Chlorophyll-a derivatives in photodynamic therapy: Effect of position of heptyl ether side-chains on in vivo photosensitizing activity

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 1, 1996, Pages 105-110

  Pandey, Ravindra K ^a   Constantine, Scott ^a   Goff, Dane A ^b   Kozyrev, Andrei N ^a   Dougherty, Thomas J ^a   Smith, Kevin M ^b  

^a ROSWELL PARK CANCER INSTITUTE   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

8 DEETHYL 8 (1 HEPTYLOXYETHYL) 13 DEOXYPYROPHEOPHORBIDE A; CHLOROPHYLL A DERIVATIVE; PHOTOFRIN; PHOTOSENSITIZING AGENT; UNCLASSIFIED DRUG;

ANIMAL MODEL; ARTICLE; CANCER; CONTROLLED STUDY; DRUG SYNTHESIS; MOUSE; NONHUMAN; PHOTODYNAMIC THERAPY; PHOTOSENSITIZATION; REACTION ANALYSIS; SKIN TOXICITY; STRUCTURE ACTIVITY RELATION;

EID: 0029670996     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(95)00568-E     Document Type: Article

References (21)

1. Dougherty, T. J. In Clinical Application of Photodynamic Therapy, Organic Photochemistry and Photobiology; Horspool, W. M.; Song, P. S., Eds.; CRC Press: Boca Raton, 1995, pp 1384-1391.
2. For reviews see: (a) Pandey, R. K.; Majchraycki, D. F.; Dougherty, T. J.; Smith, K. M. Proc. SPIE 1989, 1065, 164.
3. (b) Bonnett, R. Chem. Soc. Rev. 1995, 19.
4. Evenson, J. F.; Sommer, S.; Rimington, C.; Moan, J. Br. J. Cancer 1987, 55, 483.
5. Pandey, R. K.; Bellnier, D. A.; Smith, K. M.; Dougherty, T. J. Photochem. Photobiol. 1991, 53, 65.
6. Bellnier, D. A.; Henderson, B. W.; Pandey, R. K.; Potter, W. R.; Dougherty, T. J. J. Photochem. Photobiol., B. Biol. 1993, 20, 55.
7. Pandey, R. K.; Sumlin, A. B.; Potter, W. R.; Constantine, S.; Bellnier, D. A.; Henderson, B. W.; Rodgers, M. A. J.; Smith, K. M.; Dougherty, T. J. Manuscript submitted for publication.
8. Smith, K. M.; Goff, D. A.; Simpson, D. J. J. Am. Chem. Soc. 1985, 107, 4941.
9. Pandey, R. K.; Shiau, F. -Y.; Isaac, M.; Ramaprasad, S.; Dougherty, T. J.; Smith, K. M. Tetrahedron Lett. 1992, 33, 7815.
10. Smith, K. M.; Bisset, G. M. F.; Bushell, M. J. J. Org. Chem. 1980, 45, 2218.
11. Paquette, L. A.; Johnson, B. A.; Hinga, F. M. Org. Syn. 1966, 46, 18; Trass, P. C.; Takken, H. J.; Boelens, H. Tetrahedron Lett. 1977, 23, 2027; Pizey, A. S. Synthetic Reagents; Wiley: New York, 1974; Vol. 1, p 63.
12. Paquette, L. A.; Johnson, B. A.; Hinga, F. M. Org. Syn. 1966, 46, 18; Trass, P. C.; Takken, H. J.; Boelens, H. Tetrahedron Lett. 1977, 23, 2027; Pizey, A. S. Synthetic Reagents; Wiley: New York, 1974; Vol. 1, p 63.
13. Paquette, L. A.; Johnson, B. A.; Hinga, F. M. Org. Syn. 1966, 46, 18; Trass, P. C.; Takken, H. J.; Boelens, H. Tetrahedron Lett. 1977, 23, 2027; Pizey, A. S. Synthetic Reagents; Wiley: New York, 1974; Vol. 1, p 63.
14. Wray, V.; Jürgens, U.; Brockmann, Jr., H. Tetrahedron 1979, 35, 2275; Trowitzsch, W. Dissertation, Technical University, Braunschweig, 1974; Goff, D. A. Ph. D. Dissertation, University of California, Davis, 1984.
15. Wray, V.; Jürgens, U.; Brockmann, Jr., H. Tetrahedron 1979, 35, 2275; Trowitzsch, W. Dissertation, Technical University, Braunschweig, 1974; Goff, D. A. Ph. D. Dissertation, University of California, Davis, 1984.
16. Wray, V.; Jürgens, U.; Brockmann, Jr., H. Tetrahedron 1979, 35, 2275; Trowitzsch, W. Dissertation, Technical University, Braunschweig, 1974; Goff, D. A. Ph. D. Dissertation, University of California, Davis, 1984.
17. Pandey, R. K.; Shiau, F. -Y.; Sumlin, A. B.; Dougherty, T. J.; Smith, K. M. Bioorg. Med. Chem. Lett. 1994, 4, 1263.
18. Abraham, R. J.; Smith, K. M.; Goff, D. A.; Lai, J. -J. J. Am. Chem. Soc. 1982, 104, 4332.
19. Constantine, S. M.S. Thesis, Roswell Park Cancer Institute (SUNY, Buffalo), 1995.
20. Dougherty, T. J.; Boyle, D. G.; Weishaupt, K. R.; Bellnier, D. A.; Wityk, K. E. Adv. Exp. Biol. Med. 1984, 170, 301.
21. The shift in absorptions of various sensitizers studied for in vivo efficacy were determined by in vivo reflection spectroscopy: Pandey, R. K.; Potter, W. R.; Meunier, I.; Sumlin, A. B.; Smith, K. M. Photochem. Photobiol. 1995, 62, 764.