Rufloxacin-induced photosensitization in yeast

Photochemical and Photobiological Sciences

Volumn 6, Issue 2, 2007, Pages 181-189

  Catalfo, Alfio ^a   Calandra, Maria Laura ^a   Renis, Marcella ^a   Serrentino, Maria Elisabetta ^a   De Guidi, Guido ^a  

^a UNIVERSITY OF CATANIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

8 HYDROXYDEOXYGUANOSINE; BIOLOGICAL MARKER; DNA FRAGMENT; DOUBLE STRANDED DNA; FORMALDEHYDE; HYDROGEN PEROXIDE; RUFLOXACIN; SINGLE STRANDED DNA;

ARTICLE; CELL VIABILITY; COLORIMETRY; CONCENTRATION (PARAMETERS); CYTOTOXICITY; DNA DAMAGE; DNA METABOLISM; DNA MODIFICATION; EXPERIMENTAL MODEL; FUNGAL CELL CULTURE; GEL ELECTROPHORESIS; GENOTOXICITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; PHOTOSENSITIZATION; PHOTOTOXICITY; PRIORITY JOURNAL; SACCHAROMYCES CEREVISIAE; TOXICITY TESTING; WILD TYPE; YEAST;

BACTERIA (MICROORGANISMS); EUKARYOTA; SACCHAROMYCES CEREVISIAE;

EID: 33846901115     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/b608238f     Document Type: Article

References (66)

1. A. Melhus Fluoroquinolones and tendon disorders Expert Opin. Drug Safety 2005 4 299-309.
2. V. Aleixandre G. Herrera A. Urios M. Blanco Effects of ciprofloxacin on plasmid DNA supercoiling of Escherichia coli topoisomerase I and gyrase mutants Antimicrob. Agents Chemother. 1991 35 20-23.
3. J. Ferguson Fluoroquinolone photosensitization: a review of clinical and laboratory studies Photochem. Photobiol. 1995 62 954-958.
4. D. Gendrel M. Chalumeau F. Moulin J. Raymond Fluoroquinolones in paediatrics: a risk for the patient or for the community? Lancet Infect. Dis. 2003 3 537-546.
5. S. Sauviago T. Douki F. Odin S. Caillat J. L. Ravanat J. Cadet Analysis of fluoroquinolone-mediated photosensitization of 2′-deoxyguanosine, calf thymus and cellular DNA: Determination of Type-I, Type-II and Triplet–triplet energy transfer mechanism contribution Photochem. Photobiol. 2001 73 230-237.
6. A. Belvedere F. Bosca A. Catalfo M. C. Cuquerella G. De Guidi M. A. Miranda Type II Guanine Oxidation Photoinduced by the Antibacterial Fluoroquinolone Rufloxacin in Isolated DNA and in 2′-Deoxyguanosine Chem. Res. Toxicol. 2002 15 1142-1149.
7. M. C. Cuquerella F. Bosca M. A. Miranda A. Belvedere A. Catalfo G. De Guidi Photochemical Properties of Ofloxacin Involved in Oxidative DNA Damage: A Comparison with Rufloxacin Chem. Res. Toxicol. 2003 16 562-570.
8. L. Marrot C. Agapakis-Causse Differences in the photogenotoxic potential of two fluoroquinolones as shown in diploid yeast strain (Saccharomyces cerevisiae) and supercoiled plasmid DNA Mutat. Res. 2000 468 1-9.
9. L. Marrot J. P. Belaidi C. Chaubo J. R. Meunier P. Perez C. Agapakis-Causse Fluoroquinolones as chemical tools to define a strategy for photogenotoxicity in vitro assessment Toxicol. In Vitro 2001 15 131-142.
10. J. M. C. Gutteridge Lipid peroxidation and antioxidants as biomarkers of tissue damage Clin. Chem. 1995 41 1819-1828.
11. T. E. Spratt S. S. Schultz D. E. Levy D. Chen G. Schlüter G. M. Williams Different mechanisms for the photoinduced production of oxidative DNA damage by fluoroquinolones differing in photostability Chem. Res. Toxicol. 1999 12 809-815.
12. J. E. Rosen A. K. Prahalad D. Chen G. M. Williams Quinolone antibiotic photodynamic production of 8-oxo-7,8-dihydro-2′-deoxyguanosine in cultured liver epithelial cells Photochem. Photobiol. 1997 65 990-996.
13. J. E. Rosen D. Chen A. K. Prahalad T. E. Spratt G. Schlüter G. M. Williams A fluoroquinolone antibiotic with a methoxy group at the 8-position yields reduced generation of 8-oxo-7,8-dihydro-2′-deoxyguanosine after UVA irradiation Toxicol. Appl. Pharmacol. 1997 145 381-387.
14. L. K. Verna D. Chen G. Schlüter G. M. Williams Inhibition by singlet oxygen quenchers of oxidative damage to DNA produced in cultured cells by exposure to a quinolone antibiotic and ultraviolet A irradiation Cell Biol. Toxicol. 1997 14 237-242.
15. G. Condorelli G. De Guidi S. Giuffrida S. Sortino R. Chillemi S. Sciuto Molecular mechanism of photosensitization induced by drugs. XII. Photochemistry, and photosensitization of Rufloxacin: an unusual photodegradation path for the antibacterials containing a fluoroquinolones like chromophores Photochem. Photobiol. 1999 70 280-286.
16. G. Ouedraogo P. Morliere C. Maziere J. C. Maziere R. Santus Alteration of the endocytotic pathway by photosensitization with fluoroquinolones Photochem. Photobiol. 2000 72 458-463.
17. A. Kawada K. Hatanaka H. Gomi I. Matsuo In vitro phototoxicity of new quinolones: production of active oxygen species and photosensitized lipid peroxidation Photodermatol. Photoimmunol. Photomed. 1999 15 226-230.
18. G. Ouedraogo P. Morliere M. Bazin R. Santus B. Kratzer M. A. Miranda J. V. Castell Lysosomes are sites of fluoroquinolone photosensitization in human skin fibroblasts: a microspectrofluorometric approach Photochem. Photobiol. 1999 70 123-129.
19. A. Blotz L. Michel A. Moysan J. Blumel L. Dubertret H. J. Ahr H. W. Vohr Analyses of cutaneous fluoroquinolones photoreactivity using the integrated model for the differentiation of skin reactions J. Photochem. Photobiol., B 2000 58 46-53.
20. K. Shimoda T. Ikeda S. Okawara M. Kato Possible relationship between phototoxicity and photodegradation of sitafloxacin, a quinolone antibacterial agent, in the auricular skin of albino mice Toxicol. Sci. 2000 56 290-296.
21. N. J. Traynor M. D. Barratt W. W. Lovell J. Ferguson N. K. Gibbs Comparison of an in vitro cellular phototoxicity model against controlled clinical trials of fluoroquinolone skin phototoxicity Toxicol. In Vitro 2000 14 275-283.
22. A. Ohshima N. Seo M. Takigawa Y. Tokura Formation of antigenic quinolone photoadducts on Langerhans cells initiates photoallergy to systemically administered quinolone in mice J. Invest. Dermatol. 2000 114 569-575.
23. S. Itoh M. Katoh K. Furuhama In vivo photochemical micronucleus induction due to certain quinolone antimicrobial agents in the skin of hairless mice Mutat. Res. 2002 520 133-139.
24. K. Shimoda S. Okawara M. Kato Phototoxic retinal degeneration and toxicokinetics of sitafloxacin, a quinolone antibacterial agent, in mice Arch. Toxicol. 2001 75 395-399.
25. Y. W. Sun E. P. Heo Y. H. Cho K. M. Bark T. J. Yoon T. H. Kim Pefloxacin and ciprofloxacin increase UVA-induced edema and immune suppression Photodermatol. Photoimmunol. Photomed. 2001 17 172-177.
26. A. Izzotti C. Cartiglia M. Taningher S. De Flora R. Balansky Age-related increases of 8-hydroxy-2′-deoxyguanosine and DNA-protein crosslinks in mouse organs Mutat. Res. 1999 446 215-223.
27. E. Eriksson A. Forsgren K. Riesbeck Several gene programs are induced in ciprofloxacin-treated human lymphocytes as revealed by microarray analysis J. Leukoc. Biol. 2003 74 456-463.
28. S. Y. Brendler-Schwaab E. von Kautz G. Schlüter B. A. Herbold A new approch to screen for photomutagenicity with the HPRT assay Toxicologist 1995 14 323.
29. B. E. Johnson N. K. Gibbs J. Ferguson Quinolone antibiotic with potential to photosensitize skin tumorigenesis J. Photochem. Photobiol., B 1997 37 171-173.
30. G. Klecak F. Urbach H. Urwyler Fluoroquinolone antibacterials enhance UVA induced skin tumours J. Photochem. Photobiol., B 1997 37 174-181.
31. S. Kidd J. R. Meunier N. J. Traynor L. Marrot C. Agapakis-Causse N. K. Gibbs The phototumorigenic fluoroquinolone, lomefloxacin, photosensitises p53 accumulation and transcriptional activity in human skin cells J. Photochem. Photobiol., B 2000 58 26-31.
32. M. Makinen P. D. Forbes F. Stenback Quinolone antibacterials: a new class of photochemical carcinogens J. Photochem. Photobiol., B 1997 37 182-187.
33. B. N. Ames L. S. Gold W. C. Willett The causes and prevention of cancer Proc. Natl. Acad. Sci. U. S. A. 1995 92 5258-5265.
34. L. J. Martinez R. H. Sik C. F. Chignell Fluoroquinolone antimicrobials: singlet oxygen, superoxide and phototoxicity Photochem. Photobiol. 1998 67 399-403.
35. P. Bilski L. J. Martinez E. B. Koker C. F. Chignell Influence of solvent polarity and proticity on the photochemical proprieties of norfloxacin Photochem. Photobiol. 1998 68 20-24.
36. A. Albini S. Monti Photophysics and photochemistry of fluoroquinolones Chem. Soc. Rev. 2003 32 238-250.
37. J. Sunderland C. M. Tobin A. J. Hedges A. P. MacGowan L. O. White Antimicrobial activity of fluoroquinolone photodegradation products determined by parallel-line bioassay and high performance liquid chromatography J. Antimicrob. Chemother. 2001 47 271-275.
38. S. Kawanishi Y. Hiraku Sequence-specific DNA damage induced by UVA radiation in the presence of endogenous and exogenous photosensitizers Curr. Probl. Dermatol. 2001 29 74-82.
39. L. Marrot J. P. Belaidi C. Jones P. Perez L. Riou A. Sarasin J. R. Meunier Molecular responses to photogenotoxic stress induced by the antibiotic lomefloxacin in human skin cells: from DNA damage to apoptosis J. Invest. Dermatol. 2003 121 596-606.
40. A. A. Chetelat S. Alberin E. Gocke The photomutagenicity of fluoroquinolones in tests for gene mutation, chromosomal aberration, gene conversion and DNA breakage (Comet assay) Mutagenesis 1996 11 497-504.
41. O. Östling K. J. Johanson Micrelectrophoretic study of radiation-induced DNA damages in individual mammalian cells Biochem. Biophys. Res. Commun. 1984 123 291-298.
42. S. Nocentini Comet assay analysis of repair of DNA strand breaks in normal and deficient human cells exposed to radiations and chemicals. Evidence for a repair pathway specificity of DNA ligation Radiat. Res. 1995 144 170-180.
43. K. L. Witt E. Zeiger R. R. Tice A. P. van Birgelen The genetic toxicity of 3,3′,4,4′-tetrachloroazobenzene and 3,3′,4, 4′-tetrachloroazoxybenzene: discordance between acute mouse bone marrow and subchronic mouse peripheral blood micronucleus test results Mutat. Res. 2000 472 147-154.
44. C. Scifo V. Cardile A. Russo R. Consoli C. Vancheri F. Capasso A. Vanella M. Renis Resveratrol and propolis as necrosis or apoptosis inducers in human prostate carcinoma cells Oncol. Res. 2004 14 415-426.
45. G. Miloshev I. Mihaylov B. Anachkova Application of the single cell gel electrophoresis on yeast cells Mutat. Res. 2002 513 69-74.
46. N. P. Singh R. R. Tice R. E. Stephens E. L. Scheneider A microgel elctrophoresis technique for the direct quantitation of DNA damage and repair in individual fibroblasts cultured on microscope slides Mutat. Res. 1991 252 289-296.
47. M. Wojewodzka I. Buraczewska M. Kruszewski A modified neutral comet assay: elimination of lysis at high temperature and validation of the assay with anti-single-stranded DNA antibody Mutat. Res. 2002 518 9-20.
48. A. Catalfo C. Scifo S. Stella A. Belvedere M. Renis G. De Guidi Rufloxacin induced photosensitization in bio-models of increasing complexity Photochem. Photobiol. Sci. 2005 4 304-314.
49. A. Belvedere F. Bosca M. C. Cuquerella G. De Guidi M. A. Miranda Photoinduced N-demethylation of rufloxacin and its methyl ester under aerobic conditions Photochem. Photobiol. 2002 76 252-258.
50. R. Fahrig B. Fahrig Adaptive resistance of Saccharomyces cerevisiae to chronic treatment with genotoxic and nongenotoxic carcinogens J. Environ. Pathol. Toxicol. Oncol. 1999 18 103-108.
51. C. E. Outten R. L. Falk V. C. Culotta Cellular factors required for protection from hyperoxia toxicity in Saccharomyces cerevisiae Biochem. J. 2005 388 93-101.
52. C. Helma M. Uhl A public domain image-analysis program for single-cell gel-electrophoresis (comet) assay Mutat. Res. 2000 466 9-15.
53. S. Grasso C. Scifo V. Cardile R. Gulino M. Renis Adaptive responses to the stress induced by hyperthermia or hydrogen peroxide in human fibroblasts Exp. Biol. Med. 2003 228 491-498.
54. T. Douki D. Perdiz P. Gróf Z. Kuluncsics E. Moustacchi J. Cadet E. Sage Oxidation of Guanine in Cellular DNA by Solar UV Radiation: Biological Role Photochem. Photobiol. 1999 70 184-190.
55. J. C. Ku, OSHA method no. ID-205, Evaluation of 3M Formaldehyde Monitors (Model 3721), USDOL/OSHA-SLTC Product Evaluation No. 10, Occupational Safety and Health Administration Technical Center, Salt Lake City, 1989.
56. M. K. Shigenaga B. N. Ames Assays for 8-hydroxy-2′-deoxyguanosine: a biomarker of in vivo oxidative DNA damage Free Radical Biol. Med. 1991 10 211-216.
57. N. Paillous P. Vicendo Mechanisms of photosensitized DNA cleavage J. Photochem. Photobiol., B 1993 20 203.
58. J. L. Ravanat J. Cadet Reaction of singlet oxygen with 2′-deoxyguanosine and DNA. Isolation, and characterization of the main oxidation products Chem. Res. Toxicol. 1995 8 379-388.
59. C. M. Gedik Andrew Collins Establishing the background level of base oxidation in human lymphocyte DNA: results of an interlaboratory validation study FASEB J. 2005 19 82-84.
60. S. Kozmin G. Slezak A. Reynaud-Angelin C. Elie Y. de Rycke S. Boiteux E. Sage UVA radiation is highly mutagenic in cells that are unable to repair 7,8-dihydro-8-oxoguanine in Saccharomyces cerevisiae Proc. Natl. Acad. Sci. U. S. A. 2005 102 13538-13543.
61. W. Luo J. G. Muller E. M. Rachlin C. J. Burrows Characterization of Hydantoin Products from One-Electron Oxidation of 8-Oxo-7,8-dihydroguanosine in a Nucleoside Model Chem. Res. Toxicol. 2001 14 927-938.
62. C. J. Burrows J. G. Muller O. Kornyushnya W. Luo V. Duarte M. D. Leipold S. S. David Structure and Potential Mutagenicity of New Hydantoin Products from Guanosine and 8-Oxo-7,8-Dihydroguanine Oxidation by Transition Metals Environ. Health Perspect. 2002 110 713-717.
63. P. Møller Assessment of reference values for DNA damage detected by the comet assay in human blood cell DNA Mutat. Res. 2006 612 84-104.
64. Z. Feng W. Hu S. Amin M. Tang Mutational spectrum and genotoxicity of the major lipid peroxidation product, trans-4-hydroxy-2-nonenal, induced DNA adducts in nucleotide excision repair-proficient and deficient human cells Biochemistry 2003 42 7848-7854.
65. D. Averbeck S. Averbeck L. Dubertret A. R. Young P. Morliere Genotoxicity of bergapten and bergamot oil in Saccharomyces cerevisiae J. Photochem. Photobiol., B 1990 7 209-229.
66. L. Marrot A. Labarussiat P. Perez J. R. Meunier Use of the yeast Saccharomyces cerevisiae as a pre-screening approach for assessment of chemical-induced phototoxicity Toxicol. In Vitro 2006 20 1040-1050.