Transport of the natural sweetener stevioside and its aglycone steviol by human organic anion transporter (hOAT1; SLC22A6) and hOAT3 (SLC22A8)

Journal of Pharmacology and Experimental Therapeutics

Volumn 313, Issue 2, 2005, Pages 621-628

  Srimaroeng, Chutima ^a   Chatsudthipong, Varanuj ^a   Aslamkhan, Amy G ^b   Pritchard, John B ^b  

^a MAHIDOL UNIVERSITY   (Thailand)

^b NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINOHIPPURIC ACID; CELL PROTEIN; ESTRONE SULFATE; HUMAN ORGANIC ANION TRANSPORTER 1; HUMAN ORGANIC ANION TRANSPORTER 3; ORGANIC ANION TRANSPORTER; STEVIOL; STEVIOSIDE; SWEETENING AGENT; UNCLASSIFIED DRUG;

ANIMAL CELL; ANION TRANSPORT; ARTICLE; CELL MEMBRANE TRANSPORT; DOSE RESPONSE; ELECTROPHYSIOLOGY; EPITHELIUM CELL; IC 50; INHIBITION KINETICS; KIDNEY PROXIMAL TUBULE; MICHAELIS CONSTANT; NONHUMAN; OOCYTE; PRIORITY JOURNAL; PROTEIN EXPRESSION; PROTEIN TRANSPORT; SLOW INWARD CURRENT; TRANSPORT KINETICS; XENOPUS LAEVIS;

ANIMALS; BIOLOGICAL TRANSPORT; DITERPENES, KAURANE; FEMALE; GLUCOSIDES; HUMANS; ORGANIC ANION TRANSPORT PROTEIN 1; ORGANIC ANION TRANSPORTERS, SODIUM-INDEPENDENT; STEVIA; SWEETENING AGENTS; XENOPUS LAEVIS;

EID: 18044390526     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: 10.1124/jpet.104.080366     Document Type: Article

References (40)

1. Aslamkhan AG, Barros SA, Wolff NA, Miller DS, and Pritchard JB (2004) Basolateral organic anion transport in Fundulus heteroclitus (killifish) proximal tubules appears to be mediated by a single OAT. FASEB J 18:A1250.
2. Aslamkhan AG, Han YH, Walden R, Sweet DH, and Pritchard JB (2003) Stoichiometry of organic anion/dicarboxylate exchange in membrane vesicles from rat renal cortex and hOAT1-expressing cells. Am J Physiol Renal Physiol 285:F775-F783.
3. Bednarczyk D, Ekins S, Wikel JH, and Wright SH (2003) Influence of molecular structure on substrate binding to the human organic cation transporter, hOCT1. Mol Pharmacol 63:489-498.
4. Bridel M and Lavielle R (1931) The sweet principle of Kaa-he-e (Stevia rebaudiana). J Pharm Chim 14:99-154.
5. Burckhardt BC, Wolff NA, and Burckhardt G (2000) Electrophysiologic characterization of an organic anion transporter cloned from winter flounder kidney (fROAT). J Am Soc Nephrol 11:9-17.
6. Cardoso VN, Barbosa MF, Muramoto E, Mesquita CH, and Almeida MA (1996) Pharmacokinetic studies of 131I-stevioside and its metabolites. Nucl Med Biol 23:97-100.
7. Cha SH, Sekine T, Fukushima JI, Kanai Y, Kobayashi Y, Goya T, and Endou H (2001) Identification and characterization of human organic anion transporter 3 expressing predominantly in the kidney. Mol Pharmacol 59:1277-1286.
8. Chan P, Tomlinson B, Chen YJ, Lui JC, Hsieh MH, and Cheng JT (2000) A double-blind placebo-controlled study of the effectiveness and tolerability of oral stevioside in human hypertension. Br J Clin Pharmacol 50:215-220.
9. Chan P, Xu DY, Liu JC, Chen YJ, Tomlinson B, Huang WP, and Cheng JT (1998) The effect of stevioside on blood pressure and plasma catecholamines in spontaneously hypertensive rats. Life Sci 63:1679-1684.
10. Chatsudthipong V and Jutabha P (2001) Effect of steviol on para-aminohippurate transport by isolated perfused rabbit renal proximal tubule. J Pharmacol Exp Ther 298:1120-1127.
11. Cheng Y and Prusoff WH (1973) Relationship between the inhibition constant (K1) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction. Biochem Pharmacol 22:3099-3108.
12. Cihlar T, Lin DC, Pritchard JB, Fuller MD, Mendel DB, and Sweet DH (1999) The antiviral nucleotide analogs cidofovir and adefovir are novel substrates for human and rat renal organic anion transporter 1. Mol Pharmacol 56:570-580.
13. Geuns JM (2003) Stevioside. Phytochemistry (Oxford) 64:913-921.
14. Geuns JM, Augustijns P, Mols R, Buyse JG, and Driessen B (2003) Metabolism of stevioside in pigs and intestinal absorption characteristics of stevioside, rebaudioside A and steviol. Food Chem Toxicol 41:1599-1607.
15. Groves CE, Evans KK, Dantzler WH, and Wright SH (1994) Peritubular organic cation transport in isolated rabbit proximal tubules. Am J Physiol 266:F450-F458.
16. Hosoyamada M, Sekine T, Kanai Y, and Endou H (1999) Molecular cloning and functional expression of a multispecific organic anion transporter from human kidney. Am J Physiol 276:F122-F128.
17. Hutapea AM, Toskulkao C, Buddhasukh D, Wilairat P, and Glinsukon T (1997) Digestion of stevioside, a natural sweetener, by various digestive enzymes. J Clin Biochem Nutr 23:177-186.
18. Jeppesen PB, Gregersen S, Alstrup KK, and Hermansen K (2002) Stevioside induces antihyperglycaemic, insulinotropic and glucagonostatic effects in vivo: studies in the diabetic Goto-Kakizaki (GK) rats. Phytomedicine 9:9-14.
19. Jeppesen PB, Gregersen S, Poulsen CR, and Hermansen K (2000) Stevioside acts directly on pancreatic beta cells to secrete insulin: actions independent of cyclic adenosine monophosphate and adenosine triphosphate-sensitive K+-channel activity. Metabolism 49:208-214.
20. Jeppesen PB, Gregersen S, Rolfsen SE, Jepsen M, Colombo M, Agger A, Xiao J, Kruhoffer M, Orntoft T, and Hermansen K (2003) Antihyperglycemic and blood pressure-reducing effects of stevioside in the diabetic Goto-Kakizaki rat. Metabolism 52:372-378.
21. Jutabha P, Toskulkao C, and Chatsudthipong V (2000) Effect of stevioside on PAH transport by isolated perfused rabbit renal proximal tubule. Can J Physiol Pharmacol 78:737-744.
22. Khamdang S, Takeda M, Noshiro R, Narikawa S, Enomoto A, Anzai N, Piyachaturawat P, and Endou H (2002) Interactions of human organic anion transporters and human organic cation transporters with nonsteroidal anti-inflammatory drugs. J Pharmacol Exp Ther 303:534-539.
23. Koyama E, Kitazawa K, Ohori Y, Izawa O, Kakegawa K, Fujino A, and Ui M (2003a) In vitro metabolism of the glycosidic sweeteners, stevia mixture and enzymatically modified stevia in human intestinal microflora. Food Chem Toxicol 41:359-374.
24. Koyama E, Sakai N, Ohori Y, Kitazawa K, Izawa O, Kakegawa K, Fujino A, and Ui M (2003b) Absorption and metabolism of glycosidic sweeteners of stevia mixture and their aglycone, steviol, in rats and humans. Food Chem Toxicol 41:875-883.
25. Matsui M, Matsui K, Kawasaki Y, Oda Y, Noguchi T, Kitagawa Y, Sawada M, Hayashi M, Nohmi T, Yoshihira K, et al. (1996) Evaluation of the genotoxicity of stevioside and steviol using six in vitro and one in vivo mutagenicity assays. Mutagenesis 11:573-579.
26. Melis MS (1992) Renal excretion of stevioside in rats. J Nat Prod 55:688-690.
27. Melis MS (1997) Effects of steviol on renal function and mean arterial pressure in rats. Phytomedicine 3:349-352.
28. Melis MS (1999) Effects of chronic administration of Stevia rebaudiana on fertility in rats. J Ethnopharmacol 67:157-161.
29. Mikkaichi T, Suzuki T, Onogawa T, Tanemoto M, Mizutamari H, Okada M, Chaki T, Masuda S, Tokui T, Eto N, et al. (2004) Isolation and characterization of a digoxin transporter and its rat homologue expressed in the kidney. Proc Natl Acad Sci USA 101:3569-3574.
30. Perzzuto JM, Compadre CM, Swanson SM, Nanayakkara PD, and Kinghorn AD (1985) Metabolically activated steviol, the aglycone of stevioside, is mutagenic. Proc Natl Acad Sci USA 82:2478-2482.
31. Suanarunsawat T and Chaiyabutr N (1997) The effect of stevioside on glucose metabolism in rat. Can J Physiol Pharmacol 75:976-982.
32. Sweet DH, Chan LM, Walden R, Yang XP, Miller DS, and Pritchard JB (2003) Organic anion transporter 3 (Slc22a8) is a dicarboxylate exchanger indirectly coupled to the Na+ gradient. Am J Physiol Renal Physiol 284:F763-F769.
33. Takeda M, Khamdang S, Narikawa S, Kimura H, Hosoyamada M, Cha SH, Sekine T, and Endou H (2002) Characterization of methotrexate transport and its drug interactions with human organic anion transporters. J Pharmacol Exp Ther 302:666-671.
34. Toskulkao C, Chaturat L, Temcharoen P, and Glinsukon T (1997) Acute toxicity of stevioside, a natural sweetener and its metabolite, steviol, in several animal species. Drug Chem Toxicol 20:31-44.
35. Toskulkao C, Deechakawan W, Temcharoen P, Buddhasukh D, and Glinsukon T (1994) Nephrotoxic effects of stevioside and steviol in rat renal cortical slices. J Clin Biochem Nutr 16:123-131.
36. Toskulkao C, Sutheerawattananon M, Wanichanon C, Saitongdee P, and Suttajit M (1995) Effects of stevioside and steviol on intestinal glucose absorption in hamsters. J Nutr Sci Vitaminol 41:105-113.
37. Wingard RE Jr, Brown JP, Enderlin FE, Dale JA, Hale RL, and Seitz CT (1980) Intestinal degradation and absorption of the glycosidic sweeteners stevioside and rebaudioside A. Experientia (Basel) 36:519-520.
38. Wright SH and Dantzler (2004) Molecular and cellular physiology of renal organic cation and anion transport. Physiol Rev 84:987-1049.
39. Xili L, Chengjiany B, Eryi X, Reiming S, Yuengming W, Haodong S, and Zhiyian H (1992) Chronic oral toxicity and carcinogenicity study of stevioside in rats. Food Chem Toxicol 30:957-965.
40. Yamada A, Ohgaki S, Noda T, and Shimiqu M (1985) Chronic toxicity study of dietary stevia extracts in F344 rats. J Food Hyg Soc Japan 26:183-196.