Abstract
The relevance of porphyrins as therapeutic drugs targeted to mitochondria has been widely recognized. In this work, we studied the action of meso-tetrakis porphyrins (TMPyP) on respiring rat liver mitochondria. Mn(III)TMPyP exerted a protective effect against lipid peroxidation induced by Fe(II) or the azo initiator 4,4′-azobis(4-cyanopentanoic acid) (ABCPA), which partition in the hydrophobic phospholipid moiety, and 2,2′-azobis(2-amidinepropane)dihydrochloride (ABAP), which partitions in the aqueous phase. In contrast, Fe(III)TMPyP itself induced an intense lipid peroxidation, accompanied by mitochondrial permeability transition. Both mesoporphyrins studied promoted a release of mitochondrial state-4 respiration, in the concentration range of 1.0–20 μM. Based on the relative effects of Mn(III)TMPyP against ABAP and ABCPA-induced lipid peroxidation, we believe that meso-tetrakis porphyrins must concentrate preferably at membrane–water interfaces.
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REFERENCES
Arasasingham, R. D., and Bruice, T. C. T. (1991). J. Am. Chem. Soc. 113, 6095–6103.
Atlante, A., Moreno, G., Passarela, S., and Salet, C. (1986). Biochim. Biophys. Res Commun. 14(2), 584–590.
Beaves, D. A., and Vercesi, A. E. (1992). J. Biol. Chem. 267(5), 3079–3087.
Bloodsworth, A., O'Donnell, V. B., Batinic-Haberle, I. I., Chumley, P. H., Hurt, B. J., Day, J. B., Crow, J. P., and Freeman, B. (2000). Free Rad. Biol. Med. 28(7), 1017–1029.
Borissevitch, I. E., Tominaga, T. T., Imasato, H., and Tabak, M. (1997). Anal. Chim. Acta 343, 281–286.
Casalino, E., Sblano, C., and Landriscina, C. (1996). Int. J. Biochem. Cell. Biol. 28, 137–149.
Castilho, R. F., Kowaltowski, A. J., Meinecke, A. R., and Vercesi, A. E. (1995). Free Rad. Biol. Med. 18, 55–59.
Castilho, R. F., Ward, M. W., and Nicholls, D. (1999). J. Neurochem. 72(4), 1394–1401.
Chatterjee, S. R., Srivastava, T. S., Kamat, J. P., and Devasagayam, T. P. A. (1997). Mol. Cell. Biochem. 166, 25–33.
Day, J. B., Batinic-Haberle, I., and Crapo, J. D. (1999). Free Rad. Biol. Med. 26(5/6), 730–736.
Gandini, S. C. M., Borissevich, I. E., Perussi, J. R., Imasato, H., and Tabak, M. (1998). J. Lumin. 78, 53–61.
Gandini, S. C. M., Yushmanov, V. E., Borissevistch, I. E., and Tabak, M. (1999). Langmuir 14, 6233–6243.
Girotti, A. W. (1990). Photochem. Photobiol. 51(4), 497–509.
Green, D. R., and Reed, J. C. (1998). Science 281, 1309–1312.
Gunter, T. E., and Pfeiffer, D. R. (1990). Am J. Physiol. 258, 755–786.
Hanlon, M. C., and Seybert, D. W. (1997). Free Rad. Biol. Med. 23(5), 712–719.
Hilf, R., Murant, R., Narayanan, V., and Gibson, S. (1986). Cancer Res. 46, 211–217.
Kaplan, R. S., and Pedersen, P. L. (1983). Biochem. J. 212, 279–288.
Koller, M. E., and Romslo, I. (1978). Biochim. Biophys. Acta 503, 238–250.
Koller, M. E., and Romslo, I. (1980). Biochem. J. 188, 329–335. meso -Tetrakis(4- N -methyl pyridiniumyl) Porphyrins 47
Kongshaug, M., Moan, J., and Brown, S. B. (1989). Br. J. Cancer 59, 184–188.
Kowaltowski, A. J., Castilho, R. F., and Vercesi, A. E. (2001). FEBS Lett. 495, 12–15.
Kowaltowski, A. J., Netto, L. E. S., and Vercesi, A. E. (1998). J Biol. Chem. 273(21), 12766–12769.
Kowaltowski, A. J., and Vercesi, A. E. (1999). Free Rad. Biol. Med. 26, 463–471.
Kroemer, G., Petit, P., Zamzami, N., Vayssière, J. L., and Mignotti, B. (1995). FASEB J. 9, 1277–1287.
Nepomuceno, M. F., Alonso, A., Pereira-da-Silva, L., and Tabak, M. (1997). Free Rad. Biol. Med. 23(7), 1046–1054.
Richelli, F. (1995). J. Photocehm. Photobiol. B: Bio. 29, 109–118.
Richelli, F., Gobbo, S., Jori, G., Moreno, G., Vinzens, F., and Salet, C. (1993). Photochem. Photobiol. 58, 53–55.
Richelli, F., Gobbo, S., Jori, G., Salet, C., and Moreno, G. (1995). Eur. J. Biochem. 233, 165–170.
Ryter, S. W., and Tyrrel, R. (2000). Free Rad. Biol. Med. 28(2), 289–309.
Salet, C., Moreno, G., Atlante, A., and Passarela, S. (1991). Photochem. Photobiol. 53, 391–393.
Sanderberg, S., and Romslo, I. (1980). Biochim. Biophys. Acta 593, 187–195.
Sehlstedt, U., Kim, K. S., Goodisman, J., Vollano, J. F., Nordem, B., and Dabrowiak, J. C. (1994). Biochemistry 33, 417–426.
Sheneider, W. C., and Hogeboom, G. H. (1951). J. Biol. Chem. 183, 123–128.
Shulok, J. R., Wade, M. H., and Lin, C.W. (1990). Photochem. Photobiol. 51, 451–457.
Tominaga, T. T., Yushmanov, V. E., Borissevitch, I. E., Imasato, H., and Tabak, M. (1997). J. Inorg. Biochem. 65, 235–244.
Toyokuni, S. (1996). Free Rad. Biol. Med. 20(4), 552–566.
Yagi, K. (1976). Biochem. Med. 15, 212–216.
Vercesi, A. E., Kowaltowski, A. J., Grijalba, M. T., Meinecke, A. R., and Castilho, R. F. (1997). Biosc. Reports 17(1), 43–52.
Zaidi, S. A., Olinick, N. L., Zaim, M. T., and Mukhtar, H. (1993). Photochem. Photobiol. 58, 771–776.
Zoratti, M., and Szabò, I. (1995). Biochim. Biophys. Acta 1241, 139–176.
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Nepomuceno, M.F., Tabak, M. & Vercesi, A.E. Opposite Effects of Mn(III) and Fe(III) Forms of meso-Tetrakis(4-N-methyl pyridiniumyl) Porphyrins on Isolated Rat Liver Mitochondria. J Bioenerg Biomembr 34, 41–47 (2002). https://doi.org/10.1023/A:1013818719932
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DOI: https://doi.org/10.1023/A:1013818719932