Synthesis, crystal structure and photo-induced DNA cleavage activity of ternary copper(II)-thiosemicarbazone complexes having heterocyclic bases

Inorganica Chimica Acta

Volumn 357, Issue 8, 2004, Pages 2315-2323

  Thomas, Anitha M ^a   Naik, Anil D ^a   Nethaji, Munirathinam ^a   Chakravarty, Akhil R ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

Crystal structure; DNA Photocleavage; Heterocyclic bases; Ternary copper(II) complex; Thiosemicarbazones

Indexed keywords

AMINES; COORDINATION REACTIONS; CRYSTAL STRUCTURE; DNA; ELECTRON SPIN RESONANCE SPECTROSCOPY; PHENOLS; PHOTOSENSITIZERS; SINGLE CRYSTALS; SYNTHESIS (CHEMICAL); X RAY CRYSTALLOGRAPHY;

DNA BINDING AND CLEAVAGES; DNA PHOTO-CLEAVAGE; HETEROCYCLIC BASIS; PARAMAGNETIC COMPLEXES; SINGLE CRYSTAL X-RAY CRYSTALLOGRAPHY; TERNARY COPPER COMPLEXES; THIOSEMICARBAZONE COMPLEXES; THIOSEMICARBAZONES;

COPPER COMPOUNDS;

ALDEHYDE DERIVATIVE; ARGON; COPPER COMPLEX; DNA; PHENANTHROLINE; PHENAZINE DERIVATIVE; QUINOXALINE DERIVATIVE; SEMICARBAZONE DERIVATIVE; THIOSEMICARBAZONE DERIVATIVE;

AEROBIC METABOLISM; ARTICLE; ATMOSPHERE; BINDING AFFINITY; CATTLE; COMPLEX FORMATION; CRYSTAL STRUCTURE; CYCLIC POTENTIOMETRY; DNA CLEAVAGE; ELECTRON SPIN RESONANCE; GEOMETRY; MAGNETISM; NONHUMAN; SYNTHESIS; THYMUS; X RAY CRYSTALLOGRAPHY;

EID: 2542444340     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ica.2004.01.031     Document Type: Article

References (77)

1. Meunier B. Chem. Rev. 92:1992;1411
2. Pratviel G., Bernadou J., Meunier B. Angew. Chem., Int. Ed, Engl. 34:1995;746
3. Pitie M., Horn J.D.V., Brion D., Burrows C.J., Meunier B. Bioconjugate Chem. 2000;892
4. Erkkila K.E., Odom D.T., Barton J.K. Chem. Rev. 99:1999;2777
5. Sigman D.S., Bruce T.W., Mazumder A., Sutton C.L. Acc. Chem. Res. 26:1993;98
6. Sigman D.S., Mazumder A., Perrin D.M. Chem. Rev. 93:1993;2295
7. Lippard S.J. Chem. Rev. 99:1999;2467
8. Reedijk J. J. Inorg. Biochem. 86:2001;89
9. Burrows C.J., Muller J.G. Chem. Rev. 98:1998;1109
10. Armitage B. Chem Rev. 98:1998;1171
11. Pogozelski W.K., Tullius T.D. Chem. Rev. 98:1998;1089
12. Mc Millin D.R., Mc Nett K.M. Chem. Rev. 98:1998;1201
13. Lippard S.J., Berg J.M. Prinicples of Bioinorganic Chemistry. 1994;University Science Books, CA
14. Ackroyd R., Kelty C., Brown N., Reed M. Photochem. Photobiol. 74:2001;656
15. Henderson B.W., Dougherty T.J. Photochem. Photobiol. 55:1992;145
16. De Rose M.C., Crutchley R.J. Coord. Chem. Rev. 233-234:2002;351
17. Sternberg E.D., Dolphin D., Brückner C. Tetrahedron. 54:1998;4151
18. Sessler J.L., Hemmi G., Mody T.D., Murai T., Burrell A., Young S.W. Acc. Chem. Res. 27:1994;43
19. Ali H., Van Lier J.E. Chem. Rev. 99:1999;2379
20. Henderson B.W., Busch T.M., Vaughan L.A., Frawley N.P., Babich D., Sosa T.A., Zollo J.D., Dee A.S., Cooper M.T., Bellnier D.A., Greco W.R., Oseroff A.R. Cancer Res. 60:2000;525
21. Baudoin O., Teulade-Fichou M.-P., Vigneron J.-P., Lehn J.-M. Chem. Commun. 1998;2349
22. Gonzalez-Alvarez M., Alzuet G., Borras J., Pitie M., Meunier B. J. Biol. Inorg. Chem. 8:2003;644
23. Kim J.H, Kim S.H. Chem. Lett. 32:2003;490
24. Garca-Raso A., Fiol J.J., Adrover B., Moreno V., Mata I., Espinosa E., Molins E. J. Inorg. Biochem. 95:2003;77
25. Lu L.-P., Zhu M.-L., Yang P. J. Inorg. Biochem. 95:2003;31
26. Cowan J.A. Chem. Commun. 2001;1490
27. Sigman D.S. Biochemistry. 29:1990;9097
28. Thederahn T.B., Kuwabara M.D., Larsen T.A., Sigman D.S. J. Am. Chem. Soc. 111:1989;4941
29. Zelenko O., Gallagher J., Sigman D.S. Angew. Chem., Int. Ed. Engl. 36:1997;2776
30. Meijler M.M., Zelenko O., Sigman D.S. J. Am. Chem. Soc. 119:1997;1135
31. Hegg E.L., Burstyn J.N. Coord. Chem. Rev. 173:1998;133
32. Chand D.K., Schneider H.-J., Bencini A., Bianchi A., Giorgi C., Ciattini S., Valtancoli B. Chem. Eur. J. 6:2000;4001
33. Hettich R., Schneider H.-J. J. Am. Chem. Soc. 119:1997;5638
34. Cowan J.A. Chem. Rev. 98:1998;1067
35. Westheimer F.H. Science. 235:1987;1173
36. Wilcox D.E. Chem. Rev. 96:1996;2435
37. Komiyama M., Sumaoka J. Curr. Opin. Chem. Biol. 2:1998;751
38. Eppley H.J., Lato S.M., Ellington A.D., Zaleski J.M. Chem. Commun. 1999;2405
39. Dhar S., Chakravarty A.R. Inorg. Chem. 42:2003;2483
40. Patra A.K., Dhar S., Chakravarty A.R. Chem. Commun. 2003;1562
41. Dhar S., Senapati D., Das P.K., Chattopadhyay P., Nethaji M., Chakravarty A.R. J. Am. Chem. Soc. 125:2003;12118
42. Dhar S., Senapati D., Reddy P.A.N., Das P.K., Chakravarty A.R. Chem. Commun. 2003;2452
43. Praseuth D., Gaudemer A., Verlhac J.-B., Kraljic I., Sissoeff I., Guille E. Photochem. Photobiol. 44:1986;717
44. Somer S., Rimington C., Mohan J. FEBS Lett. 172:1984;267
45. Baldini M., Ferrari M.B., Bisceglie F., Pelosi G., Pinelli S., Tarasconi P. Inorg. Chem. 42:2003;2049
46. Xuhong Q., Tian-Bao H., Dong-zhi W., Dong-Hui Z., Ming-cai F., Wei Y. J. Chem. Soc., Perkin Trans. 2:2000;715
47. Jakobs A., Piette J. J. Photochem. Photobiol. B. Biol. 1994;2219
48. Jakobs A., Piette J. J. Med. Chem. 38:1995;869
49. Padhye S., Kauffman S.B. Coord. Chem. Rev. 63:1985;127
50. West D.X., Liberta A.E., Padhye S.B., Chikate R.C., Sonawane P.B., Kumbhar A.S., Yerande R.G. Coord. Chem. Rev. 123:1993;49
51. Byrnes R.W., Mohan M., Antholine W.E., Xu R.X., Petering D.H. Biochemistry. 29:1990;7046
52. Afrasiabi Z., Sinn E., Padhye S., Dutta S., Padhye S., Newton C., Anson C.E., Powell A.K. J. Inorg. Biochem. 95:2003;306
53. Matesanz A.I., Perez J.M., Navarro P., Moreno J.M., Colacio E., Souza P. J. Inorg. Biochem. 76:1999;29
54. Demertzi D.K., Yadav P.N., Demertzis M.A., Coluccia M., Inorg J. Biochem. 78:2000;347
55. Lakovidou Z., Papgeorgiou A., Demertzis M.A., Mioglou E., Mourelatos D., Kotsis A., Yadav P.N., Demertzi D.K. Anti Cancer Drugs. 12:2001;65
56. Reddy K.H., Reddy P.S., Babu P.R. Trans. Met. Chem. 25:2000;154
57. Reddy K.H., Reddy P.S., Babu P.R. J. Inorg. Biochem. 77:1999;169
58. Thomas A.M., Nethaji M., Mahadevan S., Chakravarty A.R. J. Inorg. Biochem. 94:2003;171
59. Nakai H. Bull. Chem. Soc. Jpn. 44:1971;2412
60. Foley J., Kennefick D., Phelan D., Tyagi S., Hathaway B. J. Chem. Soc. Dalton Trans. 1983;2333
61. Klayman D.L., Brtosevich J.F., Griffin T.S., Mason C.J., Scovill J.P. J. Med. Chem. 22:1997;855
62. Bernadou J., Pratviel G., Bennis F., Girardet M., Meunier B. Biochemistry. 28:1989;7268
63. Amouyal E., Homsi A., Chambron J.-C., Sauvage J.-P. J. Chem. Soc., Dalton Trans. 1990;1841
64. Dickenson J.E., Summers L.A. Aust. J. Chem. 23:1970;1023
65. Reichmann M.E., Rice S.A., Thomas C.A., Doty P. J. Am. Chem. Soc. 76:1954;3047
66. Blessing R. Acta Crystallogr. Sect A. 51:1995;33
67. Sheldrick G.M. SHELX-97, Programs for Crystal Structure Solution and Refinement. 1997;University of Göttingen, Germany
68. Johnson C.K. ORTEP, Report ORNL - 5138. 1976;Oak Ridge National Laboratory, Oak Ridge, TN
69. Naik A.D., Reddy P.A.N., Nethaji M., Chakravarty A.R. Inorg. Chim. Acta. 349:2003;149
70. Dhar S., Reddy P.A.N., Nethaji M., Mahadevan S., Saha M.K., Chakravarty A.R. Inorg. Chem. 41:2002;3469
71. Addison A.W., Rao T.N., Reedijk J., Riju J.V., Verschoor G.C. J. Chem. Soc., Dalton Trans. 1984;1349
72. Zheng L.C., Jigui W., Liufang W., Min R., Naiyong J., Jie G. J. Inorg. Biochem. 73:1999;195
73. Waring M.J. J. Mol. Biol. 13:1965;269
74. Bales B.C., Pitie M., Meunier B., Greenberg M.M. J. Am. Chem. Soc. 124:2002;9062
75. Veal J.M., Merchant K., Rill R.L. Nucleic Acids Res. 19:1991;3383
76. Toshima K., Takano R., Ozawa T., Matsumura S. Chem. Commun. 2002;212
77. Champloy F., Benali-Chérif N., Bruno P., Blain I., Pierrot M., Réglier M. Inorg. Chem. 37:1998;3910