Photooxidation mechanism of fenthion by singlet oxygen: Evidence by ESR analysis with a selective spin trapping agent

Journal of Health Science

Volumn 49, Issue 1, 2003, Pages 34-39

  Hirahara, Yoshichika ^a,b   Okuno, Tomofumi ^b   Ueno, Hitoshi ^b   Nakamuro, Katsuhiko ^b  

^a Center for Inspection of Imported Foods and Infectious Diseases   (Japan)

^b SETSUNAN UNIVERSITY   (Japan)

Author keywords

2,2,6,6 tetramethyl 4 piperidone; 3 methyl 4 methylthiophenol; Electron spin resonance; Fenthion; Photooxidation; Singlet oxygen

Indexed keywords

FENTHION; HISTIDINE; PHENOL DERIVATIVE; SCAVENGER; SINGLET OXYGEN; SODIUM AZIDE; SULFOXIDE; TEMPONE;

ARTICLE; ELECTRON SPIN RESONANCE; OXIDATION; PHOTOLYSIS; PHOTOOXIDATION; SPIN TRAPPING; STATISTICAL SIGNIFICANCE; ULTRAVIOLET A RADIATION; ULTRAVIOLET B RADIATION;

EID: 24944500114     PISSN: 13449702     EISSN: None     Source Type: Journal    
DOI: 10.1248/jhs.49.34     Document Type: Article

References (19)

1. Wang, T., Kadlac, T. and Lenahan, R. (1989) Persistence of fenthion in the aquatic environment. Bull. Environ. Contam. Toxicol., 42, 389-394.
2. Cabras, P. and Plumitallo, A. (1991) High-performance liquid chromatography separation of fenthion and its metabolites. J. Chromatogr., 540, 406-410.
3. Terr, R. R. and David, H. H. (1999) Metabolic Pathways of Agrochemicals (Philip, J. J., Philip, W. J., Peter, H. N. and Jack, R. P., Eds.) Carried Press, U.K., pp. 326-331.
4. Cabras, P., Angioni, A., Garau, V. L. and Minelli, E. V. (1997) Effect of epicuticular waxes of fruits on the photodegradation of fenthion. J. Agric. Food. Chem., 45, 3681-3683.
5. Minelli, E. V., Cabras, P., Angioni, A., Garau, V. L. and Mekis, M. (1996) Persistence and metabolism of fenthion in orange fruits. J. Agric. Food. Chem., 44, 936-939.
6. FAO/WHO 1971 Evaluations (1973) Pesticide Residues in Food, FAO/WHO, Rome, pp. 110-119.
7. Stone, B. F. (1969) Metabolism of fenthion by the southern house mosquito. J. Econ. Entomol., 62, 977-981.
8. Engelhardt, G. and Wallnofer, P. R. (1975) Inhibition of phenylamide hydrolysis of Bacillus sphaericus with methylcarbamate and organophosphorus insecticides. Appl. Microbiol., 29, 717-721.
9. Hirahara, Y., Ueno, H. and Nakamuro, K. (2002) Aqueous photodegradation of fenthion by ultraviolet B irradiation: contribution of singlet oxygen in photodegradation and photochemical hydrolysis. Water Res., in press.
10. Takayama, F., Egashira, T. and Yamanaka, Y. (2001) Singlet oxygen generation from phosphatidycholine hydroperoxide in the presence of copper. Life Sci., 68, 1807-1815.
11. Mao, Y., Zang, L. and Shi, X. (1995) Singlet oxygen generation in the superoxide reaction. Biochem. Mol. Biol. Int., 36, 227-232.
12. Toufektsian, M. C., Tanguy, S., Jeunet, A., Leiris, J. G. and Boucher, F. R. (2000) Role of reactive oxygen species in cardiac preconditioning: study with photoactivated rose bengal in isolated rat hearts. Free Rad. Res., 33, 393-405.
13. Konda, R., Kasahara, E., Dunlap, W. C., Yamamoto, Y., Chien, K. and Inoue, M. (2001) Ultraviolet irradiation of titanium dioxide in aqueous dispersion generates singlet oxygen. Redox Rep., 6, 319-325.
14. Kumari, M. V., Yoneda, T. and Hiramatsu, M. (1996) Scavenging activity of "beta catechin" on reactive oxygen species generated by photosensitization of riboflavin. Biochem. Mol. Biol. Int., 38, 1163-1170.
15. Calvert, J. G. and Pitts, J. N., Jr. (1967) Photochemistry, Wiley and Sons, Inc., New York, pp. 180, 205.
16. Moore, D. E., Hemmens, V. J. and Yip, H. (1984) Photosensitization by Drugs: Nalidixic and Oxolinic Acids. Photochem. Photobiol., 39, 57-61.
17. Ose, S. (1982) Organic Chemistry of Sulfur, Kagakudojin Press, Kyoto, p. 318.
18. Foote, C. S. and Peter, J. W. (1971) A reaction intermediate in sulfide photooxidation. J. Am. Chem. Soc., 93, 3795-3796.
19. Jensen, F. and Foote, C. S. (1988) Reaction of singlet oxygen with organic sulfides. A theoretical study. J. Am. Chem. Soc., 110, 2368-2375.