Potential cytotoxic and amoebicide activity of first row transition metal compounds with 2,9-bis-(2′,5′-diazahexanyl)-1,1-phenanthroline (L1)

Dalton Transactions

Volumn 41, Issue 34, 2012, Pages 10164-10174

  García Ramos, Juan Carlos ^a   Toledano Magaña, Yanis ^a   Talavera Contreras, Luis Gabriel ^a   Flores Álamo, Marcos ^a   Ramírez Delgado, Vanessa ^b   Morales León, Emmanuel ^b   Ortiz Frade, Luis ^b   Gutiérrez, Anllely Grizett ^a   Vázquez Aguirre, Adriana ^a   Mejía, Carmen ^a   Carrero, Julio César ^a   Laclette, Juan Pedro ^a   Moreno Esparza, Rafael ^a   Ruiz Azuara, Lena ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

^b CENTRO DE INVESTIGACIÓN Y DESARROLLO TECNOLÓGICO EN ELECTROQUÍMICA   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIPROLIFERATIVE ACTIVITIES; AROMATIC MOIETIES; CIS-PLATIN; CLINICAL TREATMENTS; CONVENTIONAL TECHNIQUES; COORDINATION COMPOUNDS; CYTOTOXIC; CYTOTOXIC ACTIVITIES; DIVALENT METAL ION; DONOR LIGANDS; ELECTROCHEMICAL STUDIES; ENTAMOEBA HISTOLYTICA; FIRST ROW TRANSITION METALS; FREE LIGANDS; HELA CELL LINE; HUMAN TUMOR CELLS; IN-VITRO TESTS; METRONIDAZOLE; NANOMOLAR; NEUROBLASTOMA CELL LINES; NEUROBLASTOMAS; REDOX ACTIVE METAL IONS; SYNTHETIC PATHWAYS; TUMOR CELLS; TUMOUR CELLS;

CELL CULTURE; COPPER; CYTOTOXICITY; LIGANDS; MANGANESE; METAL IONS; METALS; PLATINUM COMPOUNDS; REDOX REACTIONS; TUMORS;

COBALT COMPOUNDS;

2,9 BIS (2',5' DIAZAHEXANYL) 1,1 PHENANTHROLINE; 2,9-BIS-(2',5'-DIAZAHEXANYL)-1,1-PHENANTHROLINE; ANTIPROTOZOAL AGENT; COORDINATION COMPOUND; PHENANTHROLINE DERIVATIVE; TRANSITION ELEMENT;

ARTICLE; CELL PROLIFERATION; CHEMISTRY; CONFORMATION; DRUG EFFECT; ENTAMOEBA HISTOLYTICA; HELA CELL; HUMAN; SYNTHESIS; TUMOR CELL LINE; X RAY CRYSTALLOGRAPHY;

ANTIPROTOZOAL AGENTS; CELL LINE, TUMOR; CELL PROLIFERATION; COORDINATION COMPLEXES; CRYSTALLOGRAPHY, X-RAY; ENTAMOEBA HISTOLYTICA; HELA CELLS; HUMANS; MOLECULAR CONFORMATION; PHENANTHROLINES; TRANSITION ELEMENTS;

EID: 84864998272     PISSN: 14779226     EISSN: 14779234     Source Type: Journal    
DOI: 10.1039/c2dt30224a     Document Type: Article

References (97)

1. T. W. Hambley Science 2007 318 1392
2. Z. Guo P. J. Sadler Angew. Chem., Int. Ed. Engl. 1999 38 1512
3. C. X. Zhang S. J. Lippard Curr. Opin. Chem. Biol. 2003 7 481
4. H. Sigel, Metal Ions in Biological Systems, M. Dekker, Inc., New York, vol. II, 1980
5. S. E. Sherman S. J. Lippard Chem. Rev. 1987 87 1153
6. D. R. Williams Chem. Rev. 1972 72 203
7. P. Köepf-Maier H. Köepf Chem. Rev. 1987 87 1137
8. S. K. Hadjikakou N. Hadjiliadis Coord. Chem. Rev. 2009 253 235
9. E. Y. Tshuva D. Peri Coord. Chem. Rev. 2009 253 2098
10. M. J. McKeage M. J. Maharaj S. J. Berners-Price Coord. Chem. Rev. 2002 232 127
11. A. Bindoli M. P. Rigobello G. Scutari C. Gabbiani A. Casini L. Messori Coord. Chem. Rev. 2009 253 1692
12. A. Bergamo S. Zorzet B. Gava A. Sorc E. Alessio E. Iengo G. Sava Anti-Cancer Drugs 2000 11 665
13. M. J. Clarke Coord. Chem. Rev. 2002 232 69
14. C. Marzano M. Pellei F. Tisato P. Santini Anti-Cancer Agents Med. Chem. 2009 9 185 211
15. S. Tardito L. Marchiò Curr. Med. Chem. 2009 16 1325 1348
16. M. E. Bravo-Gómez L. Ruiz-Azuara Curr. Med. Chem. 2010 17 3606
17. M. KožíŠek P. Cígler M. LepŠík J. Fanfrlík P. Rězáčová J. Brynda J. Pokorná J. PleŠek B. Grüner K. Grantz Sአková J. Václavíková V. Král J. Konvalinka J. Med. Chem. 2008 51 4839
18. E. Lai-Ming Wong R. Wai-Yin Sun N. P.-Y. Chung C.-L. Steve Lin N. Zhu C.-M. Che J. Am. Chem. Soc. 2006 128 4938
19. R. Wai-Yin Sun D.-L. Ma E. Lai-Ming Wong C.-M. Che Dalton Trans. 2007 4884
20. S. J. Berners-Price A. Filipovska Metallomics 2011 3 863
21. M. B. Tarallo C. Urquiola A. Monge B. Parajón Costa R. R. Ribeiro R. C. Mercader F. R. Pavan C. Q. F. Leite M. H. Torre D. Gambino J. Inorg. Biochem. 2010 104 1164
22. F. B. do Nascimento G. Von Poelhsitz F. R. Pavan D. N. Sato C. Q. F. Leite H. S. Selistre-de-Araújo J. Ellena E. E. Castellano V. M. Deflon g A. A. Batista J. Inorg. Biochem. 2008 102 1783
23. M. Navarro W. Castro A. Martínez R. A. Sánchez Delgado J. Inorg. Biochem. 2011 105 276
24. R. A. Sánchez-Delgado K. Lazardi L. Rinch J. A. Urbina A. J. Hubert A. N. Noels J. Med. Chem. 1993 36 2041
25. M. Navarro C. Gabbiani L. Messori D. Gambino Drug Discovery Today 2010 23/24 1070
26. M. Navarro Coord. Chem. Rev. 2009 253 1619
27. G. Visbal E. Marchán A. Maldonado Z. Simoni M. Navarro J. Inorg. Biochem. 2008 102 547
28. M. Navarro C. Hernández I. Colmenares P. Hernández M. Fernández A. Sierraalta E. Marchán J. Inorg. Biochem. 2007 101 111
29. M. Navarro H. Pérez R. A. Sánchez-Delgado J. Med. Chem. 1997 40 1937
30. D. Gambino Coord. Chem. Rev. 2011 255 2193
31. P. G. Sammes G. Yahioglu Chem. Soc. Rev. 1994 23 327
32. G. Accorsi A. Listorti K. Yoosaf N. Armaroli Chem. Soc. Rev. 2009 38 1690
33. K. E. Erkkila D. T. Odom J. K. Barton Chem. Rev. 1999 99 2777
34. Z. R. Barnes and S. J. Lippard, in Metal Ions in Biological Systems, ed., A. Sigel, and, H. Sigel, Marcel Dekker, New York, 2004, 42, 143
35. A. H. Wang H. Nathans G. van der Marel J. H. van Boom A. Rich Nature 1978 276 471
36. B. M. Zeglis B. C. Pierre J. K. Barton Chem. Commun. 2007 4565
37. B. Elias A. Kirsch-De Mesmaeker Coord. Chem. Rev. 2006 250 1627
38. N. W. Luetdke J. S. Hwang E. Nava D. Gut M. Kol Y. Tor Nucleic Acids Res. 2003 31 5732
39. H.-K. Liu P. J. Sadler Acc. Chem. Res. 2011 44 349
40. R. Alemon-Medina M. Brena-Valle J. L. Muñoz-Sanchez M. I. Gracia-Mora L. Ruiz-Azuara Cancer Chemother. Pharmacol. 2007 60 219
41. C. Trejo-Solis G. Palencia S. Zuniga A. Rodriguez-Ropon L. Osorio-Rico S. T. Luvia I. Gracia-Mora L. Marquez-Rosado A. Sanchez M. E. Moreno-Garcia A. Cruz M. E. Bravo-Gomez L. Ruiz-Ramirez S. Rodriguez-Enriquez J. Sotelo Neoplasia 2005 7 563
42. F. Carvallo-Chaigneau C. Trejo-Solis C. Gomez-Ruiz E. Rodriguez-Aguilera L. Macias-Rosales E. Cortes-Barberena C. Cedillo-Pelaez I. Gracia-Mora L. Ruiz-Azuara V. Madrid-Marina F. Constantino-Casas BioMetals 2008 21 17
43. A. Rivero-Muller A. De Vizcaya-Ruiz N. Plant L. Ruiz M. Dobrota Chem. Biol. Interact. 2007 165 189
44. M. E. Bravo-Gómez J. C. García-Ramos I. Gracia-Mora L. Ruiz-Azuara J. Inorg. Biochem. 2009 103 229
45. A. de Vizcaya-Ruiz A. Rivero-Müller L. Ruiz-Azuara G. E. N. Kass L. R. Kelland R. M. Orr M. Dobrota Toxicol. in Vitro 2000 14 1
46. A. W. Ruili Huang D. G. Covell Biochem. Pharmacol. 2005 69 1009
47. R. Kachadourian H. M. Brechbul L. Ruiz-Azuara I. Gracia-Mora B. J. Day Toxicology 2010 268 176
48. M. C. Gimeno H. Goitia A. Laguna M. E. Luque M. D. Villacampa C. Sepulveda M. Meireles J. Inorg. Biochem. 2011 105 1373
49. L. Vela M. Contel L. Palomera G. Azaceta I. Marzo J. Inorg. Chem. 2011 105 1306
50. L. M. Gaetke C. K. Chow Toxicology 2003 189 147
51. K. Jomova M. Valko Toxicology 2011 283 65
52. A. Bindoli M. P. Rogobello G. Sutari C. Gabbiani A. Casini L. Messori Coord. Chem. Rev. 2009 253 1692
53. A. Jemal F. Bray M. M. Center J. Ferlay E. Ward D. Forman CA Cancer J. Clin. 2011 61 69
54. L. Kelland Nat. Rev. Cancer 2007 7 573
55. J. A. McClevert and T. J. Meyer, Comprehensive Coordination Chemistry II, From Biology to Nanotechnology, 2004, vol. 9
56. World Health Organization, The World Health Report 1998. Life in the 21st Century: a Vision for All, World Health Organization, Geneva, Switzerland, 1998
57. P. L. Johanson Parasitol. Today 1993 9 183
58. P. Goldman R. L. Koch T. C. Yeung E. J. Chrystal B. B. Beaulieu Jr. M. A. McLafferty G. Sudlow Biochem. Pharmacol. 1986 35 43
59. A. Debrabant N. Lee S. Bertholet R. Duncan H. L. Nakhasi Int. J. Parasitol. 2003 33 257
60. H. Aguilar-Díaz M. Díaz-Gallardo J. P. Laclette J. C. Carrero PLoS Negl. Trop. Dis. 2010 4 e607
61. V. T. Heussler P. Kuenzi S. Rottenberg Int. J. Parasitol. 2001 31 1166
62. C. G. Luder U. Gross M. F. Lopes Trends Parasitol. 2001 17 480
63. E. Wong C. M. Giandomenico Chem. Rev. 1999 99 2451
64. A. Skladanowski P. Bozko M. Sabisz Chem. Rev. 2009 109 2951
65. CrysAlisPro, CrysAlis CCD and CrysAlis RED, Oxford Diffraction Ltd, Yarnton, England, 2009
66. G. M. Sheldrick Acta Crystallogr., Sect. A 2008 64 112
67. G. Gritzner J. Küta Pure Appl. Chem. 1984 4 461
68. L. V. Rubinstein R. H. Shoemaker K. D. Paull R. M. Simon S. Tosini P. Skehan D. A. Scudiero A. Monks M. R. Boyd J. Natl. Cancer Inst. 1990 82 1113
69. P. Skehan R. Storeng D. Scudiero A. Monks J. McMahon D. Vistica J. T. Warren H. Bokesch S. Kenney M. R. Boyd J. Natl. Cancer Inst. 1990 82 1107
70. L. Diamond Science 1962 134 336
71. C. J. Chandler L. W. Deady J. A. Reiss J. Heterocycl. Chem. 1981 18 599
72. C. Bazzicalupi A. Bencini V. Fusi C. Giorgi P. Paoletti B. Valtancoli Inorg. Chem. 1998 37 941
73. C. Bazzicalupi A. Bencini V. Fusi C. Giorgi P. Paoletti B. Valtancoli J. Chem. Soc., Dalton Trans. 1999 393
74. L. I. Feng-Hua L. I. U. Tian-Fu L. I. N. Hua-Kuan Z. H. U. Shou-Rong W. Zhong-Ming Chinese J. Struct. Chem. 2004 23 778
75. C. Bazzicalupi A. Bencini S. Ciattini C. Giorgi A. Masotti P. Paoletti B. Valtancoli N. Navon D. Meyerstein J. Chem. Soc., Dalton Trans. 2000 2383
76. F. A. Cotton, G. Wilkinson, C. A. Murillo and M. Bochmann, Advanced Inorganic Chemistry, John Wiley and Sons, NY, USA, 6th edn, 1999
77. R. N. Patel N. Singh V. L. N. Gundla Polyhedron 2007 26 757
78. S. Ramakrishnan M. Palaniandavar Dalton Trans. 2008 3866
79. A. J. Bard and L. R. Faulkner, Electrochemical Methods, Fundamentals and Applications, John Wiley and Sons, New York, 2nd edn, 2001
80. N. E. Tokel-Takvoryan R. E. Hemingway A. J. Bard J. Am. Chem. Soc. 1973 95 6582
81. N. Tanaka Y. Sato Bull. Chem. Soc. Jpn. 1968 41 2059
82. N. Tanaka Y. Sato Bull. Chem. Soc. Jpn. 1968 41 2064
83. N. Tanaka Y. Sato Inorg. Nucl. Chem. Lett. 1968 4 487
84. N. Tanaka Y. Sato Inorg. Nucl. Chem. Lett. 1966 2 359
85. N. Tanaka Y. Sato Electrochim. Acta 1968 13 335
86. P. Zanello, Inorganic Electrochemistry, Theory, Practice and Application, The Royal Society of Chemistry, Cambridge, UK, 2003
87. P. T. Kissinger and W. R. Heineman, Laboratory Techniques in Electroanalytical Chemistry, Marcel Dekker, Inc., New York, USA, 1996
88. J. E. Huheey, E. A. Keiter and R. L. Keiter, Inorganic Chemistry, Harper Collins College Editions, New York, 4th edn, 1999
89. A. B. P. Lever Inorg. Chem. 1990 29 1271
90. K. Ogura K. Yahiro H. Tsutsuki S. Nagasawa S. Yamasaki J. Moss M. Noda J. Biol. Chem. 2011 286 37207
91. L. Cheng-Li J. R. Sheng N. Mulherkar B. S. Prabhakar M. N. Meriggioli Cancer Res. 2008 68 7352
92. E. C. Weinbach T. Takeuchi C. Elwood Claggett F. Inohue H. Kon L. S. Diamond Arch. Invest. Med. 1980 11 75
93. M. van der Giezen S. Cox J. Tovar BMC Evol. Biol. 2004 4 7
94. E. Ramos A. Olivos-García M. Nequiz E. Saavedra E. Tello A. Saralegui I. Montfort R. Pérez Tamayo Exp. Parasitol. 2007 116 257
95. R. Jarumilinta F. Kradolfer Ann. Trop. Med. Parasitol. 1964 58 375
96. G. Vega-Robledo J. Carrero L. Ortiz-Ortiz Parasitol. Res. 1999 85 847
97. G. Vega-Robledo J. Carrero Arch. Med. Res. 1997 28 110