Synthesis and evaluation of some xanthone derivatives for anti-arrhythmic, hypotensive properties and their affinity for adrenergic receptors

Archiv der Pharmazie

Volumn 341, Issue 2, 2008, Pages 90-98

  Marona, Henryk ^a,c   Szkaradek, Natalia ^a   Kubacka, Monika ^a   Bednarski, Marek ^a   Filipek, Barbara ^a   Cegla, Marek ^a   Szneler, Edward ^b  

^a JAGIELLONIAN UNIVERSITY MEDICAL COLLEGE   (Poland)

^b JAGIELLONIAN UNIVERSITY   (Poland)

^c NONE   (Poland)

Author keywords

Adrenoceptors; Anti arrhythmic; Hypotensive; Synthesis; Xanthone derivatives

Indexed keywords

2 [2 [4 (2 PHENOXYETHYL)PIPERAZIN 1 YL]ETHOXY] 9H XANTHEN 9 ONE; 2 [2 HYDROXY 3 [4 (2 PHENOXYETHYL)PIPERAZIN 1 YL]PROPOXY] 9H XANTHEN 9 ONE; 4 [2 [4 (PYRIDIN 2 YL)PIPERAZIN 1 YL]ETHOXY] 9 H XANTHEN 9 ONE; 4 [2 HYDROXY 3 [4 (2 PHENOXYETHYL)PIPERAZIN 1 YL]PROPOXY] 9H XANTHEN 9 ONE; ALPHA 1 ADRENERGIC RECEPTOR; BETA 1 ADRENERGIC RECEPTOR; PIPERAZINE DERIVATIVE; PROPRANOLOL; UNCLASSIFIED DRUG; XANTHONE DERIVATIVE; ADRENERGIC RECEPTOR; ANTIARRHYTHMIC AGENT; ANTIHYPERTENSIVE AGENT;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIARRHYTHMIC ACTIVITY; ANTIHYPERTENSIVE ACTIVITY; ARTICLE; BINDING AFFINITY; BLOOD PRESSURE; CONTROLLED STUDY; DOSE RESPONSE; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTROCARDIOGRAPHY; HEART ARRHYTHMIA; MALE; NONHUMAN; PRIORITY JOURNAL; RAT; ANIMAL; BINDING COMPETITION; DRUG EFFECT; METABOLISM; RADIOASSAY; STRUCTURE ACTIVITY RELATION; SYNTHESIS; WISTAR RAT;

ANIMALS; ANTI-ARRHYTHMIA AGENTS; ANTIHYPERTENSIVE AGENTS; BINDING, COMPETITIVE; BLOOD PRESSURE; RADIOLIGAND ASSAY; RATS; RATS, WISTAR; RECEPTORS, ADRENERGIC; RECEPTORS, ADRENERGIC, ALPHA-1; RECEPTORS, ADRENERGIC, BETA-1; STRUCTURE-ACTIVITY RELATIONSHIP; XANTHONES;

EID: 43149091000     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.200700156     Document Type: Article

References (46)

1. F. Horn, J. Weare, M. W. Beukers, S. Horsch, et al., Nucleic Acids Res. 1998, 26, 275-279.
2. O. M. Becker, Y. Marantz, S. Shacham, B. Inbal, et al., Proc. Natl. Acad. Sci. U. S. A. 2004, 101, 11304-11309.
3. G. A. Michelotti, D. T. Price, D. A. Schwinn, Pharmacol. Ther. 2000, 88, 281-309.
4. B. Malawska, K. Kulig, A. Gippert, B. Filipek, et al., Farmaco 2005, 60, 793-803.
5. B. Filipek, J. Sapa, B. Malawska, K. Kulig, L. Antkiewicz-Michaluk, Arch. Pharm. (Weinheim) 1997, 330, 225-231.
6. D. Lamontange, N. Yamaguchi, R. Nadeau, J. Champlan, et al., Eur. J. Pharmacol. 1986, 123, 1-10.
7. B. Malawska, K. Kulig, B. Filipek, J. Sapa, et al., Eur. J. Med. Chem. 2002, 37, 183-195.
8. J. R. R. Ruffolo, M. Gellai, J. P. Hieble, R. N. Willette, A. J. Nichols, Eur. J. Clin. Pharmacol. 1990, 38, 82-88.
9. T. Klabunde, G. Hensler, Chem. Bio. Chem. 2002, 3, 928-944.
10. F. Lombardi, P. Terranova, Curr. Pharm. Des. 2003, 9, 1703-1713.
11. D. Maciag, B. Filipek, T. Czekaj, H. Marona, G. Nowak, Pharmazie 2003, 58, 899-906.
12. M. E. Pedersen, J. R. Cockcraft, Curr. Hypertens. Rep. 2007, 9, 269-277.
13. N. El-Sherif, G. Turitto, Pacing Clin. Electrophysiol. 2005, 28, 985-990.
14. G. W. Rewcastle, G. J. Atwell, B. C. Baguley, S. B. Calveley, W. A. Denny, J. Med. Chem. 1989, 32, 793-799.
15. H. S. Liu, C. N. Lin, S. J. Won, Anticancer Res. 1997, 17, 1107-1114.
16. C. N. Lin, M. I. Chung, S. J. Liou, T. H. Lee, J. P. Wang, J. Pharm. Pharmacol. 1996, 48, 532-538.
17. C. N. Lin, H. K. Hsieh, S. J. Liou, H. H. Ko, et al., J. Pharm. Pharmacol. 1996, 48, 887-890.
18. M. Pickert, K. J. Schaper, A. W. Frahm, Arch. Pharm. Pharm. Med. Chem. 1998, 331, 193-197.
19. H. Marona, Z. Górka, E. Szneler, Pharmazie 1998, 53, 219-223.
20. H. Marona, E. Pekala, B. Filipek, D. Maciag, E. Szneler, Pharmazie 2001, 56, 567-572.
21. P. Da Re, L. Sagramora, V. Mancini, P. Valenti, L. Cima, J. Med. Chem. 1970, 13, 527-531.
22. N. K. Mak, K. W. Li, M. Zhang, R. N. S. Wong, et al., Life Sci. 2000, 66, 347-354.
23. L. Saraiva, P. Fresco, E. Pinto, E. Sousa, et al., Bioorg. Med. Chem. 2002, 10, 3219-3227.
24. I. J. Chen, S. J. Liou, S. S. Liou, C. N. Lin, Gen. Pharmac. 1993, 24, 1425-1433.
25. L. W. Wang, J. J. Kang, I. J. Chen, C. M. Teng, C. N. Lin, Bioorg. Med. Chem. 2002, 10, 567-572.
26. M. L. López-Rodríguez, M. J. Morcillo, E. Fernández, E. Porras, et al., J. Med. Chem. 2001, 44, 186-197.
27. J. C. González-Gómez, L. Santana, E. Uriarte, J. Brea, et al., Bioorg. Med. Chem. Lett. 2003, 13, 175-178.
28. R. M. De Marinis, M. Wise, J. P. Hielbe, J. R. R. Ruffolo in The a - 1 Adrenergic Receptors, (Ed.: R. R. Ruffolo) Humana Press, Clifton NJ, USA, 1987, pp. 211-265.
29. I. Muramatsu, K. Yamanaka, S. Kigoshi, Japan. J. Pharmacol. 1991, 55, 391-398.
30. T. Librowski, R. Czarnecki, M. Jastrzebska-Wiesek, W. Opoka, H. Marona, Boll. Chim. Farmac. 2004, 7, 267-274.
31. M. Kubacka, B. Filipek, H. Marona, M. Cegla, M. Dybala, Med. J. Sci. Tech. 2006, 2, 118-122.
32. G. Chlon-Rzepa, M. Pawlowski, M. Zygmunt, B. Filipek, D. Maciag, Pol. J. Pharmacol. 2004, 56, 755-766.
33. J. P. Hieble, Pharm. Act. Helvet. 2000, 74, 163-171.
34. L. X. Cubeddu, N. Fuenmayor, F. Varin, V. G. Villagra, et al., Clin. Pharmacol. Ther. 1987, 41, 31-44.
35. K. D. Beller, F. Diedrich, G. Sponer, Arzneimittelforschung. 1999, 49, 830-834.
36. J. S. H. Davies, F. Lamb, H. Suschitzky, J. Chem. Soc. 1958, 1790-1793.
37. C. Gnerre, U. Thull, P. Gaillard, P. A. Carrupt, et al., Helv. Chim. Acta 2001, 84, 552-570.
38. R. A. Finnegan, P. L. Bachman, J. Pharm. Sci. 1978, 1, 633-635.
39. H. Marona, E. Szneler, B. Filipek, J. Sapa, Acta Polon. Pharm.-Drug Res. 1997, 54, 63-70.
40. H. Marona, Pharmazie 1998, 53, 672-676.
41. Z. Ryznerski, A. Zejc, P. Chevallet, B. Cebo, J. Krupinska, Pol. J. Pharmacol. Pharm. 1989, 41, 191-199.
42. H. Marona, R. Korona, E. Szneler, Boll. Chim. Farmac. 2004, 9, 329-335.
43. L. Szekeres, J. G. Papp in Handbook of Experimental Pharmacology, (Ed.: J. Schmier, O. Eichler), Springer-Verlag, Berlin-Heidelberg-New York, 1975, pp. 131-182.
44. J. T. Litchfield, F. A. Wilcoxon, J. Pharmacol. Exp. Ther. 1949, 96, 99-113.
45. J. Maj, V. Klimek, G. Nowak, Eur. J. Pharmacol. 1985, 119, 113-116.
46. Y. C. Cheng, W. H. Prusoff, Biochem. Pharmacol. 1973, 22, 3099-3108.