A natural plant-derived dihydroisosteviol prevents cholera toxin-induced intestinal fluid secretion

Journal of Pharmacology and Experimental Therapeutics

Volumn 324, Issue 2, 2008, Pages 798-805

  Pariwat, Prapapimon ^a   Homvisasevongsa, Sureeporn ^b   Muanprasat, Chatchai ^a   Chatsudthipong, Varanuj ^a  

^a Mahidol University   (Thailand)

^b HUACHIEW CHALERMPRAKIET UNIVERSITY   (Thailand)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM; CHLORIDE; CHOLERA TOXIN; CYCLIC AMP; DIHYDROISOSTEVIOL; FORSKOLIN; ISOSTEVIOL; ISOSTEVIOL 16 OXIME; STEVIOL; STEVIOSIDE; TRANSMEMBRANE CONDUCTANCE REGULATOR; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CELL VIABILITY; CONTROLLED STUDY; DRUG MECHANISM; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; INTESTINE ABSORPTION; INTESTINE FLUID; INTESTINE SECRETION; MOUSE; NONHUMAN; PRIORITY JOURNAL;

ANIMALS; CELL LINE, TUMOR; CELL SURVIVAL; CHOLERA TOXIN; DITERPENES, KAURANE; DOSE-RESPONSE RELATIONSHIP, DRUG; GLUCOSIDES; HUMANS; INTESTINAL SECRETIONS; JEJUNUM; MICE; MICE, INBRED ICR; PLANT EXTRACTS;

EID: 38749131189     PISSN: 00223565     EISSN: 15210103     Source Type: Journal    
DOI: 10.1124/jpet.107.129288     Document Type: Article

References (36)

1. Al'fonsov VA, Andreeva OV, Bakaleinik GV, Beskrovnyi DV, Gubaidullin AT, Kataev VE, Kovylyaeva GI, Konovalov AI, Korochkina MG, Litvinov IA, et al. (2003) Chemistry and structure of diterpene compounds of the kaurane series: VIII. Azomethines derived from isosteviol. Russian J Gen Chem (Engl Transl) 73:1255-1260.
2. Al'fonsov VA, Bakaleinik GV, Gubaidullin AT, Kataev VE, Beskrovnyi DV, Kovylyaeva GI, Konovalov AI, Litvinov IA, Strobykina IY, Strobykin SI, et al. (2000) Chemistry and structure of diterpenes of the kaurane series: II. Reduction of isosteviol. Russian J Gen Chem (Engl Transl) 70:953-960.
3. AlI MS, Hanson JS, and De Oliveira BH (1992) The biotransformation of some ent-beyeran-19-oic acids by gibberella fujikuroi. Phytochemistry 31:507-510.
4. Barrett KE and Keely SJ (2000) Chloride secretion by the intestinal epithelium: molecular basis and regulatory aspects. Annu Rev Physiol 62:535-572.
5. Bridel M and Lavieille R (1931) The sweet principle of Kaa-he-e (Stevia rebaudiana). J Pharm Clim 14:99-154.
6. Cézard JP, Duhamel JF, Meyer M, Pharaon I, Bellaiche M, Maurage C, Ginies JL, Vaillant JM, Girardet JP, Lamireau T, et al. (2001) Efficacy and tolerability of racecadotril in acute diarrhea in children. Gastroenterology 120:799-805.
7. 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.
8. --secreting epithelial cells. Proc Natl Acad Sci U S A 87:4956-4960.
9. Dawson DC, Smith SS, and Mansoura MK (1999) CFTR: mechanism of anion conduction. Physiol Rev 79:S47-S75.
10. Farthing MJ (2001) Treatment of gastrointestinal viruses. Novartis Found Symp 238:289-300.
11. Farthing MJ (1996) Chronic diarrhea: current concepts on mechanisms and management. Eur J Gastroenterol Hepatol 8:157-167.
12. Gabriel SE, Davenport SE, Steagall RJ, Vimal V, Carlson T, and Rozhon EJ (1999) A novel plant-derived inhibitor of cAMP-mediated fluid and chloride secretion. Am J Physiol 276:G58-G63.
13. Gardana C, Simonetti P, Canzi E, Zanchi R, and Pietta P (2003) Metabolism of stevioside and rebaudioside A from Stevia rebaudiana extracts by human microflora. J Agric Food Chem 51:6618-6622.
14. Huflejt ME, Blum RA, Miller SG, Moore HP, and Machen TE (1994) Regulated Cl transport, K and Cl permeability, and exocytosis in T84 cells. J Clin Invest 93:1900-1910.
15. Jeppesen PB, Dyskog SE, Agger A, Gregersen S, Colombo M, Xiao J, and Hermansen K (2006) Can stevioside in combination with a soy-based dietary supplement be a new useful treatment of type 2 diabetes? An in vivo study in the diabetic gotokakizaki rat. Rev Diabet Stud 3:189-199.
16. Koyama E, Kitazawa K, Ohori Y, Izawa O, Kakegawa K, Fujino A, and Ui M (2003) In vitro metabolism of the glycosidic sweeteners, stevia mixture and enzymatically modified stevia in human intestinal microflora. Food Chem Toxicol 41:359-374.
17. Kunzelmann K and Mall M (2002) Electrolyte transport in the mammalian colon: mechanisms and implications for disease. Physiol Rev 82:245-289.
18. + absorption by extracellular nucleotides in mouse trachea. Pflugers Arch 444:220-226.
19. Lee CN, Wong KL, Liu JC, Chen YJ, Cheng JT, and Chan P (2001) Inhibitory effect of stevioside on calcium influx to produce antihypertension. Planta Med 67:796-799.
20. Lencer WI, Constable C, Moe S, Jobling MG, Webb HM, Ruston S, Madara JL, Hirst TR, and Holmes RK (1995) Targeting of cholera toxin and Escherichia coli heat labile toxin in polarized epithelia: role of COOH-terminal KDEL. J Cell Biol 131:951-962.
21. Ma T, Thiagarajah JR, Yang H, Sonawane ND, Folli C, Galietta LJ, and Verkman AS (2002) Thiazolidinone CFTR inhibitor identified by high-throughput screening blocks cholera toxin-induced intestinal fluid secretion. J Clin Invest 110:1651-1658.
22. - channel by two closely related arylaminobenzoates. J Gen Physiol 102:1-23.
23. Mourad FH, O'Donnell LJ, Dias JA, Ogutu E, Andre EA, Turvill JL, and Farthing MJ (1995) Role of 5-hydroxytryptamine type 3 receptors in rat intestinal fluid and electrolyte secretion induced by cholera and Escherichia coli enterotoxins. Gut 37:340-345.
24. Muanprasat C, Sonawane ND, Salinas D, Taddei A, Galietta LJ, and Verkman AS (2004) Discovery of glycine hydrazide pore-occluding CFTR inhibitors: mechanism, structure-activity analysis, and in vivo efficacy. J Gen Physiol 124:125-137.
25. Muanprasat C, Kaewmokul S, and Chatsudthipong V (2007) Identification of new small molecule inhibitors of cystic fibrosis transmembrane regulator protein: in vitro and in vivo studies. Biol Pharm Bull 30:502-507.
26. Phillipson JD (1994) Natural products as drugs. Trans R Soc Trop Med Hyg 88:S17-S19.
27. Pickens JC, Mitchell DD, Liu J, Tan X, Zhang Z, Verlinde CL, Hol WG, and Fan E (2004) Nonspanning bivalent ligands as improved surface receptor binding inhibitors of the cholera toxin B pentamer. Chem Biol 11:1205-1215.
28. - channel. Pflugers Arch 429:659-662.
29. Sidhu M and Cooke HJ (1995) Role for 5-HT and ACh in submucosal reflexes mediating colonic secretion. Am J Physiol 269:G346-G351.
30. Skehan P, Storeng R, Scodiero D, Monks A, MacMahon J, Vistica D, Warren JT, Bokesch H, Kenney S, and Boyd MR (1990) New calorimetric cytotoxicity assay for anticancer-drug screening. J Natl Cancer Inst 82:1107-1112.
31. Soriani M, Bailey L, and Hirst TR (2002) Contribution of the ADP-ribosylating and receptor-binding properties of cholera-like enterotoxins in modulating cytokine secretion by human intestinal epithelial cells. Microbiology 148:667-676.
32. Srimaroeng C, Jutabha P, Pritchard JB, Endou H, and Chatsudthipong V (2005) Interactions of stevioside and steviol with renal organic anion transporters in S2 cells and mouse renal cortical slices. Pharmacol Res 22:858-865.
33. Takahashi K, Matsuda M, Ohashi K, Taniquchi K, Kakagomi O, Abe Y, Mori S, Sato N, Okutani K, and Shigeta S. (2001) Analysis of anti-rotavirus activity of extract from Stevia rebaudiana. Antiviral Res 49:15-24.
34. Thiagarajah JR, Broadbent T, Hsieh E, and Verkman AS (2004) Prevention of toxin-induced intestinal ion and fluid secretion by a small-molecule CFTR inhibitor. Gastroenterology 126:511-519.
35. Turvill JL and Farthing MJ (1997) Effect of granisetron on cholera toxin-induced enteric secretion. Lancet 349:1293.
36. Wong KL, Chan P, Yang HY, Hsu FL, Liu IM, Cheng YW, and Cheng JT (2004) Isosteviol acts on potassium channels to relax isolated aortic strips of Wistar rat. Life Sci 74:2379-2387.