Vitamin B6 (pyridoxine) and its derivatives are efficient singlet oxygen quenchers and potential fungal antioxidants

Photochemistry and Photobiology

Volumn 71, Issue 2, 2000, Pages 129-134

  Bilski, P ^b   Li, M Y ^c   Ehrenshaft, M ^a   Daub, M E ^a   Chignell, C F ^c  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

^b NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

^c NONE

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANT; PYRIDOXAL; PYRIDOXAL 5 PHOSPHATE; PYRIDOXAMINE; PYRIDOXINE; CERCOSPORIN; DRUG DERIVATIVE; OXYGEN; PERYLENE; SINGLET OXYGEN;

CONFERENCE PAPER; DEGRADATION; FLUORESCENCE; FUNGUS; NONHUMAN; OXIDATION; PHOSPHORESCENCE; PHOTOCHEMICAL QUENCHING; PHOTOSENSITIZATION; ULTRAVIOLET RADIATION; ARTICLE; ASCOMYCETES; CHEMISTRY; KINETICS; METABOLISM; OXIDATION REDUCTION REACTION; PHOTOCHEMISTRY;

CERCOSPORA; CERCOSPORA NICOTIANAE; FUNGI;

ASCOMYCOTA; KINETICS; OXIDATION-REDUCTION; OXYGEN; PERYLENE; PHOTOCHEMISTRY; PYRIDOXAL; PYRIDOXAL PHOSPHATE; PYRIDOXAMINE; PYRIDOXINE; SINGLET OXYGEN; ULTRAVIOLET RAYS;

EID: 0034132391     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1562/0031-8655(2000)071<0129:SIPVBP>2.0.CO;2     Document Type: Conference Paper

References (26)

1. Ehrenshaft, M., P. Bilski, M. Y. Li, C. F. Chignell and M. E. Daub (1999) A highly conserved sequence is a novel gene involved in de novo vitamin B6 biosynthesis. Proc. Natl. Acad. Sci. USA 96, 9374-9378.
2. Jenns, A. E., D. L. Scott, E. F. Bowden and M. E. Daub (1995) Isolation of mutants of the fungus Cercospora nicotianae altered in their response to singlet-oxygen-generating photosensitizers. Photochem. Photobiol. 61, 488-493.
3. Jenns, A. E. and M. E. Daub (1995) Characterization of mutants of Cercospora nicotianae sensitive to the toxin cercosporin. Phytopathology 85, 906-912.
4. Ehrenshaft, M., A. E. Jenns, K. R. Chung and M. E. Daub (1998) SOR1, a gene required for photosensitizer and singlet oxygen resistance in Cercospora fungi is highly conserved in divergent organisms. Mol. Cell. 1, 603-609.
5. Ehrenshaft, M., K. R. Chung, A. E. Jenns and M. E. Daub (1999) Functional characterization of SOR1, a gene required for resistance to photosensitizing toxins in the fungus Cercospora nicotianae. Curr. Genet. 34, 478-485.
6. Daub, M. E. (1982) Cercosporin, a photosensitizing toxin from Cercospora species. Phytopathology 72, 370-374.
7. Chignell, C. F., P. Bilski, K. Reszka, A. G. Motten, R. H. Sik and T. A. Dahl (1994) Spectral and photochemical properties of curcumin. Photochem. Photobiol. 59, 295-302.
8. Hall, R. D. and C. F. Chignell (1987) Steady-state near infrared detection of singlet molecular oxygen. A Stern-Volmer quenching experiment with sodium azide. Photochem. Photobiol. 31, 37-47.
9. g) decay in solution. J. Biochem. Biophys. Methods 33, 73-80.
10. Bilski, P., L. J. Martinez, E. B. Koker and C. F. Chignell (1996) Photosensitization by norfloxacin is a function of pH. Photochem. Photobiol. 64, 496-500.
11. Wilkinson, F., W. P. Helman and A. B. Ross (1995) Rate constants for the decay and reactions of the lowest electronically excited singlet-state of molecular-oxygen in solution - an expanded and revised compilation. J. Phys. Chem. Ref. Data 24, 663-1021.
12. Duling, D. R. (1994) Simulation of multiple isotropic spin-trap EPR spectra. J. Magnet. Reson. Ser. B 104, 105-110.
13. Dean, J. A. (ed.) (1985) Lange's Handbook of Chemistry, 13th ed. McGraw-Hill Book Company, New York.
14. Rodgers, M. A. J. (1983) Solvent-induced deactivation of singlet oxygen: additive relationships in nonaromatic solvents. J. Am. Chem. Soc. 105, 6201-6205.
15. Bilski, P., R. Dabestani and C. F. Chignell (1991) Influence of cationic surfactant on the photoprocesses of eosine and rose bengal in aqueous solution. J. Phys. Chem. 95, 5784-5791.
16. Bilski, P. and C. F. Chignell (1994) Properties of differently charged micelles containing rose bengal: application in photosensitization studies. Photochem. Photobiol. A Chem. 77, 49-58.
17. Bilski, P., A. G. Motten, M. Bilska and C. F. Chignell (1993) The photo-oxidation of diethylhydroxylamine by rose bengal in micellar and nonmicellar aqueous solutions. Photochem. Photobiol. 58, 11-19.
18. Bilski, P., K. Reszka and C. F. Chignell (1994) Oxidation of aci-nitromethane by singlet oxygen. J. Am. Chem. Soc. 116, 9883-9889.
19. Bilski, P., K. Reszka, M. Bilska and C. F. Chignell (1996) Oxidation of the spin trap 5,5-dimethyl-1-pyrroline n-oxide by singlet oxygen in aqueous solution. J. Am. Chem. Soc. 118, 1330-1338.
20. Daub, M. E., M. Ehrenshaft, A. E. Jenns and K. R. Chung (1998) Active oxygen in fungal pathogenesis of plants: the role of cercosporin in Cercospora diseases. In Phytochemical Signals and Plant-Microbe Interactions, Recent Advances in Phytochemistry, Vol. 32 (Edited by K. R. Downum and R. Verpoorte), pp. 31-56. Plenum Press, New York.
21. Reszka, K., P. Bilski and C. F. Chignell (1993) Photosensitized generation of superoxide radical in protic solvents: an EPR and spin trapping study. Free Radical Res. Commun. 19S, 33-44.
22. Daub, M. E., G. B. Leisman, R. A. Clark and E. F. Bowden (1992) Reductive detoxification as a mechanism of fungal resistance to singlet-oxygen-generating photosensitizers. Proc. Natl. Acad. Sci. USA 89, 9588-9592.
23. Leisman, G. B. and M. E. Daub (1992) Singlet oxygen yields, optical properties, and photoxicity of reduced derivatives of the photosensitizer cercosporin. Photochem. Photobiol. 55, 373-379.
24. Sollod, C. C., A. E. Jenns and M. E. Daub (1992) Cell surface redox potential as a mechanism of defense against photosensitizers in fungi. Appl. Environ. Microbiol. 58, 444-449.
25. Daub, M. E., M. Li, P. Bilski and C. F. Chignell (2000) Dihydrocercosporin singlet oxygen production and subcellular localization: A possible defense against cercosporin phototoxicity in cercospora. Photochem. Photobiol. 71, 2, 134-139.
26. 2). Free Rad. Biol. Med.. 25S, 28.