Synthesis and structure elucidation of a cobalt(II) complex as topoisomerase i inhibitor: In vitro DNA binding, nuclease and RBC hemolysis

European Journal of Medicinal Chemistry

Volumn 74, Issue , 2014, Pages 683-693

  Ahmad, Musheer ^a   Afzal, Mohd ^b   Tabassum, Sartaj ^b   Kalińska, Bozena ^c   Mrozinski, Jerzy ^c   Bharadwaj, Parimal K ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

^b ALIGARH MUSLIM UNIVERSITY   (India)

^c UNIVERSITY OF WROC AW   (Poland)

Author keywords

CT DNA binding; Molecular docking; pBR322 DNA cleavage; T4 DNA ligase assay; Topo I inhibition activity

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; COBALT COMPLEX; DNA; DNA TOPOISOMERASE INHIBITOR; NUCLEASE; POLYDEOXYRIBONUCLEOTIDE SYNTHASE;

ARTICLE; CATALYSIS; CONCENTRATION RESPONSE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DENATURATION; DNA CLEAVAGE; DRUG DNA BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ASSAY; ENZYME INHIBITION; GC RICH SEQUENCE; HEMOLYSIS; HUMAN; HUMAN CELL; HUMAN TISSUE; HYDROLYSIS; IN VITRO STUDY; INFRARED SPECTROSCOPY; INTERCALATION COMPLEX; MOLECULAR DOCKING; VISCOSITY; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

CT DNA BINDING; MOLECULAR DOCKING; PBR322 DNA CLEAVAGE; T4 DNA LIGASE ASSAY; TOPO I INHIBITION ACTIVITY;

COBALT; CRYSTALLOGRAPHY, X-RAY; DNA; ENDONUCLEASES; ERYTHROCYTES; HEMOLYSIS; HUMANS; MICROSCOPY, ELECTRON, SCANNING; MOLECULAR DOCKING SIMULATION; PLASMIDS; SPECTRUM ANALYSIS; THERMOGRAVIMETRY; TOPOISOMERASE I INHIBITORS;

EID: 84895517818     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.10.025     Document Type: Article

References (73)

1. B. Rosenberg Interdisc. Sci. Rev. 3 1978 134 147
2. L.R. Kelland Drugs 59 2000 1 8
3. J. Reedijk Proc. Natl. Acad. Sci. U. S. A. 100 2003 3611 3616
4. P.J. Sadler, and Z. Guo Pure Appl. Chem. 70 1998 863 871
5. B.K. Banik, I. Banik, and F.F. Becker Eur. J. Med. Chem. 45 2010 846 848
6. B. Lippert Cisplatin, Chemistry and Biochemistry of a Leading Anti-cancer Drug 1999 Wiley-VCH Weinheim and references therein
7. C.X. Zhang, and S.J. Lippard Curr. Opin. Chem. Biol. 7 2003 481 489
8. L. Ronconi, and P.J. Sadler Coord. Chem. Rev. 251 2007 1633 1648
9. T.F.S. Silva, L.M.D.R.S. Martins, M.F.C.G. da Silva, A.R. Fernandes, A. Silva, P.M. Borralho, S. Santos, C.M.P. Rodrigues, and A.J.L. Pombeiro Dalton Trans. 41 2012 12888 12897
10. F. Li, W. Chen, C.F. Tang, and S.S. Zhang Talanta 77 2008 1 8
11. X.G. Liu, X.G. Qu, H. Fan, S.Y. Ai, and R.X. Han Electrochim. Acta 55 2010 6491 6495
12. C.F. Ding, F. Zhao, M.L. Zhang, and S.S. Zhang Bioelectrochemistry 72 2008 28 33
13. J.C. Wang Nat. Rev. Mol. Cell Biol. 3 2002 430 440
14. J. J.Champoux, Annu. Rev. Biochem. 70, 369-413.
15. L.F. Liu Annu. Rev. Biochem. 58 1989 351 375
16. W.A. Denny Expert Opin. Invest. Drugs 6 1989 351 375
17. K. Avemann, R. Knippers, T. Koller, and J.M. Sogo Mol. Cell Biol. 8 1988 3026 3034
18. Y.H. Hsiang, and L.H. Liu Cancer Res. 48 1988 1722 1728
19. Y.H. Hsiang, R. Hertzberg, S. Hecht, and L.H. Liu J. Biol. Chem. 260 1985 14873 14881
20. G.L. Beretta, P. Perego, and F. Zunino Curr. Med. Chem. 13 2006 3291 3305
21. S. Marcaccino, R. Pepino, M.C. Pozo, S. Basurto, M. Garia-valverde, and T. Torroba Tetrahedron Lett. 45 2004 3999 4001
22. L.-L. Fan, C.-J. Li, Z.-S. Meng, and M.-L. Tong Eur. J. Inorg. Chem. 2008 3905
23. T. Böhle, W. Seichter, B. Schwarz, T. Weling, K. Herklotz, S. Loos, A.S. Münch, C.G. Liebold, E. Weber, and F.O.R.L. Mertens Struct. Chem. Commun. 2 2011 150
24. F. Millich, and E.I. Becker J. Org. Chem. 23 1958 1096 1102
25. J. Boonmak, S. Youngme, N. Chaichit, G.A. van Albada, and J. Reedijk Cryst. Growth Des. 9 2009 3318 3326
26. K. Nakamoto Infrared and Raman Spectra of Inorganic and Coordination Compounds: Part A fifth ed. 1997 John Wiley & Sons Inc. New York
27. J.K. Nag, S. Pal, and C. Sinha Trans. Metal Chem. 30 2005 523 526
28. J.S. Smart Effective Field Theories of Magnetism 1966 W.B. Saunders Company Philadelphia and London
29. M. Baldini, M. Belicchi-Ferrari, F. Bisceglie, P.P. Dall'Aglio, G. Pelosi, S. Pinelli, and P. Tarasconi Inorg. Chem. 43 2004 7170 7179
30. S. Tabassum, A. Asim, F. Arjmand, M. Afzal, and V. Bagchi Eur. J. Med. Chem. 58 2012 308 316
31. A. Wolfe, G.H. Shimer, and T. Meehan Biochemistry 26 1987 6392 6396
32. S. Ramakrishnan, E. Suresh, A. Riyasdeen, M.A. Akbarsha, and M. Palaniandavar Dalton Trans. 40 2011 3245 3256
33. D. Lahiri, S. Roy, S. Saha, R. Majumdar, R.R. Dighe, and A.R. Chakravarty Dalton Trans. 39 2010 1807 1816
34. A.H.J. Wang Curr. Opin. Struct. Biol. 2 1992 361 368
35. L. Fin, and P.J. Yang J. Inorg. Biochem. 68 1997 79 83
36. J. Tan, L. Zhu, and B. Wang Dalton Trans. 2009 4722 4728
37. H.J.G. Hollemans, and R.M. Bertina Clin. Chem. 21 1975 1769 1773
38. B. Selvakumar, V. Rajendiran, P.U. Maheswari, H. Stoeckli-Evans, and M. Palaniandavar J. Inorg. Biochem. 100 2006 316 330
39. I. Stern, and M. Volmer Z. Phys. 20 1919 183 188
40. T.M. Kelly, A.B. Tossi, D.J. McConnell, and T.C. Strekas Nucleic Acids Res. 13 1985 6017 6034
41. M. Cory, D.D. Mckee, J. Kagan, D.W. Henry, and J.A. Miller J. Am. Chem. Soc. 107 1985 2528 2536
42. S. Satyanarayana, J.C. Dabroniak, and J.B. Chaires Biochemistry 32 1993 2573 2584
43. J.B. Chaires, F. Leng, T. Przewloka, I. Fokt, Y.H. Ling, R. Perez-Soler, and W. Priebe J. Med. Chem. 40 1997 261 266
44. H.L. Chen, H.Q. Liu, B.C. Tzeng, Y.S. You, S.M. Peng, M. Yang, and C.M. Che Inorg. Chem. 41 2002 3161 3171
45. K.V.H. Prashanth, S.M. Dharmesh, K.S.J. Rao, and R.N. Tharanathan Carbohydr. Res. 342 2007 190 195
46. S. Tabassum, G.C. Sharma, F. Arjmand, and A. Azam Nanotechnology 21 2010 195102
47. X.D. Liu, H.Y. Diao, and N. Nishi Chem. Soc. Rev. 37 2008 2745 2757
48. J. Zheng, Z. Li, A. Wu, H. Zhou, H. Bai, and Y. Song Biochem. Biophys. Res. Commun. 299 2002 910 915
49. R. Indumathy, T. Weyhermuller, V. Rajapandian, V. Subramanian, and B.U. Nair Polyhedron 43 2012 159 169
50. N. Shahabadi, S. Kashanian, and F. Darabi Eur. J. Med. Chem. 45 2010 4239 4245
51. M.S.S. Babu, K.H. Reddy, and P.G. Krishna Polyhedron 26 2007 572 580
52. C. Liu, and L. Wang Dalton Trans. 2009 227 239
53. M.E. Branum, A.K. Tipton, S. Zhu, and L. Q Jr. J. Am. Chem. Soc. 23 2013 1898 1904
54. W. Shi, S.L. Marcus, and T.L. Lowary Bioorg. Med. Chem. 19 2011 603 612
55. Y. Mizushina, T. Akihisa, M. Ukiya, C. Murakami, I. Kuriyama, X. Xu, H. Yoshida, and K. Sakaguchi Cancer Sci. 95 2004 354 360
56. B. Montaner, W. Castillo-Avila, M. Martinell, R. Ollinger, J. Aymami, E. Giralt, and R. Perez-Tomas Toxicol. Sci. 85 2005 870 879
57. S. Basili, G. Basso, A. Faccio, A. Granyhan, H. Ihmels, S. Moro, and G. Viola ChemMedChem 3 2008 1671 1676
58. A. Tan, S. Gagne, I.A. Levesque, S. Lachance, N. Boudreau, and A. Levesque J. Chromatogr. B 901 2012 79 84
59. N. Mathuria, and R.J. Verma Acta Pol. Pharm. Drug Res. 65 2008 339 343
60. L. Ronconi, C. Marzano, P. Zanello, M. Corsini, G. Miolo, C. Macca, A. Trevisan, and D. Fregona J. Med. Chem. 49 2006 1648 1657
61. R. Corradini, S. Sforza, T. Tedeschi, and R. Marchelli Chirality 19 2007 269 294
62. V. Kettmann, D. Kostalova, and H.D. Holtje J. Comput. Aided Mol. Des. 18 2004 785 796
63. H.T.M. Van, and W.-J. Cho Bioorg. Med. Chem. Lett. 19 2009 2551 2554
64. X. Xiao, and M. Cushman J. Am. Chem. Soc. 127 2005 9960 9961
65. M. Ahmad, M.K. Sharma, R. Das, P. Poddar, and P.K. Bharadwaj Cryst. Growth Des. 12 2012 1571 1578
66. E. König Magnetic Properties of Coordination and Organometallic Transition Metal Compounds 1966 Springer Berlin
67. M.E. Reicmann, S.A. Rice, C.A. Thomas, and P. Doty J. Am. Chem. Soc. 76 1954 3047 3053
68. J. Marmur J. Mol. Biol. 3 1961 208 218
69. J.R. Lakowiez, and G. Webber Biochemistry 12 1973 4161 4170
70. X.Q. Chen, X. Peng, J. Wang, Y. Wang, S. Wu, L. Zhang, T. Wu, and Y. Wu Eur. J. Inorg. Chem. 42 2007 5400 5407
71. Ali, M.K.M. Gatasheh, and I. Naseem Biochim. Biophys. Acta 1523 2000 225 229
72. D. Mustard, and D.W. Ritchie Proteins Struct. Funct. Bioinf. 60 2005 269 274
73. A.B. Burgin, B.N. Huizenga, and H.A. Nash Nucleic Acids Res. 23 1995 2973 2979