New 2,6-bis-[uracil-imino] ethylpyridine complexes containing the CdN6 core: Synthesis, crystal structures, luminescent properties and antiproliferative activity against C6 glioma cells

Journal of Inorganic Biochemistry

Volumn 103, Issue 8, 2009, Pages 1176-1184

  Illán Cabeza, Nuria A ^a   Jiménez Pulido, Sonia B ^a   Martínez Martos, José M ^a   Ramírez Expósito, María J ^a   Moreno Carretero, Miguel N ^a  

^a UNIVERSITY OF JAÉN   (Spain)

Author keywords

2,6 Diacetylpyridine; Biological studies; Luminescence; X ray diffraction

Indexed keywords

2,6 BIS[URACIL IMINO]ETHYLPYRIDINE COMPLEX; CADMIUM DERIVATIVE; LIGAND; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIPROLIFERATIVE ACTIVITY; ARTICLE; CANCER CELL CULTURE; CONTROLLED STUDY; CRYSTAL STRUCTURE; CYTOTOXICITY; DRUG ACTIVITY; DRUG SYNTHESIS; GEOMETRY; GLIOMA CELL; NONHUMAN; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

ANIMALS; CADMIUM COMPOUNDS; CELL LINE, TUMOR; CELL PROLIFERATION; CRYSTALLOGRAPHY, X-RAY; GLIOMA; HYDROGEN BONDING; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NITROGEN COMPOUNDS; ORGANOMETALLIC COMPOUNDS; RATS; SPECTROMETRY, FLUORESCENCE;

EID: 67651125104     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2009.06.007     Document Type: Article

References (76)

1. Naskar S., Corbella M., Blake A.J., and Chattopadhyay S.K. Dalton Trans. (2007) 1150-1159
2. Jagst A., Sánchez A., Vázquez-López E.M., and Abram U. Inorg. Chem. 44 (2005) 5738-5744
3. Pedrido R., Romero M.J., Bermejo M.R., González-Noya A.M., Maneiro M., Rodríguez M.J., and Zaragoza G. Dalton Trans. (2006) 5304-5314
4. Pedrido R., Bermejo M.R., Romero M.J., Vázquez M., González-Noya A.M., Maneiro M., Rodríguez M.J., and Fernández M.I. Dalton Trans. (2005) 572-579
5. Bermejo M.R., González-Noya A.M., Martínez-Calvo M., Pedrido R., Romero M.J., and Vázquez López M. Eur. J. Inorg. Chem. (2008) 3852-3863
6. Benetollo F., Bombieri G., Adeyga A., Fonda K.K., Gootee W.A., Samaria K.M., and Vallarin L.M. Polyhedron 21 (2002) 233-425
7. Ivanovic-Burmazovic I., Hamza M.S.A., and van Eldik R. Inorg. Chem. 45 (2006) 1575-1584
8. Fan R.Q., Zhu D.S., Mu Y., Li G.H., Yang Y.L., Su Q., and Feng S.H. Eur. J. Inorg. Chem. (2004) 4891-4897
9. Khanmohammadi H., Amani S., Lang H., and Rüeffer T. Inorg. Chim. Acta 360 (2007) 279-587
10. Tan A.T., and Woodworth R.C. Biochemistry 8 (1969) 3711-3716
11. Hamilton D.L., and Valberg L.S. Am. J. Physiol. 227 (1974) 1033-1037
12. Pérez J.M., Cerrillo V., Matesanz A.I., Millán J.M., Navarro P., Alonso C., and Souza P. ChemBiochem 2 (2001) 119-123
13. Illán-Cabeza N.A., Vilaplana R.A., Álvarez Y., Akdi K., Kamah S., Hueso-Ureña F., Quirós M., González-Vílchez F., and Moreno-Carretero M.N. J. Biol. Inorg. Chem. 10 (2005) 924-934
14. Yam V.W.W., Pui Y.L., and Cheung K.K. New J. Chem. 23 (1999) 1163-1169
15. W Yam V.W., Pui Y.L., Wong K.M.C., and Cheung K.K. Chem. Commun. (2000) 1751-1752
16. Zhu H., Ströbele M., Yu Z., Wang Z., Meyer H.J., and You X. Inorg. Chem. Commun. 4 (2001) 577-581
17. Ho K.Y., Yu W.Y., Cheung K.K., and Che C.M. Dalton Trans. (1999) 1581-1586
18. Chattopadhyay T., Banerjee A., Banu K.S., Suresh E., Netahji M., Birarda G., Zangrando E., and Das D. Polyhedron 28 (2008) 2452-2458
19. G.M. Sheldrick, SADABS 2.10, 2003.
20. Sheldrick G.M. SHELXS97 (1997), University of Gottingen, Gottingen
21. Farrugia L.J. J. Appl. Cryst. 32 (1999) 837-838
22. Spek A.L. PLATON A Multipurpose Crystallographic Tool (2003), Utrecht University, Utrecht, The Netherlands
23. Kepert D.L. Inorganic Stereochemistry (1982), Springer-Verlag, Berlin
24. Hueso-Ureña F., Illán-Cabeza N.A., Moreno-Carretero M.N., Peñas-Chamorro A.L., and Faure R. Inorg. Chem. Commun. 2 (1999) 323-326
25. Illán-Cabeza N.A., García-García A.R., Moreno-Carretero M.N., Martínez-Martos J.M., and Ramírez-Expósito M.J. J. Inorg. Biochem. 99 (2005) 1637-1645
26. Janiak C. J. Chem. Soc., Dalton Trans. (2000) 3885-3896
27. Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds. fourth ed. (1997), Wiley, New York
28. Lever A.B.P. Inorganic Electronic Spectroscopy. second ed. (1984), Elsevier, Amsterdam
29. Benda P., Lightbody J., Sato G., Levine L., and Sweet W. Science 161 (1968) 370-371
30. Schmidek H.H., Nielsen S.L., Schiller A.L., and Messer J. J. Neurosurg. 34 (1971) 335-340
31. Doblas S., Saunders D., and Kshirsagar P. Free Radic. Biol. Med. 44 (2008) 63-72
32. Solly F., Fish R., and Simard B. Cancer Gene Ther. 15 (2008) 685-692
33. Ahmed A.E., Jacob S., and Nagy A.A. Toxicol. Lett. 179 (2008) 29-33
34. Zhao S., Zhang X., and Zhang J. J. Chemother. 20 (2008) 253-262
35. Sheehan J., Ionescu A., and Pouratian N. J. Neurosurg. 108 (2008) 972-978
36. Mannino S., Molinari A., and Sabatino G. Int. J. Immunopathol. Pharmacol. 21 (2008) 227-231
37. Yang W.Q., Lun X., and Palmer C.A. Clin. Cancer Res. 10 (2004) 8561-8576
38. Tanriover N., Ulu M.O., and Sanus G.Z. Neurol. Res. 30 (2008) 511-517
39. Hen G., Shen F., and Shi Z. In Vitro Cell Dev. Biol. Anim. 44 (2008) 280-289
40. Schlegel J., Piontek G., and Kersting M. Pathobiology 67 (1999) 202-206
41. Asai A., Miyagi Y., and Sugiyama A. J. Neurooncol. 19 (1994) 259-268
42. Sibenaller Z.A., Etame A.B., and Ali M.M. Neurosurg. Focus 19 (2005) E1
43. Guo P., Hu B., and Gu W. Am. J. Pathol. 162 (2003) 1083-1093
44. Heimberger A.B., Suki D., and Yang D. J. Transl. Med. 3 (2005) 38
45. Morford L.A., Boghaert E.R., and Brooks W.H. Cancer Lett. 115 (1997) 81-90
46. Nakada M., Niska J.A., and Tran N.L. Am. J. Pathol. 167 (2005) 565-576
47. Friberg L., Elinder C.G., Kjellstrom T., and Nordberg G.F. Cadmium and Health: A Toxicological and Epidemiological Appraisal (1986), CRC Press, Boca Raton, FL
48. Goering P.L., Waalkes M.P., and Klaassen C.D. In: Goyer R.A., and Cherian M.G. (Eds). Toxicology of Metals: Biological Aspects. Handbook of Experimental Pharmacology vol. 115 (1995), Springer-Verlag, New York 189-213
49. Klaassen C.D., Liu J., and Choudhuri S. Annu. Rev. Pharmacol. Toxicol. 39 (1999) 267-294
50. Morselt A.F.W. Toxicology 70 (1991) 1-3
51. Beyersmann D., and Hechtenberg S. Toxicol. Appl. Pharm. 144 (1997) 247-261
52. Méndez-Armenta M., Barroso-Moguel R., Villada-Hermández J., Nava-Ruiz C., and Ruiz C. Toxicology 161 (2001) 189-199
53. Brozoska M.R., Kamiski M., Supernak-Bobko D., Zwierz K., and Moniuszko-Jakoniuk J. Archiv. Toxicol. 77 (2003) 344-352
54. Webster W.S., Valois A.A., and Neuropathol J. Exp. Neurol. 40 (1981) 247-257
55. Wong K.L., and Klaassen C.D. Toxicol. Appl. Pharmacol 63 (1982) 330-337
56. Fern R., Black J.A., Ransom B.R., and Waxman S.G. J. Neurophysiol. 76 (1996) 3264-3273
57. López E., Figueroa S., Oset-Gasque M.J., and González M.P. Br. J. Pharmacol. 138 (2003) 901-911
58. Hart B.A., Lee C.H., Shukla G.S., Shukla A., Osier M., Eneman J.D., and Chiu J.F. Toxicology 133 (1999) 43-58
59. Bar-Sela S., Reingold S., and Richter E.D. Int. J. Occup. Environ. Health 7 (2001) 109-112
60. O'Callaghan J.P., and Miller D. Brain Res. 370 (1986) 354-358
61. Okuda B., Iwamoto Y., Tachibana H., and Sugita M. Clin. Neurol. Neurosurg. 99 (1997) 263-265
62. Hassoun E.A., and Stohs S.J. Toxicology 112 (1996) 219-226
63. Koizumi T., Shirakura H., Kumagai H., Tatsumoto H., and Suzuki K.T. Toxicology 114 (1996) 125-134
64. Alam J., Shibahara S., and Smith A. J. Biol. Chem. 264 (1989) 6371-6375
65. Gong P., Hu B., Stewart D., Ellerbe M., Figueroa Y.G., Blank V., Beckman B.S., and Alam J. J. Biol. Chem. 276 (2001) 27018-27025
66. Belyaeva E.A., Glazunov V.V., and Krotkov S.M. Chem.-Biol. Interact. 150 (2004) 253-270
67. Bolduc J.S., Denizeau F., and Jumarie C. Toxicol. Sci. 77 (2004) 299-306
68. El Azzouzi B., Tsangaris G.T., Pellegrini O., Manuel Y., Benveniste J., and Thomas Y. Toxicology 88 (1994) 127-139
69. Dong S.Y., Shen H.M., and Ong C.M. Mol. Cell. Biochem. 222 (2001) 11-20
70. Shimoda R., Nagamine T., Takagi H., Morri M., and Waalkes M.P. Toxicol. Sci. 64 (2001) 208-215
71. McAleer M.F., and Tuan R.S. In vitro Mol. Toxicol. J. Basic Appl. Res. 14 (2001) 25-42
72. Pulido M.D., and Parrish A.R. Mutat. Res. 533 (2003) 227-241
73. Antonio M.T., Corredor L., and Leret M.L. Toxicol. Lett. 143 (2003) 331-340
74. Méndez-Armenta M., Villeda-Hernández J., Barroso-Moguel R., Nava-Ruiz C., Jimenez-Capdeville M.E., and Ríos C. Toxicol. Lett. 144 (2003) 151-157
75. Yang C.S., Tzou B.C., Liu Y.P., Tsai M.J., Shyue S.K., and Tzeng S.F. J. Cell Biochem 103 (2008) 825-834
76. Carrera M.P., Ramírez-Expósito M.J., and Martínez-Martos J.M. Anticancer Agents Med. Chem. 9 (2009) 500-516