Synthesis of 2H-4,8-dimethylthieno[2′,3′: 5,6]naphtho[1,2-b]pyran-2-one with potential photobiological activity to DNA

Phosphorus, Sulfur and Silicon and Related Elements

Volumn 114, Issue 1-4, 1996, Pages 109-113

  Tao, Zhi Fu ^a   Qian, Xuhong ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

DNA; Naphthopyrone; Newman Kwart rearrangement; Photobiological agent; S claisen rearrangement; Thienonaphthopyrone

Indexed keywords

EID: 0009643501     PISSN: 10426507     EISSN: None     Source Type: Journal    
DOI: 10.1080/10426509608046416     Document Type: Article

References (34)

1. F. Dall'Acqua and S. Caffieri, Photomed. Photobiol., 10 (1988).
2. R. M. Knobler, H. Honigsmann and R. L. Edelson, "Psoralen DNA Photobiology," F. P. Gasparro, ed., CRC Press, Inc.: Boca Raton, FL, 1988, Vol. 1, Chap. 8, p. 117.
3. J. D. Regan and J. A. Panisch, "The Science of Photomedicine," Plenum Press: New York, 1982.
4. R. Edelson, C. Berger, F. Gasparro, B. Jegasoth, P. Heald, B. Wintroub, E. Vonderhe, R. Knobler, K. Wolff and G. Plewig, N. Engl. J. Med., 316, 297 (1987).
5. R. Dall'Amico, G. Zacchello and P. Heald, Recenti Progressi in Medicina, 82, 294 (1991).
6. G. D. Cimino, H. B. Gamper, S. T. Issacs and J. E. Hearst, Ann. Rev. Biochem., 54, 1151 (1985).
7. Y.-B. Shi, S. E. Lipson, D. Y. Chi, H. P. Spielmann, J. A. Monforte and J. E. Hearst, "Bioorganic Photochemistry," H. Morrison, ed., Wiley-Interscience: New York, 1990, Vol. 1, Chap. 4.
8. R. J. Heitz and K. R. Dounum, Light-activated Pesticides, ACS Symposium Series 339.
9. J. North, H. Neyndorff and J. G. Levy, J. Photochem. Photobiol. B: Biol., 17, 99 (1993).
10. J.-J. Goupil, French Patent 2,698,270, 1994; Chem. Abstr., 121, 125, 217 (1994).
11. J.-J. Goupil, French Patent 2,698,270, 1994; Chem. Abstr., 121, 125, 217 (1994).
12. J. LeGoaster, French Patent 2,691,629, 1993; Chem. Abstr., 120, 253, 401 (1994).
13. J. LeGoaster, French Patent 2,691,629, 1993; Chem. Abstr., 120, 253, 401 (1994).
14. R. Stern, N. Laird, J. Melski, J. A. Parrish, T. B. Fitzpatrick and H. L. Bleich, N. Engl. J. Med., 310, 1156 (1984).
15. G. Ronto, K. Toth, S. Gaspar and G. Csik, J. Photochem. Photobiol., B: Biol., 12, 9 (1992).
16. R. Stern, S. Zielen and J. A. Parrish, J. Invest. Dermatol., 78, 147 (1982).
17. D. Averbeck, Mutat. Res., 151, 217 (1985).
18. F. Dall'Acqua, D. Vedaldi, S. Caffieri, A. Guitto, F. Bordin and P. Rodighiero, Natl. Cancer Inst. Monogr., 66, 55 (1984).
19. F. Carlassare, F. Baccichetti, A. Guiotto, P. Rodighiero, O. Gia, A. Capozzi, G. Pastorine and F. Bordin, J. Photochem. Photobiol. B: Biol., 5, 25 (1990).
20. J. Blais, D. Averbeck, J. Moron, E. Bisagni and P. Vigny., Photochem. Photobiol., 45, 465 (1987).
21. X. Chen, J. Kagan, G. Miolo, F. Dall'Acqua, D. Averbeck and E. Bisagni, J. Photochem. Photobiol. B: Biol., 22, 51 (1994).
22. X. Chen and J. Kagan, J. Photochem. Photobiol. B: Biol., 23, 27 (1994).
23. F. Bordin, C. Marzano, C. Gatto, F. Carlassare, P. Rodiighliero and F. Baccichetti, J. Photochem. Photobiol. B: Biol., 26, 197 (1994).
24. T. Besson, N. Ruiz, G. Coudert and G. Guillaumet, Tetrahedron, 51, 3197 (1995).
25. W. Adam, X. Qian and C. R. Saha-Moller, J. Org. Chem., 58, 3769 (1993).
26. X. Qian, Z.-F. Tao, D. Wei and J. Sun, Monatsh. Chem., in press.
27. Z.-F. Tao, X. Qian, J. Tang and F. Chen, Chin. J. Appl. Chem., in press.
28. A. Seret, J. Piette, A. Jakobs and A. Van de Vorst, Photochem. Photobiol., 56, 409 (1992).
29. A. Jakobs and J. Piette, J. Photochem. Photobiol., 22, 9 (1994).
30. A. E. Jakobs, L. E. Christiaens and M. J. Renson, Tetrahedron, 50, 9315 (1994).
31. K. Kwart and R. Evans, J. Org. Chem., 31, 410 (1966).
32. M. S. Newman and H. A. Karnes, J. Org. Chem., 31, 3980 (1966).
33. W. K. Anderson and E. J. Lavoie, J. Chem. Soc. Chem. Comm., 174 (1974).
34. M. Windholz, "The Merk Index" Merk and Co. Inc., Rahway, New Jersey, 1988, 11th Ed., p. 3009.