Comparison of the dark and light-induced toxicity of thio and seleno analogues of the thiopyrylium dye AA1

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 10, 2004, Pages 2589-2596

  Detty, Michael R ^a   Gibson, Scott L ^b   Hilf, Russell ^b  

^a UNIVERSITY AT BUFFALO   (United States)

^b UNIVERSITY OF ROCHESTER MEDICAL CENTER   (United States)

Author keywords

Anticancer; Chalcogenopyrylium; Cytochrome c oxidase activity; JC 1 efflux; Photodynamic therapy; Photosensitizers; Selenopyrylium; Thiopyrylium

Indexed keywords

2,6 BIS(4 ANILINO) 4 (4 N MORPHOLINOPHENYL)SELENOPYRYLIUM CHLORIDE; 2,6 BIS(4 ANILINO) 4 (4 N MORPHOLINOPHENYL)THIOPYRYLIUM CHLORIDE; 2,6 BIS(4 ANILINO) 4 (4 N,N DIMETHYLANILINO)SELENOPYRYLIUM CHLORIDE; 2,6 BIS(4 ANILINO) 4 (4 N,N DIMETHYLANILINO)THIOPYRYLIUM CHLORIDE; ANILINE DERIVATIVE; CYTOCHROME C; MAGNESIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CELL VIABILITY; CHEMICAL PROCEDURES; CHEMICAL REACTION; EFFUSION; ENZYME ACTIVITY; INCUBATION TIME; IRRADIATION; MITOCHONDRION; PHOTOTOXICITY;

ANILINE COMPOUNDS; ANIMALS; BENZIMIDAZOLES; CARBOCYANINES; CELL LINE, TUMOR; CELL SURVIVAL; COLORING AGENTS; DARKNESS; ELECTRON TRANSPORT COMPLEX IV; LIGHT; MITOCHONDRIA; MOLECULAR STRUCTURE; PHOTOCHEMOTHERAPY; PHOTOSENSITIZING AGENTS; RATS; SELENIUM; SELENIUM COMPOUNDS; THIOPHENES;

EID: 2142660702     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.03.025     Document Type: Article

References (28)

1. Dougherty T.J., Gomer C.J., Henderson B.W., Jori G., Kessel D., Korbelik M., Moan J., Peng Q. J. Natl. Cancer Inst. 90:1998;889
2. Sharman W.M., Allen C.M., van Lier J.E. Drug Discov. Today. 4:1999;507
3. Detty M.R. Expert Opin. Ther. Pat. 11:2001;1849
4. Dolmans D.E.J.G.J., Fukumura D., Jain R.K. Nature Rev. 3:2003;380
5. Cincotta L., Foley J.W., Cincotta A.H. Cancer Res. 53:1993;2571
6. Lin C.W., Shulok J.R., Kirley S.D., Bachelder C.M., Flotte T.J., Sherwood M.E., Cincotta L., Foley J.W. Photochem. Photobiol. 58:1993;81
7. Lin C.W., Shulok J.R., Kirley S.D., Cincotta L., Foley J.W. Cancer Res. 51:1991;2710
8. Cincotta L., Foley J.W., MacEachern T., Lampros E., Cincotta A.H. Cancer Res. 54:1994;1249
9. Noodt B.B., Rodal G.H., Wainwright M., Peng Q., Horobin R., Nesland J.M., Berg K. Int. J. Cancer. 75:1998;941
10. Millish K.J., Cox R.D., Vernon D.I., Griffiths J., Brown S.B. Photochem. Photobiol. 75:2002;392
11. Modica-Napolitano J.S., Brunelli B.T., Koya K., Chen L.B. Cancer Res. 58:1998;71
12. Modica-Nopolitano J.S., Koya K., Weisberg E., Brunelli B.T., Li Y., Chen L.B. Cancer Res. 56:1996;544
13. Ara G., Aprille J.R., Malis C.D., Kane S.B., Cincotta L., Foley J., Bonventre J.V., Oseroff A.R. Cancer Res. 47:1987;6580
14. Lee C., Wu S.S., Chen L.B. Cancer Res. 55:1995;2063
15. Bellnier D.A., Young D.N., Detty M.R., Camacho S., Oseroff A.R. Photochem. Photobiol. 70:1999;630
16. Detty M.R., Merkel P.B., Hilf R., Gibson S.L., Powers S.K. J. Med. Chem. 33:1990;1108
17. Kessel D. Photochem. Photobiol. 53:1991;73
18. Powers S.K., Walstad D.L., Brown J.T., Detty M.R., Watkins P.J. J. Neuro-Oncol. 7:1989;179
19. Leonard K.A., Nelen M.I., Anderson L.T., Gibson Scott L., Hilf R., Detty M.R. J. Med. Chem. 42:1999;3942
20. Leonard K.A., Nelen M.I., Simard T.P., Davies S.R., Gollnick S.O., Oseroff A.R., Gibson S.L., Hilf R., Chen L.B., Detty M.R. J. Med. Chem. 42:1999;3953
21. Leonard K.A., Hall J.P., Nelen M.I., Davies S.R., Gollnick S.O., Camacho S., Oseroff A.R., Gibson S.L., Hilf R., Detty M.R. J. Med. Chem. 43:2000;4488
22. Brennan N.K., Hall J.P., Davies S.R., Gollnick S.O., Oseroff A.R., Gibson S.L., Hilf R., Detty M.R. J. Med. Chem. 45:2002;5123
23. Sun X., Wong J.R., Song K., Hu J., Garlid K.D., Chen L.B. Cancer Res. 54:1994;1465
24. Donnelly, D. J.; Gibson, S. L.; Hilf, R.; Detty, M. R. Biorg. Med. Chem. 2004, 12, in press
25. Kraljik I., El Mohani F. Photochem. Photobiol. 28:1978;577
26. Hilf R., Michel I., Bell C., Freeman J.J., Borman A. Cancer Res. 25:1965;286
27. Hissin P.J., Hilf R. Cancer Res. 38:1978;3646
28. Gibson S.L., Hilf R. Cancer Res. 43:1983;4191