(S)-ZJM-289, a nitric oxide-releasing derivative of 3-n-butylphthalide, protects against ischemic neuronal injury by attenuating mitochondrial dysfunction and associated cell death

Neurochemistry International

Volumn 60, Issue 2, 2012, Pages 134-144

  Zhao, Qian ^a,b   Zhang, Chao ^a   Wang, Xuliang ^a   Chen, Li ^a   Ji, Hui ^a   Zhang, Yihua ^a  

^a CHINA PHARMACEUTICAL UNIVERSITY   (China)

^b SHANDONG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

(S) ZJM 289; Cerebral ischemia reperfusion; Mitochondria; Neuroprotection; Nitric oxide; Oxygen glucose deprivation

Indexed keywords

APOPTOSIS INDUCING FACTOR; CALCIUM; CYTOCHROME C; HEAT SHOCK PROTEIN 70; NEUROPROTECTIVE AGENT; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG; ZJM 289;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; BRAIN CELL; BRAIN INFARCTION SIZE; BRAIN ISCHEMIA; BRAIN MITOCHONDRION; CALCIUM CELL LEVEL; CELL NUCLEUS; CONTROLLED STUDY; DRUG EFFECT; DRUG MECHANISM; DRUG SCREENING; IN VITRO STUDY; IN VIVO STUDY; MALE; MEMBRANE DEPOLARIZATION; MIDDLE CEREBRAL ARTERY OCCLUSION; MITOCHONDRIAL MEMBRANE POTENTIAL; NERVE CELL CULTURE; NERVE CELL LESION; NERVE CELL NECROSIS; NEUROPROTECTION; NONHUMAN; PRIORITY JOURNAL; PROTEIN LOCALIZATION; PROTEIN TRANSPORT; RAT; RESPIRATORY CHAIN; UPREGULATION;

ANIMALS; BENZOFURANS; CELL DEATH; CINNAMATES; DISEASE MODELS, ANIMAL; HYPOXIA-ISCHEMIA, BRAIN; MALE; MITOCHONDRIAL DISEASES; NERVE DEGENERATION; NEUROPROTECTIVE AGENTS; NITRATES; PRIMARY CELL CULTURE; RATS; RATS, SPRAGUE-DAWLEY; REPERFUSION INJURY;

EID: 84855259374     PISSN: 01970186     EISSN: 18729754     Source Type: Journal    
DOI: 10.1016/j.neuint.2011.11.013     Document Type: Article

References (38)

1. S.M. Ahmed, B.A. Rzigalinski, K.A. Willoughby, H.A. Sitterding, and E.F. Ellis Stretch-induced injury alters mitochondrial membrane potential and cellular ATP in cultured astrocytes and neurons J. Neurochem. 74 2000 1951 1960 (Pubitemid 30217650)
2. G.J. Brewer Serum-free B27/neurobasal medium supports differentiated growth of neurons from the striatum, substantia nigra, septum, cerebral cortex, cerebellum, and dentate gyrus J. Neurosci. Res. 42 1995 674 683
3. G. Cao, J. Xing, X. Xiao, A.K. Liou, Y. Gao, X.M. Yin, R.S. Clark, S.H. Graham, and J. Chen Critical role of calpain I in mitochondrial release of apoptosis-inducing factor in ischemic neuronal injury J. Neurosci. 27 2007 9278 9293 (Pubitemid 47358221)
4. P.H. Chan Mitochondrial dysfunction and oxidative stress as determinants of cell death/survival in stroke Ann. NY Acad. Sci. 1042 2005 203 209 (Pubitemid 40967640)
5. R. Chen, I. Valencia, F. Zhong, K.S. McColl, H.L. Roderick, M.D. Bootman, M.J. Berridge, S.J. Conway, A.B. Holmes, G.A. Mignery, P. Velez, and C.W. Distelhorst Bcl-2 functionally interacts with inositol 1,4,5-trisphosphate receptors to regulate calcium release from the ER in response to inositol 1, 4, 5-trisphosphate J. Cell Biol. 166 2004 193 203 (Pubitemid 38988772)
6. M. Christophe, and S. Nicolas Mitochondria: a target for neuroprotective interventions in cerebral ischemia-reperfusion Curr. Pharm. Des. 12 2006 739 757
7. P.J. Crack, and J.M. Taylor Reactive oxygen species and the modulation of stroke Free Radic. Biol. Med. 38 2005 1433 1444 (Pubitemid 40693828)
8. N.N. Danial, and S.J. Korsmeyer Cell death: critical control points Cell 116 2004 205 219 (Pubitemid 38167313)
9. A. Delikouras, M. Hayes, P. Malde, R.I. Lechler, and A. Dorling Nitric oxide-mediated expression of Bcl-2 and Bcl-xl and protection from tumor necrosis factor-alpha-mediated apoptosis in porcine endothelial cells after exposure to low concentrations of xenoreactive natural antibody Transplantation 71 2001 599 605 (Pubitemid 32268059)
10. G.A. Donnan, M. Fisher, M. Macleod, and S.M. Davis Stroke Lancet 371 2008 1612 1623 (Pubitemid 351626845)
11. M.R. Duchen, A. Verkhratsky, and S. Muallem Mitochondria and calcium in health and disease Cell Calcium 44 2008 1 5
12. A. Galkin, and S. Moncada S-Nitrosation of mitochondrial complex I depends on its structural conformation J. Biol. Chem. 282 2007 37448 37453
13. L. Galluzzi, E. Morselli, O. Kepp, and G. Kroeme Targeting post-mitochondrial effectors of apoptosis for neuroprotection BBA Bioenergetics 1787 2010 402 413
14. A.M. Genaro, S. Hortelano, A. Alvarez, C. Martínez, and L. Boscá Splenic B lymphocyte programmed cell death is prevented by nitric oxide release through mechanisms involving sustained Bcl-2 levels J. Clin. Invest. 95 1995 1884 1890
15. S. Gurbuxani, E. Schmitt, C. Cande, A. Parcellier, A. Hammann, E. Daugas, I. Kouranti, C. Spahr, A. Pance, G. Kroemer, and C. Garrido Heat shock protein 70 binding inhibits the nuclear import of apoptosis-inducing factor Oncogene 22 2003 6669 6678 (Pubitemid 37372207)
16. V. Janardhan, and A.I. Qureshi Mechanisms of ischemic brain injury Curr. Cardiol. Rep. 6 2004 117 123 (Pubitemid 38906902)
17. P. Kaur, B. Radotra, R.W. Minz, and K.D. Gill Impaired mitochondrial energy metabolism and neuronal apoptotic cell death after chronic dichlorvos (OP) exposure in rat brain Neurotoxicology 28 2007 1208 1219 (Pubitemid 350026599)
18. Y.M. Kim, T.H. Kim, D.W. Seol, R.V. Talanian, and T.R. Billiar Nitric oxide suppression of apoptosis occurs in association with an inhibition of Bcl-2 cleavage and cytochrome c release J. Biol. Chem. 273 1998 31437 31441 (Pubitemid 28533163)
19. T.E. King Preparation of succinate cytochrome c reductase and the cytochrome b-c1 particle, and reconstitution of succinate cytochrome c reductase Meth. Enzymol. 10 1967 216 225
20. Li, N.; Wang, X.; Li, T.; Ji, H.; Zhang, Y.; Qiu, Z.; Zhao, D.; Chen, X.; 2011. Identification of circulatory and excretory metabolites of a novel nitric oxide donor ZJM-289 in rat plasma, bile, urine and faeces by liquid chromatography-tandem mass spectrometry. Xenobiotica DOI: 10.3109/00498254.2011. 580385.
21. M.T. Lin, and M.F. Beal Mitochondrial dysfunction and oxidative stress in neurodegenerative diseases Nature 443 2006 787 795 (Pubitemid 44622683)
22. E.Z. Longa, P.R. Weinstein, and S. Carlson Reversible middle cerebral artery occlusion without craniectomy in rats Stroke 20 1989 84 91 (Pubitemid 19040218)
23. M.A. Moro, A. Cardenas, O. Hurtado, J.C. Leza, and I. Lizasoain Role of nitric oxide after brain ischemia Cell Calcium 36 2004 265 275 (Pubitemid 38992352)
24. K. Niizuma, H. Yoshioka, H. Chen, G.S. Kim, J.E. Jung, M. Katsu, N. Okami, and P.H. Chan Mitochondrial and apoptotic neuronal death signaling pathways in cerebral ischemia BBA Mol. Basis Dis. 1802 2010 92 99
25. 2+ is required for the activation of mitochondrial calpain to release AIF during cell death Cell Death Differ. 15 2008 1857 1864
26. E. Norberg, V. Gogvadze, H. Vakifahmetoglu, S. Orrenius, and B. Zhivotovsky Oxidative modification sensitizes mitochondrial apoptosis-inducing factor to calpain-mediated processing Free Radic. Biol. Med. 48 2010 791 797
27. M. Palacios-Callender, V. Hollis, N. Frakich, J. Mateo, and S. Moncada Cytochrome c oxidase maintains mitochondrial respiration during partial inhibition by nitric oxide J. Cell Sci. 120 2007 160 165 (Pubitemid 46206658)
28. K. Ruchalski, H. Mao, Z. Li, Z. Wang, S. Gillers, Y. Wang, D.D. Mosser, V. Gabai, J.H. Schwartz, and S.C. Borkan Distinct hsp70 domains mediate apoptosis-inducing factor release and nuclear accumulation J. Biol. Chem. 281 2006 7873 7880 (Pubitemid 43847403)
29. A.A. Starkov, C. Chinopoulos, and G. Fiskum Mitochondrial calcium and oxidative stress as mediators of ischemic brain injury Cell Calcium 36 2004 257 264 (Pubitemid 38992351)
30. Y. Takeda, M.A. Pérez-Pinzón, M.D. Ginsberg, and T.J. Sick Mitochondria consume energy and compromise cellular membrane potential by reversing ATP synthetase activity during focal ischemia in rats J. Cerebr. Blood F. Met. 24 2004 986 992 (Pubitemid 39223622)
31. G. Walford, and J. Loscalzo Nitric oxide in vascular biology J. Thromb. Haemost. 1 2003 2112 2118
32. Y. Wang, Y. Vodovotz, P.K. Kim, R. Zamora, and T.R. Billiar Mechanisms of hepatoprotection by nitric oxide Ann. NY Acad. Sci. 962 2002 415 422 (Pubitemid 34592329)
33. X. Wang, Y. Li, Q. Zhao, Z. Min, C. Zhang, Y. Lai, H. Ji, S. Peng, and Y. Zhang Design, synthesis and evaluation of nitric oxide releasing derivatives of 3-n-butylphthalide as antiplatelet and antithrombotic agents Org. Biomol. Chem. 9 2011 5670 5681
34. R.M. Weisbrod, M.C. Griswold, M. Yaghoubi, P. Komalavilas, T.M. Lincoln, and R.A. Cohen Evidence that additional mechanisms to cyclic GMP mediate the decrease in intracellular calcium and relaxation of rabbit aortic smooth muscle to nitric oxide Brit. J. Pharmacol. 125 1998 1695 1707 (Pubitemid 29000816)
35. J. Xiong, and Y.P. Feng Effects of 3-n-butylphthalide on the increase of intracellular calcium neurons subjected to hypoxia and hypoglycemia and its mechanisms Acta Pharmacol. Sin. 34 1999 893 897
36. Y. Zhang, L. Wang, J. Li, and X. Wang 2-(1-hydroxypentyl)-benzoate increases cerebral blood flow and reduces infarct volume in rat model of transient focal cerebral ischemia J. Pharmacol. Exp. Ther. 317 2006 973 979 (Pubitemid 43764099)
37. C. Zhu, X. Wang, J. Deinum, Z. Huang, J. Gao, N. Modjtahedi, M.R. Neagu, M. Nilsson, P.S. Eriksson, H. Hagberg, J. Luban, G. Kroemer, and K. Blomgren Cyclophilin A participates in the nuclear translocation of apoptosis-inducing factor in neurons after cerebral hypoxia-ischemia J. Exp. Med. 204 2007 1741 1748 (Pubitemid 47236312)
38. A.K. Zimmermann, F.A. Loucks, E.K. Schroeder, R.J. Bouchard, K.L. Tyler, and D.A. Linseman Glutathione binding to the Bcl-2 homology-3 domain groove: a molecular basis for antioxidant function at mitochondria J. Biol. Chem. 282 2007 29296 29304 (Pubitemid 350043369)