Photodynamic properties and photoinactivation of Candida albicans mediated by brominated derivatives of triarylmethane and phenothiazinium dyes

Photodiagnosis and Photodynamic Therapy

Volumn 11, Issue 2, 2014, Pages 148-155

  Alvarez, M Gabriela ^a   Montes de Oca, M Noel ^b   Milanesio, M Elisa ^a   Ortiz, Cristina S ^b   Durantini, Edgardo N ^a  

^a DEPARTAMENTO DE QUÍMICA   (Argentina)

^b UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

Author keywords

Candida albicans; Phenothiazinium; Photodynamic inactivation; Photosensitizers; Triarylmethane

Indexed keywords

AZURE B; BROMINE DERIVATIVE; CRYSTAL VIOLET; FUCHSINE; PHOTOSENSITIZING AGENT; REACTIVE OXYGEN METABOLITE; TRYPTOPHAN; BROMINE; METHANE; PHENOTHIAZINE DERIVATIVE;

ARTICLE; CANDIDA ALBICANS; CELL SURVIVAL; CELL SUSPENSION; CONTROLLED STUDY; NONHUMAN; PHOTODYNAMICS; PHOTOOXIDATION; PRIORITY JOURNAL; YEAST CELL; APOPTOSIS; CELL PROLIFERATION; CHEMISTRY; DRUG EFFECTS; LIGHT; PHYSIOLOGY; RADIATION RESPONSE; SYNTHESIS;

CANDIDA ALBICANS;

APOPTOSIS; BROMINE; CANDIDA ALBICANS; CELL PROLIFERATION; LIGHT; METHANE; PHENOTHIAZINES; PHOTOSENSITIZING AGENTS;

EID: 84901587221     PISSN: 15721000     EISSN: 18731597     Source Type: Journal    
DOI: 10.1016/j.pdpdt.2014.03.005     Document Type: Article

References (36)

1. Fidel P.L. Candida-host interactions in HIV-disease: relationships in oropharyngeal candidiasis. Adv Dent Res 2006, 19:80-84.
2. Munin E., Giroldo L.G., Alves L.P., Costa M.S. Study of germ tube formation by Candida albicans after photodynamic antimicrobial chemotherapy (PACT). J Photochem Photobiol B: Biol 2007, 88:16-20.
3. Brion L.P., Uko S.E., Goldman D.L. Risk of resistance associated with fluconazole prophylaxis: systematic review. J Infect 2007, 54:521-529.
4. Ribeiro M.A., Rodrigues C.P. Up-regulation of ERG11 gene among fluconazole-resistant Candida albicans generated in vitro: is there any clinical implication. Diagn Microbiol Infect Dis 2007, 57:71-75.
5. Calzavara-Pinton P.G., Venturini M., Sala R.A. Comprehensive overview of photodynamic therapy in the treatment of superficial fungal infections of the skin. J Photochem Photobiol B: Biol 2005, 78:1-6.
6. Durantini E.N. Photodynamic inactivation of bacteria. Curr Bioactive Compd 2006, 2:127-142.
7. Pereira Gonzales F., Maisch T. Photodynamic inactivation for controlling Candida albicans. Fungal Biol 2012, 116:1-10.
8. Wainwright M., Giddens R.M. Phenothiazinium photosensitisers: choices in synthesis and application. Dyes Pigments 2003, 57:245-257.
9. Wilson M., Mia N. Sensitization of Candida albicans to killing by low-power laser light. J Oral Pathol Med 1993, 22:354-357.
10. Teichert M.C., Jones J.W., Usacheva M.N., Biel M.A. Treatment of oral candidiasis with methylene blue-mediated photodynamic therapy in an immunodeficient murine model. Oral Surg Oral Med Oral Pathol Oral Radiol 2002, 93:155-160.
11. de Souza S.C., Campos Junqueira J., Balducci I., Koga-Ito C.Y., Munin E., Cardoso Jorge A.O. Photosensitization of different Candida species by low power laser light. J Photochem Photobiol B: Biol 2006, 83:34-38.
12. Dobson J., Wilson M. Sensitization of oral bacteria in biofilms to killing by light from a lowpower laser. Arch Oral Biol 1992, 37:883-887.
13. Kowaltowski A.J., Turin J., Indig G.L., Vercesi A.E. Mitochondrial effects of triarylmethane dyes. J Bioenerg Biomembr 1999, 31:581-590.
14. Lewis L.M., Indig G.L. Effect of dye aggregation on triarylmethane-mediated photoinduced damage of hexokinase and DNA. J Photochem Photobiol B: Biol 2002, 67:139-148.
15. Kandela R.K., Bartlett J.A., Indig G.L. Effect of molecular structure on the selective phototoxicity of triarylmethane dyes towards tumor cells. Photochem Photobiol Sci 2002, 1:309-314.
16. Montes de Oca M.N., Vara J., Milla L., Rivarola V., Ortiz C.S. Physicochemical properties and photodynamic activity of novel derivatives of triarlylmethane and thiazine. Arch Pharm: Chem Life Sci 2013, 346:255-265.
17. Caminos D.A., Durantini E.N. A simple experiment to show photodynamic inactivation of bacteria on surfaces. Biochem Mol Biol Educ 2007, 35:64-69.
18. La Penna M., Alvarez M.G., Yslas E.I., Rivarola V., Durantini E.N. Photodynamic activity of 5,10,15,20-tetrakis(4-methoxyphenyl)porphyrin on Hep-2 human carcinoma cell line: effect of light dose and wavelength range. Bioorg Chem 2001, 29:130-139.
19. Montes de Oca M.N., Aiassa I.M., Urrutia M.N., Argüello G.A., Ortiz C.S. Separation, purification and characterization of analogous components of a commercial sample of New Fuchsin. J Chromatogr Sci 2010, 48:618-623.
20. Milanesio M.E., Alvarez M.G., Bertolotti S.G., Durantini E.N. Photophysical characterization and photodynamic activity of metallo 5-(4-(trimethylammonium)phenyl)-10,15,20-tris(2,4,6-trimethoxyphenyl)porphyrin in homogeneous and biomimetic media. Photochem Photobiol Sci 2008, 7:963-972.
21. DeRosa M.C., Crutchley R.J. Photosensitized singlet oxygen and its applications. Coord Chem Rev 2002, 233-234:351-371.
22. Cormick M.P., Alvarez M.G., Rovera M., Durantini E.N. Photodynamic inactivation of Candida albicans sensitized by tri- and tetra-cationic porphyrin derivatives. Eur J Med Chem 2009, 44:1592-1599.
23. Lacerda S.H.D., Abraham B., Stringfellow T.C., Indig G.L. Photophysical, photochemical, and tumor-selectivity properties of bromine derivatives of Rhodamine-123. Photochem Photobiol 2005, 81:1430-1438.
24. Milanesio M.E., Alvarez M.G., Yslas E.I., Borsarelli C.D., Silber J.J., Rivarola V., et al. Photodynamic studies of metallo 5,10,15,20-tetrakis(4-methoxyphenyl) porphyrin: photochemical characterization and biological consequences in a human carcinoma cell line. Photochem Photobiol 2001, 74:14-21.
25. Bartlett J.A., Indig G.L. Effect of self-association and protein binding on the photochemical reactivity of triarylmethanes. Implocations of noncovalent interactions on the competition between photosensitization mechanism tipe I and type II. Photochem Photobiol 1999, 70:490-498.
26. Wainwright M., Burrow S.M., Guinot S.G.R., Phoenix D.A., Waring J. Uptake and cell-killing activities of a series of Victoria blue derivatives in a mouse mammary tumour cell line. Cytotechnology 1999, 29:35-43.
27. Gomes A., Fernandes E., Lima J.L.F.C. Fluorescence probes used for detection of reactive oxygen species. J Biochem Biophys Methods 2005, 65:45-80.
28. Daia T., Huanga Y.-Y., Hamblin M.R. Photodynamic therapy for localized infections - state of the art. Photodiagn Photodyn Ther 2009, 6:170-188.
29. Caminos D.A., Spesia M.B., Durantini E.N. Photodynamic inactivation of Escherichia coli by novel meso-substituted porphyrins by 4-(3-NNN-trimethylammoniumpropoxy)phenyl and 4-(trifluoromethyl)phenyl groups. Photochem Photobiol Sci 2006, 5:56-65.
30. Quiroga E.D., Alvarez M.G., Durantini E.N. Susceptibility of Candida albicans to photodynamic action of 5,10,15,20-tetra(4-N-methylpyridyl)porphyrin in different media. FEMS Immunol Med Microbiol 2010, 60:123-131.
31. da Silva E.F.F., Pedersen B.W., Breitenbach T., Toftegaard R., Kuimova M.K., Arnaut L.G., et al. Irradiation- and sensitizer-dependent changes in the lifetime of intracellular singlet oxygen produced in a photosensitized process. J Phys Chem B 2012, 116:445-461.
32. Ergaieg K., Chevanne M., Cillard J., Seux R. Involvement of both type I and type II mechanisms in Gram-positive and Gram-negative bacteria photosensitization by a meso-substituted cationic porphyrin. Solar Energy 2008, 82:1107-1117.
33. Cormick M.P., Quiroga E.D., Bertolotti S.G., Alvarez M.G., Durantini E.N. Mechanistic insight of the photodynamic effect induced by tri- and tetra-cationic porphyrins on Candida albicans cells. Photochem Photobiol Sci 2011, 10:1556-1561.
34. Huang L., Denis St., Xuan D.G., Ying-YingHuang Y., Tanaka M., Zadlo A., et al. Paradoxical potentiation of methylene blue-mediated antimicrobial photodynamic inactivation by sodium azide: role of ambient oxygen and azide radicals. Free Radic Biol Med 2012, 53:2062-2071.
35. Maisch T., Bosl C., Szeimies R.-M., Lehn N., Abels C. Photodynamic effects of novel XF porphyrin derivatives on prokaryotic and eukaryotic cells. Antimicrob Agents Chemother 2005, 49:1542-1552.
36. Indig G.L., Anderson G.S., Nichols M.G., Bartlett J.A., Mellon W.S., Sieber F. Effect of molecular structure on the performance of triarylmethane dyes as therapeutic agents for photochemical purging of autologous bone marrow grafts from residual tumor cells. J Pharm Sci 2000, 89:88-99.