Phototoxicity induced by 1O2 generation during the photodegradation of some diuretic drugs

Toxic Substance Mechanisms

Volumn 18, Issue 2, 1999, Pages 53-65

  Vargas, Franklin ^a   Méndez, Hisbeth ^a   Sequera, Julio ^b   Rojas, Jenny ^b   Fraile, German ^c   Velasquez, Mait ^c  

^a INSTITUTO VENEZOLANO DE INVESTIGACIONES CIENTÍFICAS   (Venezuela)

^b UNIVERSIDAD SIMÓN BOLÍVAR   (Venezuela)

^c UNIVERSIDAD DE CARABOBO   (Venezuela)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAZOLAMIDE; CHLORTALIDONE; DIURETIC AGENT; FUROSEMIDE; SINGLET OXYGEN; THIOCOLCHICOSIDE; TRIAMTERENE;

ALLERGIC REACTION; ANTIBACTERIAL ACTIVITY; ENERGY TRANSFER; LIGHT ABSORPTION; PHOTODEGRADATION; PHOTODYNAMIC THERAPY; PHOTOSENSITIZATION; PHOTOTOXICITY; PROMOTER REGION; REVIEW; SUNLIGHT;

EID: 2442763190     PISSN: 10769188     EISSN: None     Source Type: Journal    
DOI: 10.1080/107691899229142     Document Type: Review

References (38)

1. Albini, A., and Fasani, E. 1998. Drugs. Photochemistry and photostability. Cambridge, United Kingdom: The Royal Society of Chemistry.
2. 2) in illuminated solutions of p-amino benzoic acid (PABA). J. Photochem. Photobiol. B: Biol. 32:33-38.
3. Allen, J. M., and Faust, B. C. 1994. Aquatic and Surface Photochemistry, eds. G. R. Helz, R. G. Zepp, and D. G. Crosby. Boca Raton, FL: Lewis, p. 231-240.
4. Aubry, J. M., Nardello, V., Azaroual, N., Cervoise, I., and Vermeesch, G. 1996. Synthesis and photooxidation of sodium 1,3-cyclohexadiene-1,4-diethanoate: a new colorless and water-soluble trap of singlet oxygen, Tetrahedron 52:2031-2046.
5. Beijersbergen van Henegouwen, G. M. J. 1991. (Systemic) phototoxicity of drugs and other xenobiotics. J. Photochem. Photobiol. B: Biol. 10:183.
6. Brown, C. W., and Deng, J. S. 1995. Thiazide diuretics induce cutaneous lupus-like adverse reaction. J. Toxicol. Clin. Toxicol. 33:729-733.
7. Costanzo, L. L., De Guidi, G., Condorelli, G., Cambria, A., and Fama, M. 1989a. Molecular mechanism of naproxen photosensitization in red blood cells. J. Photochem. Photobiol. B: Biol. 3:223-225.
8. Costanzo, L. L., De Guidi, G., Condorelli, G., Cambria, A., and Fama, M. 1989b. Molecular mechanism of drug photosensitization II. Photohemolysis sensitized by ketoprofen. Photochem. Photobiol. 50:359-365.
9. Cutler, R. E., and Blair, A. D. 1979. Clinical pharmacokinetics of furosemide. Clin. Pharmacokinet. 4:279-296.
10. Darken, M., and McBurney, E. 1988. Subacute cutaneous lupus erythematosus-like drug eruption due to combination diuretic hydrochloro-thiazide and triamterene. J. Am. Acad. Dermatol. 18:38-42.
11. Dean, R. T., Fu, S., Stocker, R., and Davies, M. J. 1997. Biochemistry and pathology of radical-mediated protein oxidation. Biochem. J. 324:1-18.
12. Di Mascio, P., and Sies, H. 1989. Quantification of singlet oxygen generated by thermolysis of 3,3′-(1,4-naphthylidene)dipropionate-monomol and dimol photoemission and the effects of diazabicyclo-[2.2.2]octane. J. Am. Chem. Soc. 111:2909-2914.
13. Dougherty, T. J. 1987. Photosensitizers-Therapy and detection of malignant-tumors. Photochem. Photobiol. 45:879-889.
14. Ebihara, A. 1983. Pharmacodynamic study of a slow-release formulation of furosemide in man. Arzneimittel-Forsch. 33:163-168.
15. Epstein, J. H. 1983. Phototoxicity and photoallergy in man. J. Am. Acad. Dermatol. 8:141-147.
16. Epstein, J. H., and Wintroub, B. U. 1985. Photosensitization due to drugs. Drugs 30:42-57.
17. Farrington, D. 1965. A simple microbiological method for demonstrating phototoxic compounds. J. Invest. Dermatol. 44:259-263.
18. Fernández de, C. L., Bernaola, G., Fernández, E., Leanizbarrutia, I., and Muñoz, D. 1987. Photodermatitis from triamterene. Contact Dermatitis 17:114-115.
19. Foti, C., Vena, G. A., and Angelini, G. 1992. Photocontact allergy due to thiocolchicoside. Contact Dermatitis 27:210-220.
20. Foote, C. S. 1976. In Free Radicals in Biology, Vol. 2 (85), ed. W. A. Pryor. New York: Academic Press.
21. Gollnick, K., and Griesbeck, A. 1983. [4+2]-Cycloaddition of singlet oxygen to 2,5-dimethylfuran: isolation and reactions of the monomeric and dimeric endoperoxides. Angewandte Chemie International Edition in English 22:726-728.
22. Girotti, A. W. 1990. Photodynamic lipid peroxidation in biological systems. Photochem. Photobiol. 51:497-509.
23. Haag, W. R., Hoigne, J., and Gassman, A. D. 1984. Singlet oxygen in surface waters - part I: furfuryl alcohol as a trapping agent. Chemosphere 13:631-640.
24. Harber, L. C., and Bickers, D. R. 1989. Photosensitivity disease, ed. B. C. Deckers. Toronto.
25. Jori, G., and Spikes, J. D. 1981. In Oxygen and Oxyradicals in chemistry and biology, eds. M. A. J. Rodgers, and E. L. Powers. New York: Academic Press, p. 441.
26. Losev, A. P., Byteva, I. M., and Gurinovich, G. P. 1988. Singlet oxygen luminescence quantum yields in organic-solvents and water. Chem. Phys. Lett. 143, 127-129.
27. Lovell W. W., and Sanders, D. J. 1990. Screening test for phototoxins using solutions of simple biochemicals. Toxic. in vitro 4:318-320.
28. Moore, D. E., and Chappuis, P. P. 1988. A comparative study of the photochemistry of the nonsteroidal anti-inflammatory drugs. Naproxen, benoxaprofen and indomethacin. Photochem. Photobiol. 47:173-181.
29. Moore, D. E., Hemmens, U. J., and Yip, H. 1984. Photosensitization by drugs: nalidixic acid and oxolinic acid. Photochem. Photobiol. 39:57-61.
30. Nardello, V., Brault, D., Chavalle, P., and Aubry, J. M. 1997. Measurement of photogenerated singlet oxygen in aqueous solution by specific chemical trapping with sodium 1,3-cyclohexadiene-1,4-diethanoate. J. Photochem. Photobiol. B: Biol. 39:146-155.
31. Selvaag, E. 1997. Evaluation of phototoxic properties of oral antidiabetics and diuretics. Arzneimittels-Forsch. 47:1031-1034.
32. Selvaag, E., Anholt, H., and Per Thune, J. M. 1997. Inhibiting effects of antioxidants on drug-induced phototoxicity in cell cultures. Investigations with sulphonamide-derived oral antidiabetics and diuretics. J. Photochem. Photobiol. B: Biol. 38:88-93.
33. Vargas, F., Rivas, C., Machado, R., and Miranda, M. A. 1991. Photodegradation of nalidixic and tiaprofenic acids and of nifedipine in aerobic conditions. Photodermatol. Photoimmunol. Photomed. 8:218-221.
34. Vargas, F., Rivas, C., and Machado, R. Photodegradation of nifedipine under aerobic conditions: Evidences of formation of singlet oxygen and radical intermediate. 1992. J. Pharmaceutical Sciences 81:399-400.
35. Vargas, F., Martinez, I., Sequera, J., Mendez, H., Fraile, G., Velazquez, M., and Medina, R. 1997a. Photochemistry and in vitro phototoxicity of furosemide. A phototoxic diuretic drug. XVIII International Conference on Photochemistry, Warsaw, Poland, August 3-8.
36. Vargas, F., Martinez, I., Sequera, J., Mendez, H., Rojas, Y., Fraile, G., Velazquez, M., and Medina, R. 1997b. Photodegradation and phototoxicity studies of furosemide. Involvement of singlet oxygen in the photoinduced hemolysis and lipid peroxidation. J. Photochem. Photobiol. 42:219-225.
37. nd International Meeting - Photostability of Drugs. Pavia, Italy, September 14-16.
38. Vargas, F., and Fuentes, A. 1997. Evidence of formation of singlet oxygen in the in vitro phototoxicity of the combined diuretic triamterene and hydrochlorothiazide. Die Pharmazie 52:328-330.