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The interaction of flavonoids with mitochondria: effects on energetic processes
Abstract
The study addressed aspects of energetics of isolated rat liver mitochondria exposed to the flavonoids quercetin, taxifolin, catechin and galangin, taking into account influences of the 2,3 double bond/3-OH group and 4-oxo function on the C-ring, and o-di-OH on the B-ring of their structures, as well as mitochondrial mechanisms potentially involved in cell necrosis and apoptosis. The major findings/hypothesis, were: The 2,3 double bond/3-OH group in conjugation with the 4-oxo function on the C-ring in the flavonoid structure seems favour the interaction of these compounds with the mitochondrial membrane, decreasing its fluidity either inhibiting the respiratory chain of mitochondria or causing uncoupling; while the o-di-OH on the B-ring seems favour the respiratory chain inhibition, the absence of this structure seems favour the uncoupling activity. The flavonoids not affecting the respiration of mitochondria, induced MPT. The ability of flavonoids to induce the release of mitochondria-accumulated Ca(2+) correlated well with their ability to affect mitochondrial respiration on the one hand, and their inability to induce MPT, on the other. The flavonoids causing substantial respiratory chain inhibition or mitochondrial uncoupling, quercetin and galangin, respectively, also decreased the mitochondrial ATP levels, thus suggesting an apparent higher potential for necrosis induction in relation to the flavonoids inducing MPT, taxifolin and cathechin, which did not decrease significantly the ATP levels, rather suggesting an apparent higher potential for apoptosis induction.
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“Furthermore, quercetin can stimulate mitochondria oxidative metabolism by directly decreasing ATP:AMP ratio, which in turn results in the activation of AMPK and its downstream catabolic pathways (Dorta et al., 2005).”
From Mitochondrial (Dys)function and Insulin Resistance: From Pathophysiological Molecular Mechanisms to the Impact of Diet (2019) · cites this paper as Dorta et al., 2005
Citations
Cites
The Pathophysiology of Mitochondrial Cell Death
Green, D. R., & Kroemer, G. (2004) · Science · doi:10.1126/science.1099320 · Cited by 3,487
Regulation of cell death: the calcium–apoptosis link
Orrenius, S., Zhivotovsky, B., & Nicotera, P. (2003) · Nature Reviews Molecular Cell Biology · doi:10.1038/nrm1150 · Cited by 3,060
The mitochondrial permeability transition
Zoratti, M., & Szabó, I. (1995) · Biochimica et Biophysica Acta (BBA) - Reviews on Biomembranes · doi:10.1016/0304-4157(95)00003-a · Cited by 2,410
Lowe, S. W., & Lin, A. W. (2000) · Carcinogenesis · doi:10.1093/carcin/21.3.485 · Cited by 1,889
[36] Flavonoids as antioxidants: Determination of radical-scavenging efficiencies
Bors, W., Heller, W. E., Michel, C., & Sarán, M. (1990) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/0076-6879(90)86128-i · Cited by 1,726
Lemasters, J. J., Nieminen, A.-L., Qian, T., Trost, L. C., Elmore, S. P., Nishimura, Y., Crowe, R. A., Cascio, W. E., Bradham, C. A., Brenner, D. A., et al. (1998) · Biochimica et Biophysica Acta (BBA) - Bioenergetics · doi:10.1016/s0005-2728(98)00112-1 · Cited by 1,387
Galati, G., & O'Brien, P. J. (2004) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2004.04.034 · Cited by 1,155
The Ca2+-induced membrane transition in mitochondria
Hunter, D. R., & Haworth, R. A. (1979) · Archives of Biochemistry and Biophysics · doi:10.1016/0003-9861(79)90371-0 · Cited by 872
Crompton, M., Ellinger, H., & COSTI, A. (1988) · PubMed Central · Cited by 841
Mitochondrial permeability transition and oxidative stress
Kowaltowski, A. J., Castilho, R. F., & Vercesi, A. E. (2001) · FEBS Letters · doi:10.1016/s0014-5793(01)02316-x · Cited by 832
Emaus, R. K., Grunwald, R., & Lemasters, J. J. (1986) · Biochimica et Biophysica Acta (BBA) - Bioenergetics · doi:10.1016/0005-2728(86)90112-x · Cited by 804
Flavonoids as antioxidant agents: Importance of their interaction with biomembranes
Saija, A., Scalese, M., Lanza, M., Marzullo, D., Bonina, F., & Castelli, F. (1995) · Free Radical Biology and Medicine · doi:10.1016/0891-5849(94)00240-k · Cited by 701
Absorption and metabolism of flavonoids
Walle, T. (2004) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2004.01.002 · Cited by 622
Modulation of Liposomal Membrane Fluidity by Flavonoids and Isoflavonoids
Arora, A., Byrem, T. M., Nair, M. G., & Strasburg, G. M. (2000) · Archives of Biochemistry and Biophysics · doi:10.1006/abbi.1999.1525 · Cited by 595
Mitochondria as all‐round players of the calcium game
Rizzuto, R., Bernardi, P., & Pozzan, T. (2000) · The Journal of Physiology · doi:10.1111/j.1469-7793.2000.00037.x · Cited by 562
Arora, A., Nair, M. G., & Strasburg, G. M. (1998) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(97)00458-9 · Cited by 562
Agullo, G., Gamet‐Payrastre, L., Manenti, S., Viala, C., Rémésy, C., Chap, H., & Payrastre, B. (1997) · Biochemical Pharmacology · doi:10.1016/s0006-2952(97)82453-7 · Cited by 535
Costantini, P., Chernyak, B. V., Petronilli, V., & Bernardi, P. (1996) · Journal of Biological Chemistry · doi:10.1074/jbc.271.12.6746 · Cited by 516
Firuzi, O., Lacanna, A., Petrucci, R., Marrosu, G., & Saso, L. (2004) · Biochimica et Biophysica Acta (BBA) - General Subjects · doi:10.1016/j.bbagen.2004.11.001 · Cited by 487
Calcium signaling and apoptosis
Hajnóczky, G., Davies, E., & Madesh, M. (2003) · Biochemical and Biophysical Research Communications · doi:10.1016/s0006-291x(03)00616-8 · Cited by 462
The Ca2+-induced membrane transition in mitochondria
Hunter, D. R., & Haworth, R. A. (1979) · Archives of Biochemistry and Biophysics · doi:10.1016/0003-9861(79)90373-4 · Cited by 459
Pedersen, P. L., Greenawalt, J. W., Reynafarje, B., Hullihen, J. M., Decker, G. L., Soper, J. W., & Bustamente, E. (1978) · Methods in cell biology · doi:10.1016/s0091-679x(08)62030-0 · Cited by 443
Gunter, T. E., Yule, D. I., Gunter, K. K., Eliseev, R. A., & Salter, J. D. (2004) · FEBS Letters · doi:10.1016/j.febslet.2004.03.071 · Cited by 419
Structure-antioxidant Activity Relationships of Flavonoids: A Re-examination
Silva, M. M., Santos, M., Caroço, G., Rocha, R., Justino, G. C., & Mira, L. (2002) · Free Radical Research · doi:10.1080/198-1071576021000016472 · Cited by 375
[27] Measurements of cation transport with metallochromic indicators
Scarpa, A. (1979) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/0076-6879(79)56030-3 · Cited by 255
Flavonoids and the inhibition of PKC and PI 3-kinase
Gamet‐Payrastre, L., Manenti, S., Gratacap, M., Tulliez, J. E., Chap, H., & Payrastre, B. (1999) · General Pharmacology The Vascular System · doi:10.1016/s0306-3623(98)00220-1 · Cited by 255
Bondar, V. M., Sweeney‐Gotsch, B., Andreeff, M., Mills, G. B., & McConkey, D. J. (2002) · PubMed · Cited by 234
Flavonoids and isoflavones: absorption, metabolism, and bioactivity
Rice-Evans, C. (2004) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2003.12.012 · Cited by 231
Electrochemistry of flavonoids
Hodnick, W. F., MllosavljeviĆ, E. B., Nelson, J. H., & Pardini, R. S. (1988) · Biochemical Pharmacology · doi:10.1016/0006-2952(88)90253-5 · Cited by 219
dos Santos, A. C., Uyemura, S. A., Lopes, J. L. C., Bazon, J. N., Mingatto, F. E., & Curti, C. (1998) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(98)00003-3 · Cited by 188
Yu, B. P., Suescun, E. A., & Yang, S. Y. (1992) · Mechanisms of Ageing and Development · doi:10.1016/0047-6374(92)90123-u · Cited by 184
The uncoupling efficiency and affinity of flavonoids for vesicles.
van Dijk, C., Driessen, A. J., & Recourt, K. (2000) · Biochemical Pharmacology · doi:10.1016/s0006-2952(00)00488-3 · Cited by 146
Inhibition of proliferation and induction of apoptosis by genistein in colon cancer HT-29 cells
Yu, Z., Li, W., & Liu, F. (2004) · Cancer Letters · doi:10.1016/j.canlet.2004.06.010 · Cited by 134
Anticancer drugs of tomorrow: apoptotic pathways as targets for drug design
Łoś, M., Burek, C. J., Stroh, C., Benedyk, K., Hug, H., & Mackiewicz, A. A. (2003) · Drug Discovery Today · doi:10.1016/s1359-6446(02)02563-1 · Cited by 123
Genistein Induces Apoptosis of RPE-J Cells by Opening Mitochondrial PTP
Yoon, H. S., Moon, S. C., Kim, N. D., Park, B.-S., Jeong, M. H., & Yoo, Y. H. (2000) · Biochemical and Biophysical Research Communications · doi:10.1006/bbrc.2000.3445 · Cited by 116
Skulachev, V. P. (2000) · IUBMB Life · doi:10.1080/152165400410209 · Cited by 114
Hsu, Y., Kuo, P., & Lin, C. (2003) · Biochemical Pharmacology · doi:10.1016/j.bcp.2003.09.042 · Cited by 108
Ca2+ signalling in mitochondria: mechanism and role in physiology and pathology
Brini, M. (2003) · Cell Calcium · doi:10.1016/s0143-4160(03)00145-3 · Cited by 108
Lemasters, J. J., & Hackenbrock, C. R. (1976) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1976.tb10625.x · Cited by 103
Salvi, M., Brunati, A. M., Clari, G., & Toninello, A. (2002) · Biochimica et Biophysica Acta (BBA) - Bioenergetics · doi:10.1016/s0005-2728(02)00361-4 · Cited by 96
Calcium uptake in isolated brush-border vesicles from rat small intestine
Miller, A. K., & Bronner, F. (1981) · Biochemical Journal · doi:10.1042/bj1960391 · Cited by 96
Otake, Y., & Walle, T. (2002) · Drug Metabolism and Disposition · doi:10.1124/dmd.30.2.103 · Cited by 87
Overview on the mechanisms of drug-induced liver cell death
Grattagliano, I., Portincasa, P., Palmieri, V. O., & Palasciano, G. (2002) · Annals of Hepatology · doi:10.1016/s1665-2681(19)32160-x · Cited by 36
Uncoupling activity of a series of flavones and flavonols on isolated plant mitochondria
Ravanel, P. (1986) · Phytochemistry · doi:10.1016/s0031-9422(00)81546-0 · Cited by 33
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- Salvi, 2002, Interaction of genistein with the mitochondrial electron transport chain results in opening of the membrane transition pore, Biochim. Biophys. Acta, 1556, 187, 10.1016/S0005-2728(02)00361-4 · DOI
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The Role of Catechins in Cellular Responses to Oxidative Stress
Bernatonienė, J., & Kopustinskienė, D. M. (2018) · Molecules · doi:10.3390/molecules23040965 · Cited by 704
Quercetin increases brain and muscle mitochondrial biogenesis and exercise tolerance
Davis, J. M., Murphy, E. A., Carmichael, M. D., & Davis, B. (2009) · American Journal of Physiology-Regulatory, Integrative and Comparative Physiology · doi:10.1152/ajpregu.90925.2008 · Cited by 486
Granado‐Serrano, A. B., Martiín, M. A., Bravo, L., Goya, L., & Ramos, S. (2006) · Journal of Nutrition · doi:10.1093/jn/136.11.2715 · Cited by 373
Sergi, D., Naumovski, N., Heilbronn, L. K., Abeywardena, M., O’Callaghan, N., Lionetti, L., & Luscombe-Marsh, N. (2019) · Frontiers in Physiology · doi:10.3389/fphys.2019.00532 · Cited by 347
Metadata
- Authors
- Dorta, D. J., Pigoso, A. A., Mingatto, F. E., Rodrigues, T., Prado, I. M. R., Helena, A. F. C., Uyemura, S. A., Santos, A. C., & Curti, C.
- Affiliations
- Universidade de São Paulo (BR)
- Corresponding author
- Curti, Carlos
- ORCID
- Venue
- Chemico-Biological Interactions
- Publisher
- Elsevier BV
- Published
- 2005-04
- Volume
- 152
- Issue
- 2-3
- Pages
- 67-78
- ISSN
- 0009-2797 (ISSN-L)
- OpenAlex
- W2042065066
- Cited by
- 165
- References
- 46
- Citations by year
- 2026: 6 · 2025: 5 · 2024: 6 · 2023: 5 · 2022: 8 · 2021: 6 · 2020: 7 · 2019: 13 · 2018: 11 · 2017: 10 · 2016: 6 · 2015: 9 · 2014: 11 · 2013: 4 · 2012: 8
- FWCI
- 2.76
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Chemico-Biological Interactions (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Fundação de Amparo à Pesquisa do Estado de São Paulo
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Universidade de São Paulo
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Mitochondrial Function and Pathology
- Health Sciences › Medicine › Pharmacology (medical) › Flavonoids in Medical Research
- Health Sciences › Medicine › Biochemistry (medical) › Phytochemicals and Antioxidant Activities
- Keywords
- flavonoids, mitochondria, quercetin, taxifolin, catechins, galangin, mitochondrial permeability transition, mitochondrial uncoupling, electron transport inhibition, mitochondrial membrane fluidity, mitochondrial calcium release, mitochondrial ATP, apoptosis, necrosis, structure-activity relationship, liver mitochondria
- MeSH terms
- Adenosine Triphosphate, Animals, Calcium, Catechin, Flavonoids, Intracellular Membranes, Luminescent Measurements, Male, Membrane Fluidity, Mitochondria, Liver, Polarography, Quercetin, Structure-Activity Relationship, Rats, Wistar, Cell Respiration, Flavonols, Rats
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