Organometallic ruthenium(II) complexes: Synthesis, structure and influence of substitution at azomethine carbon towards DNA/BSA binding, radical scavenging and cytotoxicity

European Journal of Medicinal Chemistry

Volumn 55, Issue , 2012, Pages 420-431

  Sathyadevi, Palanisamy ^a   Krishnamoorthy, Paramasivam ^a   Bhuvanesh, Nattamai S P ^b   Kalaiselvi, Palaniswamy ^a   Vijaya Padma, Viswanadha ^a   Dharmaraj, Nallasamy ^a  

^a BHARATHIAR UNIVERSITY   (India)

^b UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

Cytotoxicity; DNA interaction; Hydrazones; Protein binding; Radical scavenging; Ruthenium complexes

Indexed keywords

AZOMETHINE CARBON; BENZOIC ACID (1 PYRIDIN 2 YL ETHYLIDENE)HYDRAZIDE; BENZOIC ACID (PHENYL PYRIDIN 2 YL METHYLENE)HYDRAZIDE; BENZOIC ACID (PYRIDIN 2 YL METHYLENE)HYDRAZIDE; BOVINE SERUM ALBUMIN; CARBON; DNA; RUTHENIUM COMPLEX; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG CYTOTOXICITY; DRUG SYNTHESIS; FEMALE; HUMAN; HUMAN CELL; PROTEIN DNA BINDING; SCAVENGING SYSTEM; SUBSTITUTION REACTION; ULTRAVIOLET SPECTROPHOTOMETRY; X RAY CRYSTALLOGRAPHY;

ANIMALS; ANTINEOPLASTIC AGENTS; AZO COMPOUNDS; BINDING, COMPETITIVE; CARBON; CATTLE; CHEMISTRY TECHNIQUES, SYNTHETIC; CRYSTALLOGRAPHY, X-RAY; DNA; FREE RADICAL SCAVENGERS; HUMANS; L-LACTATE DEHYDROGENASE; MICE; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NIH 3T3 CELLS; NITRIC OXIDE; ORGANOMETALLIC COMPOUNDS; REACTIVE OXYGEN SPECIES; RUTHENIUM; SERUM ALBUMIN, BOVINE; THIOSEMICARBAZONES;

EID: 84865712957     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.08.001     Document Type: Article

References (65)

1. K. Kalyansundaram, and M. Gratzel Coord. Chem. Rev. 177 1998 347 414
2. E.Y. Li, Y.-M. Cheng, C.-C. Hsu, P.-T. Chou, G.-S. Lee, I.-H. Lin, Y. Chi, and C.-S. Liu Inorg. Chem. 45 2006 8041 8051
3. M. Katual, and G. Dutt Talanta 22 1972 151 166
4. B. Singh, R. Shrivastava, and K.K. Narang Synth. React. Inorg. Met. Org. Chem. 30 2000 1175 1192
5. C.M. Amstrong, P.V. Bernhardt, P. Chin, and D.R. Richardson Eur. J. Inorg. Chem. 2003 1145 1156
6. A. Basoglu, S. Parlayan, M. Ocak, H. Alp, H. Kantekin, M. Ozdemir, and U. Ocak Polyhedron 28 2009 1115 1120
7. A.A.R. Despaigne, J.G. Da Silva, A.C.M. Do Carmo, O.E. Piro, E.E. Castellano, and H. Beraldo J. Mol. Struct. 920 2009 97 102
8. S. Pal, J. Pushparaju, N.J. Sangeetha, and S. Pal Trans. Met. Chem. 25 2000 529 533
9. A. Wood, W. Aris, and D.J.R. Brook Inorg. Chem. 43 2004 8355 8360
10. V. Sadus, and M. Angelica Trans. Met. Chem. 20 1995 256 261
11. M. Mohan, M.P. Gupta, and L. Chandra Inorg. Chim. Acta 151 1988 61 68
12. E. Mihkelson J. Inorg. Nucl. Chem. 43 1981 127 136
13. C. Mirco, P. Paolo, P. Corrado, and R. Dominga J. Mol. Catal. A Chem. 178 2002 21 26
14. W. Kaim, B. Schewederski, O. Heilmann, and F.M. Hornung Coord. Chem. Rev. 182 1999 323 342
15. W. Kaim, and B. Schwederski Bioinorganic Chemistry 1994 Wiley Chichester
16. B. Lippert BioMetals 5 1992 195 208
17. D.M. Whitfield, S. Stoijkowski, and B. Sarkar Coord. Chem. Rev. 122 1993 171 225
18. Y. Kim, Y. Kang, and D. Baek Bull. Korean Chem. Soc. 22 2001 141 144
19. H. Beraldo, W.F. Nacif, and D.X. West Spectrochim. Acta A 57 2001 1847 1854
20. J.R. Dimmock, R.N. Puthucode, J.M. Smith, M. Hetherington, J.W. Quail, and U. Pugazhenthi J. Med. Chem. 39 1996 3984 3997
21. J.R. Dimmock, S.N. Pandeya, J.W. Quail, U. Pugazhenthi, T.M. Allen, and G.I. Kao Eur. J. Med. Chem. 30 1995 287 301
22. J.R. Dimmock, S.N. Pandeya, J.W. Quail, U. Pugazhenthi, T.M. Allen, and G.I. Kao Eur. J. Med. Chem. 30 1995 303 314
23. K.E. Erkkila, D.T. Odom, and J.K. Barton Chem. Rev. 99 1999 2777 2795
24. J.K. Barton, and A.L. Raphael J. Am. Chem. Soc. 106 1984 2466 2468
25. A. Chouai, S.E. Wicke, C. Turro, J. Bacsa, K.R. Dunbar, D. Wang, and R.P. Thummel Inorg. Chem. 44 2005 5996 6003
26. J. Hooda, D. Bednarski, L. Irish, and S.M. Firestine Bioorg. Med. Chem. 14 2006 1902 1909
27. F. Liang, P. Wang, X. Zhou, T. Li, Z.Y. Li, H.K. Lin, D.Z. Gao, C.Y. Zheng, and C.T. Wu Bioorg. Med. Chem. Lett. 14 2004 1901 1904
28. J.M. Kelly, A.B. Tossi, D.J. McConnel, and C.O. Huigin Nucleic Acids Res. 13 1985 6017 6034
29. V. Uma, V.G. Vaidyanathan, and B.U. Nair Bull. Chem. Soc. Jpn. 78 2005 845 850
30. W. Szczepanik, J. Ciesiolka, J. Wrzesinski, J. Skala, and M. Jezowska-Bojczuk Dalton Trans. 2003 1488 1494
31. Y.P. Wang, Y.L. Wei, and C. Dong J. Photochem. Photobiol. A Chem. 177 2006 6 11
32. J.N. Tian, J.Q. Liu, Z.D. Hu, and X.G. Chen Bioorg. Med. Chem. 13 2005 4124 4129
33. L.B. Qu, X.L. Chen, R. Yang, L. Wang, and H.J. Zeng Chin. J. Chem. 25 2007 1151 1155
34. Y.J. Hu, H.G. Yu, J.X. Dong, X. Yang, and Y. Liu Spectrochim. Acta A 65 2006 988 992
35. X.M. He, and D.C. Carter Nature 358 1992 209 215
36. P. Sathyadevi, P. Krishnamoorthy, R.R. Butorac, A.H. Cowley, N.S.P. Bhuvanesh, and N. Dharmaraj Dalton Trans. 2011 9690 9702
37. W.J. Mei, J. Liu, H. Chao, and L.N. Ji Trans. Met. Chem. 28 2003 852 857
38. G.Y. Bai, K.Z. Wang, Z.M. Duan, and L.H. Gao J. Inorg. Biochem. 98 2004 1017 1022
39. S.A. Tysoe, R. Kopelman, and D. Schelzig Inorg. Chem. 38 1999 5196 5197
40. H. Mansuri-Torshizi, R. Mital, T.S. Srivastava, H. Parekh, and M.P. Chitnis J. Inorg. Biochem. 44 1991 239 247
41. E.J. Gao, X.M. Zhao, Q.T. Liu, and R. Xiu Acta Chim. Sin. 62 2004 593 597
42. P. Krishnamoorthy, P. Sathyadevi, K. Senthil Kumar, P. Thomas Muthiah, R. Ramesh, and N. Dharmaraj Inorg. Chem. Comm. 14 2011 1318 1322
43. V. Rajendiran, M. Murali, E. Suresh, S. Sinha, K. Somasundaram, and M. Palaniandavar Dalton Trans. 2008 148 163
44. D. Senthil Raja, G. Paramaguru, N.S.P. Bhuvanesh, J.H. Reibenspies, R. Renganathan, and K. Natarajan Dalton Trans. 2011 4548 4559
45. X.Z. Feng, Z. Yang, L.J. Wang, and C. Bai Talanta 47 1998 1223 1229
46. N.L. Vekshin Biophysics 1996 1176 1182
47. Y. Li, Z.Y. Yang, and M.F. Wang Eur. J. Med. Chem. 44 2009 4585 4595
48. F. Gao, H. Chao, F. Zhou, Y.X. Yuan, B. Peng, and L.N. Ji J. Inorg. Biochem 100 2006 1487 1494
49. P. Krishnamoorthy, P. Sathyadevi, A.H. Cowley, R.R. Butorac, and N. Dharmaraj Eur. J. Med. Chem. 46 2011 3376 3387
50. D.M. Parkin, P. Pisani, and J. Ferlay Int. J. Cancer 80 1999 827 841
51. G.M. Sheldrick Acta Cryst A64 2008 112 122
52. L.J. Barbour J. Supramol. Chem. 1 2001 189 191
53. APEX2, Program for Data Collection on Area Detectors, BRUKER AXS Inc., 5465, East Cheryl Parkway, Madison, WI 53711-55373, (USA).
54. G.M. Sheldrick, SADABS, Program for Absorption Correction of Area Detector Frames, BRUKER AXS Inc., 5465, East Cheryl Parkway, Madison, WI 53711-55373, (USA).
55. R.A.S. Pelgado, W.Y. Lee, S.R. Choi, Y. Cho, and M.J. Jun Trans. Met. Chem. 16 1991 241 244
56. J. Marmur J. Mol. Biol. 3 1961 208 218
57. M.E. Reichmann, S.A. Rice, C.A. Thomas, and P. Doty J. Am. Chem. Soc. 76 1954 3047 3053
58. P. Sathyadevi, P. Krishnamoorthy, E. Jayanthi, R.R. Butorac, A.H. Cowley, and N. Dharmaraj Inorg. Chim. Acta 2011 10.1016/j.ica.2011.11.033
59. C. Beauchamp, and I. Fridovich Anal. Biochem. 44 1971 276 287
60. T. Nash Biochem. J. 55 1953 416 421
61. R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, and C. Rice-Evans Free Radic. Bio. Med. 26 1999 1231 1237
62. M. Blagosklonny, and W.S. EI-diery Int. J. Cancer 67 1996 386 392
63. A.A. Nieland Lactic acid dehydrogenase of heart muscle Methods in Enzymology vol. 1 1955 Academic Press New York, NY 394 398
64. D.J. Stuehr, and M.A. Marletta J. Immunol. 139 1987 518 520
65. E. Meiyanto, D. Agustina, A.M. Suparjan, and I.M. Da Jurnal Kedokteran Yarsi 15 2007 75 79