Organotellurane-promoted mitochondrial permeability transition concomitant with membrane lipid protection against oxidation

Chemical Research in Toxicology

Volumn 20, Issue 10, 2007, Pages 1453-1461

  Pessoto, Felipe S ^a,b   Faria, Priscila A ^b   Cunha, Rodrigo L O R ^a   Comasseto, João V ^c   Rodrigues, Tiago ^b   Nantes, Iseli L ^b  

^a FEDERAL UNIVERSITY OF SÃO PAULO   (Brazil)

^b UNIVERSIDADE DE MOGI DAS CRUZES   (Brazil)

^c UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM; CITRIC ACID; CYCLOSPORIN A; DICHLORODIHYDROFLUORESCEIN DIACETATE; FERROUS ION; LIPOSOME; MEMBRANE LIPID; MEMBRANE PROTEIN; NITROGEN; ORGANOTELLURIUM DERIVATIVE; REACTIVE OXYGEN METABOLITE; TERT BUTYL HYDROPEROXIDE; THIOL;

ANIMAL CELL; ANTIOXIDANT ACTIVITY; ARTICLE; BILAYER MEMBRANE; CALCIUM CELL LEVEL; CALCIUM SIGNALING; CELL MEMBRANE FLUIDITY; CELL PROTECTION; CONCENTRATION RESPONSE; CONTROLLED STUDY; LIPID PEROXIDATION; LIVER MITOCHONDRION; MEMBRANE DAMAGE; MITOCHONDRIAL MEMBRANE; MITOCHONDRIAL PERMEABILITY; MITOCHONDRIAL RESPIRATION; MITOCHONDRION SWELLING; NONHUMAN; OXIDATIVE STRESS; PROTEIN PHOSPHORYLATION; RAT; RESPIRATORY CHAIN;

ANIMALS; ANTIOXIDANTS; CALCIUM; CYCLOSPORINE; DOSE-RESPONSE RELATIONSHIP, DRUG; LIPID PEROXIDATION; MITOCHONDRIA, LIVER; MITOCHONDRIAL MEMBRANES; MITOCHONDRIAL SWELLING; ORGANOMETALLIC COMPOUNDS; OXIDATIVE STRESS; RATS; REACTIVE NITROGEN SPECIES; REACTIVE OXYGEN SPECIES; UNCOUPLING AGENTS;

RATTUS;

EID: 35948972894     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx700092r     Document Type: Article

References (38)

1. Kowaltowski, A.J., Castilho, R.F., and Vercesi, A.E. (2001) Mitochondrial permeability transition and oxidative stress. FEBS Lett. 495, 12-15.
2. Green, D.R., and Reed, J.C. (1998) Mitochondria and apoptosis. Science 281, 1309-1312.
3. Kroemer, G. (1999) Mitochondrial control of apoptosis: an overview. Biochem. Soc. Symp. 66, 1-15.
4. Bernardi, P. (1999) Mitochondrial transport of cations: channels, exchangers, and permeability transition. Physiol. Rev. 79 (4), 1127-1155.
5. 2+ efflux from motichondria. Biochem. Biophys. Res. Commun. 119, 305-310.
6. Halestrap, A.P. (1999) The mitochondrial permeability transition: its molecular mechanism and role in reperfusion injury. Biochem. Soc. Symp. 66, 181-203.,
7. He, L., and Lemasters, J.J. (2002) Regulated and unregulated mitochondrial permeability transition pores: a new paradigm of pore structure and function? FEBS Lett. 512, 1-7.
8. Pfeiffer, D.R., Gudz, T.I., Novgorodov, S.A., and Erdahl, W.L. (1995) The peptide mastoparan is a potent facilitator of the mitochondrial permeability transition. J. Biol. Chem. 270, 4923-4932.
9. Kim, J., He, L., and Lemasters, J. J. (2003) Mitochondrial permeability transition: a common pathway to necrosis and apoptosis. Biochem. Biophys. Res. Commun. 304, 463-470.
10. (a) Halestrap, A. (2005) A pore way to die. Nature 434, 578-579.
11. 2+ plus prooxidants is determined by the extent of membrane protein thiol cross-linking. J. Bioenerg. Biomembr. 28, 523-529.
12. 2+ plus prooxidants. J. Biol. Chem. 265, 19955-19960.
13. Valle, V.G., Fagian, M.M., Parentoni, L.S., and Meinicke, A.R. Vercesi, A.E. (1993) The participation of reactive oxygen species and protein thiols in the mechanism of mitochondrial inner membrane permeabilization by calcium plus prooxidants. Arch. Biochem. Biophys. 307, 1-7.
14. 2+ ions is stimulated by t-butyl hydroperoxide and mediated by reactive oxygen species generated by mitochondria. Free Radical Biol. Med. 18, 479-486.
15. de Avila, D.S., Beque, M.C., Folmer, V., Braga, A.L., Zeni, G., Nogueira, C.W., Soares, F.A., and Rocha, J.B.T. (2006) Diethyl 2-phenyl-2 tellurophenyl vinylphosphonate: an organotellurium compound with low toxicity. Toxicology 224, 100-107.
16. Zeni, G., Chieffi, A., Cunha, R. L. O. R., Stefani, H. A., Zukerman-Schpector, J., and Comasseto, J. V. (1999) Addition Reaction of p-Methoxyphenyltellurium Trichloride to 3-Hydroxy Alkynes. Organometallics 18, 803-806.
17. Kaplan, R.R., and Pedersen, P.L. (1983) Characterization of phosphate efflux pathways in rat liver mitochondria. J. Biochem. 212, 279-288.
18. Nicholls, D.G., and Äkerman, K.E.O. (1982) Mitochondrial calcium transport. Biochim. Biophys. Acta. 683, 57-88.
19. Jocelyn, P. C. (1987) Spectrophotometric assay of thiols. Meth. Enzymol. 143, 44-67.
20. Hissin, P.J., and Hilf, R. (1976) A fluorometric method for determination of oxidized and reduced glutathione in tissues. Anal. Biochem. 74, 214-226.
21. Sullivan, P. G., Dragicevic, N. B., Deng, J., Bai, Y., Dimayuga, E., Ding, Q., Chen, Q Bruce-Keller, A. J., and Keller, J. N. (2004) Proteasome inhibition alters neural mitochondrial homeostasis and mitochondria turnover. J. Biol. Chem. 279, 20699-20707.
22. Maciel, E. N., Vercesi, A. E., and Castilho, R. F. (2001) Oxidative stress in Ca(2+)-induced membrane permeability transition in brain mitochondria. J. Neurochem. 79, 1237-1245.
23. Liu, S. C., Fairbanks, G., and Palek, J. (1977) Spontaneous, reversible protein cross-linking in the human erythrocyte membrane. Temperature and pH dependence. Biochemistry 16, 4066-4074.
24. Laemmli, U. K. (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685.
25. Blum, H., Beier, H., and Gross, H. J. (1987) Improved silver staining of plant proteins, RNA and DNA in Polyacrylamide gels. Electrophoresis 8, 93-99.
26. Emaus, R.K., Grunwald, R., and Lemasters, J.J. (1986) Rhodamine 123 as a probe of transmembrane potential in isolated rat-liver mitochondria: spectral and metabolic properties. Biochim. Biophys. Acta 850, 436-448.
27. Lemasters, L.L., Digiuseppi, J., Nieminen, A.L., and Herman, B. (1987) B1 ebbing, free calcium and mitochondrial membrane potential preceding cell death in hepatocytes. Nature 325, 78-81.
28. Slavik, J. (1982) Anilinonaphthalene sulfonate as a probe of membrane composition and function. Biochim. Biophys. Acta 694, 1-25.
29. Lee, J., Yu, B.P., and Herlihy, J.T. (1999) Modulation of cardiac mitochondrial membrane fluidity by age and calorie intake. Free Radical Biol. Med. 26, 260-265.
30. Buege, J.A., and Aust, S.D. (1978) Microsomal lipid peroxidation. Methods Enzymol. 52C, 302-310.
31. Chance, B., and Willians, G.R. (1956) The respiratory chain and oxidative phosphorylation. Adv. Enzymol. 17, 65-134.
32. Cunha, R.L.O.R., Urano, M.E., Chagas, J.R., Almeida, P.C., Bincoletto, C., Tersariol, I.L.S., and Comasseto, J.V. (2005) Tellurium-based cysteine protease inhibitors: evaluation of novel organotelliurium(IV) compounds as inhibitors of human cathepsin B. Bioorg. Med. Chem. Lett. 15, 755-760.
33. Cunha, R. L. O. R. Novos Aspectos e Aplicaçôes da Química de Teluretos e Teluranas Orgânicas. Ph.D thesis, IQ-USP, 2005.
34. Rodrigues, T., Santos, A.C., Pigoso, A.A., Mingatto, F.E., Uyemura, S.A., and Curti, C. (2002) Thioridazine interacts with the membrane of mitochondria acquiring antioxidant activity toward apoptosis-potentially implicated mechanisms. Br. J. Pharmacol. 136, 136-142.
35. Nogueira, C. W., Zeni, G., and Rocha, J. B. T. (2004) Organoselenium and Organotellurium Compounds: Toxicology and Pharmacology. Chem. Rev. 104, 6255-6285.
36. Stukalo, E. A., Yur'eva, E. M., and Markovskii, L. N. (1983) Reaction of tetrakis(2,2,3,3-tetrafluoropropoxy)tellurane with thiophenols - bis(arylthio)tellurides. Zh. Org. Khim. 19, 343-346.
37. Mazurek, W., Moritz, A. G., and O'Connor, M. J. (1986) Tellurium-125 NMR and mass spectra of dithiotellurides. Inorg. Chim. Acta 113, 143-146.
38. Albeck, A., Weitman, H., Sredni, B., and Albeck, M. (1998) Tellurium Compounds: Selective Inhibition of Cysteine Proteases and Model Reaction with Thiols. Inorg. Chem. 37, 1704-1712.