Novel benzoyl nitrogen mustard derivatives of pyrazole analogues of distamycin A: Synthesis and antileukemic activity

Bioorganic and Medicinal Chemistry

Volumn 7, Issue 2, 1999, Pages 251-262

  Baraldi, Pier Giovanni ^a   Cozzi, Paolo ^b   Geroni, Cristina ^b   Mongelli, Nicola ^b   Romagnoli, Romeo ^a   Spalluto, Giampiero ^a  

^a UNIVERSITY OF FERRARA   (Italy)

^b Preclinical Research Division   (Italy)

Author keywords

Anti tumor compounds; DNA, leukemia; Substituent effects

Indexed keywords

DISTAMYCIN A DERIVATIVE; DOXORUBICIN; TALLIMUSTINE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; LEUKEMIA CELL; LEUKEMIA L 1210; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; SOLID TUMOR;

ANIMALS; ANTINEOPLASTIC AGENTS; CYTOTOXICITY TESTS, IMMUNOLOGIC; DISTAMYCINS; FEMALE; INHIBITORY CONCENTRATION 50; LEUKEMIA, EXPERIMENTAL; MICE; MICE, INBRED C57BL; MICE, INBRED DBA; MODELS, CHEMICAL; MUSTARD COMPOUNDS; NITROGEN MUSTARD COMPOUNDS; PYRAZOLES; SURVIVAL; TUMOR CELLS, CULTURED;

EID: 0033044910     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(98)00205-3     Document Type: Article

References (23)

1. Arcamone, M. A.; Animati, F.; Barbieri, B.; Configliacchi, E.; D'Alessio, R.; Geroni, C.; Giuliani, F. C.; Lazzari, E.; Menozzi, M.; Mongelli, N.; Penco, S.; Verini, M. A. J. Med. Chem. 1989, 32, 774.
2. (a) Pezzoni, G.; Grandi, M.; Basoli, G.; Capolongo, L.; Ballinari, D.; Giuliani, F. C.; Barbieri, B.; Pastori, A; Pesenti, E.; Mongelli, N. Br. J. Cancer 1991, 64, 1047.
3. (b) Di Marco, A.; Gaetani, M.; Orezzi, P.; Scotti, T.; Arcamone, F. Cancer Chemother. Rep. 1962, 18, 15.
4. (a) Broggini, M.; Erba, E.; Ponti, M.; Ballinari, D.; Geroni, C.; Spreafico, F.; D'Incalci, M. Cancer Res. 1991, 51, 199.
5. (b) Broggini, M.; Coley, H. M.; Mongelli, N.; Pesenti, E.; Wyatt, M. D.; Hartley, J. A.; D'Incalci, M. Nucleic Acids Res. 1995, 23, 81.
6. (c) Fontana, M.; Letsingi, M.; Mondello, C.; Braghetti, A.; Montecucco, A.; Ciarrocchi, G. Anti-Cancer Drug Des. 1994, 7, 131.
7. Broggini, M.; D'Incalci, M. Anti-Cancer Drug Des. 1994, 9, 373.
8. Baraldi, P. G.; Beria, I.; Cacciari, B.; Capolongo, L.; Cozzi, P.; Mongelli, N.; Romagnoli, R.; Spalluto, G. Bioorg. Med. Chem. Lett. 1996, 6, 1247.
9. Lee, H. H.; Boyd, M.; Gravatt, G. L.; Denny, W. A. Anti-Cancer Drug Des. 1991, 6, 501.
10. For a review on DNA minor-groove binders see: (a) Zunico, F.; Animati, F.; Capranico, G. Curr. Pharm. Des. 1995, 1, 83.
11. (b) Cozzi, P.; Mongelli, N. Curr. Pharm. Des. 1998, 4, 181.
12. Lee, M.; Krowichi, K.; Hartley, J. A.; Pon, R. T.; Lown, J. W. J. Am. Chem. Soc. 1988, 110, 3641.
13. (a) Huang, L.; Morgan, R.; Lown, J. W. Bioorg. Med. Chem. Lett. 1993, 3, 1751.
14. (b) Bialer, M.; Yagen, B.; Mechoulam, R. Tetrahedron 1978, 34, 2389.
15. (c) Xie, G.; Gupta, R.; Lown, J. W. Anti-Cancer Drug Des. 1995, 10, 389.
16. Bailly, C.; Pommery, N.; Houssin, R.; Henichart, J. J. Pharm. Sci. 1989, 78, 910.
17. Elderfield, R. C.; Liao, T. K. J. Org. Chem. 1961, 26, 4996.
18. Lown, J. W.; Krowicki, K. J. J. Org. Chem. 1985, 50, 3774.
19. Pinner, A.; Klein, F. Chem. Ber. 1877, 10, 1889.
20. Grehn, L.; Ragnarsson, U. J. Org. Chem. 1981, 46, 3492.
21. Geroni, C.; Pesenti, E.; Tagliabue, G.; Ballinari, D.; Mongelli, N.; Broggini, M.; Erba, E.; D'Incalci, M.; Spreafico, F.; Grandi, M. Int. J. Cancer 1993, 68, 916.
22. Baraldi, P. G.; Cacciari, B.; Romagnoli, R.; Spalluto, G. P. Molecules 1998, 3, 46.
23. Everett, J. L.; Ross, W. C. J. J. Chem. Soc. 1949, 121, 2674.