Chloro-fac-tricarbonylrhenium(I) complexes of asymmetric azines derived from 6-acetyl-1,3,7-trimethylpteridine-2,4(1H,3H)-dione with hydrazine and aromatic aldehydes: Preparation, structural characterization and biological activity against several human tumor cell lines

Journal of Inorganic Biochemistry

Volumn 103, Issue 1, 2009, Pages 94-100

  Picón Ferrer, Inmaculada ^a   Hueso Ureña, Francisco ^a   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

Azine ligands; Biological activity; Crystal structure; Lumazine; Pteridine; Rhenium

Indexed keywords

2 HYDROXY 6 (1 ETHANEHYDRAZONOYL) 1,3,7 TRIMETHYL PTERIDINE 2,4(1H,3H) DIONE; 2,3 DIHYDROXYBENZALDEHYDE 6 (1 ETHANEHYDRAZONOYL) 1,3,7 TRIMETHYL PTERIDINE 2,4(1H,3H) DIONE; 3 HYDROXY 6 (1 ETHANEHYDRAZONOYL) 1,3,7 TRIMETHYL PTERIDINE 2,4(1H,3H) DIONE; 4 HYDROXY 6 (1 ETHANEHYDRAZONOYL) 1,3,7 TRIMETHYL PTERIDINE 2,4(1H,3H) DIONE; 6 (1 ETHANEHYDRAZONOYL) 1,3,7 TRIMETHYL PTERIDINE 2,4(1H,3H) DIONE 3 HYDROXY; ALDEHYDE; ANTINEOPLASTIC AGENT; HYDRAZINE; PYRIDINE 2 CARBALDEHYDE 6 (1 ETHANEHYDRAZONOYL) 1,3,7 TRIMETHYL PTERIDINE 2,4(1H,3H) DIONE; RHENIUM; UNCLASSIFIED DRUG;

ARTICLE; CELL GROWTH; CHEMICAL STRUCTURE; CONTROLLED STUDY; DIFFERENTIAL SCANNING CALORIMETRY; HUMAN; HUMAN CELL; NUCLEAR MAGNETIC RESONANCE; THERMOGRAVIMETRY; TUMOR CELL LINE; X RAY DIFFRACTION;

ALDEHYDES; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CRYSTALLOGRAPHY, X-RAY; DRUG DESIGN; HUMANS; HYDRAZINES; MOLECULAR STRUCTURE; PTERIDINES; RHENIUM;

EID: 56649112760     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2008.09.014     Document Type: Article

References (33)

1. Licitra E.J., and Liu J.O. Proc. Natl. Acad. Sci. USA 93 (1996) 12817-12821
2. Schreiber S.L. Science 251 (1991) 283-287
3. Klausner R.D., Donaldson J.G., and Lippincott-Schwartz J. J. Cell Biol. 116 (1992) 1071-1080
4. Hoffart D.J., Habermehl N.C., and Loeb S.J. J. Chem. Soc. Dalton Trans. (2007) 2870-2875
5. Easmon J., Pürstinger G., Heinisch G., Roth T., Fiebig H.H., Holzer W., Jäger W., Jenny M., and Hofmann J. J. Med. Chem. 44 (2001) 2164-2171
6. Centore R., and Garzillo C. J. Chem. Soc. Perkin Trans. 2 (1997) 79-84
7. Espinet P., Etxebarria J., Marcos M., Péres J., Remón A., and Serrano J.L. Angew. Chem. Int. Ed. Engl. 28 (1989) 1065-1066
8. Nalwa H.S., Kakatu A., and Mukoh A. J. Appl. Phys. 73 (1993) 4743-4745
9. Xu Z., Thompson L.K., Milway V.A., Zhao L., Kelly T., and Miller D.O. Inorg. Chem. 42 (2003) 2950-2959
10. Wu C., Chen Y., Jing S., Lee C., Dinda J., and Hwang W. Polyhedron 25 (2006) 3053-3065
11. Pal S., and Pal S. Inorg. Chem. 40 (2001) 4807-4810
12. Sreerama S.G., and Pal S. Inorg. Chem. 44 (2005) 6299-6307
13. Cucos P., Pascu M., Sessoli R., Avarvari N., Pointillart F., and Andruh M. Inorg. Chem. 45 (2006) 7035-7037
14. Chandra M., Sahay A.N., Pandey D.S., Tripathi R.P., Saxena J.K., Reddy V.J.M., Puerta M.C., and Valerga P. J. Organomet. Chem. 689 (2004) 2256-2267
15. Jiménez-Pulido S.B., Linares-Ordóñez F.M., Moreno-Carretero M.N., and Quirós-Olozábal M. Inorg. Chem. 47 (2008) 1096-1106
16. Jiménez-Pulido S.B., Linares-Ordóñez F.M., Martínez-Martos J.M., Moreno-Carretero M.N., Quirós-Olozábal M., and Ramírez-Expósito M.J. J. Inorg. Biochem. 102 (2008) 1677-1683
17. Desbouis D., Schubiger P.A., and Schibli R. J. Organomet. Chem. 692 (2007) 1340-1347
18. He H., Lipowska M., Xu X., Taylor A.T., and Marzilli L.G. Inorg. Chem. 46 (2007) 3385-3394
19. Lo K.K., Louie M.W., Sze K.S., and Lau J.S. Inorg. Chem. 47 (2008) 602-611
20. Amoroso A.J., Coogan M.P., Dunne J.E., Fernández-Moreira V., Hess J.B., Hayes A.J., Lloyd D., Millet C., Pope S.J.A., and William C. Chem. Commun. (2007) 3066-3068
21. Kim Y., Kim J., and Kang Y. J. Korean Chem. Soc. 43 (1999) 535-536
22. Farrugia L.J. J. Appl. Crystallogr. 32 (1999) 837
23. Sheldrick G.M. SHELXS97 (1997), University of Gottingen, Gottingen
24. G.M. Sheldrick, SADABS 2.10, 2003.
25. Spek A.L. PLATON A Multipurpose Crystallographic Tool (2003), Utrecht University, Utrecht, The Netherlands
26. 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
27. Janiak C. J. Chem. Soc. Dalton Trans. (2000) 3885-3896
28. Jiménez-Pulido S.B., Sieger M., Knödler A., Heilmann O., Wanner M., Schwederski B., Fiedler J., Moreno-Carretero M.N., and Kaim W. Inorg. Chim. Acta 325 (2001) 65-72
29. Bakir M. Inorg. Chim. Acta 332 (2002) 1-6
30. Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds. fourth ed. (1997), Wiley, New York
31. 1H NMR, IR, MS, UV/VIS. second ed. (1989), Springer-Verlag, Berlin C126-C127
32. Choe S.Y., Kim S.J., Kim H.G., Lee J.H., Choi Y., Lee H., and Kim Y. Sci. Total Environ. 312 (2003) 15-21
33. Safe S. Nat. Med. 9 (2003) 1000-1001