Chaperone heat shock protein 90 mobilization and hydralazine cytoprotection against acrolein-induced carbonyl stress

Molecular Pharmacology

Volumn 82, Issue 5, 2012, Pages 876-886

  Burcham, Philip C ^a   Raso, Albert ^a   Kaminskas, Lisa M ^b,c  

^a UNIVERSITY OF WESTERN AUSTRALIA   (Australia)

^b UNIVERSITY OF ADELAIDE   (Australia)

^c MONASH UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ACROLEIN; ADENOSINE TRIPHOSPHATE; CYTOSKELETON PROTEIN; HEAT SHOCK PROTEIN 110; HEAT SHOCK PROTEIN 40; HEAT SHOCK PROTEIN 70; HEAT SHOCK PROTEIN 90; HYDRALAZINE; TANESPIMYCIN;

ARTICLE; CANCER CELL CULTURE; CELL PROTECTION; CELL STRESS; CONTROLLED STUDY; CYTOSOL; HUMAN; HUMAN CELL; LUNG ADENOCARCINOMA; PRIORITY JOURNAL;

ACROLEIN; ADENOSINE TRIPHOSPHATE; ANTIOXIDANTS; CELL LINE, TUMOR; CELL SURVIVAL; CYTOPROTECTION; HEAT-SHOCK RESPONSE; HSP90 HEAT-SHOCK PROTEINS; HUMANS; HYDRALAZINE; INTERMEDIATE FILAMENTS; OXIDATIVE STRESS; PROTEIN CARBONYLATION;

EID: 84867758123     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.112.078956     Document Type: Article

References (51)

1. Aldini G, Dalle-Donne I, Facino RM, Milzani A, and Carini M (2007) Intervention strategies to inhibit protein carbonylation by lipoxidation-derived reactive carbonyls. Med Res Rev 27:817-868. (Pubitemid 350035121)
2. Aldini G, Orioli M, and Carini M (2011a) Protein modification by acrolein: relevance to pathological conditions and inhibition by aldehyde sequestering agents. MolNutr Food Res 55:1301-1319.
3. Aldini G, Orioli M, Rossoni G, Savi F, Braidotti P, Vistoli G, Yeum KJ, Negrisoli G, and CariniM(2011b) The carbonyl scavenger carnosine ameliorates dyslipidaemia and renal function in Zucker obese rats. J Cell Mol Med 15:1339-1354.
4. Aldini G, Vistoli G, Regazzoni L, Benfatto MC, Bettinelli I, and Carini M (2010) Edaravone inhibits protein carbonylation by a direct carbonyl-scavenging mechanism: focus on reactivity, selectivity, and reaction mechanisms. Antioxid RedoxSignal 12:381-392.
5. Aridon P, Geraci F, Turturici G, D'Amelio M, Savettieri G, and Sconzo G (2011) Protective role of heat shock proteins in Parkinson's disease. Neurodegener Dis8:155-168.
6. Bouguerne B, Belkheiri N, Bedos-Belval F, Vindis C, Uchida K, Duran H, Grazide MH, Baltas M, Salvayre R, and Nègre-Salvayre A (2011) Antiatherogenic effect of bisvanillyl-hydralazone, a new hydralazine derivative with antioxidant, carbonyl scavenger, and antiapoptotic properties. Antioxid Redox Signal 14:2093-2106.
7. Bringans S, Eriksen S, Kendrick T, Gopalakrishnakone P, Livk A, Lock R, and Lipscombe R (2008) Proteomic analysis of the venom of Heterometrus longimanus(Asian black scorpion). Proteomics 8:1081-1096. (Pubitemid 351441446)
8. Burcham PC (2008) Potentialities and pitfalls accompanying chemico-pharmacological strategies against endogenous electrophiles and carbonyl stress. Chem ResToxicol 21:779-786.
9. Burcham PC, Fontaine FR, Kaminskas LM, Petersen DR, and Pyke SM (2004) Protein adduct-trapping by hydrazinophthalazine drugs: mechanisms of cytoprotection against acrolein-mediated toxicity. Mol Pharmacol 65:655-664. (Pubitemid 38264033)
10. Burcham PC, Kaminskas LM, Tan D, and Pyke SM (2008) Carbonyl-scavenging drugs & protection against carbonyl stress-associated cell injury. Mini Rev MedChem 8:319-330. (Pubitemid 351606774)
11. Burcham PC, Kerr PG, and Fontaine F (2000) The antihypertensive hydralazine is an efficient scavenger of acrolein. Redox Rep 5:47-49. (Pubitemid 30389537)
12. Burcham PC and Pyke SM (2006) Hydralazine inhibits rapid acrolein-induced protein oligomerization: role of aldehyde scavenging and adduct trapping in cross-link blocking and cytoprotection. Mol Pharmacol 69:1056-1065. (Pubitemid 43363882)
13. Burcham PC, Raso A, and Thompson CA (2010) Intermediate filament carbonylation during acute acrolein toxicity in A549 lung cells: functional consequences, chaperone redistribution, and protection by bisulfite. Antioxid Redox Signal 12:337-347.
14. Burcham PC, Raso A, Thompson C, and Tan D (2007) Intermolecular protein crosslinking during acrolein toxicity: efficacy of carbonyl scavengers as inhibitors of heat shock protein-90 cross-linking in A549 cells. Chem Res Toxicol 20:1629-1637. (Pubitemid 350275608)
15. Chavez JD, Wu J, Bisson W, and Maier CS (2011) Site-specific proteomic analysis of lipoxidation adducts in cardiac mitochondria reveals chemical diversity of 2-alkenal adduction. J Proteomics 74:2417-2429.
16. Connor RE, Marnett LJ, and Liebler DC (2011) Protein-selective capture to analyze electrophile adduction of hsp90 by 4-hydroxynonenal. Chem Res Toxicol 24:1275-1282.
17. Dalle-Donne I, Aldini G, Carini M, Colombo R, Rossi R, and Milzani A (2006) Protein carbonylation, cellular dysfunction, and disease progression. J Cell Mol Med10:389-406. (Pubitemid 44870187)
18. Davies SS, Bodine C, Matafonova E, Pantazides BG, Bernoud-Hubac N, Harrison FE, Olson SJ, Montine TJ, Amarnath V, and Roberts LJ 2nd (2011) Treatment with a γ-ketoaldehyde scavenger prevents working memory deficits in hApoE4mice. J Alzheimers Dis 27:49-59.
19. Falsone SF, Gesslbauer B, Tirk F, Piccinini AM, and Kungl AJ (2005) A proteomic snapshot of the human heat shock protein 90 interactome. FEBS Lett 579:6350-6354. (Pubitemid 41612151)
20. Galvani S, Coatrieux C, Elbaz M, Grazide MH, Thiers JC, Parini A, Uchida K, Kamar N, Rostaing L, Baltas M, et al. (2008) Carbonyl scavenger and antiatherogenic effects of hydrazine derivatives. Free Radic Biol Med 45:1457-1467.
21. Hamann K, Nehrt G, Ouyang H, Duerstock B, and Shi R (2008) Hydralazine inhibits compression and acrolein-mediated injuries in ex vivo spinal cord. J Neurochem104:708-718.
22. Han SI, Duong HQ, Choi JE, Lee TB, Kim CH, Lee SY, Jeon HM, Shin SH, Lim SC, and Kang HS (2008) Hyperthermia switches glucose depletion-induced necrosis to apoptosis in A549 lung adenocarcinoma cells. Int J Oncol 32:851-860. (Pubitemid 351780595)
23. Kaminskas LM, Pyke SM, and Burcham PC (2004a) Reactivity of hydrazinophthalazine drugs with the lipid peroxidation products acrolein and crotonaldehyde. OrgBiomol Chem 2:2578-2584.
24. Kaminskas LM, Pyke SM, and Burcham PC (2004b) Strong protein adduct trapping accompanies abolition of acrolein-mediated hepatotoxicity by hydralazine in mice. J Pharmacol Exp Ther 310:1003-1010. (Pubitemid 39108921)
25. Kesinger NG, Langsdorf BL, Yokochi AF, Miranda CL, and Stevens JF (2010) Formation of a vitamin C conjugate of acrolein and its paraoxonase-mediated conversion into 5,6,7,8-tetrahydroxy-4-oxooctanal. Chem Res Toxicol 23:836-844.
26. Kim S and Coulombe PA (2007) Intermediate filament scaffolds fulfill mechanical, organizational, and signaling functions in the cytoplasm. Genes Dev 21:1581-1597. (Pubitemid 47026362)
27. Leung G, Sun W, Zheng L, Brookes S, Tully M, and Shi R (2011) Anti-acrolein treatment improves behavioral outcome and alleviates myelin damage in experimental autoimmune encephalomyelitis mouse. Neuroscience 173:150-155.
28. Liu-Snyder P, Borgens RB, and Shi R (2006) Hydralazine rescues PC12 cells from acrolein-mediated death. J Neurosci Res 84:219-227. (Pubitemid 44023077)
29. Lopachin RM, Barber DS, Geohagen BC, Gavin T, He D, and Das S (2007) Structure-toxicity analysis of type-2 alkenes: in vitro neurotoxicity. Toxicol Sci 95:136-146. (Pubitemid 44942784)
30. Mehta R, Wong L, and O'Brien PJ (2009) Cytoprotective mechanisms of carbonyl scavenging drugs in isolated rat hepatocytes. Chem Biol Interact 178:317-323.
31. Mitchell JR, Jollow DJ, Gillette JR, and Brodie BB (1973) Drug metabolism as a cause of drug toxicity. Drug Metab Dispos 1:418-423.
32. Nangaku M, Miyata T, Sada T, Mizuno M, Inagi R, Ueda Y, Ishikawa N, Yuzawa H, Koike H, van Ypersele de Strihou C, et al. (2003) Anti-hypertensive agents inhibit in vivo the formation of advanced glycation end products and improve renal damage in a type 2 diabetic nephropathy rat model. J Am Soc Nephrol 14:1212-1222. (Pubitemid 36514663)
33. Negre-Salvayre A, Coatrieux C, Ingueneau C, and Salvayre R (2008) Advanced lipid peroxidation end products in oxidative damage to proteins. Potential role in diseases and therapeutic prospects for the inhibitors. Br J Pharmacol 153:6-20.
34. Nicholls-Grzemski FA, Belling GB, Priestly BG, Calder IC, and Burcham PC (2000) Clofibrate pretreatment in mice confers resistance against hepatic lipid peroxidation. J Biochem Mol Toxicol 14:335-345.
35. Pearl LH and Prodromou C (2006) Structure and mechanism of the Hsp90 molecular chaperone machinery. Annu Rev Biochem 75:271-294. (Pubitemid 44118034)
36. Reece PA (1981) Hydralazine and related compounds: chemistry, metabolism, and mode of action. Med Res Rev 1:73-96.
37. Ruggiero-Lopez D, Lecomte M, Moinet G, Patereau G, Lagarde M, and Wiernsperger N (1999) Reaction of metformin with dicarbonyl compounds. Possible implication in the inhibition of advanced glycation end product formation. Biochem Pharmacol58:1765-1773. (Pubitemid 29505417)
38. Salminen A, Ojala J, Kaarniranta K, Hiltunen M, and Soininen H (2011) Hsp90 regulates tau pathology through co-chaperone complexes in Alzheimer's disease. Prog Neurobiol 93:99-110.
39. Shi H, Noguchi N, and Niki E (2001) Galvinoxyl method for standardizing electron and proton donation activity. Methods Enzymol 335:157-166. (Pubitemid 32507235)
40. Singh J, Petter RC, Baillie TA, and Whitty A (2011) The resurgence of covalent drugs. Nat Rev Drug Discov 10:307-317.
41. Sullivan W, Stensgard B, Caucutt G, Bartha B, McMahon N, Alnemri ES, Litwack G, and Toft D (1997) Nucleotides and two functional states of hsp90. J Biol Chem272:8007-8012. (Pubitemid 27137365)
42. Taipale M, Jarosz DF, and Lindquist S (2010) HSP90 at the hub of protein homeostasis: emerging mechanistic insights. Nat Rev Mol Cell Biol 11:515-528.
43. Thompson CA and Burcham PC (2008) Protein alkylation, transcriptional responses and cytochrome c release during acrolein toxicity in A549 cells: influence of nucleophilic culture media constituents. Toxicol In Vitro 22:844-853.
44. Travers J, Sharp S, and Workman P (2012) HSP90 inhibition: two-pronged exploitation of cancer dependencies. Drug Discov Today 17:242-252.
45. Truong D, Hindmarsh W, and O'Brien PJ (2009) The molecular mechanisms of diallyl disulfide and diallyl sulfide induced hepatocyte cytotoxicity. Chem BiolInteract 180:79-88.
46. Vaughan CK, Piper PW, Pearl LH, and Prodromou C (2009) A common conformationally coupled ATPase mechanism for yeast and human cytoplasmic HSP90s. FEBS J 276:199-209.
47. Vindis C, Escargueil-Blanc I, Elbaz M, Marcheix B, Grazide MH, Uchida K, Salvayre R, and Nègre-Salvayre A (2006) Desensitization of platelet-derived growth factor receptor-beta by oxidized lipids in vascular cells and atherosclerotic lesions: prevention by aldehyde scavengers. Circ Res 98:785-792.
48. West JD and Marnett LJ (2006) Endogenous reactive intermediates as modulators of cell signaling and cell death. Chem Res Toxicol 19:173-194.
49. Wood PL, Khan MA, Moskal JR, Todd KG, Tanay VA, and Baker G (2006) Aldehyde load in ischemia-reperfusion brain injury: neuroprotection by neutralization of reactive aldehydes with phenelzine. Brain Res 1122:184-190. (Pubitemid 44708115)
50. Zheng J and Bizzozero OA (2010) Traditional reactive carbonyl scavengers do not prevent the carbonylation of brain proteins induced by acute glutathione depletion. Free Radic Res 44:258-266.
51. Zhu Q, Zheng ZP, Cheng KW, Wu JJ, Zhang S, Tang YS, Sze KH, Chen J, Chen F, and Wang M (2009) Natural polyphenols as direct trapping agents of lipid peroxidation-derived acrolein and 4-hydroxy-trans-2-nonenal. Chem Res Toxicol 22:1721-1727.