Photosensitizing properties of 6-methoxy-2-naphthylacetic acid, the major metabolite of the phototoxic non-steroidal anti-inflammatory and analgesic drug nabumetone

Pharmazie

Volumn 60, Issue 8, 2005, Pages 604-608

  Canudas, Nieves ^a   Zamora, D ^b   Villamizar, J E ^b   Fuentes, J ^b   Castelli, C ^b   Taddei, A ^b  

^a UNIVERSIDAD SIMÓN BOLÍVAR   (Venezuela)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DIAZABICYCLO[2.2.2]OCTANE; 6 METHOXY 2 NAPHTHYLACETIC ACID; GLUTATHIONE; HISTIDINE; LINOLEIC ACID; NABUMETONE; NITROBLUE TETRAZOLIUM; NONSTEROID ANTIINFLAMMATORY AGENT; RADICAL; SINGLET OXYGEN; SODIUM AZIDE; THYMINE;

AQUEOUS SOLUTION; ARTICLE; CANDIDA ALBICANS; CANDIDA TROPICALIS; DRUG STRUCTURE; ELECTRON TRANSPORT; GAMMA IRRADIATION; HEMOLYSIS; NONHUMAN; PEROXIDATION; PHOTOSENSITIZATION; PHOTOTOXICITY; REDUCTION; YARROWIA LIPOLYTICA;

AEROBIOSIS; ANAEROBIOSIS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; BUTANONES; CANDIDA; DERMATITIS, PHOTOTOXIC; DNA; ERYTHROCYTES; HEMOLYSIS; HISTIDINE; HUMANS; LIGHT; LINOLEIC ACID; LIPID PEROXIDATION; NAPHTHALENEACETIC ACIDS; NITROBLUE TETRAZOLIUM; PHOTOCHEMISTRY; PHOTOSENSITIZING AGENTS; THYMINE;

EID: 23844550561     PISSN: 00317144     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (24)

1. Auclair C, Torres M, Hakim J (1978) Superoxide anion involvement in NBT catalysed by NADPH-Cytochrome P-450 reductase. FEBS Lett 89: 26-28.
2. Beauchamp C, Fridovich I (1971) Superoxide dismutase: improved assays and an assay applicable to acrylamide gels. Anal Biochem 44: 276-287.
3. Bosca F, Canudas N, Marin ML, Miranda MA (2000) A photophysical and photochemical study of 6-methoxy-2-naphthylacetic acid. The major metabolite of the phototoxic nonsteroidal anti-inflammatory drug nabumetone. Photochem Photobiol 71: 173-177.
4. Canudas N, Moulinier J, Zamora D, Sanchez A (2000) Photobiological properties of nabumetone (4-(6-methoxy-2-naphthalenyl)-2-butanone). Pharmazie 55: 282-285.
5. Carryl OR (1995) Comparative effects of nabumetone, naproxen, piroxicam and diclofenac on rat gastric irritancy following acute exposure to OTC non-steroidal anti-inflammatory agents and other gastric irritants. Scan J Rheumatol 24: 336-338.
6. Dahl S (1993) Nabumetone: a "non acidic" non-steroidal anti-inflammatory drug. Ann Pharmacother 24: 457-459.
7. Daniels F (1965) A simple microbiological method for demonstrating phototoxic compounds. J Invest Dermatol 44: 259-267.
8. Figuereido A, Fontes C, Gonzalo M, Poiares A, Teixeira I (1993) Experimental studies on the mechanism of tiaprofenic acid photosensitization. J Photochem Photobiol B: Biol 18: 161-168.
9. Giuffrida S, De Guidi G, Sortino S, Chillemi R, Constanze L, Condorelli G (1995) Molecular mechanism of drug photosensitization, part. 5. photohemolysis sensitized by suprofen. J Photochem Photobiol B: Biol 23: 125-133.
10. Gupta B (1973) Microdetermination techniques for hydrogen peroxide in irradiated solutions. Microchemical J 38: 363-367.
11. Jiang Z, Hunt JV, Wolff S (1992) Ferrous ion oxidation in the presence of xylenol orange for detection of lipid hydroperoxide. Anal Biochem 202: 384-386.
12. Jiang Z, Woollard A, Wolff S (1990) Hydrogen peroxide production during experimental protein glycation. FEBS Lett 268: 69-72.
13. Kaidbey KH, Mitchell FN (1989) Photosensitizing potential of certain nonsteroidal anti-inflammatory agents. Arch Dermatol 125: 783-786.
14. Kagan J, Wang T, Kagan I, Tuveson R, Wang G, Lam J (1992) Photosensitization by 2-chloro-3,11-tridecadiene-5,7,9-triyn-1-ol: Damage to erythrocyte membranes. Photochem Photobiol 55: 63-73.
15. Kavli G, Volden G (1984) The Candida test for phototoxicity. Photodermatology 1: 204-207.
16. Kirby TW, Fridovich L (1982) A picomolar spectrophotometric assay for superoxide radical. Anal Biochem 127: 435-440.
17. Knudsen EA (1985) The Candida phototoxicity test. The sensitivity of different strains and species of Candida, standardization attempts and analysis of the dose response curves for 5- and 8-methoxypsoralen. Photodermatol 2: 80-85.
18. Lister BJ, Poland M, DeLapp RE (1993) Efficacy of nabumetone versus diclofenac, naproxen, ibuprofen and piroxicam in osteoarthritis and rheumatoid arthritis. Am J Med 95: 25-95.
19. Ljunggren B (1985) Propionic acid-derived non-steroidal anti-inflammatory drugs are phototoxic in vitro. Photodermatol 2: 3-9.
20. Lowell W (1993) A scheme for in vitro screening of substances for photo-allergenic potential. Toxic. In vitro 7: 95-102.
21. Martinez LJ, Scaiano JC (1998) Characterization of the transient intermediates generated from the photoexcitation of nabumetone: comparison with naproxen. Photochem Photobiol 68: 646-651.
22. Miranda MA (1992) in: Castell JV (ed.) Alternative in vitro models to animal experimentation in Pharmaco-Toxicology, Farmaindustria, Barcelona, pp. 239-240.
23. Moore DE, Ghaebremeskel KA, Chen BC, Wong ELL (1998) Electron transfer processes in the reactivity of nonsteroidal anti-inflammatory drugs in the ground and excited states. Photochem Photobiol 68: 685-689.
24. Quintero B, Miranda MA (2000) Mechanism of photosensitization induced by drugs. Ars Pharm 41: 27-46.