Kimura M, Williams FE, Liu MC. (2010). Zebrafish as a model for the study of the phase II cytosolic sulfotransferases. Curr Drug Metab 11:538–546.
   Google Scholar
• Matuszewski BK, Constanzer ML, Chavez-Eng CM. (2003). Strategies for the assessment of matrix effect in quantitative bioanalytical methods based on HPLC-MS/MS. Anal Chem 75:3019–3030.
   PubMed Web of Science ®Google Scholar
• Maul R, Siegl D, Kulling SE. (2011). Glucuronidation of the red clover isoflavone irilone by liver microsomes from different species and human UDP-glucuronosyltransferases. Drug Metab Dispos 39:610–616.
   PubMed Web of Science ®Google Scholar
• McCollum CW, Ducharme NA, Bondesson M, Gustafsson JA. (2011). Developmental toxicity screening in zebrafish. Birth Defects Res C Embryo Today 93:67–114.
   PubMed Web of Science ®Google Scholar
• Nakano H, Ogura K, Takahashi E, Harada T, Nishiyama T, Muro K, Hiratsuka A, Kadota S, Watabe T. (2004). Regioselective monosulfation and disulfation of the phytoestrogens daidzein and genistein by human liver sulfotransferases. Drug Metab Pharmacokinet 19:216–226.
   PubMedGoogle Scholar
• Nicoli S, De Sena G, Presta M. (2009). Fibroblast growth factor 2-induced angiogenesis in zebrafish: the zebrafish yolk membrane (ZFYM) angiogenesis assay. J Cell Mol Med 13:2061–2068.
   PubMed Web of Science ®Google Scholar
• Nielsen IL, Williamson G. (2007). Review of the factors affecting bioavailability of soy isoflavones in humans. Nutr Cancer 57:1–10.
   PubMed Web of Science ®Google Scholar
• Parng C. (2005). In vivo zebrafish assays for toxicity testing. Curr Opin Drug Discov Devel 8:100–106.
   PubMed Web of Science ®Google Scholar
• Pelkowski SD, Kapoor M, Richendrfer HA, Wang X, Colwill RM, Creton R. (2011). A novel high-throughput imaging system for automated analyses of avoidance behavior in zebrafish larvae. Behav Brain Res 223:135–144.
   PubMed Web of Science ®Google Scholar
• Raghunath M, Sy Wong Y, Farooq M, Ge R. (2009). Pharmacologically induced angiogenesis in transgenic zebrafish. Biochem Biophys Res Commun 378:766–771.
   Google Scholar
• Rotman J, van Gils W, Butler D, Spaink HP, Meijer AH. (2011). Rapid screening of innate immune gene expression in zebrafish using reverse transcription - multiplex ligation-dependent probe amplification. BMC Res Notes 4:196.
   PubMedGoogle Scholar
• Scornaienchi ML, Thornton C, Willett KL, Wilson JY. (2010). Functional differences in the cytochrome P450 1 family enzymes from zebrafish (Danio rerio) using heterologously expressed proteins. Arch Biochem Biophys 502:17–22.
   PubMed Web of Science ®Google Scholar
• Sukardi H, Chng HT, Chan EC, Gong Z, Lam SH. (2011). Zebrafish for drug toxicity screening: bridging the in vitro cell-based models and in vivo mammalian models. Expert Opin Drug Metab Toxicol 7:579–589.
   PubMed Web of Science ®Google Scholar
• Tang JY, Li S, Li ZH, Zhang ZJ, Hu G, Cheang LC, Alex D, Hoi MP, Kwan YW, Chan SW, Leung GP, Lee SM. (2010). Calycosin promotes angiogenesis involving estrogen receptor and mitogen-activated protein kinase (MAPK) signaling pathway in zebrafish and HUVEC. PLoS ONE 5:e11822.
   Web of Science ®Google Scholar
• Tang L, Singh R, Liu Z, Hu M. (2009). Structure and concentration changes affect characterization of UGT isoform-specific metabolism of isoflavones. Mol Pharm 6:1466–1482.
   PubMed Web of Science ®Google Scholar
• Tolleson WH, Doerge DR, Churchwell MI, Marques MM, Roberts DW. (2002). Metabolism of biochanin A and formononetin by human liver microsomes in vitro. J Agric Food Chem 50:4783–4790.
   PubMed Web of Science ®Google Scholar
• Wang Y, Ho CT. (2009). Metabolism of flavonoids. Forum Nutr 61:64–74.
   PubMedGoogle Scholar
• Wen XD, Qi LW, Li B, Li P, Yi L, Wang YQ, Liu EH, Yang XL. (2009). Microsomal metabolism of calycosin, formononetin and drug-drug interactions by dynamic microdialysis sampling and HPLC-DAD-MS analysis. J Pharm Biomed Anal 50:100–105.
   PubMed Web of Science ®Google Scholar
• Xie S, You L, Zeng S. (2007). Studies on the flavonoid substrates of human UDP-glucuronosyl transferase (UGT) 2B7. Pharmazie 62:625–629.
   PubMed Web of Science ®Google Scholar
• Yang D, Cai S, Liu H, Guo X, Li C, Shang M, Wang X, Zhao Y. (2006). On-line identification of the constituents of Buyang Huanwu decoction in pig serum using combined HPLC-DAD-MS techniques. J Chromatogr B Analyt Technol Biomed Life Sci 831:288–302.
   PubMed Web of Science ®Google Scholar
• Zhou S, Hu Y, Zhang B, Teng Z, Gan H, Yang Z, Wang Q, Huan M, Mei Q. (2008). Dose-dependent absorption, metabolism, and excretion of genistein in rats. J Agric Food Chem 56:8354–8359.
   PubMed Web of Science ®Google Scholar