Piceatannol, a derivative of resveratrol, moderately slows l Na inactivation and exerts antiarrhythmic action in ischaemia-reperfused rat hearts

British Journal of Pharmacology

Volumn 157, Issue 3, 2009, Pages 381-391

  Chen, Wen Pin ^a   Hung, Li Man ^b   Hsueh, Chia Hsiang ^a   Lai, Ling Ping ^c   Su, Ming Jai ^a  

^a CHANG GUNG UNIVERSITY COLLEGE OF MEDICINE   (Taiwan)

^b NATIONAL TAIWAN UNIVERSITY HOSPITAL   (Taiwan)

^c NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

Antiarrhythmia; APD prolongation; Piceatannol; Resveratrol; Sodium channel

Indexed keywords

NIFEDIPINE; PICEATANNOL; RESVERATROL; SODIUM CHANNEL; 3,3',4,5'-TETRAHYDROXYSTILBENE; ACONITINE; ANTIARRHYTHMIC AGENT; CAFFEINE; CALCIUM CHANNEL BLOCKING AGENT; CALCIUM CHANNEL L TYPE; ERG1 POTASSIUM CHANNEL; POTASSIUM CHANNEL HERG; SCAVENGER; SODIUM CHANNEL BLOCKING AGENT; STILBENE DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ANTIARRHYTHMIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG EFFECT; DRUG EFFICACY; DRUG INHIBITION; HEART MUSCLE ISCHEMIA; HEART MUSCLE POTENTIAL; HEART MUSCLE REPERFUSION; HEART PROTECTION; MALE; NONHUMAN; PRIORITY JOURNAL; RAT; REPERFUSION INJURY; STEADY STATE; ACTION POTENTIAL; ANIMAL; CELL LINE; DRUG POTENTIATION; ELECTROSTIMULATION; GENETICS; HEART ARRHYTHMIA; HEART MUSCLE CELL; HUMAN; IN VITRO STUDY; METABOLISM; PATCH CLAMP; PHYSIOLOGY; SPRAGUE DAWLEY RAT;

ACONITINE; ACTION POTENTIALS; ANIMALS; ANTI-ARRHYTHMIA AGENTS; ARRHYTHMIAS, CARDIAC; CAFFEINE; CALCIUM CHANNEL BLOCKERS; CALCIUM CHANNELS, L-TYPE; CELL LINE; ELECTRIC STIMULATION; ETHER-A-GO-GO POTASSIUM CHANNELS; FREE RADICAL SCAVENGERS; HUMANS; MALE; MYOCARDIAL REPERFUSION INJURY; MYOCYTES, CARDIAC; PATCH-CLAMP TECHNIQUES; RATS; RATS, SPRAGUE-DAWLEY; SODIUM CHANNEL BLOCKERS; SODIUM CHANNELS; STILBENES;

EID: 70349898732     PISSN: 00071188     EISSN: 14765381     Source Type: Journal    
DOI: 10.1111/j.1476-5381.2008.00106.x     Document Type: Article

References (32)

1. Abd El-Mohsen M, Bayele H, Kuhnle G, Gibson G, Debnam E, Kaila Srai S et al. (2006). Distribution of |3H]trans-resveratrol in rat tissues following oral administration. Br J Nutr 96 (1): 62-70. (Pubitemid 44160897)
2. Abtahian F, Guerriero A, Sebzda E, Lu MM, Zhou R, Mocsai A et al. (2003). Regulation of blood and lymphatic vascular separation by signaling proteins SLP-76 and Syk. Science 299 (5604): 247-251.
3. Aggarwal BB, Sethi G, Ahn KS, Sandur SK, Pandey MK, Kunnumakkara AB et al. (2006). Targeting signal-transducer-and-activator-oftranscription-3 for prevention and therapy of cancer: modern target but ancient solution. Ann N Y Acad Sci 1091: 151-169.
4. Bernier M, Hearse DJ, Manning AS (1986). Reperfusion-induced arrhythmias and oxygen-derived free radicals. Studies with 'antifree radical' interventions and a free radical-generating system in the isolated perfused rat heart. Circ Res 58 (3): 331-340.
5. Boocock DJ, Faust GE, Patel KR, Schinas AM, Brown VA, Ducharme MP et al. (2007). Phase I dose escalation pharmacokinetic study in healthy volunteers of resveratrol, a potential cancer chemopreventive agent. Cancer Epidemiol Biomarkers Prev 16 (6): 1246-1252.
6. Chen WP, Su MJ, Hung LM. (2007). In vitro electrophysiological mechanisms for antiarrhythmic efficacy of resveratrol, a red wine antioxidant. Eur J Pharmacol 554 (2-3): 196-204.
7. Cooper L, Longnecker R (2002). Inhibition of host kinase activity altered by the LMP2A signalosome-a therapeutic target for EpsteinBarr virus latency and associated disease. Antiviral Res 56 (3): 219-231.
8. Das DK, Sato M, Ray PS, Maulik G, Engelman RM, Bertelli AA et al. (1999). Cardioprotection of red wine: role of polyphenols antioxidants. Drugs Exp Clin Res 25 (2-3): 115-120.
9. Fauconneau B, Waffo-Teguo P, Huguet F, Barrier L, Decendit A, Merillon JM (1997). Comparative study of radical scavenger and antioxidant properties of phenolic compounds from Vitis vinifera cell cultures using in vitro tests. Life Sci 61 (21): 2103-2110.
10. Ferrigni NR, McLaughlin JL, Powell RG, Smith CR Jr (1984). Use of potato disc and brine shrimp bioassays to detect activity and isolate piceatannol as the antileukemic principle from the seeds of Euphorbia lagascae. J Nat Prod 47 (2): 347-352.
11. Gwathmey JK, Slawsky MT, Briggs GM, Morgan JP (1988). Role of intracellular sodium in the regulation of intracellular calcium and contractility. Effects of DPI 201-106 on excitation-contraction coupling in human ventricular myocardium. J Clin Invest 82 (5): 1592-1605.
12. Halliwell B (2007). Dietary polyphenols: good, bad, or indifferent for your health? Cardiovasc Res 73 (2): 341-347.
13. Hung LM, Chen JK, Huang SS, Lee RS, Su MJ (2000). Cardioprotective effect of resveratrol, a natural antioxidant derived from grapes. Cardiovasc Res 47 (3): 549-555.
14. Hung LM, Chen JK, Lee RS, Liang HC, Su MJ (2001). Beneficial effects of astringinin, a resveratrol analogue, on the ischemia and reperfusion damage in rat heart. Free Radic Biol Med 30 (8): 877-883.
15. Inamori Y, Kato Y, Kubo M, Yasuda M, Baba K, Kozawa M (1984). Physiological activities of 3,3′,4,5′-tetrahydroxystilbene Isolated from the heartwood of Cassia garrettiana CRAIB. Chem Pharm Bull 32 (1): 213-218.
16. kr channels minimally comprise hERG la and lb subunits. J Biol Chem 279 (43): 44690-44694.
17. Manning AS, Coltart DJ, Hearse DJ (1984). Ischemia and reperfusioninduced arrhythmias in the rat. Effects of xanthine oxidase inhibition with allopurinol. Circ Res 55 (4): 545-548.
18. Marier JF, Vachon P, Gritsas A, Zhang J, Moreau JP, Ducharme MP (2002). Metabolism and disposition of resveratrol in rats: extent of absorption, glucuronidation, and enterohepatic recirculation evidenced by a linked-rat model. J Pharmacol Exp Ther 302 (1): 369-373.
19. Oliver JM, Burg DL, Wilson BS, McLaughlin JL, Geahlen RL (1994). Inhibition of mast cell Fc epsilon R1-mediated signaling and effector function by the Syk-selective inhibitor, piceatannol. J Biol Chem 269 (47): 29697-29703.
20. Peters JD, Furlong MT, Asai DJ, Harrison ML, Geahlen RL (1996). Syk, activated by cross-linking the B-cell antigen receptor, localizes to the cytosol where it interacts with and phosphorylates alphatubulin on tyrosine. J Biol Chem 271 (9): 4755-4762.
21. Piver B, Fer M, Vitrac X, Merillon JM, Dreano Y, Berthou F et al. (2004). Involvement of cytochrome P450 1A2 in the biotransformation of trans-resveratrol in human liver microsomes. Biochem Pharmacol 68 (4): 773-782.
22. Potter GA, Patterson LH, Wanogho E, Perry PJ, Butler PC, Ijaz T et al. (2002). The cancer preventative agent resveratrol is converted to the anticancer agent piceatannol by the cytochrome P450 enzyme CYP1B1. Br J Cancer 86 (5): 774-778.
23. Renaud S, de Lorgeril M (1992). Wine, alcohol, platelets, and the French paradox for coronary heart disease. Lancet 339 (8808): 1523-1526.
24. Roupe K, Teng XW, Fu X, Meadows GG, Davies NM (2004). Determination of piceatannol in rat serum and liver microsomes: pharmacokinetics and phase I and II biotransformation. Biomed Chromatogr 18 (8): 486-491.
25. Roupe KA, Remsberg CM, Yanez JA, Davies NM (2006a). Pharmacometrics of stilbenes: seguing towards the clinic. Curr Clin Pharmacol 1 (1): 81-101.
26. Roupe KA, Yanez JA, Teng XW, Davies NM (2006b). Pharmacokinetics of selected stilbenes: rhapontigenin, piceatannol and pinosylvin in rats. J Pharm Pharmacol 58 (11): 1443-1450.
27. Sada K, Takano T, Yanagi S, Yamamura H (2001). Structure and function of Syk protein-tyrosine kinase. J Biochem 130 (2): 177-186.
28. Tikhonov DB, Zhorov BS (2005). Sodium channel activators: model of binding inside the pore and a possible mechanism of action. FEBS Lett 579 (20): 4207-4212.
29. Waffo Teguo P, Fauconneau B, Deffieux G, Huguet F, Vercauteren J, Merillon JM (1998). Isolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from vitis vinifera cell cultures. J Nat Prod 61 (5): 655-657.
30. + channel, erg. Circ Res 80 (2): 261-268.
31. Yanagi S, Inatome R, Takano T, Yamamura H (2001). Syk expression and novel function in a wide variety of tissues. Biochem Biophys Res Commun 288 (3): 495-498.
32. Yuill KH, Convery MK, Dooley PC, Doggrell SA, Hancox JC (2000). Effects of BDF 9198 on action potentials and ionic currents from guinea-pig isolated ventricular myocytes. Br J Pharmacol 130 (8): 1753-1766.