Photoreactivity of 5-fluorouracil under UVB light: Photolysis and cytotoxicity studies

Chemical Research in Toxicology

Volumn 24, Issue 8, 2011, Pages 1319-1326

  Miolo, Giorgia ^a   Marzano, Christine ^a   Gandin, Valentina ^a   Palozzo, Angelo C ^b   Dalzoppo, Daniele ^a   Salvador, Alessia ^a   Caffieri, Sergio ^a  

^a UNIVERSITY OF PADOVA   (Italy)

^b VENETO INSTITUTE OF ONCOLOGY IOV IRCCS   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

CYSTEINE; FLUOROURACIL; METHIONINE; SERINE; WATER;

ARTICLE; CANCER CELL CULTURE; CYTOTOXICITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; MASS SPECTROMETRY; PHOTODEGRADATION; PHOTOLYSIS; PHOTOREACTIVITY; PHOTOSENSITIZATION; ULTRAVIOLET B RADIATION;

ANTIMETABOLITES, ANTINEOPLASTIC; CELL LINE; FLUOROURACIL; HUMANS; ISOMERISM; KERATINOCYTES; MASS SPECTROMETRY; METHANOL; OXIDATION-REDUCTION; PHOTOLYSIS; ULTRAVIOLET RAYS; WATER;

EID: 80051716596     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx200212z     Document Type: Article

References (19)

1. Lozeron, H., Gordon, M., Gabriel, T., Tautz, W., and Duschinsky, R. (1964) The photochemistry of 5-fluorouracil Biochemistry 3, 1844-1850
2. Fikus, M., Wierzchowski, K. L., and Shugar, D. (1965) Photochemistry of 5-fluorouracil analogues, glycosides and poly-FU Photochem. Photobiol. 4, 521-536
3. Häder, D. P. and Tevini, M. (1987) General Photobiology, p 96, Pergamon, Oxford, UK.
4. Kirkup, M. E., Narayan, S., and Kennedy, C. T. C. (2003) Cutaneous recall reactions with systemic fluorouracil Dermatology 206, 175-176 (Pubitemid 36205290)
5. Dillaha, J. C., Jansen, G. T., Honeycutt, W. M., and Bradford, A. C. (1983) Selective cytotoxic effect of topical 5-fluorouracil Arch. Dermatol. 119, 774-783 (Pubitemid 13051157)
6. Skinner, K. A., Dunnington, G., Silberman, H., Florentine, B., Spicer, D., and Formenti, S. C. (1997) Preoperative 5-fluorouracil and radiation therapy for locally advanced breast cancer Am. J. Surg. 174, 705-708 (Pubitemid 28008707)
7. Takeo, I., Kazuhito, T., Hisatsugu, Y., Hiroshi, H., and Sei-ichi, N. (2008) Radiation- and photo-induced activation of 5-fluorouracil prodrugs as a strategy for the selective treatment of solid tumors Molecules 13, 2370-2384
8. Mosmann, T. (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and citotoxic assay J. Immunol. Methods 65, 55-63 (Pubitemid 14203433)
9. Kraljic, I. and El Moshni, S. (1978) A new method for the detection of singlet oxygen in aqueous solutions Photochem. Photobiol. 28, 577-581
10. Pathak, M. A. and Joshi, P. C. (1984) Production of active oxygen species by psoralens and UV radiation Biochim. Biophys. Acta 798, 115-126
11. Reznick, A. Z., Cross, C. E., Hu, M. L., Suzuki, Y. J., Khwaja, S., Safadi, A., Motchnik, P. A., Packer, L., and Halliwell, B. (1992) Modification of plasma proteins by cigarette smoke as measured by protein carbonyl formation Biochem. J. 286, 607-611
12. Fournet, A., Gilard, V., Malet-Martino, M., Martino, R., Canal, P., and De Forni, M.. (2000) Stability of commercial solutions of 5-fluorouracil for continuous infusion in an ambulatory pump Cancer Chemother. Pharmacol 46, 501-506
13. Elisei, F., Aloisi, G. G., Latterini, L., Mazzucato, U., Viola, G., Miolo, G., Vedaldi, D., and DallAcqua, F. (2002) Excited state properties and in vitro phototoxicity studies of three phenothiazine derivatives Photochem. Photobiol. 75, 11-21
14. Miolo, G., Viola, G., Vedaldi, D., DallAcqua, F., Fravolini, A., Tabarrini, O., and Cecchetti, V. (2002) In vitro phototoxic properties of new 6-desfluoro and 6-fluoro 8-methylquinolones Toxicol. in Vitro 16, 683-693 (Pubitemid 35356275)
15. Dalle Donne, I., Rossi, R., Giustarini, D., Milzani, A., and Colombo, R. (2003) Protein carbonyl groups as biomarkers of oxidative stress Clin. Chim. Acta 329, 23-38 (Pubitemid 36187411)
16. Caffieri, S., Miolo, G., Seraglia, R., Dalzoppo, D., Toma, F. M., and Beyersbergen van Henegouwen, G. M. J. (2007) Photoaddition of fluphenazine to nucleophiles in peptides and proteins. Possible cause of immune side effects Chem. Res. Toxicol. 20, 1470-1476 (Pubitemid 350057215)
17. Hamaoka, T., Furuya, Y., Yamamoto, K., and Kuroda, Y. (2000) MCF-7 growth inhibition by ultraviolet radiation and 5-fluorouracil: the importance of treatment sequence Cancer Lett. 154, 183-187 (Pubitemid 30259225)
18. Beijersbergen van Henegouwen, G. M. J. (1998) Medicinal Photochemistry (An Introduction with Attention to Kinetic Aspects), in Drugs: Photochemistry and Photostability (Albini, A. and Fasani, E., Eds.) pp 74-86, The Royal Society of Chemistry, Cambridge, UK.
19. Bocci, G., Danesi, R., Di Paolo, A., Innocenti, F., Allegrini, G., Falcone, A., Melosi, A., Battistoni, M., Barsanti, G., Conte, P. F., and Del Tacca, M. (2000) Comparative pharmacokinetic analysis of 5-fluorouracil and its major metabolite 5-fluoro-5,6-dihydrouracil after conventional and reduced test dose in cancer patients Clin. Cancer Res. 6, 3032-3037 (Pubitemid 30637725)