Platinum Complexes with NH Groups on the Carrier Ligand and with only One Guanine or Hypoxanthine Derivative. Informative Models for Assessing Relative Nucleobase and Nucleotide Hydrogen-Bond Interactions with Amine Ligands in Solution

Inorganic Chemistry

Volumn 43, Issue 2, 2004, Pages 584-592

  Carlone, Maria ^a,b   Marzilli, Luigi G ^b   Natile, Giovanni ^a  

^a UNIVERSITY OF BARI   (Italy)

^b LOUISIANA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DIETHYLENETRIAMINE; GUANINE DERIVATIVE; GUANOSINE PHOSPHATE; HYPOXANTHINE DERIVATIVE; INOSINE PHOSPHATE; LIGAND; N,N',N'' TRIMETHYLDIETHYLENETRIAMINE; NUCLEOTIDE; PHOSPHATE; PLATINUM COMPLEX; UNCLASSIFIED DRUG; WATER;

ARTICLE; COMPLEX FORMATION; CONFORMATION; HYDROGEN BOND; NUCLEAR OVERHAUSER EFFECT; PH; PROTON NUCLEAR MAGNETIC RESONANCE;

5'-GUANYLIC ACID; AMINES; CISPLATIN; GUANINE; GUANOSINE; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; HYPOXANTHINES; INOSINE MONOPHOSPHATE; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NUCLEOTIDES; ORGANOPLATINUM COMPOUNDS;

EID: 1642486486     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic030236e     Document Type: Article

References (37)

1. Cisplatin: Chemistry and Biochemistry of a Leading Anticancer Drug: Lippert, B., Ed.; Wiley-VCH: Weinheim, Germany, 1999.
2. Bloemink, M. J.; Engelking, H.; Karentzopoulos, S.; Krebs, B.; Reedijk, J. Inorg. Chem. 1996, 35, 619-627.
3. Farrell, N. In Metal Ions in Biological Systems; Sigel, H., Sigel, A., Ed.; Marcel Dekker: New York, 1996; Vol. 32, pp 641-685.
4. Brabec, V.; Neplechova. K.; Kasparkova, J.; Farrell, N. J. Biol. Inorg. Chem. 2000, 5, 364-368.
5. Natile, G.; Coluccia. M. Coord. Chem. Rev. 2001, 216-217, 383-410.
6. Kloster, M. B. G.; Hannis, J. C.; Muddiman, D. C.; Farrell, N. Biochemistry, 1999, 38, 14731-14737.
7. Zehnulova, J.; Kasparkova, J.; Farrell, N.; Brabec, V. J. Biol. Inorg. Chem. 2001, 276, 22191-22199.
8. Williams, K. M.; Cerasino, L.; Natile, G.; Marzilli, L. G. J. Am. Chem. Soc. 2000, 122, 8021-8030.
9. Saad, J. S.; Scarcia, T.; Shinozuka, K.; Natile, G.; Marzilli, L. G. Inorg. Chem. 2002, 41, 546-557. Benedetti, M.; Saad, J. S.; Marzilli, L. G.; Natile, G. Dalton Trans. 2003, 5, 872-879.
10. Saad, J. S.; Scarcia, T.; Shinozuka, K.; Natile, G.; Marzilli, L. G. Inorg. Chem. 2002, 41, 546-557. Benedetti, M.; Saad, J. S.; Marzilli, L. G.; Natile, G. Dalton Trans. 2003, 5, 872-879.
11. Sullivan, S. T.; Ciccarese, A.; Fanizzi, F. P.; Marzilli, L. G. Inorg. Chem. 2000, 39, 836-842.
12. Marzilli, L. G.; Ano, S. O.; Intini, F. P.; Natile, G. J. Am. Chem. Soc. 1999, 121, 9133-9142.
13. Ano, S. O.; Intini, F. P.; Natile, G.; Marzilli, L. G. J. Am. Chem. Soc. 1997, 119, 8570-8571.
14. Ano, S. O.; Intini, F. P.; Natile, G.; Marzilli, L. G. J. Am. Chem. Soc. 1998, 120, 12017-12022.
15. Marzilli, L. G.; Saad, J. S.; Kuklenyik, Z.; Keating, K. A.; Xu, Y. J. Am. Chem. Soc. 2001, 123, 2764-2770.
16. Sullivan, S. T.; Ciccarese, A.; Fanizzi, F. P.; Marzilli, L. G. Inorg. Chem. 2001, 41, 546-557.
17. Berners-Price, S. J.; Frey, U.; Ranford, J. D.; Sadler, P. J. J. Am. Chem. Soc. 1993, 115, 8649-8659.
18. Guo, Z.; Chen, Y.; Zang, E.; Sadler, P. J. J. Chem. Soc., Dalton Trans. 1997, 4107-4111.
19. Guo, Z.; Sadler, P. J.; Zang, E. Chem. Commun. 1997, 27-28.
20. De Castro, B.; Chiang, C.; Wilkowski, K.; Marzilli, L. G. Kistenmacher, T. J. Inorg. Chem. 1981, 20, 1835-1844.
21. Admiraal, G.; Alink, M.; Altona, C.; Dijt, F.; Van Garderen, C. J.; De Graaff, R. A. G.; Reedijk, J. J. Am. Chem. Soc. 1992, 114, 930-938.
22. Carlone, M.; Fanizzi, F. P.; Intini, F. P.; Margiotta, N.; Marzilli, L. G.; Natile, G. Inorg. Chem. 2000, 39, 634-641.
23. Di Masi, N. G.; Intini, F. P.; Pacifico, C.; Maresca L.; Natile, G. Inorg. Chim. Acta 2000, 310, 27-33.
24. Marzilli, L. G.; Chalipoyil, P.; Chiang, C. C.; Kistenmacher, T. J. J. Am. Chem. Soc. 1980, 102, 1480-1482.
25. Lippert, B. Prog. Inorg. Chem. 1989, 37, 1-89.
26. Wong, H. C.; Shinozuka, K.; Natile, G.; Marzilli, L. G. Inorg. Chim. Acta 2000, 297, 36-46.
27. Miller, S. K.; van der Veer, D. G.; Marzilli, L. G. J. Am. Chem. Soc. 1985, 107. 1048-1055.
28. Buckingham, D. A.; Marzilli, L. G.; Sargeson, A. M. J. Am. Chem. Soc. 1969, 91, 5227-5232.
29. Although the NOESY spectra indicate slower exchange between rotamers at -20 °C than at -5 °C, the resonance signals ate are nevertheless broader at -20 °C than at -5 °C. It is likely that dynamic processes other than interconversion between rotamers, such as slower changes in sugar pucker and syn/anti-3′-GMP conformation, cause the observed line broadening.
30. Martin, R. B. Acc. Chem. Res. 1985, 18, 32-38.
31. Ano, S. O.; Intini, F. P.; Natile, G.; Marzilli, L. G. Inorg. Chem. 1999, 38, 2989-2999.
32. Wong, H. C.; Intini, F. P.; Natile, G.; Marzilli, L. G. Inorg. Chem. 1999, 38, 1006-1014.
33. Elizondo-Riojas, M. A.; Kozelka, J. Inorg. Chim. Acta 2000, 297, 417-420.
34. Saad, J. S.; Scarcia, T.; Natile, G.; Marzilli, L. G. Inorg. Chem. 2002, 41, 4923-4935.
35. Berners-Price, S. J.; Frenkiel, T. A.; Ranford, J. D.; Sadler, P. J. J. Chem. Soc., Dalton Trans. 1992, 2137-2139.
36. Xu, Y.; Natile, G.; Intini, F. P.; Marzilli, L. G. J. Am. Chem. Soc. 1990, 112, 8177-8179.
37. Colonna, G.; Di Masi, N. G.; Marzilli, L. G.; Natile, G. Inorg. Chem. 2003, 42, 997-1005.