Photocytotoxic and anaerobic DNA cleavage activity of binuclear 3,3′-dithiodipropionic acid cobalt(II) complexes having phenanthroline bases

Polyhedron

Volumn 29, Issue 12, 2010, Pages 2417-2425

  Lahiri, Debojyoti ^a   Bhowmick, Tuhin ^a   Banik, Bhabatosh ^a   Railkar, Reema ^a   Ramakumar, Suryanarayanarao ^a   Dighe, Rajan R ^a   Chakravarty, Akhil R ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

3,3 Dithiodipropionic acid; Anaerobic DNA photocleavage; Dicobalt(II) complexes; Disulfide bond activation; Phenanthroline bases; Photocytotoxicity

Indexed keywords

COBALT COMPOUNDS; COVALENT BONDS; LANTHANUM COMPOUNDS; MAGNETIC MOMENTS; SULFUR COMPOUNDS;

3,3′-DITHIODIPROPIONIC ACID; ANAEROBICS; ANEROBIC DNA PHOTOCLEAVAGE; BOND ACTIVATION; DICOBALT COMPLEXES; DICOBALT(INTERACTING DICOBALT) COMPLEX; DISULPHIDE BOND ACTIVATION; DISULPHIDE BONDS; PHENANTHROLINE BASIS; PHOTOCLEAVAGES; PHOTOCYTOTOXICITY;

DNA;

EID: 77955424875     PISSN: 02775387     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.poly.2010.05.008     Document Type: Article

References (72)

1. R. Bonnett Chemical Aspects of Photodynamic Therapy 2000 Gordon & Breach London, UK
2. M.R. Detty, S.L. Gibson, and S.J. Wagner J. Med. Chem. 47 2004 3897
3. S. Verma, G.M. Watt, Z. Mai, and T. Hasan Photochem. Photobiol. 83 2007 996
4. B.W. Henderson, T.M. Busch, L.A. Vaughan, N.P. Frawley, D. Babich, T.A. Sosa, J.D. Zollo, A.S. Dee, M.T. Cooper, D.A. Bellnier, W.R. Greco, and A.R. Oseroff Cancer Res. 60 2000 525
5. M.C. DeRosa, and R.J. Crutchley Coord. Chem. Rev. 233-234 2002 351
6. H. Ali, and J.E. van Lier Chem. Rev. 99 1999 2379
7. E.D. Sternberg, D. Dolphin, and C. Brückner Tetrahedron 54 1998 4151
8. Z. Yang, X. Wang, H. Diao, J. Zhang, H. Li, H. Sun, and Z. Guo Chem. Commun. 2007 3453
9. W.-H. Wei, Z. Wang, T. Mizuno, C. Cortez, L. Fu, M. Sirisawad, L. Naumovski, D. Magda, and J.L. Sessler Dalton Trans. 2006 1934
10. S.W. Young, K.W. Woodburn, M. Wright, T.D. Mody, Q. Fan, J.L. Sessler, W.C. Dow, and R.A. Miller Photochem. Photobiol. 63 1996 892
11. M. Kar, and A. Basak Chem. Rev. 107 2007 2861
12. S. Ozlem, and E.U. Akkaya J. Am. Chem. Soc. 131 2009 48
13. S. Atilgan, Z. Ekmeckci, A.L. Dogan, D. Guc, and E.U. Akkaya Chem. Commun. 2006 4398
14. D. Ramaiah, I. Eckert, K.T. Arun, L. Weidenfeller, and B. Epe Photochem. Photobiol. 79 2004 99
15. M. Ochsner J. Photochem. Photobiol. B 32 1996 3
16. S.I. Moriwaki, J. Misawa, Y. Yoshinari, I. Yamada, M. Takigawa, and Y. Tokura Photodermatol. Photoimmunol. Photomed. 17 2001 241
17. C.J. Burrows, and J.G. Muller Chem. Rev. 98 1998 1109
18. K. Szacilowski, W. Macyk, A. Drzewiecka-Matuszek, M. Brindell, and G. Stochel Chem. Rev. 105 2005 2647
19. G.G. Aloisi, M. Amelia, A. Barbafina, L. Latterini, F. Elisei, F. d'Acqua, D. Vedaldi, A. Faccio, and G. Viola Photochem. Photobiol. 83 2007 664
20. O.R. Wauchope, S. Shakya, N. Sawwan, J.F. Liebman, and A. Greer J. Sulfur Chem. 28 2007 11
21. M. Tanaka, K. Ohkubo, and S. Fukuzumi J. Am. Chem. Soc. 128 2006 12372
22. K. Ohkubo, K. Yukimoto, and S. Fukuzumi Chem. Commun. 2006 2504
23. T.D. Maurer, B.J. Kraft, S.M. Lato, A.D. Ellington, and J.M. Zaleski Chem. Commun. 2000 69
24. P.J. Benites, R.C. Holmberg, D.S. Rawat, B.J. Kraft, L.J. Klein, D.G. Peters, H.H. Thorp, and J.M. Zaleski J. Am. Chem. Soc. 125 2003 6434
25. A.M. Angeles-Boza, P.M. Bradley, P.K.-L. Fu, M. Shatruk, M.G. Hilfiger, K.R. Dunbar, and C. Turro Inorg. Chem. 44 2005 7262
26. A.M. Angeles-Boza, H.T. Chifotides, J.D. Aguirre, A. Chouai, P.K.-L. Fu, K.R. Dunbar, and C. Turro J. Med. Chem. 49 2006 6841
27. K.E. Erkkila, D.T. Odom, and J.K. Barton Chem. Rev. 99 1999 2777
28. H.T. Chifotides, and K.R. Dunbar Acc. Chem. Res. 38 2005 146
29. B.J. Kraft, and J.M. Zaleski New J. Chem. 25 2001 1281
30. M. Roy, B. Pathak, A.K. Patra, E.D. Jemmis, M. Nethaji, and A.R. Chakravarty Inorg. Chem. 46 2007 11122
31. S. Dhar, M. Nethaji, and A.R. Chakravarty Dalton Trans. 2005 344
32. S. Dhar, M. Nethaji, and A.R. Chakravarty Dalton Trans. 2004 4180
33. D. Lahiri, T. Bhowmick, B. Pathak, O. Shameema, A.K. Patra, S. Ramakumar, and A.R. Chakravarty Inorg. Chem. 48 2009 339
34. D. Lahiri, S. Roy, S. Saha, R. Majumdar, R.R. Dighe, and A.R. Chakravarty Dalton Trans. 39 2010 1807
35. S. Sortino, S. Giuffrida, and J.C. Scaiano Chem. Res. Toxicol. 12 1999 971
36. K. Toshima, R. Takano, T. Ozawa, and S. Matsumura Chem. Commun. 2002 212
37. E.T. Farinas, J.D. Tan, and P.K. Mascharak Inorg. Chem. 35 1996 2637
38. S. Arounaguiri, and B.G. Maiya Inorg. Chem. 35 1996 4267
39. J.K. Barton, and A.L. Raphael J. Am. Chem. Soc. 106 1984 2466
40. D.D. Perrin, W.L.F. Armarego, and D.R. Perrin Purification of Laboratory Chemicals 1980 Pergamon Press Oxford
41. J.E. Dickeson, and L.A. Summers Aust. J. Chem. 23 1970 1023
42. J.G. Collins, A.D. Sleeman, J.R. Aldrich-Wright, I. Greguric, and T.W. Hambley Inorg. Chem. 37 1998 3133
43. E. Amouyal, A. Homsi, J.-C. Chambron, and J.-P. Sauvage J. Chem. Soc., Dalton Trans. 1990 1841
44. O. Kahn Molecular Magnetism 1993 VCH Weinheim, Germany
45. J. Marmur J. Mol. Biol. 3 1961 208
46. M.E. Reichmann, S.A. Rice, C.A. Thomas, and P. Doty J. Am. Chem. Soc. 76 1954 3047
47. J.D. McGhee, and P.H. von Hippel J. Mol. Biol. 86 1974 469
48. M.T. Carter, M. Rodriguez, and A.J. Bard J. Am. Chem. Soc. 111 1989 8901
49. S. Satyanarayana, J.C. Dabrowiak, and J.B. Chaires Biochemistry 32 1993 2573
50. J. Bernadou, G. Pratviel, F. Bennis, M. Girardet, and B. Meunier Biochemistry 28 1989 7268
51. Structure-Based Drug Design with Discovery Studio, Accelrys, Version 0406, Accelrys Software Inc., San Diego, 2003.
52. M.J. Frisch gaussian 03, Revision C.02 2004 Gaussian Inc. Wallingford, CT
53. NAMOT: Nucleic Acid Modeling Tool, Theoretical Biology and Biophysics (T-10), Theoretical Division, Los Alamos National Laboratory, Los Alamos, NM 87545, USA.
54. F. Denizot, and R. Lang J. Immunol. Methods 89 1986 271
55. S. Iinuma, S.S. Farshi, B. Ortel, and T. Hasan Brit. J. Cancer 70 1994 21
56. M. Ghosh, P. Biswas, and U. Flörke Polyhedron 26 2007 3750
57. J.K. Barton, A.T. Danishefsky, and J.M. Goldberg J. Am. Chem. Soc. 106 1984 2172
58. T.M. Kelly, A.B. Tossi, D.J. McConnel, and T.C. Strekas Nucleic Acids Res. 13 1985 6017
59. L.E. Gunther, and A.S. Yong J. Am. Chem. Soc. 90 1968 7323
60. Y. An, S.-D. Liu, S.-Y. Deng, L.-N. Ji, and Z.-W. Mao J. Inorg. Biochem. 100 2006 1586
61. G. Cohen, and H. Eisenberg Biopolymers 8 1969 45
62. I. Haq, P. Lincoln, D. Suh, B. Norden, B.Z. Chowdhry, and J. B Chaires J. Am. Chem. Soc. 117 1995 4788
63. X. Chen, B. Ramakrishnan, S.T. Rao, and M. Sundaralingam Nat. Struct. Biol. 1 1994 169
64. S.K. Kim, and B. Norden FEBS Lett. 315 1993 61
65. A.K. Patra, T. Bhowmick, S. Roy, S. Ramakumar, and A.R. Chakravarty Inorg. Chem. 48 2009 2932
66. A.U. Khan J. Phys. Chem. 80 1976 2219
67. P.B. Merkel, and D.R. Kearns J. Am. Chem. Soc. 94 1972 1029
68. D.S. Sigman, A. Mazumder, and D.M. Perrin Chem. Rev. 93 1993 2295
69. P. Bilski, C.F. Chignell, J. Szychlinski, A. Borkowski, E. Oleksy, and K. Reszka J. Am. Chem. Soc. 114 1992 549
70. D.W. Tapley, G.R. Buettner, and J.M. Shick Biol. Bull. 196 1999 52
71. C. Lu, G. Bucher, and W. Sander ChemPhysChem 5 2004 399
72. T.K. Pareek, A.R. Joshi, A. Sanyal, and R.R. Dighe Apoptosis 12 2007 1085