Synthesis and anticancer activity of 2-benzylidene indanones through inhibiting tubulin polymerization

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 9, 2012, Pages 3049-3057

  Prakasham, A P ^a   Saxena, A K ^b   Luqman, Suaib ^a   Chanda, Debabrata ^a   Kaur, Tandeep ^b   Gupta, Atul ^a   Yadav, D K ^a   Chanotiya, C S ^a   Shanker, Karuna ^a   Khan, F ^a   Negi, Arvind S ^a  

^a CSIR CENTRAL INSTITUTE OF MEDICINAL AND AROMATIC PLANTS   (India)

^b CSIR INDIAN INSTITUTE OF INTEGRATIVE MEDICINE   (India)

Author keywords

Acute oral toxicity; Anticancer; Gallic acid; Indanones; Tubulin polymerization inhibition

Indexed keywords

1 (3,4,5 TRIMETHOXYPHENYL) 3 [3',4',5' TRIMETHOXYPHENYL] 2 PROPEN 1 ONE; 2 BENZYLIDENE INDANONE DERIVATIVE; 3 (3',4',5' TRIMETHOXYPHENYL); 3 (3',4',5' TRIMETHOXYPHENYL) 4,5,6 TRIMETHOXY 2; 3 (3',4',5' TRIMETHOXYPHENYL) 4,5,6 TRIMETHOXY 2 BENZYLIDINE INDAN 1 ONE; 3 (3',4',5' TRIMETHOXYPHENYL) 4,5,6 TRIMETHOXY INDAN 1 ONE; ANTINEOPLASTIC AGENT; GALLIC ACID; TUBULIN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST CANCER; CANCER CELL; CHEMICAL MODIFICATION; COLON CANCER; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG DOSE COMPARISON; DRUG INHIBITION; DRUG SCREENING; DRUG SYNTHESIS; ENZYME INHIBITION; FEMALE; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; IN VIVO STUDY; LEUKEMIA CELL; LUNG CANCER; MALE; MICROTUBULE ASSEMBLY; MOLECULAR DOCKING; MOUSE; NONHUMAN; SINGLE DRUG DOSE;

ADMINISTRATION, ORAL; ANIMALS; ANTINEOPLASTIC AGENTS; BENZYLIDENE COMPOUNDS; BINDING SITES; CELL LINE, TUMOR; CELL PROLIFERATION; COMPUTER SIMULATION; HUMANS; INDANS; MICE; PROTEIN STRUCTURE, TERTIARY; TUBULIN; TUBULIN MODULATORS;

MUS;

EID: 84859897917     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.02.057     Document Type: Article

References (31)

1. WHO Factsheet No. 297, Feb. 2011.
2. Cancer facts and figures, 2009.
3. G.R. Pettit, S.B. Singh, M.R. Boyd, E. Hamel, R.K. Pettit, J.M. Schmidt, and F. Hogan J. Med. Chem. 38 1995 1666
4. G.C. Tron, T. Pirali, G. Sorba, F. Pagliai, S. Busacca, and A.A. Genazzani J. Med. Chem. 49 2006 3033
5. D.G.I. Kingston J. Nat. Prod. 72 2009 507
6. M. Zweifel, G.C. Jayson, N.S. Reed, R. Osborne, B. Hassan, J. Ledermann, G. Shreeves, L. Poupard, S.P. Lu, J. Balkissoon, D.J. Chaplin, and G.J. Rustin Ann. Oncol. 22 2011 2036
7. Q.S. Ng, H. Mandeville, V. Goh, R. Alonzi, J. Milner, D. Camell, K. Meer, A.R. Padhani, M.I. Aunders, and P.J. Hoskin Ann. Oncol. 2011 10,1093/annonc/mdr332
8. X. He, S. Li, H. Huang, L. Zhiming, L. Chen, S. Ye, J. Huang, J. Zhang, and T. Lin Brit. J. Clin. Pharmacol. 71 2011 860
9. C. Kanthou, and G.M. Tozer Expert Opin. Ther. Targets 11 2007 1443
10. S. Banerjee, Z. Wang, M. Mohammad, F.H. Sarkar, and R.M. Mohammad J. Nat. Prod. 71 2008 492
11. X. Ding, Z. Zhang, S. Li, and A. Wang Oncol. Res. 19 2011 303
12. C.M. Lin, H.H. Ho, G.R. Pettit, and E. Hamel Biochemistry 28 1989 6984
13. S. Ducki, G. Mackenzie, N.J. Lawrence, and J.P. Snyder J. Med. Chem. 48 2005 457
14. G. Nagaiah, and S.C. Remick Future Oncol. 6 2010 1219
15. B. Ahmed, E.L.I. Van, S.J.C. Bouma-Ter, S.D.W. Van Der, E.A.M. Van, S.R. Joosten-Achjanie, P. Lambin, W. Landuvt, and A.W. Griffioen Int. J. Cancer 105 2003 20
16. V. Srivastava, A.S. Negi, J.K. Kumar, M.M. Gupta, and S.P.S. Khanuja Bioorg. Med. Chem. 13 2005 5892
17. H.O. Saxena, U. Faridi, S. Srivastava, J.K. Kumar, M.P. Darokar, S. Luqman, C.S. Chanotiya, V. Krishna, A.S. Negi, and S.P.S. Khanuja Bioorg. Med. Chem. Lett. 18 2008 3914
18. H.O. Saxena, U. Faridi, J.K. Kumar, S. Luqman, M.P. Darokar, K. Shanker, C.S. Chanotiya, M.M. Gupta, and A.S. Negi Steroids 72 2007 892
19. V. Srivastava, H.O. Saxena, K.S. Shanker, J.K. Kumar, S. Luqman, M.M. Gupta, S.P.S. Khanuja, and A.S. Negi Bioorg. Med. Chem. Lett. 16 2006 4603
20. V. Srivastava, A.S. Negi, J.K. Kumar, U. Faridi, B.S. Sisodia, M.P. Darokar, S. Luqman, and S.P.S. Khanuja Bioorg. Med. Chem. Lett. 16 2006 911
21. F. Labrie Nat. Clin. Pract. Endocrinol. Metabol. 3 2007 584
22. B.S. Furniss, A.J. Hannaford, P.W.G. Smith, and A.R. Tatchell Book: Vogel's Text Book of Practical Organic Chemistry 5th ed. 1998 Longman England 395
23. P. Skehan, R. Storeng, D. Scudiero, A. Monks, J. McMohan, D. Vistica, J.T. Warren, H. Bokesch, S. Kenney, and M.R. Boyd J. Natl. Cancer Inst. 82 1990 1107
24. M.L. Shelanski, F. Gaskin, and C.R. Cantor Proc. Natl. Acad. Sci. 70 1973 765
25. J.C. Lee, and S.N. Timassheff Biochemistry 16 1977 1754
26. L.G. Wang, X.M. Liu, W. Kreis, and D.R. Budman Cancer Chemother. Pharmacol. 44 1999 355
27. M.A. Jordan, and L. Wilson Nat. Rev. Cancer 4 2004 253
28. J.J. Allan, A. Damodaran, N.S. Deshmukh, K.S. Goudar, and A. Amit Food Chem. Toxicol. 45 2007 1928
29. M.N. Ghosh Fundamentals of Experimental Pharmacology 1st ed. 1984 Scientific Book Agency Kolkata 156
30. D.K. Yadav, F. Khan, and A.S. Negi J. Mol. Model. 2011 10.1007/s00894-011-1265-3
31. A. Meena, D.K. Yadav, A. Srivastava, F. Khan, and D. Chanda Chem. Biol. Drug Dis. 78 2011 567