Psoralen photosensitization: Damages to nucleic acid and membrane lipid components

Acta Biochimica Polonica

Volumn 43, Issue 1, 1996, Pages 241-246

  Caffieri, Sergio ^a   Zarçbska, Zofia ^b   Dall'Acqua, Francesco ^a  

^a UNIVERSITY OF PADOVA   (Italy)

^b INSTITUTE OF BIOCHEMISTRY AND BIOPHYSICS   (Poland)

Author keywords

DNA photoadducts; Lecithin photoadducts; Photosensitization; Psoralen oleic acid cycloadduct; Psoralens

Indexed keywords

DNA; MEMBRANE LIPID; PHOSPHOLIPID; PHOTOSENSITIZING AGENT; PIGMENT; PSORALEN DERIVATIVE; RNA;

CHEMISTRY; DNA DAMAGE; DRUG EFFECT; HUMAN; METABOLISM; REVIEW; SKIN DISEASE; ULTRAVIOLET RADIATION;

DNA; DNA DAMAGE; HUMANS; MEMBRANE LIPIDS; PHOSPHOLIPIDS; PHOTOSENSITIZING AGENTS; PIGMENTS, BIOLOGICAL; PSORALENS; RNA; SKIN DISEASES; ULTRAVIOLET RAYS;

EID: 0029688730     PISSN: 0001527X     EISSN: None     Source Type: Journal    
DOI: 10.18388/abp.1996_4557     Document Type: Article

References (31)

1. Pathak, M.A. & Fitzpatrick, T.B. (1992) The evolution of photochemotherapy with psoralens and UVA (PUVA): 2000 BC to 1992 AD. J. Photochem. Photobiol. B: Biol. 14, 3-22.
2. Parrish, J.A., Fitzpatrick, T.B., Tanenbaum, L. & Pathak, M.A. (1974) Photochemotherapy of psoriasis with oral methoxsalen and longwave ultraviolet light. New Eng. J. Med. 291, 207-1211.
3. Musajo, L., Rodighiero, G., Caporale, G., Marciani, S. & Rigatti, G. (1967) Photoreactions at 3655 Å between pyrimidine bases and skin-photosensitizing furocoumarins. Photochem. Photobiol. 6, 711-719.
4. Dall'Acqua, F., Marciani, S. & Rodighiero, G. (1970) Inter-strand cross-linkages occurring in the photoreaction between psoralen and DNA. FEBS Lett. 9, 121-123.
5. Tomic, M.T., Wemmer, D.E. & Kim, S.-H. (1987) Structure of a psoralen cross-linked DNA in solution by Nuclear Magnetic Resonance. Science 238, 1722-1725.
6. Stern, R.S. & 26 participant investigators (1979) Risk of cutaneous carcinoma in patients treated with oral methoxsalen photochemotherapy for psoriasis. New Eng. J. Med. 300, 809-813.
7. Rodighiero, G., Dall'Acqua, F. & Averbeck, D. (1988) New psoralen and angelicin derivatives; in Psoralen DNA Photobiology (Gasparro, F. P., ed.) vol. 1, pp. 37-114, CRC Press, Boca Raton FL, U.S.A.
8. Patrick, M.H. (1977) Studies on thymine-derived UV photoproducts in DNA - I. Formation and biological role of pyrimidine adducts in DNA. Photochem. Photobiol 25, 805-819.
9. Dardalhon, M., Guillo, L.A., Moysan, A., Vigny, P. & Averbeck, D. (1994) Detection of pyrimidine dimers and monoadducts induced by 7-methyl-pyrido(3,2-c)psoralen and UVA in Chinese hamster V79 cells by enzymatic cleavage and high-pressure liquid chromatography. Photochem. Photobiol. 54, 423-429.
10. Kagan, J., Chen, X., Wang, T.P. & Forlot, P. (1992) Psoralens cleave pBR322 DNA under ultraviolet radiation. Photochem. Photobiol. 56, 185-193.
11. Dardalhon, M. & Averbeck, D. (1995) Pulsed-field gel electrophoresis analysis of the repair of psoralen plus UVA induced DNA photoadducts in Saccharomyces cerevisiae. Mutation Res. 336, 49-60.
12. Bordin, F., Carlassare, F., Busulini, L. & Baccichetti F. (1993) Furocoumarin sensitization induces DNA-protein cross-links. Photochem. Photobiol. 56, 185-193.
13. Joshi, P.C. & Pathak, M.A. (1983) Production of singlet oxygen and superoxide radicals by psoralens and their biological significance. Biochem. Biophys Res. Commun. 112, 638-645.
14. Wamer, W.G., Timmer, W.C., Wei, R.R., Miller, S.A. & Kornhauser, A. (1995) Furocoumarin-photosensitized hydroxylation of guanosine in RNA and DNA. Photochem. Photobiol. 61, 336-340.
15. Schmitt, I.M., Chimenti, S. & Gasparro, F.P. (1995) Psoralen-protein photochemistry - a forgotten field. J. Photochem. Photobiol. B: Biol. 27, 101-107.
16. Midden, W.R. (1988) Chemical mechanisms of the bioeffects of furocoumarins; in Psoralen DNA Photobiology (Gasparro, F.P., ed.) vol. 2, pp. 1-50, CRC Press, Boca Raton FL, U.S.A .
17. Gasparro, P.P., Dall'Amico, R., Goldminz, D., Simmons, E. & Weingold, D. (1989) Molecular aspects of extracorporeal photochemotherapy. Yale J. Biol. Med. 62, 579-593.
18. Gasparro, F.P., Dall'Amico, R., O'Malley, M. & Edelson, R.L. (1990) Cell membrane DNA: a new target for psoralen photoadduct formation. Photochem. Photobiol. 52, 315-321.
19. Zarȩbska, Z. (1994) Cell membrane, a target for PUVA therapy. J. Photochem. Photobiol. 23, 101-109.
20. Kittler, L. & Löber, G. (1984) Photoreaction of furocoumarins with membrane constituents. Results with fatty acids and artificial bilayers. Studia Biophys. 101, 69-72.
21. Caffieri, S., Daga, A., Vedaldi, D. & Dall'Acqua, F. (1988) Spectroscopic studies on the C4-cyclo-adducts between psoralen and unsaturated fatty acid methyl esters. Photomed. Photobiol. 10, 111-122.
22. Specht, K.G., Bhan, P., Chedekel, M.R. & Midden, W.R. (1988) Furocoumarin photosensitized reactions with fatty acids; in Photosensitization. Molecular, Cellular and Medical Aspects (Moreno, G., Pottier, R.H. & Truscott, T.G., eds.) pp. 301-303, NATO ASI series, Springer Verlag, Berlin & Heidelberg.
23. Specht, K.G., Midden, R.W. & Chedekel, M.R. (1989) Photocycloaddition of 4,5′,8-trimethyl-psoralen and oleic acid methyl ester: product structures and reaction mechanism. J. Org. Chem. 54, 4125-4134.
24. Caffieri, S., Vedaldi, D., Daga, A. & Dall'Acqua, F. (1989) Photosensitizing furocoumarins: photocycloaddition to unsaturated fatty acids; in Psoralens. Past, Present and Future of Photochemoprotection and Other Biological Activities (Fitzpatrick, T.B., Forlot P., Pathak, M.A. & Urbach, F., eds.) pp. 137-145, John Libbey Eurotext, Paris.
25. Farago, A. & Nishizuka, Y. (1990) Protein kinase C in transmembrane signalling. FEBS Lett. 268, 350-354.
26. Caffieri, S., Ruzzene, M., Guerra, B., Frank, S., Vedaldi, D. & Dall'Acqua, F. (1994) Psoralen-fatty acid cycloadducts activate protein kinase C (PKC) in human platelets. J. Photochem. Photobiol. B: Biol. 22, 253-256.
27. Gordon, P.R. & Gilchrest, B.A. (1989) Human melanogenesis is stimulated by diacylglycerol. J. Invest. Dermatol. 93, 700-702.
28. Frank, S., Vedaldi, D., Caffieri, S., Schothorst, A. & Dall'Acqua, F. (1994) PUVA therapy of vitiligo: psoralen-unsaturated fatty acids cyclo-adducts stimulate melanogenesis in human melanocytes. Melanoma Res. 4, (Suppl. 2) 34-35.
29. Caffieri, S., Zarebska, Z. & Dall'Acqua, F. (1993) C4-cycloaddition reactions between furocumarins and unsaturated fatty acids or lecithins. Int. Cong. Ser. - Excerpta Med. 1021 (Frontiers of Photobiology) 85-90.
30. Caffieri, S., Zarebska, Z. & Dall'Acqua, F. (1991) Membrane lymphocyte damage by 8-methoxy-psoralen and UVA radiation. Méd. Biol. Environ. 19, 45-50.
31. Caffieri, S., Schoonderwoerd, S.A., Daga, A., Dall'Acqua, F. & Beijersbergen van Henegouwen, G.M.J. (1989) Photoaddition of 4,6,4′-trimethylangelicin to unsaturated fatty acids: possible "in vivo" occurrence. Méd. Biol. Environ. 17, 797-804.