Photobleaching of hypocrellin B and its butylamino-substituted derivative in solutions

Photochemistry and Photobiology

Volumn 74, Issue 2, 2001, Pages 184-190

  Xu, Shangjie ^a   Tian, Chunhong ^a   Chen, Shen ^a   Zhang, Manhua ^a,b   Shen, Tao ^a  

^a INSTITUTE OF CHEMISTRY   (China)

^b INSTITUTE OF GEOLOGY AND GEOPHYSICS   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYLAMINE; ENDOPEROXIDE; HYPOCRELLIN B; ORGANIC SOLVENT; PHOTOSENSITIZING AGENT; SINGLET OXYGEN; SUPEROXIDE;

ABSORPTION SPECTROPHOTOMETRY; ANALYTIC METHOD; BLEACHING; CONFERENCE PAPER; DRUG POTENCY; ILLUMINATION; LIGHT; OXYGENATION; PHOTOCHEMICAL QUENCHING; PHOTODYNAMICS; PHOTOOXIDATION;

ELECTRON TRANSPORT; PERYLENE; PHOTOCHEMISTRY; PHOTOCHEMOTHERAPY; PHOTOSENSITIZING AGENTS; QUINONES; SOLUTIONS; SPECTROPHOTOMETRY;

EID: 0035437653     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1562/0031-8655(2001)074<0184:POHBAI>2.0.CO;2     Document Type: Conference Paper

References (25)

1. Diwu, Z. J. and J. W. Lown (1990) Hypocrellins and their use in photosensitization. Photochem. Photobiol. 52, 609-616.
2. Diwu, Z. J. (1995) Novel therapeutic and diagnostic applications of hypocrellins and hypericins. Photochem. Photobiol. 61, 529-539.
3. Hudson, J. B., U. Imperial, R. P. Hauglan and Z. J. Diwu (1997) Antiviral activities of photoactive perylenequinones. Photochem. Photobiol. 65, 352-354.
4. Hudson, J. B., J. Zhou, L. Harris, L. Yip and G. H. N. Towers (1994) Hypocrellin from Hypocrella bambuase is phototoxic to human immunodeficiency viruses. Photochem. Photobiol. 60, 253-255.
5. He, Y. Y., J. Y. An and L. J. Jiang (1998). Synthesis and ESR investigation of hypocrellin glycoside. Tetrahedron Lett. 39, 5069-5072.
6. Weng, M., M. H. Zhang and T. Shen (1997) EPR studies of the photodynamic action of mercapto-substituted hypocrellin B derivatives: formation of semiquinone radical anion and activated oxygen on illumination with visible light. J. Photochem. Photobiol. A: Chem. 108, 159-167.
7. Diwu, Z. J., R. P. Haugland, J. X. Liu, J. W. Lown, G. G. Miller, R. B. Moore, K. Brown, J. Tulip and M. S. McPhee (1996) Photosensitization by anticancer agents 21: new perylene and aminophthoquinones. Free Radic. Biol. Med. 20, 589-593.
8. Hu, Y. Z., J. Y. An and L. J. Jiang (1994) Studies on the chelation of hypocrellin A with aluminum ion and the photodynamic action of the resulting complex. J. Photochem. Photobiol. A: Chem. 22, 219-227.
9. Fehr, M. J., M. A. McCloskey and J. W. Petrich (1995) Light-induced acidification by the antiviral agent hypericin. J. Am. Chem. Soc. 117, 1833-1836.
10. Das, K., D. S. English and J. W. Petrich (1997) Deuterium isotope effect on the excited-state photophysics of hypocrellin: evidence for proton or hydrogen atom transfer. J. Phys. Chem. A 101, 3241-3245.
11. English, D. S., W. Zhang, G. A. Kraus and J. W. Petrich (1997) Excited-state photophysics of hypericin and its hexamethoxy analog: intramolecular proton transfer as a nonradiative process in hypericin. J. Am. Chem. Soc. 119, 2980-2986.
12. English, D. S., K. Das, K. D. Ashby, J. Park, J. W. Petrich and E. W. Castner (1997) Confirmation of excited-state proton transfer and ground-state heterogeneity in hypericin by fluorescence upconversion. J. Am. Chem. Soc. 119, 11 585-11 590.
13. Wu, T., S. J. Xu, J. Q. Shen, A. M. Song, S. Chen, M. H. Zhang and T. Shen (2000) New potential photodynamic therapeutic anti-cancer agents: synthesis and characterization of demethoxy amino substituted hypocrellins. Anti-Cancer Drug Des. 15(4), 287-293.
14. Wu, T., J. Q. Shen, A. M. Song, S. Chen, M. H. Zhang and T. Shen (2000) Photodynamic action of amino substituted hypocrellins: EPR studies on the photogenerations of active oxygen and free radical species. J. Photochem. Photobiol. B: Biol. 57, 14-21.
15. Potter, W. R., T. S. Mang and T. J. Dougherty (1987) The theory of photodynamic therapy dosimetry: consequences of photodestruction of sensitizer. Photochem. Photobiol. 46, 97-101.
16. Moan, J. and K. Berg (1991) The photodegradation of porphyrins in cells can be used to estimate the lifetime of singlet oxygen. Photochem. Photobiol. 53, 549-553.
17. Mang, T. S., T. J. Dougherty, W. R. Potter, D. G. Boyle, S. Somer and J. Moan (1987) Photobleaching of porphyrins used in photodynamic therapy and implications for therapy. Photochem. Photobiol. 45, 501-506.
18. Boyle, D. G. and W. R. Potter (1987) Photobleaching of photofrin II as a means of eliminating skin photosensitivity. Photochem. Photobiol. 46, 997-1001.
19. Roberts, W. G., K. M. Smith, J. L. McCullough and M. W. (1989) Berns Skin photosensitivity and photodestruction of several potential photodynamic sensitizers. Photochem. Photobiol. 49, 431-438.
20. Weast R. C. (1978-1979) Dielectric constant. In CRC Handbook of Chemistry and Physics. 59th ed. CRC Press, Inc.
21. David, R. K. (1979) Solvent and solvent isotope effects on the lifetime of singlet oxygen. In Singlet Oxygen, (Edited by H. H. Wasserman and R. W. Murray) pp. 125-137. Academic Press, New York.
22. Chen, W. S., Y. T. Chen, X. Y. Wan, E. Friedrichs, H. Puff, E. Breitmaier (1981) Structure of hypocrellin and its photooxidation product peroxyhypocrellin. Liebigs Ann. Chem. 1880-1885.
23. Liang, L., Q. J. Zhu and M. H. Zhang (1987) The crystalline structure of hypocrellin B and its molecular structure. Kexue Tongbao 56-60.
24. Liang, L., Q. J. Zhu and M. H. Zhang (1989) The crystalline structure of the photooxidation product of hypocrellin A and the investigation of the photooxidation mechanism. Sci. China B 1244-1250.
25. Wasserman, H. H., J. R. Scheffer and J. L. Cooper (1972) Singlet oxygen reactions with 9,10-diphenylanthracene peroxide. J. Am. Chem. Soc. 94, 4991-4996.