Antiarrhythmic, hypotensive and α1-adrenolytic properties of new 2-methoxyphenylpiperazine derivatives of xanthone

European Journal of Pharmacology

Volumn 735, Issue 1, 2014, Pages 10-16

  Rapacz, Anna ^a   Pytka, Karolina ^a   Sapa, Jacek ^b   Kubacka, Monika ^a   Filipek, Barbara ^a   Szkaradek, Natalia ^b   Marona, Henryk ^b  

^a JAGIELLONIAN UNIVERSITY   (Poland)

^b JAGIELLONIAN UNIVERSITY MEDICAL COLLEGE   (Poland)

Author keywords

Antiarrhythmic; Hypotensive; Piperazine derivatives; Xanthone derivatives

Indexed keywords

2 METHOXYPHENYLPIPERAZINE DERIVATIVE; 4 [2 ACETOXY 3 [4 (2 METHOXYPHENYL)PIPERAZINE 1 YL]PROPOXY] 9H XANTHEN 9 ONE; 4 [2 HYDROXY 3 [4 (2 METHOXYPHENYL)PIPERAZINE 1 YL]PROPOXY] 9H XANTHEN 9 ONE; 4 [3 [4 (2 METHOXYPHENYL)PIPERAZINE 1 YL]PROPOXY] 9H XANTHEN 9 ONE; ADRENALIN; ALPHA 1 ADRENERGIC RECEPTOR; ALPHA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; ANTIARRHYTHMIC AGENT; HYPERTENSIVE AGENT; METHOXAMINE; MH 105; MH 94; MH 99; NORADRENALIN; PHENYLEPHRINE; UNCLASSIFIED DRUG; URAPIDIL; XANTHONE DERIVATIVE; ANTIHYPERTENSIVE AGENT; PIPERAZINE DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIARRHYTHMIC ACTIVITY; ANTIHYPERTENSIVE ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; HEART VENTRICLE EXTRASYSTOLE; IN VITRO STUDY; IN VIVO STUDY; MALE; NONHUMAN; PRESSOR RESPONSE; PRIORITY JOURNAL; RAT; THORACIC AORTA; ANIMAL; ARRHYTHMIAS, CARDIAC; CHEMICALLY INDUCED; DRUG EFFECTS; PHYSIOLOGY; WISTAR RAT;

ADRENERGIC ALPHA-1 RECEPTOR ANTAGONISTS; ANIMALS; ANTI-ARRHYTHMIA AGENTS; ANTIHYPERTENSIVE AGENTS; AORTA, THORACIC; ARRHYTHMIAS, CARDIAC; EPINEPHRINE; IN VITRO TECHNIQUES; MALE; PIPERAZINES; RATS, WISTAR; RECEPTORS, ADRENERGIC, ALPHA-1; XANTHONES;

EID: 84899592980     PISSN: 00142999     EISSN: 18790712     Source Type: Journal    
DOI: 10.1016/j.ejphar.2014.04.010     Document Type: Article

References (33)

1. O. Arunlakshana, and H.O. Schild Some quantitative uses of drug antagonists Br. J. Pharmacol. 120 1997 151 161 (Pubitemid 127732584)
2. C. Bardage, and D.G.L. Isacson Self-reported side-effects of antihypertensive drugs: an epidemiological study on prevalence and impact on health-state utility Blood Press. 9 2000 328 334 (Pubitemid 32099091)
3. B.G. Benfey, M.S. Elfellah, R.I. Ogilvie, and D.R. Varma Anti-arrhythmic effects of prazosin and propranolol during coronary artery occlusion and re-perfusion in dogs and pigs Br. J. Pharmacol. 82 1984 717 725 (Pubitemid 14085778)
4. J. Bralet, J. Didier, D. Moreau, L.H. Opie, and L. Rochette Effect of alpha-adrenoceptor antagonists (phentolamine, nicergoline and prazosin) on reperfusion arrhythmias and noradrenaline release in perfused rat heart Br. J. Pharmacol. 84 1985 9 18 (Pubitemid 15169052)
5. O.E. Brodde, H. Bruck, and K. Leineweber Cardiac adrenoceptors: physiological and pathophysiological relevance J. Pharmacol. Sci. 100 2006 323 337 (Pubitemid 44609527)
6. Y.W. Cheng, and J.J. Kang Mechanism of vasorelaxation of thoracic aorta caused by xanthone Eur. J. Pharmacol. 336 1997 23 28
7. H.R. El-Seedi, M.A. El-Barbary, D.M. El-Ghorab, L. Bohlin, A.K. Borg-Karlson, U. Göransson, and R. Verpoorte Recent insights into the biosynthesis and biological activities of natural xanthones Curr. Med. Chem. 17 2010 854 901
8. J.C. Estrada, and D. Darbar Clinical use of and future perspectives on antiarrhythmic drugs Eur. J. Clin. Pharmacol. 64 2008 1139 1146
9. R.F. Furchgott, and J.V. Zawadzki The obligatory role of endothelial cells in the relaxation of arterial smooth muscle by acetylcholine Nature 288 1980 373 376 (Pubitemid 11169009)
10. M. Gwilt, C.G. Henderson, J. Orme, and J.D. Rourke Effects of drugs on ventricular fibrillation and ischaemic K+ loss in a model of ischaemia in perfused guinea-pig hearts in vitro Eur. J. Pharmacol. 220 1992 231 236
11. G. Heusch Alpha-adrenergic mechanisms in myocardial ischemia Circulation 81 1990 1 13
12. D.J. Jiang, Z. Dai, and Y.J. Li Pharmacological effects of xanthones as cardiovascular protective agents Cardiovasc. Drug Rev. 22 2004 91 102 (Pubitemid 38879874)
13. M. Kubacka, S. Mogilski, B. Filipek, and H. Marona The hypotensive activity and alpha1-adrenoceptor antagonistic properties of some aroxyalkyl derivatives of 2-methoxyphenylpiperazine Eur. J. Pharmacol. 698 2013 335 344
14. K. Kulig, C. Spieces, J. Sapa, C. Caspers, B. Filipek, and B. Malawska Synthesis and pharmacological evaluation of pyrrolidin-2-one derivatives as antiarrhythmic, antihypertensive and alpha-adrenolytic agents Pharmacol. Rep. 62 2010 68 85
15. T. Librowski, R. Czarnecki, M. Jastrzebska-Wiesek, W. Opoka, and H. Marona The influence of some aminoalkanolic xanthone derivatives on central nervous and cardiovascular systems in rodents Boll. Chim. Farm. 143 2004 267 274
16. C.N. Lin, M.I. Chung, S.J. Liou, T.H. Lee, and J.P. Wang Synthesis and anti-inflammatory effects of xanthone derivatives J. Pharm. Pharmacol. 48 1996 532 538
17. J.T. Litchfield, and F.J. Wilcoxon A simplified method of evaluating dose-effect experiments Pharmacol. Exp. Ther. 96 1949 99 113
18. H. Marona, M. Kubacka, B. Filipek, A. Siwek, M. Dybała, E. Szneler, T. Pociecha, A. Gunia, and A.M. Waszkielewicz Synthesis, alpha-adrenoceptors affinity and alpha 1-adrenoceptor antagonistic properties of some 1,4-substituted piperazine derivatives Pharmazie 66 2011 733 739
19. H. Marona, N. Szkaradek, A. Rapacz, B. Filipek, M. Dybała, A. Siwek, M. Cegła, and E. Szneler Preliminary evaluation of pharmacological properties of some xanthone derivatives Bioorg. Med. Chem. 17 2009 1345 1352
20. A. Oliveras, and A. de la Sierra Resistant hypertension: patient characteristics, risk factors, co-morbidities and outcomes J. Hum. Hypertens. 28 2014 213 217
21. F. Orallo, T. Garcia-Ferreiro, M.J. Enguix, H. Tristan, C. Masaguer, E. Ravina, I. Cadavid, and M.I. Loza in vivo and in vitro pharmacological studies of a new hypotensive compound (QF0301B) in rat: comparison with prazosin, a known alpha1-adrenoceptor antagonist Vas. Pharmacol. 40 2003 97 108 (Pubitemid 37329346)
22. E. Petropoulou, Y. Jamshidi, and E.R. Behr The genetics of pro-arrhythmic adverse drug reactions Br. J. Clin. Pharmacol. 77 2014 618 625
23. A. Rapacz, K. Pytka, M. Dudek, T. Librowski, K. Sałat, B. Filipek, H. Marona, and N. Szkaradek Effect of new xanthone derivatives on the level of endogenous nitric oxide in some tissue homogenates in rats Acta Biol. Cracoviensia Ser. Zool. 53 2011 63 67
24. J. Sapa, B. Filipek, and L. Nowiński Antiarrhythmic and hypotensive activities of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)propyl]- pyrrolidin-2-one (MG-1(R,S)) and its enantiomers Pharmacol. Rep. 63 2011 455 463
25. J. Sapa, A. Nowaczyk, and K. Kulig Antiarrhythmic and antioxidant activity of novel pyrrolidin-2-one derivatives with adrenolytic properties Naunyn Schmiedebergs Arch. Pharmacol. 383 2011 13 25
26. M. Steinfath, Y.Y. Chen, J. Lavický, O. Magnussen, M. Nose, S. Rosswag, W. Schmitz, and H. Scholz Cardiac alpha 1-adrenoceptor densities in different mammalian species Br. J. Pharmacol. 107 1992 185 188
27. L. Szekeres, and J.G. Papp Antiarrhythmic compounds Prog. Drug Res. 12 1968 292 369
28. N. Szkaradek, A. Rapacz, K. Pytka, B. Filipek, A. Siwek, M. Cegła, and H. Marona Synthesis and preliminary evaluation of pharmacological properties of some piperazine derivatives of xanthone Bioorg. Med. Chem. 21 2013 514 522
29. A. Tanoue, T.A. Koshimizu, K. Shibata, Y. Nasa, S. Takeo, and G. Tsujimoto Insights into alpha1 adrenoceptor function in health and disease from transgenic animal studies Trends Endocrinol. Metab. 14 2003 107 113 (Pubitemid 36733907)
30. R. Tölg, T. Kurz, M. Ungerer, J. Schreieck, B. Görge, and G. Richardt Influence of alpha- and beta-adrenoceptor antagonists on ventricular fibrillation in ischemic rat hearts Naunyn Schmiedebergs Arch. Pharmacol. 356 1997 62 68 (Pubitemid 27276153)
31. J. Van Rossum Cumulative dose-response curves. II. Technique for the making of dose-response curves in isolated organs and the evaluation of drug parameters Arch. Int. Pharmacodyn. Ther. 143 1963 299 330
32. R. Villalobos-Molina, I.A. Gallardo-Ortíz, J.J. López-Guerrero, and M. Ibarra Evidence that NAN-190-induced hypotension involves vascular alpha1-adrenoceptor antagonism in the rat Eur. J. Pharmacol. 455 2002 59 64 (Pubitemid 35335966)
33. E.A. Woodcock, X.J. Du, M.E. Reichelt, and R.M. Graham Cardiac α1 - adrenergic drive in pathological remodeling Cardiovasc. Res. 34 2008 452 462 (Pubitemid 351197669)