Interaction of six protoberberine alkaloids with human organic cation transporters 1, 2 and 3

References

• Ahlin G, Karlsson J, Pedersen JM, et al. (2008). Structural requirements for drug inhibition of the liver specific human organic cation transport protein 1. J Med Chem 51:5932–42
   PubMed Web of Science ®Google Scholar
• Ali H, Dixit S. (2013). Extraction optimization of Tinospora cordifolia and assessment of the anticancer activity of its alkaloid palmatine. Scientific World J 2013:376216. http://dx.doi.org/10.1155/2013/376216
   Web of Science ®Google Scholar
• Barendt WM, Wright SH. (2002). The human organic cation transporter (hOCT2) recognizes the degree of substrate ionization. J Biol Chem 277:22491–6
   PubMed Web of Science ®Google Scholar
• Bednarczyk D, Ekins S, Wikel JH, Wright SH. (2003). Influence of molecular structure on substrate binding to the human organic cation transporter, hOCT1. Mol Pharmacol 63:489–98
   PubMed Web of Science ®Google Scholar
• Cho SK, Yoon JS, Lee MG, et al. (2011). Rifampin enhances the glucose-lowering effect of metformin and increases OCT1 mRNA levels in healthy participants. Clin Pharmacol Ther 89:416–21
   PubMed Web of Science ®Google Scholar
• Choi MK, Song IS. (2008). Organic cation transporters and their pharmacokinetic and pharmacodynamic consequences. Drug Metabol Pharmacokinet 23:243–53
   PubMed Web of Science ®Google Scholar
• Choi MK, Song IS. (2012). Genetic variants of organic cation transporter 1 (OCT1) and OCT2 significantly reduce lamivudine uptake. Biopharm Drug Dispos 33:170–8
   PubMed Web of Science ®Google Scholar
• Choi WM, Lam CL, Mo WY, et al. (2014). Effects of the modified Huanglian Jiedu decoction on the disease resistance in grey mullet (Mugil cephalus) to Lactococcus garvieae. Mar Pollut Bull 85:816–23
   PubMed Web of Science ®Google Scholar
• Ciarimboli G. (2011). Role of organic cation transporters in drug-induced toxicity. Expert Opin Drug Metabol Toxicol 7:159–74
   PubMed Web of Science ®Google Scholar
• Courousse T, Gautron S. (2014). Role of organic cation transporters (OCTs) in the brain. Pharmacol Ther 164:94–103
   Google Scholar
• Gorboulev V, Ulzheimer JC, Akhoundova A, et al. (1997). Cloning and characterization of two human polyspecific organic cation transporters. DNA Cell Biol 16:871–81
   PubMed Web of Science ®Google Scholar
• Hasannejad H, Takeda M, Narikawa S, et al. (2004). Human organic cation transporter 3 mediates the transport of antiarrhythmic drugs. Eur J pharmacol 499:45–51
   PubMed Web of Science ®Google Scholar
• Jung HA, Min BS, Yokozawa T, et al. (2009). Anti-Alzheimer and antioxidant activities of Coptidis Rhizoma alkaloids. Biol Pharm Bull 32:1433–8
   PubMed Web of Science ®Google Scholar
• Kimura N, Okuda M, Inui K. (2005). Metformin transport by renal basolateral organic cation transporter hOCT2. Pharm Res 22:255–9
   PubMed Web of Science ®Google Scholar
• Koepsell H, Lips K, Volk C. (2007). Polyspecific organic cation transporters: structure, function, physiological roles, and biopharmaceutical implications. Pharm Res 24:1227–51
   PubMed Web of Science ®Google Scholar
• Koepsell H, Schmitt BM, Gorboulev V. (2003). Organic cation transporters. Rev Physiol Biochem Pharmacol 150:36–90
   PubMed Web of Science ®Google Scholar
• Li X, Hu J, Wang B, et al. (2014). Inhibitory effects of herbal constituents on P-glycoprotein in vitro and in vivo: herb–drug interactions mediated via P-gp. Toxicol Appl Pharmacol 275:163–75
   PubMed Web of Science ®Google Scholar
• Lin CC, Fan HY, Kuo CW, Pao LH. (2012). Evaluation of chinese-herbal-medicine-induced herb–drug interactions: focusing on organic anion transporter 1. Evid Based Complement Altern Med 2012:967182. http://dx.doi.org/10.1155/2012/967182
   PubMedGoogle Scholar
• Ma ZT, Yang XW, Zhang Y, Liu JX. (2014). Pharmacochemistry and integrated pharmacokinetics of six alkaloids after oral administration of Huang-Lian-Jie-Du-Tang decoction. J Asian Nat Prod Res 16:483–96
   PubMed Web of Science ®Google Scholar
• Moaddel R, Ravichandran S, Bighi F, et al. (2007). Pharmacophore modelling of stereoselective binding to the human organic cation transporter (hOCT1). Br J Pharmacol 151:1305–14
   PubMed Web of Science ®Google Scholar
• Nies AT, Herrmann E, Brom M, Keppler D. (2008). Vectorial transport of the plant alkaloid berberine by double-transfected cells expressing the human organic cation transporter 1 (OCT1, SLC22A1) and the efflux pump MDR1 P-glycoprotein (ABCB1). Naunyn Schmiedebergs Arch Pharmacol 376:449–61
   PubMed Web of Science ®Google Scholar
• Nies AT, Hofmann U, Resch C, et al. (2011a). Proton pump inhibitors inhibit metformin uptake by organic cation transporters (OCTs). PLoS One 6:e22163
   PubMed Web of Science ®Google Scholar
• Nies AT, Koepsell H, Damme K, Schwab M. (2011b). Organic cation transporters (OCTs, MATEs), in vitro and in vivo evidence for the importance in drug therapy. Handb Exp Pharmacol 201:105–67
   PubMedGoogle Scholar
• Nies AT, Koepsell H, Winter S, et al. (2009). Expression of organic cation transporters OCT1 (SLC22A1) and OCT3 (SLC22A3) is affected by genetic factors and cholestasis in human liver. Hepatology 50:1227–40
   PubMed Web of Science ®Google Scholar
• Nies AT, Schwab M. (2010). Organic cation transporter pharmacogenomics and drug-drug interaction. Exp Rev Clin Pharmacol 3:707–11
   PubMed Web of Science ®Google Scholar
• Sakata T, Anzai N, Shin HJ, et al. (2004). Novel single nucleotide polymorphisms of organic cation transporter 1 (SLC22A1) affecting transport functions. Biochem Biophys Res Commun 313:789–93
   PubMed Web of Science ®Google Scholar
• Sala-Rabanal M, Li DC, Dake GR, et al. (2013). Polyamine transport by the polyspecific organic cation transporters OCT1, OCT2, and OCT3. Mol Pharm 10:1450–8
   PubMed Web of Science ®Google Scholar
• Schmitt BM, Koepsell H. (2005). Alkali cation binding and permeation in the rat organic cation transporter rOCT2. J Biol Chem 280:24481–90
   PubMed Web of Science ®Google Scholar
• Schophuizen CM, Wilmer MJ, Jansen J, et al. (2013). Cationic uremic toxins affect human renal proximal tubule cell functioning through interaction with the organic cation transporter. Pflugers Arch Eur J Physiol 465:1701–14
   PubMed Web of Science ®Google Scholar
• Shu Y, Leabman MK, Feng B, et al. (2003). Evolutionary conservation predicts function of variants of the human organic cation transporter, OCT1. Proc Natl Acad Sci USA 100:5902–7
   PubMed Web of Science ®Google Scholar
• Shu Y, Sheardown SA, Brown C, et al. (2007). Effect of genetic variation in the organic cation transporter 1 (OCT1) on metformin action. J Clin Investig 117:1422–31
   PubMed Web of Science ®Google Scholar
• Sun J, Ma JS, Jin J, et al. (2006). Qualitative and quantitative determination of the main components of Huanglianjiedu decoction by HPLC-UV/MS. Acta Pharm Sin 41:380–4
   Google Scholar
• Sun S, Wang K, Lei H, et al. (2014). Inhibition of organic cation transporter 2 and 3 may be involved in the mechanism of the antidepressant-like action of berberine. Prog Neuro-Psychopharmacol Biol Psychiatry 49:1–6
   PubMed Web of Science ®Google Scholar
• Tan Z, Zhu R, Shi R, et al. (2013). Involvement of rat organic cation transporter 2 in the renal uptake of jatrorrhizine. J Pharm Sci 102:1333–42
   PubMed Web of Science ®Google Scholar
• Tanihara Y, Masuda S, Katsura T, Inui K. (2009). Protective effect of concomitant administration of imatinib on cisplatin-induced nephrotoxicity focusing on renal organic cation transporter OCT2. Biochem Pharmacol 78:1263–71
   PubMed Web of Science ®Google Scholar
• Taylor CE, Greenough WB III. (1989). Control of diarrheal diseases. Annu Rev Publ Health 10:221–44
   PubMed Web of Science ®Google Scholar
• Tu M, Sun S, Wang K, et al. (2013). Organic cation transporter 1 mediates the uptake of monocrotaline and plays an important role in its hepatotoxicity. Toxicology 311:225–30
   PubMed Web of Science ®Google Scholar
• Wang K, Sun S, Li L, et al. (2014). Involvement of organic cation transporter 2 inhibition in potential mechanisms of antidepressant action. Prog Neuro-psychopharmacol Biol Psychiatry 53:90–8
   PubMed Web of Science ®Google Scholar
• Wang L, Ye X, Li X, et al. (2010). Metabolism, transformation and distribution of Coptis chinensis total alkaloids in rat. China J Chin Mat Med 35:2017–20
   Google Scholar
• Wang ZJ, Yin OQ, Tomlinson B, Chow MS. (2008). OCT2 polymorphisms and in-vivo renal functional consequence: studies with metformin and cimetidine. Pharmacogenet Genomics 18:637–45
   PubMed Web of Science ®Google Scholar
• Xu RQ, Liu L, Xie CX, Liu BC. (1999). Fuzi xiexin tang for treatment of intractable pediatric diseases. J Tradit Chin Med 19:185–9
   PubMedGoogle Scholar
• Yan D, Jin C, Xiao XH, Dong XP. (2008). Antimicrobial properties of berberines alkaloids in Coptis chinensis Franch by microcalorimetry. J Biochem Biophys Methods 70:845–9
   PubMedGoogle Scholar
• Yonezawa A, Inui K. (2011). Organic cation transporter OCT/SLC22A and H(+)/organic cation antiporter MATE/SLC47A are key molecules for nephrotoxicity of platinum agents. Biochem Pharmacol 81:563–8
   PubMed Web of Science ®Google Scholar
• Yu S, Yu Y, Liu L, et al. (2010). Increased plasma exposures of five protoberberine alkaloids from Coptidis Rhizoma in streptozotocin-induced diabetic rats: is P-GP involved? Planta Med 76:876–81
   PubMed Web of Science ®Google Scholar
• Yuan L, Tu D, Ye X, Wu J. (2006). Hypoglycemic and hypocholesterolemic effects of Coptis chinensis franch inflorescence. Plant Foods Hum Nutr 61:139–44
   PubMed Web of Science ®Google Scholar
• Zhang LL, Ma LN, Yan D, et al. (2014). Dynamic monitoring of the cytotoxic effects of protoberberine alkaloids from Rhizoma Coptidis on HepG2 cells using the xCELLigence system. Chin J Nat Med 12:428–35
   PubMed Web of Science ®Google Scholar
• Zhang MY, Kagan N, Sung ML, et al. (2008). Sensitive and selective liquid chromatography/tandem mass spectrometry methods for quantitative analysis of 1-methyl-4-phenyl pyridinium (MPP+) in mouse striatal tissue. J Chromatogr B Analyt Technol Biomed Life Sci 874:51–6
   PubMed Web of Science ®Google Scholar
• Zhang X, Qiu F, Jiang J, et al. (2011). Intestinal absorption mechanisms of berberine, palmatine, jateorhizine, and coptisine: involvement of P-glycoprotein. Xenobiotica 41:290–6
   PubMed Web of Science ®Google Scholar
• Zomorodi K, Carlile DJ, Houston JB. (1995). Kinetics of diazepam metabolism in rat hepatic microsomes and hepatocytes and their use in predicting in vivo hepatic clearance. Xenobiotica 25:907–16
   PubMed Web of Science ®Google Scholar