Table of Contents Author Guidelines Submit a Manuscript
Oxidative Medicine and Cellular Longevity
Volume 2016 (2016), Article ID 5213532, 10 pages
http://dx.doi.org/10.1155/2016/5213532
Research Article

Protective Effects of D-Penicillamine on Catecholamine-Induced Myocardial Injury

1Department of Pharmacology and Toxicology, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic
2Department of Biochemical Sciences, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic
3Department of Pharmacognosy, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic
4Institute of Medical Biochemistry and Laboratory Diagnostics, 1st Faculty of Medicine, Charles University in Prague, Kateřinská 1660/32, 121 08 Prague, Czech Republic
5Faculty of Medicine in Hradec Králové and University Hospital Hradec Králové, Charles University in Prague, Sokolská 581, 500 05 Hradec Králové, Czech Republic
64th Department of Internal Medicine, 1st Faculty of Medicine, Charles University in Prague, U Nemocnice 2, 128 02 Prague, Czech Republic

Received 13 August 2015; Accepted 15 September 2015

Academic Editor: Luciano Saso

Copyright © 2016 Michal Říha et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. J. B. Rubin and W. B. Borden, “Coronary heart disease in young adults,” Current Atherosclerosis Reports, vol. 14, no. 2, pp. 140–149, 2012. View at Publisher · View at Google Scholar · View at Scopus
  2. B. Ibáñez, G. Heusch, M. Ovize, and F. Van de Werf, “Evolving therapies for myocardial ischemia/reperfusion injury,” Journal of the American College of Cardiology, vol. 65, no. 14, pp. 1454–1471, 2015. View at Publisher · View at Google Scholar
  3. E. Berenshtein, B. Vaisman, C. Goldberg-Langerman, N. Kitrossky, A. M. Konijn, and M. Chevion, “Roles of ferritin and iron in ischemic preconditioning of the heart,” Molecular and Cellular Biochemistry, vol. 234-235, no. 1-2, pp. 283–292, 2002. View at Publisher · View at Google Scholar · View at Scopus
  4. M. Chevion, Y. Jiang, R. Har-El, E. Berenshtein, G. Uretzky, and N. Kitrossky, “Copper and iron are mobilized following myocardial ischemia: possible predictive criteria for tissue injury,” Proceedings of the National Academy of Sciences of the United States of America, vol. 90, no. 3, pp. 1102–1106, 1993. View at Publisher · View at Google Scholar · View at Scopus
  5. P. Mladěnka, D. S. Kalinowski, P. Hašková et al., “The novel iron chelator, 2-pyridylcarboxaldehyde 2-thiophenecarboxyl hydrazone, reduces catecholamine-mediated myocardial toxicity,” Chemical Research in Toxicology, vol. 22, no. 1, pp. 208–217, 2009. View at Publisher · View at Google Scholar · View at Scopus
  6. L. Zatloukalová, T. Filipský, P. Mladěnka et al., “Dexrazoxane provided moderate protection in a catecholamine model of severe cardiotoxicity,” Canadian Journal of Physiology and Pharmacology, vol. 90, no. 4, pp. 473–484, 2012. View at Publisher · View at Google Scholar · View at Scopus
  7. I. A. Paraskevaidis, E. K. Iliodromitis, D. Vlahakos et al., “Deferoxamine infusion during coronary artery bypass grafting ameliorates lipid peroxidation and protects the myocardium against reperfusion injury: immediate and long-term significance,” European Heart Journal, vol. 26, no. 3, pp. 263–270, 2005. View at Publisher · View at Google Scholar · View at Scopus
  8. R. Bolli, B. S. Patel, W.-X. Zhu et al., “The iron chelator desferrioxamine attenuates postischemic ventricular dysfunction,” American Journal of Physiology—Heart and Circulatory Physiology, vol. 253, no. 6, part 2, pp. H1372–H1380, 1987. View at Google Scholar · View at Scopus
  9. W. H. Tang, S. Wu, T. M. Wong, S. K. Chung, and S. S. M. Chung, “Polyol pathway mediates iron-induced oxidative injury in ischemic-reperfused rat heart,” Free Radical Biology & Medicine, vol. 45, no. 5, pp. 602–610, 2008. View at Publisher · View at Google Scholar · View at Scopus
  10. T. B. Grammer, M. E. Kleber, G. Silbernagel et al., “Copper, ceruloplasmin, and long-term cardiovascular and total mortality (The Ludwigshafen Risk and Cardiovascular Health Study),” Free Radical Research, vol. 48, no. 6, pp. 706–715, 2014. View at Publisher · View at Google Scholar · View at Scopus
  11. B. L. Vallee, “The time course of serum copper concentrations of patients with myocardial infarctions .1,” Metabolism&Clinical and Experimental, vol. 1, no. 5, pp. 420–434, 1952. View at Google Scholar
  12. Y. J. Appelbaum, J. Kuvin, J. B. Borman, G. Uretzky, and M. Chevion, “The protective role of neocuproine against cardiac damage in isolated perfused rat hearts,” Free Radical Biology and Medicine, vol. 8, no. 2, pp. 133–143, 1990. View at Google Scholar · View at Scopus
  13. H. Fieten, S. Hugen, T. S. G. A. M. van den Ingh et al., “Urinary excretion of copper, zinc and iron with and without D-penicillamine administration in relation to hepatic copper concentration in dogs,” The Veterinary Journal, vol. 197, no. 2, pp. 468–473, 2013. View at Publisher · View at Google Scholar · View at Scopus
  14. L.-C. Tran-Ho, P. M. May, and G. T. Hefter, “Complexation of copper(I) by thioamino acids. Implications for copper speciation in blood plasma,” Journal of Inorganic Biochemistry, vol. 68, no. 3, pp. 225–231, 1997. View at Publisher · View at Google Scholar · View at Scopus
  15. G. J. Brewer, “Zinc and tetrathiomolybdate for the treatment of Wilson's disease and the potential efficacy of anticopper therapy in a wide variety of diseases,” Metallomics, vol. 1, no. 3, pp. 199–206, 2009. View at Publisher · View at Google Scholar · View at Scopus
  16. H. V. Aposhian and M. M. Aposhian, “N-acetyl-DL-penicillamine, a new oral protective agent against the lethal effects of mercuric chloride,” The Journal of Pharmacology and Experimental Therapeutics, vol. 126, no. 2, pp. 131–135, 1959. View at Google Scholar · View at Scopus
  17. P. Mladěnka, K. Macáková, L. Zatloukalová et al., “In vitro interactions of coumarins with iron,” Biochimie, vol. 92, no. 9, pp. 1108–1114, 2010. View at Publisher · View at Google Scholar
  18. A. J. Nappi and E. Vass, “Hydroxyl radical formation via iron-mediated Fenton chemistry is inhibited by methylated catechols,” Biochimica et Biophysica Acta, vol. 1425, no. 1, pp. 159–167, 1998. View at Publisher · View at Google Scholar · View at Scopus
  19. B. W. Kimes and B. L. Brandt, “Properties of a clonal muscle cell line from rat heart,” Experimental Cell Research, vol. 98, no. 2, pp. 367–381, 1976. View at Publisher · View at Google Scholar · View at Scopus
  20. T. Šimůnek, M. Štěrba, O. Popelová et al., “Anthracycline toxicity to cardiomyocytes or cancer cells is differently affected by iron chelation with salicylaldehyde isonicotinoyl hydrazone,” British Journal of Pharmacology, vol. 155, no. 1, pp. 138–148, 2008. View at Publisher · View at Google Scholar · View at Scopus
  21. P. Hašková, P. Kovaříková, L. Koubková, A. Vávrová, E. MacKová, and T. Šimůnek, “Iron chelation with salicylaldehyde isonicotinoyl hydrazone protects against catecholamine autoxidation and cardiotoxicity,” Free Radical Biology and Medicine, vol. 50, no. 4, pp. 537–549, 2011. View at Publisher · View at Google Scholar · View at Scopus
  22. G. Repetto, A. del Peso, and J. L. Zurita, “Neutral red uptake assay for the estimation of cell viability/ cytotoxicity,” Nature Protocols, vol. 3, no. 7, pp. 1125–1131, 2008. View at Publisher · View at Google Scholar · View at Scopus
  23. H. J. Vreman, R. J. Wong, C. A. Sanesi, P. A. Dennery, and D. K. Stevenson, “Simultaneous production of carbon monoxide and thiobarbituric acid reactive substances in rat tissue preparations by an iron-ascorbate system,” Canadian Journal of Physiology and Pharmacology, vol. 76, no. 12, pp. 1057–1065, 1998. View at Publisher · View at Google Scholar · View at Scopus
  24. E. J. Kuchinskas and Y. Rosen, “Metal chelates of dl-penicillamine,” Archives of Biochemistry and Biophysics, vol. 97, no. 2, pp. 370–372, 1962. View at Publisher · View at Google Scholar · View at Scopus
  25. G. R. Lenz and A. E. Martell, “Metal chelates of some sulfur-containing amino acids,” Biochemistry, vol. 3, no. 6, pp. 745–750, 1964. View at Publisher · View at Google Scholar · View at Scopus
  26. J. X. Lu and G. F. Combs Jr., “Penicillamine: pharmacokinetics and differential effects on zinc and copper status in chicks,” The Journal of Nutrition, vol. 122, no. 2, pp. 355–362, 1992. View at Google Scholar · View at Scopus
  27. P. Mladěnka, R. Hrdina, Z. Bobrovová et al., “Cardiac biomarkers in a model of acute catecholamine cardiotoxicity,” Human & Experimental Toxicology, vol. 28, no. 10, pp. 631–640, 2009. View at Publisher · View at Google Scholar · View at Scopus
  28. A. Ala, A. P. Walker, K. Ashkan, J. S. Dooley, and M. L. Schilsky, “Wilson's disease,” The Lancet, vol. 369, no. 9559, pp. 397–408, 2007. View at Publisher · View at Google Scholar · View at Scopus
  29. R. Ishak and O. Abbas, “Penicillamine revisited: historic overview and review of the clinical uses and cutaneous adverse effects,” American Journal of Clinical Dermatology, vol. 14, no. 3, pp. 223–233, 2013. View at Publisher · View at Google Scholar · View at Scopus
  30. M. Říha, J. Karlíčková, T. Filipský, K. Macáková, R. Hrdina, and P. Mladěnka, “Novel method for rapid copper chelation assessment confirmed low affinity of D-penicillamine for copper in comparison with trientine and 8-hydroxyquinolines,” Journal of Inorganic Biochemistry, vol. 123, pp. 80–87, 2013. View at Publisher · View at Google Scholar · View at Scopus
  31. D. A. Doornbos and J. S. Faber, “Studies on metal complexes of drugs; D-penicillamine and N-acetyl-D-penicillamine,” Pharmaceutisch Weekblad, vol. 99, pp. 289–309, 1964. View at Google Scholar · View at Scopus
  32. P. Mladěnka, V. Semecký, Z. Bobrovová et al., “The effects of lactoferrin in a rat model of catecholamine cardiotoxicity,” Biometals, vol. 22, no. 2, pp. 353–361, 2009. View at Publisher · View at Google Scholar
  33. P. Mladěnka, L. Zatloukalová, T. Šimůnek et al., “Direct administration of rutin does not protect against catecholamine cardiotoxicity,” Toxicology, vol. 255, no. 1-2, pp. 25–32, 2009. View at Publisher · View at Google Scholar · View at Scopus
  34. N. D. Staite, R. P. Messner, and D. C. Zoschke, “In vitro production and scavenging of hydrogen peroxide by D-penicillamine. Relationship to copper availability,” Arthritis & Rheumatism, vol. 28, no. 8, pp. 914–921, 1985. View at Publisher · View at Google Scholar · View at Scopus
  35. G. Starkebaum and R. K. Root, “D-penicillamine: analysis of the mechanism of copper-catalyzed hydrogen peroxide generation,” The Journal of Immunology, vol. 134, no. 5, pp. 3371–3378, 1985. View at Google Scholar · View at Scopus
  36. S. Qiao, C. M. Cabello, S. D. Lamore, J. L. Lesson, and G. T. Wondrak, “D-Penicillamine targets metastatic melanoma cells with induction of the unfolded protein response (UPR) and Noxa (PMAIP1)-dependent mitochondrial apoptosis,” Apoptosis, vol. 17, no. 10, pp. 1079–1094, 2012. View at Publisher · View at Google Scholar · View at Scopus
  37. G. Grazyna, K. Agata, P. Adam et al., “Treatment with D-penicillamine or zinc sulphate affects copper metabolism and improves but not normalizes antioxidant capacity parameters in Wilson disease,” BioMetals, vol. 27, no. 1, pp. 207–215, 2014. View at Publisher · View at Google Scholar · View at Scopus
  38. G. Ambrosio, J. L. Zweier, W. E. Jacobus, M. L. Weisfeldt, and J. T. Flaherty, “Improvement of postischemic myocardial function and metabolism induced by administration of deferoxamine at the time of reflow: the role of iron in the pathogenesis of reperfusion injury,” Circulation, vol. 76, no. 4, pp. 906–915, 1987. View at Publisher · View at Google Scholar · View at Scopus
  39. L. M. Gaetke, H. S. Chow-Johnson, and C. K. Chow, “Copper: toxicological relevance and mechanisms,” Archives of Toxicology, vol. 88, no. 11, pp. 1929–1938, 2014. View at Publisher · View at Google Scholar · View at Scopus
  40. K. Macáková, P. Mladěnka, T. Filipský et al., “Iron reduction potentiates hydroxyl radical formation only in flavonols,” Food Chemistry, vol. 135, no. 4, pp. 2584–2592, 2012. View at Publisher · View at Google Scholar
  41. P. E. Lipsky, “Modulation of human antibody production in vitro by D-penicillamine and CuSO4: inhibition of helper T cell function,” The Journal of Rheumatology. Supplement, vol. 7, pp. 69–73, 1981. View at Google Scholar
  42. N. G. Frangogiannis, C. W. Smith, and M. L. Entman, “The inflammatory response in myocardial infarction,” Cardiovascular Research, vol. 53, no. 1, pp. 31–47, 2002. View at Publisher · View at Google Scholar · View at Scopus