Synthesis and properties of bifunctional chloroalkyl nitrosamines with an intercalating moiety

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 14, 2004, Pages 3791-3796

  Ishikawa, Satoko ^a   Tajima, Megumi ^a   Mochizuki, Masataka ^a  

^a KEIO UNIVERSITY   (Japan)

Author keywords

Antitumor agent; DNA cross link; Nitrosamine

Indexed keywords

ACRIDINE DERIVATIVE; ANTHRAQUINONE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CHLOROPROPYL NITROSAMINE; DOUBLE STRANDED DNA; INTERCALATING AGENT; N NITROSO N (2 ANTHRAQUINONECARBONYLOXYMETHYL) 3 CHLOROPROPYLAMINE; N NITROSO N (9 ACRIDINECARBONYLOXYMETHYL) 3 CHLOROPROPYLAMINE; N NITROSO N (9 ANTHRACENECARBONYLOXYMETHYL) 3 CHLOROPROPYLAMINE; NITROSAMINE; UNCLASSIFIED DRUG;

ARTICLE; ASSAY; BACTERIUM; CONTROLLED STUDY; DNA CROSS LINKING; DRUG ACTIVITY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; MUTAGENICITY; NONHUMAN; SALMONELLA TYPHIMURIUM; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

INTERCALATING AGENTS; MUTAGENICITY TESTS; NITROSAMINES; SALMONELLA TYPHIMURIUM; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

BACTERIA (MICROORGANISMS); SALMONELLA TYPHIMURIUM;

EID: 2942755752     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.05.012     Document Type: Article

References (23)

1. Gnewuch C.T., Sosnovsky G. Chem. Rev. 97:1997;829
2. Lown J.W., Koganty R.R., Bhat U.G., Sapse A.-M., Allen E.B. Drugs Exp. Clin. Res. 12:1986;463
3. Pieper R.O., Noftz S.L., Erickson L.C. Mol. Pharmacol. 47:1995;290
4. Reynolds R.C., Tiwari A., Harwell J.E., Gordon D.G., Garrett B.D., Gilbert K.S., Schmid S.M., Waud W.R., Struck R.F. J. Med. Chem. 43:2000;1484
5. Ukawa-Ishikawa S., Sawada A., Kasuya K., Mochizuki M. Mutat. Res. 412:1998;99
6. Ukawa-Ishikawa S., Seki M., Mochizuki M. Biol. Pharm. Bull. 22:1999;577
7. Lemoine A., Lucas C., Ings R.M.J. Xenobiotica. 21:1991;775
8. Ishikawa S., Saitoh N., Mochizuki M. Chem. Pharm. Bull. 48:2000;1500
9. Ishikawa S., Mochizuki M. Mutagenesis. 18:2003;331
10. Eckhardt S. Curr. Med. Chem. Anti-Cancer Agents. 2:2002;419
11. Barry C.G., Baruah H., Bierbach U. J. Am. Chem. Soc. 125:2003;9629
12. Denny W.A. Curr. Med. Chem. 8:2001;533
13. Beraldi P.G., Romagnoli R., Guadix A.G., Pineda de las Infantas M.J., Gallo M.A., Espinosa A., Martinez A., Bingham J.P., Hartley J.A. J. Med. Chem. 45:2002;3630
14. Braña M.F., Cacho M., Gradillas A., de Pascual-Teresa B., Ramos A. Curr. Pharm. Des. 7:2001;1745
15. Wang C., Delcros J.-G., Biggerstaff J., Pharnstiel O. IV J. Med. Chem. 46:2003;2663
16. Pors K., Paniwnyk Z., Teesdale-Spittle P., Plumb J.A., Willmore E., Austin C.A., Patterson L.H. Mol. Cancer Ther. 2:2003;607
17. Braun H., Wiessler M. J. Labelled Compd. Radiopharm. 13:1977;379
18. Wiessler M. Tetrahedron Lett. 30:1975;2575
19. Baguley B.C., Denny W.A., Atwell G.J., Cain B.F. J. Med. Chem. 24:1981;170
20. Hartley J.A., Berardini M.D., Souhami R.L. Anal. Biochem. 193:1991;131
21. Sun D., Hansen M., Hurley L. J. Am. Chem. Soc. 117:1995;2430
22. Morton J.R., Wilcox H.W. Inorg. Synth. 4:1953;48
23. Guillemin J.C., Denis J.M. J. Chem. Soc., Chem. Commun. 1985;951