Synthesis and biological evaluation of platinum-acridine hybrid agents modified with bipyridine non-leaving groups

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 13, 2009, Pages 3423-3425

  Kheradi, Alexander R ^a   Saluta, Gilda ^b   Kucera, Gregory L ^b   Day, Cynthia S ^a   Bierbach, Ulrich ^a  

^a WAKE FOREST UNIVERSITY   (United States)

^b WAKE FOREST UNIVERSITY HEALTH SCIENCES   (United States)

Author keywords

Adduct; Cancer; DNA; Platinum; Synthesis

Indexed keywords

2,2' BIPYRIDINE DERIVATIVE; ACRIDINE DERIVATIVE; BIPYRIDINE DERIVATIVE; N [2 (ACRIDIN 9 YLAMINO)ETHYL] N METHYLPROPIONAMIDINE; PLATINUM DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CELL STRAIN HL 60; DNA BINDING; DRUG POTENCY; DRUG SYNTHESIS; EVALUATION; HUMAN; HUMAN CELL; LEUKEMIA; LUNG CANCER; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; SUBSTITUTION REACTION;

2,2'-DIPYRIDYL; ACRIDINES; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CRYSTALLOGRAPHY, X-RAY; HUMANS; PLATINUM COMPOUNDS;

EID: 66349098288     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.05.046     Document Type: Article

References (21)

1. Kelland L. Nat. Rev. Cancer 7 (2007) 573
2. Guddneppanavar R., and Bierbach U. Anticancer Agents Med. Chem. 7 (2007) 125
3. Baruah H., and Bierbach U. J. Biol. Inorg. Chem. 9 (2004) 335
4. Baruah H., Rector C.L., Monnier S.M., and Bierbach U. Biochem. Pharmacol. 64 (2002) 191
5. Baruah H., Wright M.W., and Bierbach U. Biochemistry 44 (2005) 6059
6. Ackley M.C., Barry C.G., Mounce A.M., Farmer M.C., Springer B.E., Day C.S., Wright M.W., Berners-Price S.J., Hess S.M., and Bierbach U. J. Biol. Inorg. Chem. 9 (2004) 453
7. Guddneppanavar R., Choudhury J.R., Kheradi A.R., Steen B.D., Saluta G., Kucera G.L., Day C.S., and Bierbach U. J. Med. Chem. 50 (2007) 2259
8. Guddneppanavar R., Saluta G., Kucera G.L., and Bierbach U. J. Med. Chem. 49 (2006) 3204
9. Ma Z., Choudhury J.R., Wright M.W., Day C.S., Saluta G., Kucera G.L., and Bierbach U. J. Med. Chem. 51 (2008) 7574
10. Seve P., and Dumontet C. Curr. Med. Chem. Anticancer Agents 5 (2005) 73
11. Gray J., Simon G., and Bepler G. Exp. Rev. Anticancer Ther. 7 (2007) 545
12. Summa N., Schiessl W., Puchta R., van Eikema Holmes N., and van Eldik R. Inorg. Chem. 45 (2006) 2948
13. McInnes E.J.L., Farley R.D., Rowlands C.C., Welch A.J., Rovatti L., and Yellowlees L.J. J. Chem. Soc., Dalton Trans. (1999) 4203
14. +. (Combustion analyses of single-crystalline material of 5 gave unsatisfactory results).
15. Furue M., Maruyama K., Oguni T., Naiki M., and Kamachi M. Inorg. Chem. 31 (1992) 3792
16. Egan T.J., Koch K.R., Swan P.L., Clarkson C., Van Schalkwyk D.A., and Smith P.J. J. Med. Chem. 47 (2004) 2926
17. Martins E.T., Baruah H., Kramarczyk J., Saluta G., Day C.S., Kucera G.L., and Bierbach U. J. Med. Chem. 44 (2001) 4492
18. 50 data were calculated from non-linear curve fits using a sigmoidal dose-response equation and are averages of three experiments.
19. Barry C.G., Baruah H., and Bierbach U. J. Am. Chem. Soc. 125 (2003) 9629
20. 2O, pH* 6.8). Acquisition began ca. 15 min after mixing of the reactants. Incremented 1-D spectra were processed exactly the same, and suitable signals were integrated. All data were processed with XWINNMR 3.6 (Bruker, Ettlingen, Germany).
21. Guddneppanavar R., Wright M.W., Tomsey A.K., and Bierbach U. J. Inorg. Biochem. 100 (2006) 972