Synthesis and cytotoxic activity of substituted 7-aryliminomethyl derivatives of camptothecin

European Journal of Medicinal Chemistry

Volumn 39, Issue 6, 2004, Pages 507-513

  Dallavalle, Sabrina ^a   Merlini, Lucio ^a   Morini, Gabriella ^a   Musso, Loana ^a   Penco, Sergio ^b   Beretta, Giovanni Luca ^c   Tinelli, Stella ^c   Zunino, Franco ^c  

^a UNIVERSITY OF MILAN   (Italy)

^b R and D   (Italy)

^c NATIONAL CANCER INSTITUTE   (Italy)

Author keywords

Antitumour; Camptothecin; Imines; Topoisomerase

Indexed keywords

ANTINEOPLASTIC AGENT; AROMATIC AMINE; CAMPTOTHECIN DERIVATIVE; DNA TOPOISOMERASE; IMINE;

ARTICLE; CYTOTOXICITY; DNA CLEAVAGE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LUNG NON SMALL CELL CANCER; MATHEMATICAL COMPUTING; MODEL; PROTEIN EXPRESSION; STRUCTURE ACTIVITY RELATION; TUMOR CELL;

ANTINEOPLASTIC AGENTS; CAMPTOTHECIN; CELL SURVIVAL; DNA; DNA TOPOISOMERASES, TYPE I; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; IMINES; INHIBITORY CONCENTRATION 50; LUNG; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 2942589289     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2004.02.011     Document Type: Article

References (25)

1. Zunino F., Dallavalle S., Laccabue D., Beretta G., Merlini L., Pratesi G. Curr. Pharm. Des. 8:2002;2505-2520
2. Robinson C., Robinson K., Castaner J. Drugs Future. 21:1996;881
3. Eckhardt S.G., Baker S.D., Eckhardt J.R., Burke T.G., Warner D.L., Kuhn J.G., Rodriguez G., Fields S., Thurman A., Smith L., Rothenberg M.L., White L., Wissel P., Kunka R., Depee S., Littlefield D., Burris H.A., Von Hoff D.D., Rowinsky E.K. Clin. Cancer Res. 4:1998;595-1604
4. Kumazawa E., Jimbo T., Ochi Y., Tohgo A. Cancer Chemother. Pharmacol. 42:1998;210-220
5. Pizzolato J.F., Saltz L.B. Lancet. 361:2003;2235-2242
6. Dallavalle S., Ferrari A., Biasotti B., Merlini L., Penco S., Gallo G., Marzi M., Tinti M.O., Martinelli R., Pisano C., Carminati P., Carenini N., Beretta G., Perego P., De Cesare M., Pratesi G., Zunino F. J. Med. Chem. 44:2001;3264-3274
7. Dallavalle S., Ferrari A., Merlini L., Penco S., Carenini N., De Cesare M., Perego P., Pratesi G., Zunino F. Bioorg. Med. Chem. Lett. 11:2001;291-294
8. Staker B.L., Hjerrild K., Feese M.D., Behnke C.A., Burgin A.B. Jr, Stewart L. Proc. Natl. Acad. Sci. USA. 99:2002;15387-15392
9. Sawada S., Nokata K., Furuta T., Yokokura T., Miyasaka T. Chem. Pharm. Bull. 39:1991;2574-2580
10. Kobayashi S., Ishitiani H., Ueno M. Synlett. 1997;115
11. Giaccone G., Gazdar A.F., Beck H., Zunino F., Capranico G. Cancer Res. 52:1992;1666-1674
12. Dallavalle S., Delsoldato T., Ferrari A., Merlini L., Penco S., Carenini N., Perego P., De Cesare M., Pratesi G., Zunino F. J. Med. Chem. 43:2000;3963-3969
13. Saleem A., Ibrahim N., Patel M., Li X.G., Gupta E., Mendoza J., Pantazis P., Rubin E.H. Cancer Res. 57:1997;5100-5106
14. Tamura H., Kohchi C., Yamada R., Ikeda T., Koiwai O., Patterson E., Keene J.D., Okada K., Kjeldsen E., Nishikawa K., et al. Nucleic Acids Res. 19:1991;69-75
15. Li X.G., Haluska P. Jr, Hsiang Y.H., Bharti A.K., Kufe D.W., Liu L.F., Rubin E.H. Biochem. Pharmacol. 53:1997;1019-1027
16. Urasaki Y., Laco G.S., Pourquier P., Takebayashi Y., Kohlhagen G., Gioflre C., Zhang H., Chatterjee D., Pantazis P., Pommier Y. Cancer Res. 61:2001;1964-1969
17. Fujimori A., Harker W.G., Kohlhagen G., Hoki Y., Pommier Y. Cancer Res. 55:1995;1339-1346
18. Bailly C., Carrasco C., Hamy F., Vezin H., Prudhomme M., Saleem A., Rubin E. Biochemistry. 38:1999;8605-8611
19. Rubin E., Pantazis P., Bearti A., Toppmeyer D., Giovanella B., Kufe D. J. Biol. Chem. 269:1994;2433-2439
20. Benedetti P., Fiorani L., Capuani L., Wang J.C. Cancer Res. 53:1993;4343-4348
21. Fiorani P., Amatruda J.F., Silvestri A., Butler R.H., Bjornsti M.A., Benedetti P. Mol. Pharmacol. 56:1999;1105-1115
22. Beretta G.L., Binaschi M., Zagni E., Capuani L., Capranico G. Cancer Res. 59:1999;3689-3697
23. Weiner P. J. Comput. Chem. 2:1981;287-303
24. Weiner S.J.K., Case D.A., Singh U.C., Ghio C., Alagona G., Profeta S., Weiner P. J. Am. Chem. Soc. 106:1984;765-784
25. Stewart J.J.P. J. Comput. Aided Mol. Des. 4:1990;1-105