Synthesis and antiproliferative activity in vitro of new pyrido[1,4-b]diazepine derivatives and imidazo[4,5-b]pyridine

Acta Poloniae Pharmaceutica - Drug Research

Volumn 68, Issue 3, 2011, Pages 349-355

  Liszkiewicz, Hanna ^a   Nawrocka, Wanda P ^a   Sztuba, Barbara ^a   Wietrzyk, Joanna ^b   Jaroszewicz, Joanna ^b   Nasulewicz, Anna ^b   Pełczyńska, Marzena ^b  

^a WROCLAW MEDICAL UNIVERSITY   (Poland)

^b INSTITUTE OF IMMUNOLOGY AND EXPERIMENTAL THERAPY   (Poland)

Author keywords

Hydrazones; Imidazopyridine; Pyridodiazepine; Transformation

Indexed keywords

2 (2' HYDRAZONE 2' PHENYL)ETHYLIDENE 4 PHENYL 1,3,4,5 TETRAHYDROPYRIDO[2,3 B][1,4]DIAZEPINE; 2 [2' (4 CHLOROBENZYLIDENEHYDRAZONE) 2' PHENYL]ETHYLIDENE 4 PHENYL 1,3,4,5 TETRAHYDROPYRIDO[2,3 B][1,4]DIAZEPINE; 3 [1 (4 CHLOROPHENYLENE) 2 (5 PHENYL 1H PYRAZOL 3 YL)ETHYL] 1,3 DIHYDROIMIDAZO[4,5 B]PYRIDIN 2 ONE; 4 (4 CHLOROPHENYLENE) 2 PHENACYLIDENE 1,3,4,5 ETRAHYDROPYRIDO[2,3 B][1,4]DIAZEPINE; 4 (4 CHLOROPHENYLENE) 2 PHENACYLIDENE 5 PROPOXYCARBONYL 1,3,4,5 TETRAHYDROPYRIDO[2,3 B][1,4]DIAZEPINE; 4 (4 CHLOROPHENYLENE) 5 ETHOXYCARBONYL 2 PHENACYLIDENE 1,3,4,5 TETRAHYDROPYRIDO[2,3 B][1,4]DIAZEPINE; 5 I BUTOXYCARBONYL 4 (4 CHLOROPHENYLENE) 2 PHENACYLIDENE 1,3,4,5 TETRAHYDROPYRIDO[2,3 B][1,4]DIAZEPINE; ANTINEOPLASTIC AGENT; IMIDAZO[4,5 B]PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BLADDER CANCER; CANCER CELL CULTURE; COMPETITIVE INHIBITION; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; INFRARED SPECTROSCOPY; LIVER CANCER; MASS SPECTROMETRY; MELTING POINT; PROMYELOCYTIC LEUKEMIA; PROTON NUCLEAR MAGNETIC RESONANCE; THIN LAYER CHROMATOGRAPHY; UTERUS SARCOMA; X RAY DIFFRACTION;

ANTINEOPLASTIC AGENTS; CELL PROLIFERATION; CRYSTALLOGRAPHY, X-RAY; HEP G2 CELLS; HL-60 CELLS; HUMANS; IMIDAZOLES; INHIBITORY CONCENTRATION 50; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR STRUCTURE; PYRIDINES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 79956325591     PISSN: 00016837     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (26)

1. Novelli F., Sparatore A., Tasso B., Sparatore F.: Bioorg. Med. Chem. Lett. 9, 3031 (1999).
2. Carmine A.A., Broaden R.N.: Drugs 30, 85 (1985).
3. Truong H.-T., Cottriall C.L., Gentle A., McBrien N.A.: Exp. Eye Res. 74, 103 (2002).
4. Merluzzi V.J., Hargrave K.D., Labadia M.J., Grozinger K.G., Skoog M.T., et al.: Science 250, 1411 (1990).
5. Riska P., Lamson M., MacGregor T., Sabo J., Hattox S., Pav J., Keirns J.: Drug Metab. Dispos. 27, 895 (1999).
6. Grozinger K.G., Byrne D.P., Nummy L.J., Ridges M.D., Salvagno A.: J. Heterocycl. Chem. 37, 229 (2000).
7. Milinkovic A., Martinez E.: Expert Rev. Anti Infect. Ther. 2, 367 (2004).
8. Shaw B.L., Perera S.D., Shenton D.J., Thornton-Pett M.: Inorg. Chim. Acta 270, 312 (1998).
9. Khodair A.I., Bertrand P. A.: Tetrahedron 54, 4859 (1998).
10. Küçükgüzel S.G., Mazi A., Sahin F., Ocombining double acute accentztürk S., Stables.: Eur. J. Med. Chem. 38, 1005 (2003).
11. Dimmock J.R., Vashishtha S.C., Stables J.P.: Eur. J. Med. Chem. 35, 241 (2000).
12. Hwu J.R., Lin C.C., Chuang S.H., King K.Y., Su T.-R, Tsay S.-C.: Bioorg. Med. Chem. 12, 2509 (2004).
13. Hunt J.T., Ding C.Z., Batorsky R., Bednarz M., Bhide R., Cho Y., et al.: J. Med. Chem. 43, 3587 (2000).
14. Kamal A., Reddy P.S.M.M., Reddy D.R.: Bioorg. Med. Chem. Lett. 14, 2669 (2004).
15. Easmon J., Heinisch G., Purstinger G., Langer T, Osterreicher J.K., Grunicke H.H., Hofmann J.: J. Med. Chem. 40, 4420 (1997).
16. Terzioglu N., Gürsoy A.: Eur. J. Med. Chem. 38, 781 (2003).
17. Savini L., Chiasserini L., Travagli V., Pellerano C., Novellino E., Cosentino S., Pisano M.B.: Eur. J. Med. Chem. 39, 113 (2004).
18. Gürsoy A., Karali N.: Eur. J. Med. Chem. 38, 633 (2003).
19. Liszkiewicz H., Kowalska M.W., Głowiak T., Wietrzyk J., Opolski A.: Polish J. Chem. 76, 1607 (2002).
20. Liszkiewicz H., Kowalska M.W., Rutkowska M., Gliniak H.: Pharmazie 61, 517 (2006).
21. Izrael M., Jonem L.C., Podest E. J.: J. Heterocycl. Chem. 4, 659 (1967);
22. Tetrahedron Letters 4811 (1968);
23. Izrael M., Jonem L.C.: J. Heterocycl. Chem. 8, 797 (1971).
24. Nawojski A.: Roczniki Chem. 42, 1641 (1968).
25. Nawojski A., Nawrocka W.: Roczniki Chem. 49, 203 (1975).
26. Skehan P., Storeng R., Scudiero D., Monks A., McMahon J., Vistica D., Warren J.T., et al.: J. Natl. Cancer Inst. 82, 1107 (1990).