Psoralen photosensitization: damages to nucleic acid and membrane lipids components

• Autorzy: Caffieri S. , Zarebska Z. , Dall'Acqua F.
• Języki publikacji: EN

Abstrakty

EN

For decades the therapeutic properties of psoralens were related to their photo­chemical reactions with DNA and RNA. Such approach, although fruitful in treat­ments, did not explain satisfactorily the way of healing of the multitude of diseases manifested through skin disorders. The new research field presented in our review is directed to another target: the lipid components of the cell. The studies on the photobiology of phospholipids may help to elucidate the phototoxic and pigment inducing activity of psoralens.

Słowa kluczowe

EN

RNA; therapeutic property; 1,3-dioctanoglycerol; psoralen; photosensitization; photoadduction; nucleic acid; photo-chemical reaction; skin disease; membrane lipid; DNA; pigmentation

• Wydawca: -
• Czasopismo: Acta Biochimica Polonica
• Rocznik: 1996
• Tom: 43
• Numer: 1
• Opis fizyczny: p.241-246

Twórcy

autor

Caffieri S.

• Padua University, Via Marzolo 5, 35131 Padova, Italy

autor

Zarebska Z.

autor

Dall'Acqua F.

Bibliografia

• 1. Pathak, M.A. & Fitzpatrick, T.B. (1992) The evolution of photochemotherapy with pso­ralens and UVA (PUVA):2000 RC to 1992 AO. /. Photochem. Photobiol. B: Biol. 14,3-22.
• 2. Parnsh, 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 A 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. FEBSUtt. 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 thvmine- derived UV photoproducts in DNA — 1. 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 dinners and monoadducts induced by 7-methyl- pyrido(3,2-c)psora!en 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 DMA under ultraviolet radiation. Photochein. Photobiol. 56.185-193.
• 11. Dardalhon, M. & Averbeck. D. (1995) Pulsed- field gel electrophoresis analysis of the repair of psoralen plus UVA induced DMAphotoadducts in Saccharomyces ccrcvisiae. Mutation Res. 336, 49-60.
• 12. Bordin, F.. C'arlassare, F.. Busulini. L. & Baccichetti F. (1993) Furocoumarinsensitization induces DNA-protein cross-links. Photochem. Photobiol. 56, 185-193.
• 13. Joshi, P.C. & Pathak, M.A. (1983) Production ol singlet oxygen and superoxide radicals by psoralens and their biological significance. Biochem. Biopln/s Res. Conmtun. 112,638-645.
• 14. Warner, W.G., Timmer, W.C., Wei, R.R., Miller, S.A. & Kornhauser, A. (1995) Furocoumarin- photosensitized hydroxvlation 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. Photochein. Photobiol. B: Biol. 27, 101-107.
• 16. Midden, W.R. (198S) Chemical mechanisms of the bioeffects of furocoumarins; in Psoralen DXA Photobiologu(Gasparro, F.P., ed.) vol. 2, pp. !-50, CRC Press, Boca Raton FL, U.S.A.
• 17. Gasparro, F.P., Dall'Amico, R., Goldminz, D., Simmons, E. & Weingold. D. (1989) Molecular aspects of extracorporeal photochemotherapv. Yale /. Biol. .Med. 62, 579-593.
• 18. Gasparro. F.P., Dall'Amico, R, O'Mallev, M. & Edelson, R.L. (1990) Ceil membrane DNA: a new target for psoralen photoadduct formation. Photochem. Photobiol. 52, 315-321.
• 19. Zargbska, Z. (1994) Cell membrane, a target for PUVA therapy. /. Photochein. Photobiol. 23. 101-109.
• 20. Kittier. L. & Lober, G. (1984) Photoreaction of furocoumarins with membrane constituents. Results with fatty acids and artificial bilayers Studia Biopitifs. 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 fattv acid methvl esters. Photomcd. Photobiol. 10, 111-122.
• 22. Specht, K.G.. Bhan, P.. Chedekel, M R. & Midden. W.R. (198S) Furocoumarir photo­sensitized reactions with fatty acids; in Photosensitization. Molecular. Cellular ami 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-tnmethyi- psoralen and oleic acid methyl ester: product structures and reaction mechanism. /. Or^. 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 :>f Phorochemoprotcction and Other Biological Activities (Fitzpatrick. T.B., Forlot. P.. Pathak. M.A. & Urbach, F., eds.) pp. 137-145. lohn Libbev Eurotext, Paris.
• 25. Farago, A. & Nishizuka, Y. (1990) Protein kinase C in transmembrane signalling. FEBS Lje'.t. 26S. 350-354.
• 26. Caffieri, S., Ruzzene, VI., Guerra, B., Frank. 5.. Vedaldi. D. & Dall'Acqua, F. (1994) Psoralen- fatty acid cvcloadducts activate protein kinase C (PKC) in human platelets. /. Photochem. Photobiol. B: Biol. 22,253-256.
• 27. Gordon, PR. & Gilchrest, B.A. (1989) I luman ntelanogenesis is stimulated by diacvlglvcerol. /. Invest. Dermatol. 93, 700-702.'
• 28. Frank,S., Vedaldi. D., Caffieri, S., Schothorst, A. & Dall'Acqua, F. (1994) PUVA therapy of viti­ligo: psoralen-unsaturated ratty acids cvclo­adducts stimulate melanogenesis in human melanocytes. Melanoma Res. 4, (Suppl. 2) 34-35.
• 29. Caffieri, 5., Zarebska, Z. ¿z Dall'Acqua, F. (1993) C|-eycloaddition reactions between furocuma- rinsand unsaturated fatty acids or lecithins, int. Cong. Ser. — Excerpt a Med. 1021 (Frontiers of Photobiologv) 85-90.
• 30. Caffieri, S., Zarebska, Z. & Dall'Acqua, F. (1991) Membrane lymphocyte damage by 8-methoxv- psoralen and UVA radiation. Med. Biol. Environ. 19, 45-50.
• 31. Caffieri, S., Schoonderwoerd, S.A., Daga, A., Dall'Acqua, F. & Beijersbergen van Henego- uwen, G.M.J. (1989) Photoaddition of 4,6,4'-tri- methylangelicin to unsaturated fatty acids: possible "in vivo" occurrence. Med. Bioi. Environ. 17, 797-804.