Dietary isothiocyanates modify mitochondrial functions through their electrophilic reaction

Bioscience, Biotechnology and Biochemistry

Volumn 69, Issue 12, 2005, Pages 2439-2444

  Kawakami, Makiko ^a   Harada, Nobuhiro ^a   Hiratsuka, Mio ^b   Kawai, Kiyoshi ^b   Nakamura, Yoshimasa ^c  

^a FUJITA HEALTH UNIVERSITY SCHOOL OF MEDICINE   (Japan)

^b Chukyo Women's University   (Japan)

^c OKAYAMA UNIVERSITY   (Japan)

Author keywords

Cytochrome c; Electrophile; Isothiocyanate; Membrane permeability transition; Mitochondria

Indexed keywords

BIOLOGICAL MEMBRANES; BIOTECHNOLOGY; CYTOLOGY; NUTRITION; PIGMENTS; REACTION KINETICS;

CYTOCHROME C; ELECTROPHILES; ISOTHIOCYANATES; MEMBRANE PERMEABILITY TRANSITIONS; MITOCHONDRIA;

ESTERS;

BENZYL ISOTHIOCYANATE; CYCLOSPORIN; CYTOCHROME C; ISOTHIOCYANIC ACID DERIVATIVE; PHENYL ISOTHIOCYANATE; THIOCARBAMIC ACID DERIVATIVE; THIOCYANIC ACID DERIVATIVE;

ANIMAL; ARTICLE; CELL DEATH; CHEMISTRY; DIET; DOSE RESPONSE; DRUG EFFECT; ENZYMOLOGY; IN VITRO STUDY; LIVER MITOCHONDRION; MALE; METABOLISM; MITOCHONDRION SWELLING; OXIDATIVE PHOSPHORYLATION; PERMEABILITY; RAT; SIGNAL TRANSDUCTION;

ANIMALS; CELL DEATH; CYCLOSPORINE; CYTOCHROMES C; DIET; DOSE-RESPONSE RELATIONSHIP, DRUG; ISOTHIOCYANATES; MALE; MITOCHONDRIA, LIVER; MITOCHONDRIAL SWELLING; OXIDATIVE PHOSPHORYLATION; PERMEABILITY; RATS; SIGNAL TRANSDUCTION; THIOCARBAMATES; THIOCYANATES;

EID: 29344443507     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.69.2439     Document Type: Article

References (15)

1. Zhang, Y., Cancer-preventive isothiocyanates: measurement of human exposure and mechanism of action. Mutat. Res., 555, 173-190 (2004).
2. Nakamura, Y., Morimitsu, Y., Uzu, T., Ohigashi, H., Murakami, A., Naito, Y., Nakagawa, Y., Osawa, T., and Uchida, K., A glutathione S-transferase inducer from papaya: rapid screening, identification and structure-activity relationship of isothiocyanates. Cancer Lett., 157, 193-200 (2000).
3. Nakamura, Y., Kawakami, M., Yoshihiro, A., Miyoshi, N., Ohigashi, H., Kawai, K., Osawa, T., and Uchida, K., Involvement of the mitochondrial death pathway in chemopreventive benzyl isothiocyanate-induced apoptosis. J. Biol. Chem., 277, 8492-8499 (2002).
4. Miyoshi, N., Uchida, K., Osawa, T., and Nakamura, Y., A link between benzyl isothiocyanate-induced cell cycle arrest and apoptosis: involvement of mitogen-activated protein kinases in the Bcl-2 phosphorylation. Cancer Res., 64, 2134-2142 (2004).
5. Nakamura, Y., Ohigashi, H., Masuda, S., Murakami, A., Morimitsu, Y., Kawamoto, Y., Osawa, T., Imagawa, M., and Uchida, K., Redox regulation of glutathione S-transferase induction by benzyl isothiocyanate: correlation of enzyme induction with the formation of reactive oxygen intermediates. Cancer Res., 60, 219-225 (2000).
6. Miyoshi, N., Takabayashi, S., Osawa, T., and Nakamura, Y., Benzyl isothiocyanate inhibits excessive superoxide generation in inflammatory leukocytes: implication for prevention against inflammation-related carcinogenesis. Carcinogenesis, 25, 567-575 (2004).
7. Schneider, W. C., Intracellular distribution of enzymes. III. The oxidation of octanoic acid by rat liver fractions. J. Biol. Chem., 176, 259-266 (1948).
8. Ruzicka, F. J., and Crane, F. L., Quinone interaction with the respiratory chain-linked NADH dehydrogenase of beef heart mitochondria. Biochim. Biophys. Acta, 223, 71-85 (1970).
9. Zhang, Y., and Talalay, P., Mechanism of differential potencies of isothiocyanates as inducers of anticarcinogenic Phase 2 enzymes. Cancer Res., 58, 4632-4639 (1998).
10. Kantrow, S. P., and Piantadosi, C. A., Release of cytochrome c from liver mitochondria during permeability transition. Biochem. Biophys. Res. Commun., 232, 669-671 (1997).
11. Crompton, M., The mitochondrial permeability transition pore and its role in cell death. Biochem. J., 341, 233-249 (1999).
12. Narita, M., Shimizu, S., Ito, T., Chittenden, T., Lutz, R. J., Matsuda, H., and Tsujimoto, Y., Bax interacts with the permeability transition pore to induce permeability transition and cytochrome c release in isolated mitochondria. Proc. Natl. Acad. Sci. U.S.A., 95, 14681-14686 (1998).
13. Martinou, J. C., and Green, D. R., Breaking the mitochondrial barrier. Nat. Rev. Mol. Cell Biol., 2, 63-67 (2001).
14. McStay, G. P., Clarke, S. J., and Halestrap, A. P., Role of critical thiol groups on the matrix surface of the adenine nucleotide translocase in the mechanism of the mitochondrial permeability transition pore. Biochem. J., 367, 541-548 (2002).
15. 2+-induced permeability transition of mitochondria. Free Radical Res., 38, 27-35 (2004).