Synthesis and potential cytotoxic activity of new phenanthrylphenol-pyrrolobenzodiazepines

European Journal of Medicinal Chemistry

Volumn 45, Issue 6, 2010, Pages 2173-2181

  Kamal, Ahmed ^a   Sreekanth, Kokkonda ^a   Kumar, P Praveen ^a   Shankaraiah, Nagula ^b   Balakishan, G ^a   Ramaiah, M Janaki ^a   Pushpavalli, S N C V L ^a   Ray, Paramita ^a   Bhadra, Manika Pal ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b NATIONAL INSTITUTE OF PHARMACEUTICAL EDUCATION AND RESEARCH NIPER   (India)

Author keywords

Anticancer activity; Apoptosis; DNA binding affinity; G1 cell cycle arrest; Phenanthrylphenol; Pyrrolobenzodiazepines

Indexed keywords

ANTINEOPLASTIC AGENT; BENZODIAZEPINE DERIVATIVE; CASPASE 8; CASPASE 9; CYCLIN D1; DNA; PHENANTHRYLPHENOL PYRROLOBENZODIAZEPINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; BINDING AFFINITY; BREAST CANCER; CANCER CELL CULTURE; CELL CYCLE ARREST; CELL CYCLE G1 PHASE; CELL PROLIFERATION; CELL VIABILITY; CENTRAL NERVOUS SYSTEM TUMOR; COLON CANCER; CONTROLLED STUDY; CYTOTOXICITY; DNA BINDING; DNA FRAGMENTATION; DRUG CONJUGATION; DRUG SCREENING; DRUG SYNTHESIS; ENZYME ACTIVATION; GROWTH INHIBITION; HUMAN; HUMAN CELL; LEUKEMIA; LUNG NON SMALL CELL CANCER; NONHUMAN; WESTERN BLOTTING;

ANTINEOPLASTIC AGENTS; APOPTOSIS; BENZODIAZEPINES; CASPASE 8; CASPASE 9; CELL CYCLE; CELL LINE, TUMOR; CELL PROLIFERATION; CYCLIN D1; CYTOCHROMES C; CYTOPLASM; DNA FRAGMENTATION; ENZYME ACTIVATION; GENE EXPRESSION REGULATION, NEOPLASTIC; HUMANS; POLY(ADP-RIBOSE) POLYMERASES; RESTRICTION MAPPING;

EID: 77950864362     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.01.054     Document Type: Article

References (31)

1. Demeunynck M., Bailly C., and Wilson W.D. (2002), Wiley-VCH, Weinheim, Germany
2. Silverman R.B. (2004), Elsevier Academic Press, Amsterdam
3. Marti{dotless}ńez R., and Chacoń-Garci{dotless}á L. Curr. Med. Chem. 12 (2005) 127-151
4. Brana M.F., Cacho M., Gradillas A., de Pascual-Teresa B., and Ramos A. Curr. Pharm. Des. 7 (2005) 1745-1780
5. Nelson S.M., Ferguson L.R., and Denny W.A. Mutat. Res. 623 (2007) 24-40
6. Baraldi P.G., Bovero A., Fruttarolo F., Preti D., Tabrizi M.A., Pavani M.G., and Romagnoli R. Med. Res. Rev. 24 (2004) 475-528
7. Venitt S., Crofton-Sleigh C., Agbandje M., Jenkins T.C., and Neidle S. J. Med. Chem. 41 (1998) 3748-3752
8. Perry P.J., Gowan S.M., Reszka A.P., Polucci P., Jenkins T.C., Kelland L.R., and Neidle S. J. Med. Chem. 41 (1998) 3253-3260
9. Liquori M., DeLerma B., Ascoli F., and Transciatti M. J. Mol. Biol. 5 (1962) 521-526
10. Huberman E., Sachs L., and Yamasaki H. Int. J. Cancer 19 (1976) 122-127
11. Shagufta A.K., Srivastava R., Sharma R., Mishra A.K., Balapure P.S.R., and Murthy G. Panda. Bioorg. Med. Chem. 14 (2006) 1497-1505
12. Jones G.B., Mathews J.E., and Banner W.K. Heterocycles 38 (1994) 1221-1224
13. Wei L., Brossi A., and Kendall R. Bioorg. Med. Chem. 14 (2006) 6560-6569
14. Palmer B.D., Rewcastle W., Atwell G.J., Baguley B.C., and Denny W.A. J. Med. Chem. 31 (1988) 707-712
15. Thurston D.E., and Thompson A.S. Chem. Br. 26 (1990) 767-772
16. Thurston D.E. Molecular Aspects of Anticancer Drug-DNA Interactions (1993), The Macmillan Press Ltd., London, UK pp. 54-88
17. Hertzberg R.P., Hecht S.M., Reynolds V.L., Molineux I.J., and Hurley L.H. Biochemistry 25 (1986) 1249-1258
18. Kamal A., Ramesh G., Ramulu P., Srinivas O., Rehana T., and Sheelu G. Bioorg. Med. Chem. Lett. 13 (2003) 3451-3454
19. Kamal A., Ramesh G., Srinivas O., and Ramulu P. Bioorg. Med. Chem. Lett. 14 (2004) 471-474
20. Kamal A., Ramulu P., Srinivas O., Ramesh G., and Kumar P.P. Bioorg. Med. Chem. Lett. 14 (2004) 4791-4794
21. Balcarova Z., Mrazek J., Kleinwachter V., and Brabec V. Gen. Physiol. Biophys. 11 (1992) 579-588
22. Brabec V., and Balcarova Z. Euro. J. Biochem. 216 (1993) 183-187
23. Collier D.A., Thuong N.T., and Helene C. J. Am. Chem. Soc. 113 (1991) 1457-1458
24. Puvvada M.S., Hartley J.A., Jenkins T.C., and Thurston D.E. Nucleic Acids Res 21 (1993) 3671-3675
25. Kamal A., Ramesh G., Laxman N., Ramulu P., Srinivas O., Neelima K., Kondapi A.K., Sreenu V.B., and Nagarajaram H.A. J. Med. Chem. 4 (2002) 4679-4688
26. Loannou Y.A., and Chen F.W. Nucleic Acids Res 24 (1996) 992-993
27. Messmer U.K., and Brune B. Biochem. J. 319 (1996) 299-305
28. Luo P., He Q., He X., Hu Y., Lu W., Cheng Y., and Yang B. Mol. Cancer Ther. 5 (2006) 962-968
29. Wang X., and Jiang X. Ann. Rev. Biochem. 73 (2004) 87-106
30. Cohen G.M. Biochem. J. 326 (1997) 1-16
31. Kaufmann S.H., Desnoyers S., Ottaviano Y., Davidson N.E., and Poirier G.G. Cancer Res. 53 (1993) 3976-3985