Solid-phase synthesis of new pyrrolobenzodiazepine-chalcone conjugates: DNA-binding affinity and anticancer activity

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 7, 2008, Pages 2434-2439

  Kamal, Ahmed ^a   Shankaraiah, N ^a   Prabhakar, S ^a   Reddy, Ch Ratna ^a   Markandeya, N ^a   Reddy, K Laxma ^a   Devaiah, V ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Anticancer activity; Aza Wittig reductive cyclization; Chalcones; DNA binding affinity; Pyrrolo 2,1 c 1,4 benzodiazepines

Indexed keywords

ANTINEOPLASTIC AGENT; PYRROLOBENZODIAZEPINE CHALCONE CONJUGATE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BINDING AFFINITY; CANCER CELL CULTURE; CYCLIZATION; DNA BINDING; HUMAN; HUMAN CELL; SOLID PHASE SYNTHESIS; WITTIG REACTION;

ANTINEOPLASTIC AGENTS; BENZODIAZEPINES; BINDING SITES; CELL LINE, TUMOR; CHALCONE; DNA; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; MODELS, CHEMICAL; PYRROLES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 41249094767     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.02.047     Document Type: Article

References (33)

1. Ley S.V., and Baxendale I.R. Nat. Rev. Drug. Disc. 1 (2002) 573
2. Lam K.S., and Renil M. Curr. Opin. Chem. Biol. 6 (2002) 353
3. Erhardt P.W. Pure Appl. Chem. 74 (2002) 703
4. Pettit G.R., Singh S.B., Hamel E., Lin C.M., Alberts D.S., and Garciakendall D. Experientia 45 (1989) 209
5. Lawrence N.J., Patterson R.P., Ooi L.-L., Cook D., and Ducki S. Bioorg. Med. Chem. Lett. 16 (2006) 5844
6. Thurston D.E. In: Neidle D., and Waring M.J. (Eds). Molecular Aspects of Anticancer Drug DNA Interactions (1993), Macmillan, London 54
7. Petrusek R.L., Uhlenhopp E.L., Duteau N., and Hurley L.H. J. Biol. Chem. 257 (1982) 6207
8. Kamal A., Rao M.V., Laxman N., Ramesh G., and Reddy G.S.K. Curr. Med. Chem. Anti-cancer Agents 2 (2002) 215
9. Thurston D.E., and Bose D.S. Chem. Rev. 94 (1994) 433
10. Kamal A., Ramesh G., Laxman N., Ramulu P., Srinivas O., Neelima K., Kondapi A.K., Srinu V.B., and Nagarajaram H.A. J. Med. Chem. 45 (2002) 4679
11. Kamal A., Shankaraiah N., Reddy K.L., Devaiah V., Juvekar A., and Sen S. Lett. Drug Design Disc. 4 (2007) 596
12. Kamal A., Shankaraiah N., Devaiah V., Reddy K.L., Juvekar A., Sen S., Kurian N., and Zingde S. Bioorg. Med. Chem. Lett. 18 (2008) 1468
13. Kamal A., Shankaraiah N., Markandeya N., Reddy K.L., and Reddy S.Ch. Tetrahedron Lett. 49 (2008) 1465
14. Kamal A., Khan N.A., Reddy K.S., Ahmed S.K., Kumar M.S., Juvekar A., Sen S., and Zingde S. Bioorg. Med. Chem. Lett. 17 (2007) 5345
15. Kamal A., Devaiah V., Reddy K.L., and Kumar M.S. Bioorg. Med. Chem. 13 (2005) 2021
16. Kamal A., Reddy K.L., Devaiah V., Shankaraiah N., Kumar M.S., and Reddy G.S.K. Lett. Drug Design Disc. 1 (2005) 55
17. Kamal A., Ramu R., Venkatesh T., Khanna R.G.B., Barkume M.S., Juvekar A., and Zingde S. Bioorg. Med. Chem. 17 (2007) 6868
18. Kamal A., Reddy D.R.S., and Reddy P.S.M.M. Bioorg. Med. Chem. Lett. 17 (2007) 803
19. Kamal A., Reddy D.R.S., and Reddy P.S.M.M. Bioorg. Med. Chem. Lett. 16 (2006) 1160
20. Kamal A., Shankaraiah N., Reddy K.L., and Devaiah V. Tetrahedron Lett. 47 (2006) 4253
21. Kamal A., Ramana A.V., Reddy K.S., Ramana K.V., Babu A.H., and Prasad B.R. Tetrahedron Lett. 45 (2004) 8187
22. Kamal A., Reddy K.S., Prasad B.R., Babu A.H., and Ramana A.V. Tetrahedron Lett. 45 (2004) 6517
23. Kamal A., Reddy K.L., Devaiah V., Shankaraiah N., Reddy G.S.K., and Raghavan S. J. Comb. Chem. 9 (2007) 29
24. Kamal A., Shankaraiah N., Devaiah V., and Reddy K.L. Tetrahedron Lett. 47 (2006) 6553
25. Kamal A., Reddy K.L., Devaiah V., and Shankaraiah N. Synlett (2004) 1841
26. Kamal A., Reddy K.L., Devaiah V., Shankaraiah N., and Reddy D.R.S. Mini-Rev. Med. Chem. 6 (2006) 53
27. Kamal A., Laxman N., Ramesh G., Neelima K., and Kondapi A.K. Chem. Commun. (2001) 437
28. Kamal A., Reddy K.L., Devaiah V., and Shankaraiah N. Synlett (2004) 2533
29. Kamal A., Devaiah V., Reddy K.L., and Shankaraiah N. Adv. Synth. Catal. 348 (2006) 249
30. Kamal, A.; Prasad, B. R.; Reddy, A. M. USA and PCT Patent Appl. filed.
31. Kamal A., Shankaraiah N., Devaiah V., and Reddy K.L. Tetrahedron Lett. 47 (2006) 9025
32. 3)
33. Bose D.S., Thompson A.S., Smellie M., Berardini M.D., Hartley J.A., Jenkins T.C., Neidle S., and Thurston D.E. J. Chem. Soc. Chem. Commun. 9 (1992) 1518