Induction of oxidative cell damage by photo-treatment with zinc metaN-methylpyridylporphyrin
Abstract
We have previously reported that isomeric Zn(II) N-methylpyridylporphyrins (ZnTM-2(3,4)-PyP4 + ) can act as photosensitizers with efficacy comparable to that of hematoporphyrin derivative (HpD) in preventing cell proliferation and causing cell death in vitro. To better understand the biochemical basis of this activity, the effects of photo-activated ZnTM-3-PyP4 + on GSH/GSSG ratio, lipid peroxidation, membrane permeability, oxidative DNA damage, and the activities of SOD, catalase, glutathione reductase, and glutathione peroxidase were evaluated. Light exposure of ZnTM-3-PyP4 + -treated colon adenocarcinoma cells caused a wide spectrum of oxidative damage including depletion of GSH, inactivation of glutathione reductase and glutathione peroxidase, oxidative DNA damage and peroxidation of membrane lipids. Cell staining with Hoechst-33342 showed morphological changes consistent with both necrotic and apoptotic death sequences, depending upon the presence of oxygen.
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Fluorescent light-excited zinc meta N-methylpyridylporphyrin induces oxidative DNA damage in human colon carcinoma LS174T cells, tentatively assigned as 8-oxoGua.
“Fluorescent light-excited zinc meta N-methylpyridylporphyrin has been shown to induce oxidatively generated damage to DNA of human colon carcinoma LS174T cells, tentatively assigned as 8-oxoGua (184) on the basis of somewhat questionable immunodetection (185).”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [184]
Cites
McCord, J. M., & Fridovich, I. (1969) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)63504-5 · Cited by 12,952 · see citing works
Metals, Toxicity and Oxidative Stress
Valko, M., Morris, H., & Cronin, M. (2005) · Current Medicinal Chemistry · doi:10.2174/0929867053764635 · Cited by 5,018 · see citing works
Schafer, F. Q., & Buettner, G. R. (2001) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(01)00480-4 · Cited by 4,587 · see citing works
The role of apoptosis in response to photodynamic therapy: what, where, why, and how
Oleinick, N. L., Morris, R. L., & Belitchenko, I. (2002) · Photochemical & Photobiological Sciences · doi:10.1039/b108586g · Cited by 1,502 · see citing works
Assay of glutathione reductase in crude tissue homogenates using 5,5′-dithiobis(2-nitrobenzoic acid)
Smith, I. K., Vierheller, T. L., & Thorne, C. A. (1988) · Analytical Biochemistry · doi:10.1016/0003-2697(88)90564-7 · Cited by 1,342 · see citing works
Definition of type I and type II photosensitized oxidation
Foote, C. S. (1991) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.1991.tb02071.x · Cited by 1,248 · see citing works
Lipid hydroperoxide generation, turnover, and effector action in biological systems
Girotti, A. W. (1998) · Journal of Lipid Research · doi:10.1016/s0022-2275(20)32182-9 · Cited by 1,204 · see citing works
Biologic and pharmacologic regulation of mammalian glutathione synthesis
Griffith, O. W. (1999) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(99)00176-8 · Cited by 1,195 · see citing works
Photophysical and photobiological processes in the photodynamic therapy of tumours
Ochsner, M. (1997) · Journal of Photochemistry and Photobiology B Biology · doi:10.1016/s1011-1344(96)07428-3 · Cited by 1,081 · see citing works
THE PHOTODEGRADATION OF PORPHYRINS IN CELLS CAN BE USED TO ESTIMATE THE LIFETIME OF SINGLET OXYGEN
Moan, J. E., & Berg, K. (1991) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.1991.tb03669.x · Cited by 1,010 · see citing works
Lipid peroxidation: Mechanisms, inhibition, and biological effects
Niki, E., Yoshida, Y., Saito, Y., & Noguchi, N. (2005) · Biochemical and Biophysical Research Communications · doi:10.1016/j.bbrc.2005.08.072 · Cited by 877 · see citing works
Research advances in the use of tetrapyrrolic photosensitizers for photodynamic therapy
Nyman, E., & Hynninen, P. H. (2003) · Journal of Photochemistry and Photobiology B Biology · doi:10.1016/j.jphotobiol.2003.10.002 · Cited by 714 · see citing works
Girotti, A. W. (2001) · Journal of Photochemistry and Photobiology B Biology · doi:10.1016/s1011-1344(01)00207-x · Cited by 574 · see citing works
Hypericin in cancer treatment: more light on the way
Agostinis, P., Vantieghem, A., Merlevede, W. J., & de Witte, P. A. M. (2002) · The International Journal of Biochemistry & Cell Biology · doi:10.1016/s1357-2725(01)00126-1 · Cited by 469 · see citing works
Gardner, P. R., Nguyen, D., & White, C. W. (1994) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.91.25.12248 · Cited by 414 · see citing works
Functional Consequences of Oxidative Membrane Damage
Stark, G. (2005) · The Journal of Membrane Biology · doi:10.1007/s00232-005-0753-8 · Cited by 367 · see citing works
The Role of Subcellular Localization in Initiation of Apoptosis by Photodynamic Therapy
Kessel, D. H., Luo, Y., Deng, Y., & Chang, C. K. (1997) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.1997.tb08581.x · Cited by 344 · see citing works
Aconitase: Sensitive target and measure of superoxide
Gardner, P. R. (2002) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/s0076-6879(02)49317-2 · Cited by 290 · see citing works
Hsieh, Y., Wu, C., Chang, C., & Yu, J. (2003) · Journal of Cellular Physiology · doi:10.1002/jcp.10273 · Cited by 202 · see citing works
Apoptosis or Necrosis Following Photofrin® Photosensitization: Influence of the Incubation Protocol
Dellinger, M. (1996) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.1996.tb02440.x · Cited by 162 · see citing works
Role of Lipid Hydroperoxides in Photo-Oxidative Stress Signaling
Girotti, A. W., & Kriska, T. (2004) · Antioxidants and Redox Signaling · doi:10.1089/152308604322899369 · Cited by 150 · see citing works
Visick, J. E., & Clarke, S. G. (1997) · Journal of Bacteriology · doi:10.1128/jb.179.13.4158-4163.1997 · Cited by 133 · see citing works
Wang, H. (2001) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(01)00469-5 · Cited by 111 · see citing works
Rp, P., Tobi, S., Morris, J. A., & McMillan, T. J. (2002) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(01)00829-2 · Cited by 106 · see citing works
Steghens, J., van Kappel, A. L., Denis, I., & COLLOMBEL, C. (2001) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(01)00578-0 · Cited by 97 · see citing works
Kriska, T., Korytowski, W., & Girotti, A. W. (2002) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(02)01078-x · Cited by 59 · see citing works
Geiger, P. G., Korytowski, W., Lin, F., & Girotti, A. W. (1997) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(96)00587-4 · Cited by 57 · see citing works
Gas chromatographic analysis of reactive carbonyl compounds formed from lipids upon UV‐irradiation
Dennis, K. J., & Shibamoto, T. (1990) · Lipids · doi:10.1007/bf02538089 · Cited by 57 · see citing works
Inoue, M., Sato, E. F., Nishikawa, M., Park, A.-M., Kira, Y., Imada, I., & Utsumi, K. (2003) · Antioxidants and Redox Signaling · doi:10.1089/152308603768295221 · Cited by 53 · see citing works
Du, H., Olivo, M., Tan, B., & Bay, B. (2003) · International Journal of Oncology · doi:10.3892/ijo.23.5.1401 · Cited by 50 · see citing works
Benov, L., Batinic̈‐Haberle, I., Spasojević, I., & Fridovich, I. (2002) · Archives of Biochemistry and Biophysics · doi:10.1016/s0003-9861(02)00062-0 · Cited by 42 · see citing works
Self-citationPhotosensitizing action of isomeric zincN-methylpyridylporphyrins in human carcinoma cells
Al-Mutairi, D. A., Craik, J. D., Batinic̈‐Haberle, I., & Benov, L. (2006) · Free Radical Research · doi:10.1080/10715760600577849 · Cited by 17 · see citing works
Self-citationChatterjee, S., Srivastava, T. S., Kamat, J. P., & Devasagayam, T. P. A. (1997) · Chemico-Biological Interactions · doi:10.1016/s0009-2797(97)00092-6 · Cited by 9 · see citing works
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Xie, J., Wang, Y., Choi, W., Jangili, P., Ge, Y., Xu, Y., Kang, J., Liu, L., Zhang, B., Xie, Z., et al. (2021) · Chemical Society Reviews · doi:10.1039/d0cs01370f · Cited by 526 · see citing works
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Meddeb, E. R., Trea, F., Djekoun, A., Nasri, H., & Ouali, K. (2023) · Environmental Science and Pollution Research · doi:10.1007/s11356-023-30063-0 · Cited by 4 · see citing works
Bouaricha, H., Berebbeh, H., Grara, N., & Djebar, M. R. (2012) · The Journal of applied sciences research · Cited by 4 · see citing works
Phototherapy: The novel emerging treatment for cancer
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- Authors
- Al-Mutairi, D. A., Al-Mutairi, D. A., Craik, J. D., Batinic-Haberle, I., & Benov, L. T.
- Affiliations
- Kuwait University (KW)
- Corresponding author
- Benov, Ludmil T.
- ORCID
- Benov, Ludmil T.
- Venue
- Free Radical Research
- Publisher
- Informa UK Limited
- Published
- 2007-01
- Volume
- 41
- Issue
- 1
- Pages
- 89-96
- ISSN
- 1029-2470 (ISSN-L)
- 1071-5762
- OpenAlex
- W2065734399
- Cited by
- 23
- References
- 33
- Citations by year
- 2024: 1 · 2023: 2 · 2022: 1 · 2021: 1 · 2019: 2 · 2018: 2 · 2017: 2 · 2016: 2 · 2014: 2 · 2013: 1 · 2012: 2
- FWCI
- 0.89
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Free Radical Research (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Institute of Allergy and Infectious Diseases (U19 AI67798-01, U19AI067798)
- Topics
- Health Sciences › Medicine › Pulmonary and Respiratory Medicine › Photodynamic Therapy Research Studies
- Physical Sciences › Engineering › Biomedical Engineering › Nanoplatforms for cancer theranostics
- Physical Sciences › Materials Science › Materials Chemistry › Porphyrin and Phthalocyanine Chemistry
- Keywords
- photosensitizers, oxidative cell damage, hematoporphyrin derivative, colon adenocarcinoma cells, glutathione depletion, lipid peroxidation, oxidative DNA damage, glutathione reductase, glutathione peroxidase, superoxide dismutase, catalase, apoptosis, necrosis, photodynamic therapy
- MeSH terms
- Catalase, Cell Membrane, DNA Damage, Glutathione, Glutathione Peroxidase, Glutathione Reductase, Humans, Metalloporphyrins, Photosensitivity Disorders, Superoxide Dismutase, Lipid Peroxidation, Photosensitizing Agents, Oxidative Stress, Glutathione Disulfide, Cell Line, Tumor
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