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Vol. 15 No. 1 (2024)

January 2024

Unraveling the Mechanisms of Light-induced Hemolysis by First Transition Metal Phthalocyanines

  • Franklin Vargas
  • Miguel Dionissio León Ropero

Archives of Advances in Biosciences, Vol. 15 No. 1 (2024), 24 January 2024 , Page 1-10
https://doi.org/10.22037/aab.v15i1.45066 Published: 2024-09-20

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Abstract

Introduction: Phthalocyanines are molecules that possess distinctive properties as a result of their structural composition. They have the capacity to act as catalysts in a variety of chemical reactions and demonstrate potential for use in photodynamic cancer therapy. For this purpose, the phthalocyanine molecule requires a metal ion that is capable of undergoing changes in state and binding to other molecules. Photohemolysis is a widely utilized in vitro test for evaluating the efficacy of phthalocyanines as photosensitizers. Its primary advantages include straightforward detection of the photohemolytic process through UV-VIS spectroscopy and insight into the phototoxic mechanisms that these molecules develop. This study aimed to evaluate how the central metal ion affects the photobiological behavior of phthalocyanines on human erythrocytes and the possible phototoxic mechanisms involved in the hemolysis process.

Materials and Methods: Phthalocyanines with various central metals (Zn, Cu, Ni, Fe, Mn, Co) were synthesized via microwave irradiation. The phototoxicity of the compounds was evaluated through light-induced hemolysis using isolated human erythrocytes. The degree of cell damage was determined by measuring the absorbance of hemoglobin at 545 nm. The traditional spectrophotometric approach was employed to assess the kinetics of photohemolysis under white light irradiation. The rate of hemolysis was employed as a means of determining the extent of phototoxic damage. Radical scavengers were employed to elucidate the phototoxic mechanism (Type I or Type II) of the synthesized phthalocyanines.

Results: The synthesized phthalocyanines demonstrated a range of photohemolytic activities against human erythrocytes. Zinc phthalocyanine (ZnPc) demonstrated the most pronounced effect, followed by iron (FePc), nickel (NiPc), and copper (CuPc) phthalocyanines. Conversely, cobalt (CoPc) and manganese (MnPc) phthalocyanines exhibited the least notable activity. It is likely that photohemolysis occurred via both type I and type II mechanisms, with ZnPc generating the most reactive oxygen species. Moreover, the interaction of ZnPc with erythrocyte membranes may contribute to its pronounced photohemolytic activity. The results of scavenger experiments indicate that ZnPc induces hemolysis primarily via type I radicals.

Keywords:
  • Erythrocytes
  • Phthalocyanines
  • Photodynamic therapy
  • Photohemolysis
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How to Cite

Vargas, F., & León Ropero, M. D. (2024). Unraveling the Mechanisms of Light-induced Hemolysis by First Transition Metal Phthalocyanines. Archives of Advances in Biosciences, 15(1), 1–10. https://doi.org/10.22037/aab.v15i1.45066
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References

Zhang Y, Lovell JF. Recent applications of phthalocyanines and naphthalocyanines for imaging and therapy. Wiley Interdiscip Rev Nanomed Nanobiotechnol. 2017;9(1):10.1002/wnan.1420. [DOI: 10.1002/wnan.1420] [PMID] [PMCID]

Li X, Peng XH, Zheng BD, Tang J, Zhao Y, Zheng BY, Ke MR, Huang JD. New application of phthalocyanine molecules: from photodynamic therapy to photothermal therapy by means of structural regulation rather than formation of aggregates. Chem Sci. 2018;9(8):2098-04. [DOI: 10.1039/c7sc05115h] [PMID] [PMCID]

Kahn G, Fleischaker B. I. Red blood cell hemolysis by photosensitizing compounds. Journal of Investigative Dermatology. 1971;56(2):85-90. [DOI: 10.1111/1523-1747.ep12260639]

Chidawanyika W, Ogunsipe A, Nyokong T. Syntheses and photophysics of new phthalocyanine derivatives of zinc, cadmium and mercury .New J Chem. 2007;31(3):377-84. [DOI:10.1039/B615663K]

Kluson P, Drobek M, Strasak T, Krysa J, Karaskova M, Rakusan J. Sulphonated phthalocyanines as effective oxidation photocatalysts for visible and UV light regions. J Mol Catal A Chem. 2007;272(1-2):213-9. [DOI: 10.1016/j.molcata.2007.03.024]

Fernandez L, Esteves VI, Cunha A, Schneider RJ, Tome JP. Photodegradation of organic pollutants in water by immobilized porphyrins and phthalocyanines. J Porphyrins Phthalocyanines. 2016;20(01n04):150-66. [DOI: 10.1142/S108842461630007X]

Liu Y, Qin R, Zaat SAJ, Breukink E, Heger M. Antibacterial photodynamic therapy: overview of a promising approach to fight antibiotic-resistant bacterial infections. J Clin Transl Res. 2015;1(3):140-67. [PMID] [PMCID]

Agirtas S, Ion RM, Bekaroglu O. Spectral

study of the supramolecular assemblies porphyrins–phthalocyanines. Materials Science and Engineering: C. 1999;7(2):105-10. [DOI: 10.1016/S0928-4931(99)00125-3]

Ion RM, Yilmaz I, Bekaroglu O. Supramolecular assemblies of pyridyl porphyrin and diazadithia phthalocyanine. J Serb Chem Soc. 1999;64(7-8):453-62. [DOI: 10.2298/JSC9908453I]

Yeber MC, García G. Photocatalytic degradation of

Kraft Lignin using the S2O82−/Fe0/UV process: optimization with multivariate analysis. Desalination and Water Treatment. 2015;56(7):1793-801. [DOI: 10.1080/19443994.2014.952668]

Chernonosov AA, Koval VV, Knorre DG, Chernenko AA, Derkacheva VM, Lukyanets EA, Fedorova OS. Conjugates of phthalocyanines with oligonucleotides as reagents for sensitized or catalytic DNA modification. Bioinorg Chem Appl. 2006;2006:63703. [DOI: 10.1155/BCA/2006/63703] [PMID] [PMCID]

Ishii K. Functional singlet oxygen generators based on phthalocyanines. Coordination Chemistry Reviews. 2012;256(15-16):1556-68. [DOI:10.1016/j.ccr.2012.03.022]

Ağırtaş MS, Cabir B, Yıldıko Ü, Özdemir S, Gonca S. Synthesis, antioxidant, DNA cleavage and antimicrobial properties of phthalocyanine complexes bearing the poly-hydroxyl groups. Chem Pap. 2021;75:1749-60. [DOI:10.1007/s11696-020-01432-7]

Zavodnik IB, Zavodnik LB, Bryszewska MJ. The mechanism of Zn-phthalocyanine photosensitized lysis of human erythrocytes. J Photochem Photobiol B. 2002;67(1):1-10. [DOI: 10.1016/s1011-1344(02)00246-4] [PMID]

De Guidi G, Chillemi R, Costanzo LL, Giuffrida S, Condorelli G. Molecular mechanism of drug photosensitization. 4. Photohemolysis sensitized by carprofen. J Photochem Photobiol B. 1993;17(3):239-46. [DOI: 10.1016/1011-1344(93)80021-z] [PMID]

León M, Vargas F. Preliminary research on metalized phthalocyanines synthesis. Evaluation as potential photosensitizer in photodynamic therapy. Rev Colomb Cienc Quím Farm 2022;51(1):348-68. [DOI: 10.15446/rcciquifa.v51n1.102717]

Ben-Hur E, Rosenthal I. Photohemolysis of human erythrocytes induced by aluminum phthalocyanine tetrasulfonate. Cancer Lett. 1986;30(3):321-7. [DOI: 10.1016/0304-3835(86)90057-1] [PMID]

Costanzo LL, De Guidi G, Condorelli G, Cambria A, Fama M. Molecular mechanism of drug photosensitization--II. Photohemolysis sensitized by ketoprofen. Photochem Photobiol. 1989;50(3):359-65. [DOI: 10.1111/j.1751-1097.1989.tb04170.x] [PMID]

Staicu A, Pascu A, Nuta A, Sorescu A, Raditoiu V, Pascu ML. Studies about phthalocyanine photosensitizers to be used in photodynamic therapy. Romanian Reports in Physics. 2013;65(3):1032-51. [Link]

Pereira GF, Tasso TT. From cuvette to cells: How the central metal ion modulates the properties of phthalocyanines and porphyrazines as photosensitizers. Inorganica Chim.Acta.2021; 519:120271. [DOI: 10.1016/j.ica.2021.120271]

Shi‐Kang W, Hou‐Chen Z, Guo‐Zhu C, Da‐Nian X, Hui‐Jun X. A study on the ability of some phthalocyanine compounds for photogenerating singlet oxygen. Acta Chim Sin. 1985;3(1): 21-5. [DOI:10.1002/cjoc.19850030105]

Neagu M, Constantin C, Tampa M, Matei C, Lupu A, Manole E, Ion RM, Fenga C, Tsatsakis AM. Toxicological and efficacy assessment of post-transition metal (Indium) phthalocyanine for photodynamic therapy in neuroblastoma. Oncotarget. 2016;7(43):69718-732. [DOI: 10.18632/oncotarget.11942] [PMID] [PMCID]

Dahl TA, Midden WR, Hartman PE. Pure singlet oxygen cytotoxicity for bacteria. Photochem Photobiol. 1987;46(3):345-52. [DOI: 10.1111/j.1751-1097.1987.tb04779.x] [PMID]

Mackintosh HJ, Budd PM, McKeown NB. Catalysis by microporous phthalocyanine and porphyrin network polymers. J Mater Chem. 2008;18(5):573-8. [DOI: 10.1039/B715660J]

Vargas F, León M, Álvarez Á, Dasilva S, Maldonado A. Photochemical and Photobiological Activity of Zn, Cu, Ni, Co, Fe and Mn Unsubstituted Phthalocyanines. Chem Proc. 2023;14(1):27. [DOI: 10.3390/ecsoc-27-16171]

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