Echinochrome a protects mitochondrial function in cardiomyocytes against cardiotoxic drugs

Marine Drugs

Volumn 12, Issue 5, 2014, Pages 2922-2936

  Jeong, Seung Hun ^a   Kim, Hyoung Kyu ^a   Song, In Sung ^a   Lee, Seon Joong ^a   Ko, Kyung Soo ^a   Rhee, Byoung Doo ^a   Kim, Nari ^a   Mishchenko, Natalia P ^b   Fedoryev, Sergey A ^b   Stonik, Valentin A ^b   Han, Jin ^a  

^a Inje University   (South Korea)

^b PACIFIC INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Cardiotoxic drugs; Doxorubicin; Echinochrome A; Mitochondrial function; SNP; TBHP

Indexed keywords

ADENOSINE TRIPHOSPHATE; ECHINOCHROME A; PROTECTIVE AGENT; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG; CARDIOTONIC AGENT; CARDIOTOXIN; MITOGEN ACTIVATED PROTEIN KINASE; NAPHTHOQUINONE;

APOPTOSIS; ARTICLE; CELL PROTECTION; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG MECHANISM; DRUG STRUCTURE; HEART MUSCLE CELL; HEART PROTECTION; MITOCHONDRIAL MEMBRANE POTENTIAL; NONHUMAN; OXIDATIVE PHOSPHORYLATION; OXYGEN CONSUMPTION; RAT; ANIMAL; ANTAGONISTS AND INHIBITORS; CELL DEATH; DRUG EFFECTS; HEART MITOCHONDRION; METABOLISM; SEA URCHIN; TOXICITY;

ADENOSINE TRIPHOSPHATE; ANIMALS; CARDIOTONIC AGENTS; CARDIOTOXINS; CELL DEATH; MEMBRANE POTENTIAL, MITOCHONDRIAL; MITOCHONDRIA, HEART; MITOGEN-ACTIVATED PROTEIN KINASES; MYOCYTES, CARDIAC; NAPHTHOQUINONES; RATS; REACTIVE OXYGEN SPECIES; SEA URCHINS;

EID: 84901394952     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md12052922     Document Type: Article

References (41)

1. Anderson, H.A.; Mathieson J.W.; Thomson, R.H. Distribution of spinochrome pigments in echinoids. Comp. Biochem. Physiol. 1969, 28, 333-345.
2. Thomson, R.H. Distribution of naturally occurring quinones. Pharm. Weekbl. Sci. 1991, 13, 70-73.
3. Elyakov, G.B.; Maximov, O.B.; Mischenko, N.P.; Koltsova, E.A.; Fedoreev, S.A.; Glebko, L.I.; Krasovskaya, N.P.; Artjukov, A.A. Histochrome and its Therapeutic Use in Ophthalmology. US Patent 6,384,084, 7 May 2002.
4. Elyakov, G.B.; Maximov, O.B.; Mischenko, N.P.; Koltsova, E.A.; Fedoreev, S.A.; Glebko, L.I.; Krasovskaya, N.P.; Artjukov, A.A. Composition Comprising di-and Trisodium Salts of Echinochrome for Treating Ocular Conditions. European Patent 1121929, 3 November 2004.
5. Egorov, E.A.; Alekhina, V.A.; Volobueva, T.M.; Fedoreev, S.A.; Mishchenko, N.P.; Kol'tsova, E.A. Histochrome, a new antioxidant, in the treatment of ocular diseases. Vestn. Oftalmol. 1999, 115, 34-35.
6. Mishchenko, N.P.; Fedoreev, S.A.; Bagirova, V.L. Histochrome: A new original domestic drug. Pharm. Chem. J. 2003, 37, 48-52. (Pubitemid 37025256)
7. Elyakov, G.B.; Maximov, O.B.; Mischenko, N.P.; Koltsova, E.A.; Fedoreev, S.A.; Glebko, L.I.; Krasovskaya, N.P.; Artjukov, A.A. Histochrome and its Therapeutic Use in Acute Myocardial Infarction and Ischemic Heart Disease. US Patent 6,410,601, 11 October 2001.
8. Elyakov, G.B.; Maximov, O.B.; Mischenko, N.P.; Koltsova, E.A.; Fedoreev, S.A.; Glebko, L.I.; Krasovskaya, N.P.; Artjukov, A.A. Drug preparation "histochrome" for treating acute myocardial infarction and ischaemic heart diseases. European Patent 1121930, 14 November 2007.
9. Shvilkin, A.V.; Serebriakov, L.I.; Tskitishvili, O.V.; Sadretdinov, S.M.; Kol'tsova, E.A.; Maksimov, O.B.; Mishchenko, N.P.; Novikov, V.L.; Levitskii, D.O.; Ruda, M. Effect of echinochrom on experimental myocardial reperfusion injury. Kardiologiia 1991, 31, 79-81.
10. Holley, J.E.; Butler, J.W.; Mahoney, J.M. Carbon monoxide poisoning in racing car drivers. J. Sports Med. Phys. Fitness 1999, 39, 20-23. (Pubitemid 29181002)
11. Buimov, G.A.; Maksimov, I.V.; Perchatkin, V.A.; Repin, A.N.; Afanas'ev, S.A.; Markov, V.A.; Karpov, R.S. Effect of the bioantioxidant histochrome on myocardial injury in reperfusion therapy on patients with myocardial infarction. Ter Arkh 2002, 74, 12-16.
12. Clark, D., III; Tesseneer, S.; Tribble, C.G. Nitroglycerin and sodium nitroprusside: Potential contributors to postoperative bleeding? Heart Surg. Forum 2012, 15, E92-E96.
13. Amoroso, S.; Tortiglione, A.; Secondo, A.; Catalano, A.; Montagnani, S.; Di Renzo, G.; Annunziato, L. Sodium nitroprusside prevents chemical hypoxia-induced cell death through iron ions stimulating the activity of the Na+-Ca2+ exchanger in C6 glioma cells. J. Neurochem. 2000, 74, 1505-1513. (Pubitemid 30163971)
14. Bernabe, J.C.; Tejedo, J.R.; Rincon, P.; Cahuana, G.M.; Ramirez, R.; Sobrino, F.; Bedoya, F.J. Sodium nitroprusside-induced mitochondrial apoptotic events in insulin-secreting RINm5F cells are associated with MAP kinases activation. Exp. Cell Res. 2001, 269, 222-229. (Pubitemid 32907163)
15. Rabkin, S.W.; Kong, J.Y. Nitroprusside induces cardiomyocyte death: Interaction with hydrogen peroxide. Am. J. Physiol. Heart Circ. Physiol. 2000, 279, H3089-H3100. (Pubitemid 32005900)
16. Binaschi, M.; Bigioni, M.; Cipollone, A.; Rossi, C.; Goso, C.; Maggi, C.A.; Capranico, G.; Animati, F. Anthracyclines: Selected new developments. Curr. Med. Chem. Anticancer Agents 2001, 1, 113-130.
17. Minotti, G.; Menna, P.; Salvatorelli, E.; Cairo, G.; Gianni, L. Anthracyclines: Molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity. Pharmacol. Rev. 2004, 56, 185-229. (Pubitemid 38720829)
18. Carvalho, C.; Santos, R.X.; Cardoso, S.; Correia, S.; Oliveira, P.J.; Santos, M.S.; Moreira, P.I. Doxorubicin: The good, the bad and the ugly effect. Curr. Med. Chem. 2009, 16, 3267-3285.
19. Westhoff, T.H.; Scheid, S.; Tolle, M.; Kaynak, B.; Schmidt, S.; Zidek, W.; Sperling, S.; van der Giet, M. A physiogenomic approach to study the regulation of blood pressure. Physiol. Genomics 2005, 23, 46-53.
20. Ferrans, V.J.; Clark, J.R.; Zhang, J.; Yu, Z.X.; Herman, E.H. Pathogenesis and prevention of doxorubicin cardiomyopathy. Tsitologiia 1997, 39, 928-937.
21. Jones, R.L.; Swanton, C.; Ewer, M.S. Anthracycline cardiotoxicity. Expert Opin. Drug Saf. 2006, 5, 791-809. (Pubitemid 44669494)
22. Lee, B.S.; Kim, S.H.; Jin, T.; Choi, E.Y.; Oh, J.; Park, S.; Lee, S.H.; Chung, J.H.; Kang, S.M. Protective effect of survivin in Doxorubicin-induced cell death in h9c2 cardiac myocytes. Korean Circ. J. 2013, 43, 400-407.
23. Kang, J.Y.; Costyn, L.J.; Nagy, T.; Cowan, E.A.; Oldham, C.D.; May, S.W.; Arnold, R.D. The antioxidant phenylaminoethyl selenide reduces doxorubicin-induced cardiotoxicity in a xenograft model of human prostate cancer. Arch. Biochem. Biophys. 2011, 515, 112-119.
24. Sun, Y. Myocardial repair/remodelling following infarction: Roles of local factors. Cardiovasc. Res. 2009, 81, 482-490.
25. Lee, S.R.; Lee, S.J.; Kim, S.H.; Ko, K.S.; Rhee, B.D.; Xu, Z.; Kim, N.; Han, J. NecroX-5 suppresses sodium nitroprusside-induced cardiac cell death through inhibition of JNK and caspase-3 activation. Cell Biol. Int. 2014, in press.
26. Kim, H.J.; Koo, S.Y.; Ahn, B.H.; Park, O.; Park, D.H.; Seo, D.O.; Won, J.H.; Yim, H.J.; Kwak, H.S.; Park, H.S.; et al. NecroX as a novel class of mitochondrial reactive oxygen species and ONOO(-) scavenger. Arch. Pharm. Res. 2010, 33, 1813-1823.
27. Kitamura, Y.; Koide, M.; Akakabe, Y.; Matsuo, K.; Shimoda, Y.; Soma, Y.; Ogata, T.; Ueyama, T.; Matoba, S.; Yamada, H.; Ikeda, K. Manipulation of Cardiac Phosphatidylinositol 3-Kinase (PI3K)/Akt Signaling by Apoptosis Regulator through Modulating IAP Expression (ARIA) Regulates Cardiomyocyte Death during Doxorubicin-induced Cardiomyopathy. J. Biol. Chem. 2014, 289, 2788-2800.
28. Meloche, S.; Pouyssegur, J. The ERK1/2 mitogen-activated protein kinase pathway as a master regulator of the G1- to S-phase transition. Oncogene 2007, 26, 3227-3239. (Pubitemid 46763017)
29. Roux, P.P.; Blenis, J. ERK and p38 MAPK-activated protein kinases: A family of protein kinases with diverse biological functions. Microbiol. Mol. Biol. Rev. 2004, 68, 320-344. (Pubitemid 38756868)
30. Chen, M.B.; Wu, X.Y.; Gu, J.H.; Guo, Q.T.; Shen, W.X.; Lu, P.H. Activation of AMP-activated protein kinase contributes to doxorubicin-induced cell death and apoptosis in cultured myocardial H9c2 cells. Cell Biochem. Biophys. 2011, 60, 311-322.
31. Chae, H.J.; So, H.S.; Chae, S.W.; Park, J.S.; Kim, M.S.; Oh, J.M.; Chung, Y.T.; Yang, S.H.; Jeong, E.T.; Kim, H.M.; et al. Sodium nitroprusside induces apoptosis of H9C2 cardiac muscle cells in a c-Jun N-terminal kinase-dependent manner. Int. Immunopharmacol. 2001, 1, 967-978.
32. Rasbach, K.A.; Schnellmann, R.G. Signaling of mitochondrial biogenesis following oxidant injury. J. Biol. Chem. 2007, 282, 2355-2362. (Pubitemid 47076768)
33. Wang, X.; Ye, X.L.; Liu, R.; Chen, H.L.; Bai, H.; Liang, X.; Zhang, X.D.; Wang, Z.; Li, W.L.; Hai, C.X. Antioxidant activities of oleanolic acid in vitro: Possible role of Nrf2 and MAP kinases. Chem. Biol. Interact. 2010, 184, 328-337.
34. Yang, Y.C.; Lii, C.K.; Lin, A.H.; Yeh, Y.W.; Yao, H.T.; Li, C.C.; Liu, K.L.; Chen, H.W. Induction of glutathione synthesis and heme oxygenase 1 by the flavonoids butein and phloretin is mediated through the ERK/Nrf2 pathway and protects against oxidative stress. Free Radic. Biol. Med. 2011, 51, 2073-2081.
35. 2- production, vascular tone, and mitogen-activated protein kinase activation. Circulation 2004, 109, 1307-1313.
36. Chu, E.S.; Yow, C.M. Modulation of telomerase and signal transduction proteins by hexyl-ALA-photodynamic therapy (PDT) in human doxorubicin resistant cancer cell models. Photodiagnosis Photodyn. Ther. 2012, 9, 243-255.
37. Velez, J.M.; Miriyala, S.; Nithipongvanitch, R.; Noel, T.; Plabplueng, C.D.; Oberley, T.; Jungsuwadee, P.; van Remmen, H.; Vore, M.; St Clair, D.K. p53 Regulates oxidative stress-mediated retrograde signaling: A novel mechanism for chemotherapy-induced cardiac injury. PLoS One 2011, 6, e18005.
38. Mischenko, N.P.; Fedoreyev, S.A.; Pokhilo, N.D.; Anufriev, V.P.; Denisenko, V.A.; Glazunov, V.P. Echinamines A and B, first aminated hydroxynaphthazarins from the sea urchin Scaphechinus mirabilis. J. Nat. Prod. 2005, 68, 1390-1393. (Pubitemid 41499436)
39. Jeong, S.H.; Song, I.S.; Kim, H.K.; Lee, S.R.; Song, S.; Suh, H.; Yoon, Y.G.; Yoo, Y.H.; Kim, N.; Rhee, B.D.; et al. An analogue of resveratrol HS-1793 exhibits anticancer activity against MCF-7 cells via inhibition of mitochondrial biogenesis gene expression. Mol. Cells 2012, 34, 357-365.
40. Jeong, S.H.; Hanh, T.M.; Kim, H.K.; Lee, S.R.; Song, I.S.; Noh, S.J.; Song, S.; Suh, H.; Kim, N.; Rhee, B.D.; et al. HS-1793, a recently developed resveratrol analogue protects rat heart against hypoxia/reoxygenation injury via attenuating mitochondrial damage. Bioorg. Med. Chem. Lett. 2013, 23, 4225-4229.
41. 2+ under Metabolic Inhibition in Isolated Rat Ventricular Myocytes. Korean J. Physiol. Pharmacol. 2005, 9, 291-298.