Pyrimido [4,5,6-kl] acridines. Synthesis, in vitro cytotoxicity and structure-activity relationships

Anti-Cancer Drug Design

Volumn 14, Issue 5, 1999, Pages 451-459

  Antonini, Ippolito ^a   Polucci, Paolo ^a   Martelli, Sante ^a  

^a UNIVERSITY OF CAMERINO   (Italy)

Author keywords

Anti cancer agents; Cytotoxic activity; Pyrimido 4,5,6 kl acridine

Indexed keywords

ACRIDINE DERIVATIVE; ANTINEOPLASTIC AGENT; PYRAZOLE; PYRIMIDO[4,5,6 KL]ACRIDINE; UNCLASSIFIED DRUG;

ARTICLE; CELL STRAIN HT29; CHROMATOPHORE; COLON ADENOCARCINOMA; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SCREENING; DRUG SYNTHESIS; HUMAN; HUMAN CELL; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ADENOCARCINOMA; COLONIC NEOPLASMS; DRUG SCREENING ASSAYS, ANTITUMOR; HT29 CELLS; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; PYRIMIDINES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0033503754     PISSN: 02669536     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (15)

1. Antonini I., Martelli S. (1992a) The synthesis of a new polycyclic heterocyclic ring system: pyrimido[5,6,1-d,e]acridine. Journal of Heterocyclic Chemistry, 29, 471.
2. Antonini I., Cola D., Martelli S., Cholody W.M., Konopa J. (1992b) Pyrimidoacridine derivatives as potential antitumor agents. Il Farmaco, 47, 1035.
3. Antonini I., Cola D., Polucci P., Bontemps-Gracz M., Borowski F., Martelli S. (1995) Synthesis of (dialkylamino)alkyl-disubstituted pyrimido[5,6,1-de]acridines, a novel group of anticancer agents active on a multidrug resistant cell line. Journal of Medicinal Chemistry, 38, 3282.
4. Antonini I., Polucci P., Cola D., Bontemps-Gracz M., Pescalli N., Menta F., Martelli S. (1996a) Pyrimido[4,5,6-kl]acridines, a new class of potential anticancer agents. Synthesis and biological evaluation. Anti-Cancer Drug Design, 11, 339.
5. Antonini I., Polucci P., Jenkins T.C., Kelland L.R., Menta F., Pescalli N., Stefanska B., Mazerski J., Martelli S. (1997) 1-(ω-Aminoalkyl)amino-4-[N-(ω-aminoalkyl)]carbamoyl-9-oxo-9,10- dihydroacridines as intercalating cytotoxic agents. Synthesis, DNA-binding and biological evaluation. Journal of Medicinal Chemistry, 40, 3749.
6. Antonini I., Polucci P., Martelli S. (1999a) Preparation of pyrazoloacridines and pyrazolopyrimidoacridines as antitumor agents. PCT Int. Appl. WO 9906405; Chemical Abstracts, 103, 153666.
7. Antonini I., Polucci P., Kelland L.R., Menta F., Pescalli N., Martelli S. (1999b) 2,3-Dihydro-1H,7H-pyrimido[5,6,1-de]acridine-1,3,7-trione derivatives: a class of cytotoxic agents active on multidrug resistant cell lines. Synthesis, biological evaluation and structure-activity relationships. Journal of Medicinal Chemistry, 42, 2535.
8. Brana M.F., Castellano J.M., Perron D., Maher C., Conlon D., Bousquet P.F., George J., Qian X.-D. Robinson S.P. (1997) Chromophore-modified bis-naphthalimides: synthesis and antitumor activity of bis-dibenz[de-h]isoquinoline-1,3-diones. Journal of Medicinal Chemistry, 40, 449.
9. Capps D.B., Dunbar J., Kesten S.R., Shillis J., Werbet L.M. (1992) 2-Aminoalkyl-5-nitropyrazolo[3,4,5-kl]acridines, a new class of anticancer agents. Journal of Medicinal Chemistry, 35, 4770.
10. Cholody W.M., Martelli S., Paradziej-Lukowicz J., Konopa J. (1990a) 5-[(Aminoalkyl)amino]imidazo[4,5,1-de]acridin-6-one as a novel class of antineoplastic agents. Synthesis and biological activity. Journal of Medicinal Chemistry, 33, 49.
11. Cholody W.M., Martelli S., Konopa J. (1990b) 8-Substituted 5-[(ammoalkyl)amino]-6H-n-triazolo[4,5,1-de]acridin-6-ones as potential antineoplastic agents. Synthesis and biological activity. Journal of Medicinal Chemistry, 33, 2852.
12. 1H NMR characterization of substituted 1-amino-9-imino-4-nitro-9,10-dihydroacridines as potential antitumor agents. Journal of Heterocyclic Chemistry, 28, 209.
13. Cholody W.M., Martelli S., Konopa J. (1992) Chromophore-modified antineoplastic imidazoacridinones. Synthesis and activity against murine leukemias. Journal of Medicinal Chemistry, 35, 378.
14. Grever M.R., Schepartz S.A., Chabner B.A. (1992) The National Cancer Institute cancer drug discovery and development program. Seminars in Oncology, 19, 622.
15. Monks A., Scudiero D.A., Skehan P., Shoemaker R.H., Paull K.D., Vistica D.T., Hose C., Langley J., Cronise P., Vaigro-Wolff A., Gray-Goodrich M., Campbell H., Mayo J., Boyd M.R. (1991) Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human cell lines. Journal of the National Cancer Institute, 83, 757.