Excited-state processes in polycyclic quinones: The light-Induced antiviral agent, hypocrellin, and a comparison with hypericin

Journal of Physical Chemistry

Volumn 100, Issue 46, 1996, Pages 18275-18281

  Das, K ^a   English, D S ^a   Fehr, M J ^a,b   Smirnov, A V ^a   Petrich, J W ^a  

^a IOWA STATE UNIVERSITY   (United States)

^b NALCO COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001079591     PISSN: 00223654     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp961156h     Document Type: Article

References (48)

1. Diwu, Z. Photochem. Photobiol. 1995, 61, 529-539.
2. Durán, N.; Song, P.-S. Photochem. Photobiol. 1986, 43, 677-680.
3. Kreitmair, H. Pharmazie 1950, 5, 556-557.
4. Meruelo, D.; Lavie, G.; Lavie, D. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5230-523-4.
5. Degar, S.; Prince, A. M.; Pascual, D.; Lavie, G.; Levin, B.; Mazur, Y.; Lavie, D.; Ehrlich, L. S.; Carter, C.; Meruelo, D. AIDS Res. Hum. Retroviruses 1992, 8, 1929-1936.
6. Lenard, J.; Rabson, A.; Vanderoef, R. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 158-162.
7. Meruelo, D.; Degar, S.; Nuria, A.; Mazur, Y.; Lavie, D.; Levin B.; Lavie, G. In Natural Products as Antiviral Agents; Chu, C. K., Cutler, H. G., Eds.; Plenum: New York; pp 91 -119, and references therein.
8. Kraus, G. A.; Pratt, D.; Tossberg, J.; Carpenter, S. L. Biochem. Biophys. Res. Commun. 1990, 172, 149-153.
9. Carpenter, S.; Kraus, G. A. Photochem. Photobiol. 1991, 53, 169-174.
10. Treating AIDS with Worts. Science 1991, 254, 522.
11. Steinbeck-Klose, A.; Wernet, P. Successful long term treatment over 40 months of HIV patients with intravenous hypericin. International Conference on AIDS, June 6-11, 1993; Abstract No. PO-B26-2012, Vol. 9 (1), p 470.
12. Valentine, F. T.; Itri, V.; Kudler, N.; Georgescu, R. Synthetic hypericin enters blood lymphocytes and monocytes in vitro and decreases culturable HIV in blood obtained from infected individuals. International Conference on AIDS, June 16-21, 1991; Abstract No. W.A.1022, Vol. 7 (2), p 97.
13. Cooper, W. C.; James, J. An observational study of the efficacy of hypericin in HIV+ subjects. International Conference on AIDS, June 20-23, 1990; Abstract No. 2063, Vol. 6 (2), p 369. (abstract no. 2063).
14. Hypericin update. AIDS Treat. News 1991, 125, 4-6.
15. Hypericin, February 1992. The current clinical trial. AIDS Treat. News 1992, 146, 1-4.
16. Fehr, M. J.; Carpenter, S. L.; Wannemuehler, Y.; Petrich, J. W. Biochemistry 1995, 34, 15845-15848.
17. Hudson, J. B.; Zhou, J.; Chen, J.; Harris, L.; Yip, L.; Towers, G. H. N. Photochem. Photobiol. 1994, 60, 253-255.
18. Dahl, T. Photochem. Photobiol. 1993, 57, 248-254.
19. Thomas, C.; Pardini, R. Photochem. Photobiol. 1993, 55, 831-837.
20. Gai, F.; Fehr, M. J.; Petrich, J. W. J. Am. Chem. Soc. 1993, 115, 3384-3385.
21. Gai, F.; Fehr, M. J.; Petrich, J. W. J. Phys. Chem. 1994, 98, 5784-5795.
22. Gai, F.; Fehr, M. J.; Petrich, J. W. J. Phys. Chem. 1994, 98, 8352-8358.
23. Fehr, M. J.; Carpenter, S. L.; Petrich, J. W. Bioorg. Med. Chem. Lett. 1994, 4, 1339-1344.
24. Fehr, M. J.; McCloskey, M. A.; Petrich, J. W. J. Am. Chem. Soc. 1995, 117, 1833-1836.
25. Carpenter, S.; Fehr, M. J.; Kraus, G. A.; Petrich, J. W. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 12273-12277.
26. Kraus, G. A.; Zhang, W.; Fehr, M. J.; Petrich, J. W.; Wannemuehler, Y.; Carpenter, S. Chem. Rev. 1996, 96, 523-535.
27. Carrington, T., Jr.; Miller, W. H. J. Phys. Chem. 1986, 84, 4364.
28. Barbara, P. F.; Walsh, P. K.; Brus, L. E. J. Phys. Chem. 1989, 93, 29-34.
29. (a) Brucker, G. A.; Swinney, T. C; Kelley, D. F. J. Phys. Chem. 1991, 95, 3190-3195.
30. (b) Strandjord, A. J. G.; Barbara, P. F. J. Phys. Chem. 1985, 89, 2355-2361.
31. (c) McMorrow, D.; Kasha, M. J. Phys. Chem. 1984, 88, 2235-2243.
32. (d) Brucker, G. A.; Kelley, D. F. J. Phys. Chem. 1987, 91, 2856-2861.
33. (e) Schwanz, B. J.; Peteanu, L. A.; Harris, C. B. J. Phys. Chem. 1992, 96, 3591-3598.
34. (a) Frey, W.; Laermer, F.; Elsaesser, T. J. Phys. Chem. 1991, 95, 10391-10395.
35. (b) Laermer, F.; Elsaesser, T.; Kaiser, W. Chem. Phys. Lett. 1988, 148, 119-124.
36. Ensminger, F. A.; Plassard, J.; Zwier, T. S.; Hardinger, S. J. Chem. Phys. 1993, 99, 8341-8344.
37. Buchschacher, G. L. JAMA, J. Am. Med. Assoc. 1993, 269, 2880-2886.
38. Johnston, M. I.; Hoth, D. F. Science 1993, 260, 1286-1293.
39. Gai, F.; Rich, R. L.; Petrich, J. W. J. Am. Chem. Soc. 1994, 116, 735.
40. Diwu, Z.; Lowen, J. W. J. Photochem. Photobiol. A: Chem. 1992, 64, 273-287.
41. Wei-shin, C.; Yuan-teng, C.; Xiang-yi, W.; Friedrichs, E.; Puff, H.; Breitmaier, E. Liebigs Ann. Chem. 1981, 1880-1885.
42. (a) Etzlstorfer, C; Falk, H.; Müller, N.; Schmitzberger, W.; Wagner, U. G. Monatsh. Chem. 1993, 124, 751-761.
43. (b) Falk, H. Personal communication,
44. (c) Freeman, D.; Frolow, F.; Kapinus, E.; Lavie, D.; Lavie, G.; Meruelo, D.; Mazur, Y. J. Chem. Soc., Chem. Commun. 1994, 891-892.
45. Racinet, H.; Jardon, P.; Gautron, R. J. Chim. Phys. 1988, 85, 971-977.
46. Diwu, Z.; Lowen, J. W. Free Radical Biol. Med. 1993, 14, 209-215.
47. Malkin, J.; Mazur, Y. Photochem. Photobiol. 1993, 57, 929-933.
48. 21,22