Cytotoxicity of half sandwich ruthenium(II) complexes with strong hydrogen bond acceptor ligands and their mechanism of action

Journal of Inorganic Biochemistry

Volumn 104, Issue 2, 2010, Pages 93-104

  Das, Sangeeta ^a   Sinha, Sarika ^a   Britto, Ramona ^a   Somasundaram, Kumaravel ^a   Samuelson, Ashoka G ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

Cancer; Cell cycle analysis; Cytotoxicity; DNA binding; Microarrays; Ruthenium(II) complexes

Indexed keywords

ANTINEOPLASTIC AGENT; BIS(DIPHENYLPHOSPHINO)ETHANE; BIS(DIPHENYLPHOSPHINO)ETHANE MONOOXIDE; BIS(DIPHENYLPHOSPHINO)METHANE; BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE; CHLORIDE; ETHIDIUM BROMIDE; LIGAND; MATRIGEL; PHOSPHORUS; PLASMID DNA; RUCYMENE; RUTHENIUM COMPLEX; TRIPHENYLPHOSPHINE; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; CANCER CELL CULTURE; CANCER INHIBITION; CANCER INVASION; CELL CYCLE ARREST; CELL FREE SYSTEM; CELL INVASION; COMPETITIVE INHIBITION; COMPLEX FORMATION; CONTROLLED STUDY; CYTOTOXICITY; DNA DENATURATION; DOWN REGULATION; DRUG DNA BINDING; DRUG MECHANISM; DRUG POTENCY; DRUG STRUCTURE; GEL MOBILITY SHIFT ASSAY; GENE IDENTIFICATION; GROWTH INHIBITION; HUMAN; HUMAN CELL; HYDROGEN BOND; METASTASIS INHIBITION; MICROARRAY ANALYSIS; POLYMERASE CHAIN REACTION; STRUCTURE ACTIVITY RELATION; SYNTHESIS; UPREGULATION; VISCOMETRY;

APOPTOSIS; APOPTOSIS REGULATORY PROTEINS; BINDING, COMPETITIVE; CELL CYCLE; CELL LINE; CELL LINE, TUMOR; CELL SURVIVAL; DNA; DOSE-RESPONSE RELATIONSHIP, DRUG; GENE EXPRESSION REGULATION; HUMANS; HYDROGEN BONDING; INHIBITORY CONCENTRATION 50; LIGANDS; MODELS, CHEMICAL; MOLECULAR STRUCTURE; PLASMIDS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; RUTHENIUM COMPOUNDS;

EID: 71849102114     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2009.09.017     Document Type: Article

References (85)

1. Renfrew K., Philips A.D., Egger A.E., Hartinger C.G., Sylvain S., Nazarov A.A., Keppler B.K., Gonsalvi L., Peruzzini M., and Dyson P.J. Organometallics 28 (2009) 1165-1172
2. Mendoza-Ferri M.G., Hartinger C.G., Mendoza M.A., Groessl M., Egger A.E., Eichinger R.E., Mangrum J.B., Farrell N.P., Maruszak M., Bednarski P.J., Klein F., Jakupec M.A., Nazarov A.A., Severin K., and Keppler B.K. J. Med. Chem. 52 (2009) 916-925
3. Peacock A.F.A., and Sadler P.J. Chem. Asian J. 3 (2008) 1890-1899
4. Berger I., Hanif M., Nazaroy A.A., Hartinger C.G., John R.O., Kuznetsov M.L., Groessl M., Schmitt F., Zava O.B.F., Arion V.B., Galanski M., Jakupec M.A., Juillerat-Jeanneret L., Dyson P.J., and Keppler B.K. Chem. Eur. J. 14 (2008) 9046-9057
5. Garza-Ortiz A., Uma Maheswari P., Siegler M., Spek A.L., and Reedijk J. Inorg. Chem. 47 (2008) 6964-6973
6. Mendoza-Ferri M.G., Hartinger C.G., Eichinger R.E., Stolyarova N., Severin K., Jakupec M.A., Nazarov A.A., and Keppler B.K. Organometallics 27 (2008) 2405-2407
7. Therrien B., Suess-Fink G., Govindaswamy P., Renfrew A.K., and Dyson P.J. Angew. Chem. Int. Ed. 47 (2008) 3773-3776
8. Dougan S.J., Habtemartam A., McHale S.E., Parsons S., and Sadler P.J. Proc. Natl. Acad. Sci. USA 105 (2008) 11628-11633
9. Schuecker R., John R.O., Jakupec M.A., Arion V.B., and Keppler B.K. Organometallics 27 (2008) 6587-6595
10. Karidi K., Reedijk J., Hadjiliadis N., and Garoufis A. J. Inorg. Biochem. 101 (2007) 1483
11. Rajendiran V., Murali M., Suresh E., Sinha S., Somasundaram K., and Palaniandavar M. Dalton Trans. (2008) 148-163
12. Djinovic V., Momcilovic M., Grguric-Sipka S., Trajikovic V., Mostarica S.M., Miljkovic D., and Sabo T. J. Inorg. Biochem. 98 (2004) 2168-2173
13. Timerbaev A.R., Hartinger C.G., Aleksenko S.S., and Keppler B.K. Chem. Rev. 106 (2006) 2224-2248
14. Ang W.H., and Dyson P.J. Eur. J. Inorg. Chem. (2006) 4003-4018
15. Liu H.K., Berners-Prics S.J., Wang F.Y., Parkinson J.A., Xu J., Bella J., and Sadler P.J. Angew. Chem. Int. Ed. 45 (2006) 8153-8156
16. Pluim D., van Waardenburg R.C.A.M., Beijnen J.H., and Schellens J.H.M. Cancer Chemother. Pharmacol. 54 (2004) 71-78
17. Bugarcic T., Novakova O., Halamikova A., Zerzankova L., Vrana O., Kasperkova J., Habtemariam A., Parsons S., Sadler P.J., and Brabec V. J. Med. Chem. 51 (2008) 5310-5319
18. Gossens C., Taverneli I., and Rothlisberger U. J. Am. Chem. Soc. 130 (2008) 10921-10928
19. Melchart M., Habtemarlam A., Novakova O., Moggach S.A., Fabbiani F.P.A., Parsons S., Brabec V., and Sadler P.J. Inorg. Chem. 46 (2007) 8950-8962
20. Bacac M., Hotze A.C.G., Schilden K.V.D., Haasnoot J.G., Pacor S., Alessio E., Sava G., and Reedijk J. J. Inorg. Biochem. 98 (2004) 402-412
21. Hotze A.C.G., Geer E.P.L., Caspers S.E., Kooijman H., Haasnoot J.G., and Reedijk J. Inorg. Chem. 43 (2004) 4935-4943
22. Chen H., Parkinson J.A., Morris R.E., and Sadler P.J. J. Am. Chem. Soc. 125 (2003) 179-186
23. Chen H., Parkinson J.A., Parsons S., Coxall R.A., Gould R.O., and Sadler P.J. J. Am. Chem. Soc. 124 (2002) 3064-3082
24. Aird R.E., Cummings J., Ritchie A.A., Muir M., Morris R.E., Chen H., Sadler P.J., and Jodrell D.I. Brit. J. Cancer 86 (2002) 1652-1657
25. Bugarcic T., Habtemariam A., Stepankova J., Heringova P., Kasparkova J., Deeth R.J., Johnstone R.D.L., Prescimone A., Parkin A., Parsons S., Brabec V., and Sadler P.J. Inorg. Chem. 47 (2008) 11470-11486
26. Casini A., Gabbiani C., Sorrentini F., Rigobello M.P., Bindoli A., Geldbach T.J., Marrone A., Nazzareno R., Hartinger C.G., Dyson P.J., and Messori L. J. Med. Chem. 51 (2008) 6773-6781
27. Gao F., Chao H., Zhou F., Chen X., Wei Y.-F., and Ji L.-N. J. Inorg. Biochem. 102 (2008) 1050-1059
28. Gao F., Chao H., Wang J.-Q., Yuan Y.-X., Sun B., Wei Y.-F., Peng B., and Ji L.-N. J. Biol. Inorg. Chem. 12 (2007) 1015-1027
29. Gopal Y.N.V., Jayaraju D., and Kondapi A.K. Biochemistry 38 (1999) 4382-4388
30. Gopal Y.N.V., and Kondapi A.K. J. Biosci. 26 (2001) 271-276
31. Singh S.K., Joshi S., Singh A.R., Saxena J.K., and Pandey D.S. Inorg. Chem. 46 (2007) 10869-10876
32. Sharma S., Singh S.K., and Pandey D.S. Inorg. Chem. 47 (2008) 1179-1189
33. Bergamo A., Zorzet S., Gava B., Sorc A., Alessio E., Iengo E., and Sava G. Anti-Cancer Drug. 11 (2000) 665-672
34. Zorzet S., Bergamo A., Cocchietto M., Sorc A., Gava B., Alessio E., Iengo E., and Sava G. J. Pharmacol. Exp. Ther. 295 (2000) 927-933
35. Bratsos I., Jedner S., Gianferrara T., and Alessio E. Chimia 61 (2007) 692-697
36. Peris E., and Crabtree R.H. J. Chem. Soc. Chem. Commun. (1995) 2179-2180
37. Bennett M.A., Huang T.N., Matheson T.W., and Smith A.K. Inorg. Synth. 21 (1982) 74-78
38. D.D. Perrin, W.L.F. Armarego, Purification of Laboratory Chemicals, third ed., 1988.
39. Grushin V.V. Organometallics 20 (2001) 3950-3961
40. Faller J.W., Patel B.P., Albrizzio M.A., and Curtis M. Organometallics 18 (1999) 3096-3104
41. Daguenet C., and Dyson P.J. Catal. Commun. 4 (2003) 153-157
42. Jencen S.B., Rodger S.J., and Spicer M.D. J. Organomet. Chem. 556 (1998) 151-158
43. Gupta D.K., Sahay A.N., Pandey D.S., Jha N.K., Sharma P., Espinosa G., Cabrera A., Puerta M.C., and Valerga P. J. Organomet. Chem. 568 (1998) 13-20
44. Das S., El-Deiry W.S., and Somasundaram K. Oncogene 22 (2003) 8394-8402
45. Wajapeyee N., and Somasundaram K. J. Biol. Chem. 278 (2003) 52093-52101
46. Albini A., Iwamoto Y., Kleinman H.K., Martin G.R., Aaronson S.A., Kozlowski J.M., and McEwan R.N. Cancer Res. 47 (1987) 3239-3245
47. Morris R.E., Aird R.E., Murdch P.S., Chen H., Cummings J., Hughes N.D., Parsons S., Parkin A., Boyd G., Jodrell D.I., and Sadler P.J. J. Med. Chem. 44 (2001) 3616
48. Gaiddon C.P., Jeannequin P., Bischoff M.P., Sirlin C., and Loeffler J.P. J. Pharmacol. Exp. Ther. 315 (2005) 1403-1411
49. Graminha A.E., Rodrigues C., Batista A.A., Teixeira L.R., Fagundes E.S., and Beraldo H. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 66A (2008) 1073-1076
50. Lang K., Drell IV T.L., and Zaenker K.S. Recent Patents Anticancer Drug Discov. 1 (2006) 69-81
51. Frausin F., Cocchietto M., Bergamo A., Scarcia V., Furlani A., and Sava G. Cancer Chemother. Pharmacol. 50 (2002) 405-411
52. Bergamo A., Gava B., Alessio E., Mestroni G., Serli B., Cocchietto M., Zorzet S., and Sava G. Int. J. Oncol. 21 (2002) 1331-1338
53. Van der Veer J.L., and Reedijk J. Chem. Brit. 24 (1988) 755
54. Bruijnincx P.C.A., and Sadler P.J. Curr. Opin. Chem. Biol. 12 (2008) 197-206
55. Novakova O., Haimei C., Vrana O., Rodger A., Sadler P.J., and Brabec V. DNA Biochem. 42 (2003) 11544-11554
56. Adwanker M.K., Wycliff C., and Samuelson A. Ind. J. Exp. Biol. 35 (1997) 810-814
57. Sanghamitra N.J., Pathak P., Das S., Samuelson A.G., and Somasundaram K. J. Med. Chem. 48 (2005) 977-985
58. Webster K.R. Chem. Res. Toxicol. 13 (2000) 940-943
59. Sherr C.J. Cancer Res. 60 (2000) 3689-3695
60. Johnstone R.W., Ruefli A.A., and Lowe S.W. Cell 108 (2002) 153-164
61. Lowe S.W., and Lin A.W. Carcinogenesis 21 (2000) 485-495
62. Green D.R. Cell 102 (2000) 1-4
63. Chipuk J.E., and Green D.R. Trends Cell Biol. 18 (2008) 157-164
64. Gao J., Liu Y.-Guang., Zhou Y., Boxer L.M., Woolley F.R., and Zingaro R.A. ChemBioChem 8 (2007) 332-340
65. Liston P., Fong W.G., and Korneluk R.G. Oncogene 22 (2003) 8568-8580
66. Philchenkov A. J. Cell. Mol. Med. 8 (2004) 432-444
67. Takayama S., Sato T., Krajewski S., Kochel K., Irie S., Millan J.A., and Reed J.C. Cell 80 (1995) 279-284
68. Bardelli A., Longati P., Albero D., Goruppi S., Schneider C., Ponzetto C., and Comoglio P.M. EMBO J. 15 (1996) 6205-6212
69. Youle R.J., and Strasser A. Mol. Cell Biol. 9 (2008) 47-59
70. E1-Deiry Z.J.W.S. Cancer Biol. Ther. 4 (2005) 139-163
71. El-Deiry W.S., Tokino T., Velculescu V.E., Leavy D.B., Parsons R., Trent J.M., Lin D., Mercer W.E., Kinzler K.W., and Vogelstein B. Cell 75 (1993) 817-825
72. Harper J.W., Adami G.R., Wei N., Keyomarsi K., and Elledge S.J. Cell 75 (1993) 805-816
73. Duffy M.J., McGowan P.M., and Gallagher W.M. J. Pathol. 214 (2008) 283-293
74. Chatterjee S., Kundu S., Bhattacharyya A., Hartinger C.G., and Dyson P.J. J. Biol. Inorg. Chem. 13 (2008) 1149-1155
75. Kapitza S., Jakupec M.A., Uhl M., Keppler B.K., and Marian B. Cancer Lett. 226 (2005) 115-121
76. Brabec V., and Novakova O. Drug Res. Update. 9 (2006) 111-122
77. Satyanarayana S., Dabrowiak J.C., and Chaires J.B. Biochemistry 32 (1999) 2573-2584
78. Jiang C.-Wu. J. Inorg. Biochem. 98 (2004) 1399-1404
79. Terenzi A., Barone G., Silvestri A., Giuliani A.M., Ruggirello A., and Liveri V.T. J. Inorg. Biochem. 103 (2009) 1-9
80. Kashanian S., Askari S., Ahmadi F., Omidfar K., Ghobadi S., and Tarighat F.A. DNA Cell Biol. 27 (2008) 581-586
81. Keck M.V., and Lippard S.J. J. Am. Chem. Soc. 114 (1992) 3386-3390
82. Sheldrick W.S., and Heeb S. Inorg. Chim. Acta 168 (1990) 93-100
83. Habtemariam A., Melchart M., Fernández R., Parsons S., Oswald I.D.H., Parkin A., Fabbiani F.P.A., Davidson J.E., Dawson A., Aird R.E., Jodrell D.I., and Sadler P.J. J. Med. Chem. 49 (2006) 6858-6868
84. Fernàndez R., Melchart M., Habtemariam A., Parsons S., and Sadler P.J. Chem. Eur. J. 10 (2004) 5173-5179
85. Melchart M., Habtemariam A., Parsons S., and Sadler P.J. J. Inorg. Biochem. 101 (2007) 1903-1912