Photohemolysis sensitized by the furocoumarin imperatorin and its oxyfunctionalized derivatives

Photochemistry and Photobiology

Volumn 69, Issue 4, 1999, Pages 410-420

  Potapenko, Alexander Ya Ya ^a   Kyagova, Alla A ^a   Andina, Elena S ^a   Zhuravel, Natalia N ^a   Lysenko, Eugene P ^a   Möller, Marianne ^b   Stopper, Helga ^b   Adam, Waldemar ^b   Saha Möller, Chantu R ^b  

^a PIROGOV RUSSIAN NATIONAL RESEARCH MEDICAL UNIVERSITY   (Russian Federation)

^b UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

OXYHEMOGLOBIN; PENTOSALEN; PSORALEN DERIVATIVE;

ARTICLE; BIOLOGY; CHEMISTRY; DARKNESS; DRUG EFFECT; ERYTHROCYTE; HEMOLYSIS; HUMAN; IN VITRO STUDY; METABOLISM; OXIDATION REDUCTION REACTION; RADIATION EXPOSURE;

DARKNESS; ERYTHROCYTES; HEMOLYSIS; HUMANS; OXIDATION-REDUCTION; OXYHEMOGLOBINS; PHOTOBIOLOGY; PSORALENS;

EID: 0033112137     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.1999.tb03306.x     Document Type: Article

References (34)

1. Schmitt, I. M., K. Deleo, X. Wang, S. Chimenti and F. P. Gasparro (1996) Photobiology of psoralens. In The Fundamental Bases of Phototherapy (Edited by H. Hönigsmann, G. Jori and A. R. Young), pp. 17-28. OEMF spa, Milano.
2. Beijersbergen van Henegouwen, G. M. J., E. T. Wijn, S. A. Schoonderwoerd, H. de Vries and F. Dall'Acqua (1989) Singlet oxygen mediated photobinding of 8-methoxypsoralen to DNA and genotoxicity in Z. coli. Z. Naturforsch. 44c, 819-823.
3. Averbeck, D., M. Dardalhon, N. Magana-Schwencke, L. Meira, V. Meniel, S. Boiteux and E. Sage (1992) New aspects of the repair and genotoxicity of psoralen photoinduced lesions in DNA. J. Photochem. Photobiol. B Biol. 14, 47-63.
4. Möller, M., H. Stopper, M. Haring, Y. Schleger, B. Epe, W. Adam and C. R. Saha-Möller (1995) Genotoxicity induced by furocourmarin hydroperoxides in mammalian cells upon UVA irradiation. Biochem. Biophys. Res. Commun. 216, 693-701.
5. Potapenko, A. Ya. (1991) Mechanism of photodynamic effects of furocoumarins. J. Photochem. Photobiol. B Biol. 9, 1-33.
6. Zarebska, Z. (1994) Cell membrane, a target for PUVA therapy. J. Photochem. Photobiol. B Biol. 23, 101-109.
7. Pooler, J. P. (1985) The kinetics of colloid osmotic hemolysis. II. Photohemolysis. Biochim. Biophys. Acta 812, 199-205.
8. Dall'Acqua, F., G. Tamborrino, D. Vedaldi and P. Arslan (1987) Photohemolysis of erythrocytes by furocoumarins. Med. Biol. Environ. 15, 159-170.
9. Belichenko, I. V., A. A. Kyagova, N. N. Zhuravel, G. V. Mansurova, L. N. Bezdetnaya, F. Guillemin, S. Wunderlich, F. Pliquett, E. P. Lysenko and A. Ya. Potapenko (1995) Photodynamic hemolysis sensitized by psoralen: effects of butylated hydrotoluene. Phys. Chem. Biol. & Med. 2, 151-157.
10. Krasnovsky, A. A., Jr., V. L. Sukhorukov, S. Yu. Egorov and A. Ya. Potapenko (1986) Generation and quenching of singlet molecular oxygen by furocoumarins: direct measurements. Stud. Biophys. 114, 149-158.
11. Jones, S. G., A. R. Young and T. G. Truscott (1993) Singlet oxygen yields of furocoumarins and related molecules - the effect of excitation wavelength. J. Photochem. Photobiol. B Biol. 21, 223-227.
12. Dall'Acqua, F., D. Vedaldi and S. Caffieri (1996) Principles of psoralen photosensitization. In The Fundamental Bases of Phototherapy (Edited by H. Hönigsmann, G. Jori and A. R. Young), pp. 1-16. OEMF spa, Milano.
13. Bezdetnaya, L. N., A. Ya. Potapenko, O. Yu. Perkhova, A. I. Nagiev, V. L. Sukhorukov and Yu. A. Vladimirov (1987) Photodamage of erythrocyte membranes sensitized by psoralen: two mechanisms. Biol. Membr. 4, 270-279. [In Russian]
14. Vedaldi, D., S. Caffieri, G. Miolo, F. Dall'Acqua and P. Arslan (1988) Dark and photohemolysis of erythrocytes by furocoumarins. Z. Naturforsch. 43c, 888-892.
15. Wunderlich, S., F. Pliquett, E. Morich, A. A. Kyagova, V. L. Sukhorukov and A. Ya. Potapenko (1993) Pre-irradiated photo-oxidized psoralen induces hemolysis and changes in electrical parameters of erythrocyte membranes. Bioelectrochem. Bioenerg. 31, 193-202.
16. Potapenko, A. Ya., L. N. Bezdetnaya, E. P. Lysenko, S. N. Akhtyamov, S. K. Tomashaeva and V. L. Sukhorukov (1988) Hypothesis of the induction of psoralen phototoxic effects through the stage of photooxidized psoralen formation. Model studies of erythrocytes. Stud. Biophys. 124, 205-223.
17. Adam, W., T. Mosandl, D. Ramaiah and C. R. Saha-Möller (1993) Furocoumarin dioxetanes and hydroperoxides as novel photobiological DNA-damaging agents. Quim. Nova 16, 316-320.
18. Adam, W., M. Berger, J. Cadet, F. Dall'Aqua, B. Epe, S. Frank, D. Ramaiah, S. Raoul, C. R. Saha-Möller and D. Vedaldi (1996) Photochemistry and photobiology of furocoumarin hydroperoxides derived from imperatorin: novel intercalating photo-Fenton reagents for oxidative DNA modification by hydroxyl radicals. Photochem. Photobiol. 63, 768-778.
19. Abou-Elzahab, M., W. Adam and C. R. Saha-Möller (1991) Photooxigenation of some potentially skin-photosensitizing furocoumarins: imperatorin, alloimperatorin and its methyl ether and acetate derivatives. Liebigs Ann. Chem., pp. 967-970.
20. 2+ ions and reduced glutathione - chemical activators of psoralen-sensitized photohaemolysis. J. Photochem. Photobiol. B Biol. 17, 69-75.
21. Winterbourn, C. C., B. M. McGrath and R. W. Carrel (1976) Reactions involving superoxide and normal unstable haemoglobins. Biochem. J. 155, 493-503.
22. Dubbelman, T. M. A. R., C. Haasboot and J. van Steveninck (1980) Temperature dependence of photodynamic red cell membrane damage. Biochim. Biophys. Acta 601, 220-227.
23. Cook, J. C. (1956) Some characteristics of hemolysis by ultraviolet light. J. Cell Comp. Physiol. 47, 55-82.
24. Pooler, J. P. (1986) A new hypothesis for the target in photo-hemolysis: dimers of the band 3 protein. Photochem. Photobiol. 43, 263-266.
25. Pooler, J. P. and A. W. Girotti (1986) Photohemolysis of human erythrocytes labeled in band 3 with eosin-isothiocyanate. Photochem. Photobiol. 44, 495-499.
26. Pintar, T. J., F. Lin and A. W. Girotti (1994) Bleaching of membrane-bound merocyanine 540 in conjunction with free radical-mediated lipid peroxidation. Free Radical Biol. & Med. 16, 603-612.
27. Giulivi, C., R. E. Pacifici and K. J. Davies (1994) Exposure of hydrophobic moieties promotes the selective degradation of hydrogen peroxide-modified hemoglobin by the multicatalytic proteinase complex. Arch. Biochem. Biophys. 311, 329-341.
28. Rice, R. H., M. L. Young and W. D. Brown (1983) Interactions of heme proteins with hydrogen peroxide: protein crosslinking and covalent binding of benzo[a]pyrene and 17-estradiol. Arch. Biochem. Biophys. 221, 417-427.
29. Gutteridge, J. M. C. (1986) Iron promoters of the Fenton reaction and lipid peroxidation can be released from hemoglobin by peroxides. FEBS Lett. 201, 291-295.
30. Harel, S., M. A. Salan and J. Kanner (1988) Iron release from metmyoglobin, methemoglobin and cytochrome c by a system generating hydrogen peroxide. Free Radicals Res. Commun. 5, 11-19.
31. Puppo, A. and B. Halliwell (1988) Formation of hydroxyl radicals from hydrogen peroxide in the presence of iron. Biochem. J. 249, 185-190.
32. Pacifici, R. E., Y. Kono and K. J. Davies (1993) Hydrophobicity as the signal for selective degradation of hydroxyl radical-modified hemoglobin by the multicatalytic proteinase complex, proteasome. J. Biol. Chem. 268, 15405-15411.
33. Kelder, P. P., N. J. de Mol, M. J. Fischer and L. M. Janssen (1994) Kinetic evaluation of the oxidation of phenothiazine derivatives by methemoglobin and horseradish peroxidase in the presence of hydrogen peroxide. Biochim. Biophys. Acta 1205, 230-238.
34. Kyagova, A., E. Andina, A. Potapenko, M. Möller, H. Stopper, W. Adam and C. R. Saha-Möller (1997) Suppression of delayed type hypersensitivity reaction by psoralen hydroperoxides in mice. Abstracts of the 7th Congress of the European Society for Photobiology, Stresa, Italy, p. 116.