Structure-phototoxicity relationship in Balb/c mice treated with fluoroquinolone derivatives, followed by ultraviolet-A irradiation

Toxicology Letters

Volumn 157, Issue 3, 2005, Pages 203-210

  Yabe, Koichi ^a   Goto, Koichi ^a   Jindo, Toshimasa ^a   Sekiguchi, Masayasu ^a   Furuhama, Kazuhisa ^a  

^a DAIICHI SANKYO CO   (Japan)

Author keywords

Fluoroquinolone antimicrobials; Mouse; Phototoxicity; Ultraviolet A

Indexed keywords

1,8 NAPHTHYRIDINE DERIVATIVE; CIPROFLOXACIN; ENOXACIN; FLEROXACIN; FLUORINE; GATIFLOXACIN; HYDROGEN; LOMEFLOXACIN; NORFLOXACIN; OFLOXACIN; QUINOLINE DERIVED ANTIINFECTIVE AGENT; QUINOLONE DERIVATIVE; SPARFLOXACIN;

ANIMAL MODEL; ARTICLE; CELL INFILTRATION; CONTROLLED STUDY; EDEMA; FEMALE; HISTOPATHOLOGY; MEDICAL EXAMINATION; MOUSE; MOUSE STRAIN; NECROSIS; NONHUMAN; PHOTOTOXICITY; PRIORITY JOURNAL; ULTRAVIOLET A RADIATION;

ANIMALS; ANTI-BACTERIAL AGENTS; DERMATITIS, PHOTOTOXIC; DOSE-RESPONSE RELATIONSHIP, DRUG; EAR; FEMALE; FLUOROQUINOLONES; HISTOCYTOCHEMISTRY; MICE; MICE, INBRED BALB C; STRUCTURE-ACTIVITY RELATIONSHIP; ULTRAVIOLET RAYS;

EID: 19444378180     PISSN: 03784274     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.toxlet.2005.02.006     Document Type: Article

References (22)

1. T. Araki, and H. Kitaoka ESR detection of free radical and active oxygen species generated during photolysis of fluoroquinolones Chem. Pharm. Bull. 46 1998 1021 1026
2. R.S. Dawe, S.H. Ibbotson, J.B. Sanderson, E.M. Thomson, and J. Ferguson A randomized controlled trial (volunteer study) of sitafloxacin, enoxacin, levofloxacin and sparfloxacin phototoxicity Br. J. Dermatol. 149 2003 1232 1241
3. J.M. Domagala Structure-activity and structure-side-effect relationships for the quinolone antibacterials J. Antimicrob. Chemother. 33 1994 685 706
4. M. Engler, G. Rusing, F. Sorgel, and U. Holzgrabe Defluorinated sparfloxacin as a new photoproduct identified by liquid chromatography coupled with UV detection and tandem mass spectrometry Antimicrob. Agents Chemother. 42 1998 1151 1159
5. J. Ferguson Fluoroquinolone photosensitization: a review of clinical and laboratory studies Photochem. Photobiol. 62 1995 954 958
6. J. Ferguson Phototoxicity due to fluoroquinolones D.C. Hooper E. Rubinstein Quinolone Antimicrobial Agents 2003 ASM Press Washington, DC 451 460
7. J. Ferguson, and R. Dawe Phototoxicity in quinolones: comparison of ciprofloxacin and grepafloxacin J. Antimicrob. Chemother. 40 Suppl. A 1997 93 98
8. G. Klecak, F. Urbach, and H. Urwyler Fluoroquinolone antibacterials enhance UVA-induced skin tumors J. Photochem. Photobiol. B 37 1997 174 181
9. B.A. Lipsky, and C.A. Baker Fluoroquinolone toxicity profiles: a review focusing on newer agents Clin. Infect. Dis. 28 1999 352 364
10. L.J. Martinez, R.H. Sik, and C.F. Chlgnell Fluoroquinolone antimicrobials: singlet oxygen, superoxide and phototoxicity Photochem. Photobiol. 67 1998 399 403
11. K. Marutani, M. Matsumoto, Y. Otabe, M. Nagamuta, K. Tanaka, A. Miyoshi, T. Hasegawa, H. Nagano, S. Matsubara, R. Kamide, T. Yokota, F. Matsumoto, and Y. Ueda Reduced phototoxicity of a fluoroquinolone antibacterial agent with a methoxy group at the 8 position in mice irradiated with long-wavelength UV light Antimicrob. Agents Chemother. 37 1993 2217 2223
12. M. Matsumoto, K. Kojima, H. Nagano, S. Matsubara, and T. Yokota Photostability and biological activity of fluoroquinolones substituted at the 8 position after UV irradiation Antimicrob. Agents Chemother. 36 1992 1715 1719
13. G. Miolo, G. Viola, D. Vedaldi, F. Dall'Acqua, A. Fravolini, O. Tabarrini, and V. Cecchetti In vitro phototoxicity properties of new 6-desfluoro and 6-fluoro-8-methylquinolones Toxicol. In Vitro 16 2002 683 693
14. D.G. Robertson, G.A. Epling, J.S. Kiely, D.L. Bailey, and B. Song Mechanistic studies of the phototoxic potential of PD 117596, a quinolone antibacterial compound Toxicol. Appl. Pharmacol. 111 1991 221 232
15. T.E. Spratt, S.S. Schultz, D.E. Levy, D. Chen, G. Schluter, and G.M. Williams Different mechanisms for the photoinduced production of oxidative DNA damage by fluoroquinolones differing in photostability Chem. Res. Toxicol. 12 1999 809 815
16. S. Takayama, M. Hirohashi, M. Kato, and H. Shimada Toxicity of quinolone antimicrobial agents J. Toxicol. Environ. Health 45 1995 1 45
17. N. Umezawa, K. Arakane, A. Ryu, S. Mashiko, M. Hirobe, and T. Nagano Participation of reactive oxygen species in phototoxicity induced by quinolone antibacterial agents Arch. Biochem. Biophys. 342 1997 275 281
18. N. Wagai, and K. Tawara Important role of oxygen metabolites in quinolone antibacterial agent-induced cutaneous phototoxicity in mice Arch. Toxicol. 65 1991 495 499
19. N. Wagai, and K. Tawara Quinolone antibacterial-agent-induced cutaneous phototoxicity: ear swelling reactions in Balb/c mice Toxicol. Lett. 58 1991 215 223
20. N. Wagai, and K. Tawara Possible direct role of reactive oxygens in the cause of cutaneous phototoxicity induced by five quinolones in mice Arch. Toxicol. 66 1992 392 397
21. N. Wagai, F. Yamaguchi, K. Tawara, and T. Onodera Studies on experimental conditions for detecting phototoxic potentials of drugs in Balb/c mice J. Toxicol. Sci. 14 1989 197 204
22. T. Yoshida, Y. Yamamoto, H. Orita, M. Kakiuchi, Y. Takahashi, M. Itakura, N. Kado, K. Mitani, S. Yasuda, H. Kato, and Y. Itoh Studies on quinolone antibacterials. IV. Structure-activity relationships of antibacterial activity and side effects for 5- or 8-sunstituted and 5,8-disubstituted-7-(3-amino-1- pyrrolidinyl)-1-cyclopropyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid Chem. Pharm. Bull. 44 1996 1074 1085