DNA binding acridine-thiazolidinone agents affecting intracellular glutathione

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 24, 2012, Pages 7139-7148

  Paulíková, Helena ^a   Vantová, Zuzana ^a   Hunáková, Ľuba ^c   Čižeková, Lýdia ^a   Čarná, Mária ^a   Kožurková, Mária ^b   Sabolová, Danica ^b   Kristian, Pavol ^b   Hamuľaková, Slávka ^b   Imrich, Ján ^b  

^a SLOVAK UNIVERSITY OF TECHNOLOGY   (Slovakia)

^b P J AFÁRIK UNIVERSITY   (Slovakia)

^c CANCER RESEARCH INSTITUTE   (Slovakia)

Author keywords

Acridine; Antitumor; DNA intercalation; Glutathione

Indexed keywords

4 THIAZOLIDINONE DERIVATIVE; ACRIDINE DERIVATIVE; AMSACRINE; CISPLATIN; DNA; GLUTATHIONE; METHYL 2 [2 (ACRIDIN 9 YLIMINO) 3 (4 BROMOPHENYL) 4 OXO 1,3 THIAZOLAN 5 YLIDEN]ACETATE; METHYL 2 [2 (ACRIDIN 9 YLIMINO) 4 OXO 3 SEC BUTYL 1,3 THIAZOLAN 5 YLIDEN]ACETATE; METHYL 2 [2 (ACRIDIN 9 YLIMINO) 4 OXO 3 TERT BUTYL 1,3 THIAZOLAN 5 YLIDEN]ACETATE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BINDING AFFINITY; CANCER CELL CULTURE; CANCER INHIBITION; CELL CYCLE ARREST; CELL DEATH; CELL PROLIFERATION; CONTROLLED STUDY; DRUG ACCUMULATION; DRUG CYTOTOXICITY; DRUG DNA BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; EMBRYO; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; LEUKEMIA CELL LINE; MOUSE; NONHUMAN; OVARY CARCINOMA;

ACRIDINES; DNA; GLUTATHIONE; HL-60 CELLS; HUMANS; INTERCALATING AGENTS; MODELS, MOLECULAR; THIAZOLIDINES;

EID: 84870057579     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.09.068     Document Type: Article

References (38)

1. P. Belmont, J. Bosson, T. Godet, and M. Tiano Anticancer Agents Med. Chem. 7 2007 139
2. J. Sebestik, J. Hlavacek, and I. Stibor Curr. Protein Pept. Sci. 8 2007 471
3. W.A. Denny Curr. Med. Chem. 9 2002 1655
4. L.R. Ferguson, and W.A. Denny Mutat. Res. 623 2007 14
5. J. Blasiak, E. Gloc, J. Drzewoski, K. Wozniak, M. Zadrozny, T. Skorski, and T. Pertynski Mutat. Res. 535 2003 25
6. G. Cholewinski, K. Dzierzbicka, and A.M. Kolodziejczyk Pharmacol. Rep. 63 2011 305
7. Q. Liu, J. Zhang, M.Q. Wang, D.W. Zhang, Q.S. Lu, Y. Huang, H.H. Lin, and X.Q. Yu Eur. J. Med. Chem. 45 2010 5302
8. A. Chilin, G. Marzaro, C. Marzano, L.D. Via, M.G. Ferlin, G. Pastorini, and A. Guiotto Bioorg. Med. Chem. 17 2009 523
9. L. Janovec, M. Kožurková, D. Sabolová, J. Ungvarský, H. Paulíková, J. Plšíková, Z. Vantová, and J. Imrich Bioorg. Med. Chem. 19 2011 1790
10. Z. Vantová, H. Paulíková, D. Sabolová, M. Kožurková, M. Sucháňová, L. Janovec, P. Kristian, and J. Imrich Int. J. Biol. Macromol. 45 2009 174
11. M. Bajdichová, H. Paulíková, J. Jakubí ková, and D. Sabolová Neoplasma 54 2007 463
12. L. Janovec, D. Sabolová, M. Kožurková, H. Paulíková, P. Kristian, J. Ungvarský, E. Moravčíková, M. Bajdichová, D. Podhradský, and J. Imrich Bioconjugate Chem. 18 2007 93
13. M. Kožurková, D. Sabolová, L. Janovec, J. Mikeš, J. Kovaľ, J. Ungvarský, M. Štefaniš inová, P. Fedoročko, P. Kristian, and J. Imrich Bioorg. Med. Chem. 16 2008 3976
14. J. Tomaščiková, J. Imrich, I. Danihel, S. Böhm, and P. Kristian Collect. Czech. Chem. Commun. 72 2007 347
15. J. Tomaščiková, I. Danihel, S. Böhm, J. Imrich, P. Kristian, I. Potočňák, J. Čejka, and K.D.J. Klika Mol. Struct. 875 2008 419
16. J. Tomaščiková, J. Imrich, I. Danihel, S. Böhm, P. Kristian, J. Pisarčíková, M. Sabol, and K.D. Klika Molecules 13 2008 501
17. J. Imrich, J. Tomaščiková, I. Danihel, P. Kristian, S. Böhm, and K.D. Klika Heterocycles 80 2010 489
18. F.Q. Schafer, and G.R. Buettner Free Radic. Biol. Med. 30 2001 1191
19. Y.M. Go, and D.P. Jones Antioxid. Redox Signal. 13 2010 489
20. F.V. Pallardo, J. Markovic, J.L. Garcia, and J. Vina Mol. Aspects Med. 30 2009 77
21. I. Géci, P. Valtamo, J. Imrich, H. Kivelä, P. Kristian, and K. Pihlaja J. Heterocycl. Chem. 42 2005 907
22. D. Mazagová, P. Kristian, G. Suchár, J. Imrich, and M. Antalík Collect. Czech. Chem. Commun. 59 1994 2632
23. C.B. Carlson, and P.A. Beal Bioorg. Med. Chem. Lett. 10 2000 1979
24. J.G. Delcros, S. Tomasi, S. Carrington, B. Martin, J. Renault, I.S. Blagbrough, and P. Uriac J. Med. Chem. 45 2002 5098
25. C.V. Kumar, and E.H. Asuncion J. Am. Chem. Soc. 115 1993 8547
26. J.D. McGhee, and P.H. von Hippel J. Mol. Biol. 86 1974 469
27. T.C. Jenkins K.R. Fox, Methods in Molecular Biology Vol. 90 1997 Humana Press Totowa, New Jersey 195
28. L. Perez-Flores, A.J. Ruiz-Chica, J.G. Delcros, F.M. Sanchez-Jimenez, and F.J. Ramirez Spectrochim. Acta, Part A 69 2008 1089
29. J. Buša Octave Vol. 1 2006 Technical University in Košice Košice
30. R.L. Cysyk, D. Shoemaker, and R.H. Adamson Drug Metab. Dispos. 5 1977 579
31. B. Ketterer Mutat. Res. 202 1988 343
32. J.C. Kern, and J.P. Kehrer Front. Biosci. 10 2005 1727
33. J. Carmichael, W.G. DeGraff, A.F. Gazdar, J.D. Minna, and J.B. Mitchell Cancer Res. 47 1987 943
34. M.E. Anderson Methods Enzymol. 113 1985 548
35. O.H. Lowry, N.J. Rosebrough, A.L. Farr, and R.J. Randall J. Biol. Chem. 193 1951 265
36. C.-S. Lu, F.-D. Mai, C.-W. Wu, R.-J. Wu, and C.-C. Chen Dyes Pigm. 76 2008 706
37. F.W. Barros, T.G. Silva, M.G. da Rocha Pitta, D.P. Bezerra, L.V. Costa-Lotufo, M.O. de Moraes, C. Pessoa, M.A. de Moura, F.C. de Abreu, C. de Lima Mdo, S.L. Galdino, R. Pitta Ida, and M.O. Goulart Bioorg. Med. Chem. 20 2012 3533
38. H. Zhao, J. Joseph, H.M. Fales, E.A. Sokoloski, R.L. Levine, J. Vasquez-Vivar, and B. Kalyanaraman Proc. Natl. Acad. Sci. U.S.A. 102 2005 5727