Influence of the ligand donor atoms on the in vitro stability of rhenium(I) and technetium (I)-99m complexes with pyrazole-containing chelators: Experimental and DFT studies

Journal of Organometallic Chemistry

Volumn 694, Issue 6, 2009, Pages 950-958

  Moura, Carolina ^a,b   Fernandes, Célia ^a,b   Gano, Lurdes ^a,b   Paulo, António ^a,b   Santos, Isabel C ^a,b   Santos, Isabel ^a,b   Calhorda, Maria José ^a,b  

^a INSTITUTO TECNOLÓGICO E NUCLEAR   (Portugal)

^b UNIVERSITY OF LISBON   (Portugal)

Author keywords

Carbonyl; DFT calculations; Pyrazolyl containing ligands; Rhenium; Technetium

Indexed keywords

ATOMS; BINDING ENERGY; CARBONYLATION; DYES; LIGANDS; PROBABILITY DENSITY FUNCTION; RHENIUM; SULFUR COMPOUNDS; TECHNETIUM; X RAY DIFFRACTION ANALYSIS;

BIO DISTRIBUTIONS; CARBONYL; DFT CALCULATIONS; DFT STUDIES; DONOR ATOMS; HIGH YIELDS; IN-VITRO; LIGAND DONOR ATOMS; NEUTRAL COMPLEXES; PYRAZOLE; PYRAZOLYL-CONTAINING LIGANDS; SPECIFIC ACTIVITIES; THERMODYNAMIC FACTORS; TRANSCHELATION; TRICARBONYL COMPLEXES; TRIDENTATE LIGANDS;

RHENIUM COMPOUNDS;

MUS;

EID: 60749132724     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2008.11.027     Document Type: Article

References (63)

1. Dilworth J.R., and Parrott S.J. Chem. Soc. Rev. 27 (1998) 43-55
2. Jurisson S.S., and Lydon J.D. Chem. Rev. 99 (1999) 2205-2218
3. Liu S. Chem. Soc. Rev. 33 (2004) 445-461
4. Liu S. Adv. Drug Deliv. Rev. 60 (2008) 1347-1370
5. Tisato F., Porchia M., Bolzati C., Refosco F., and Vittadini A. Coord. Chem. Rev. 250 (2006) 2034-2045
6. Alberto R. Top. Curr. Chem. 252 (2005) 1-44
7. Santos I., Paulo A., and Correia J.D.G. Top. Curr. Chem. 252 (2005) 45-84
8. Alberto R., Schibli R., Egli A., and Schubiger A.P. J. Am. Chem. Soc. 120 (1998) 7987-7988
9. Schibli R., La Bella R., Alberto R., Garcia-Garayoa E., Ortner K., Abram U., and Schubiger P.A. Bioconjugate Chem. 11 (2000) 345-351
10. Banerjee S.R., Levadala M.K., Lazarova N., Wei L., Valliant J.F., Stephenson K.A., Babich J.W., Maresca K.P., and Zubieta J. Inorg. Chem. 41 (2002) 6417-6425
11. Pietzsch H.-J., Gupta A., Reisgys M., Drews A., Seifert S., Syhre R., Spies H., Alberto R., Abram U., Schubiger P.A., and Johannsen B. Bioconjugate Chem. 11 (2000) 414-424
12. Kramer D., Davison A., Davis W., and Jones A.G. Inorg. Chem. 41 (2002) 6181-6183
13. Müller C., Dumas C., Hoffmann U., Schubiger P.A., and Schibli R. J. Organomet. Chem. 689 (2004) 4712-4721
14. Dumas C., Petrig J., Frei L., Spingler B., and Schibli R. Bioconjugate Chem. 16 (2005) 421-428
15. Müller C., Schubiger P.A., and Schibli R. Bioconjugate Chem. 17 (2006) 797-806
16. Chiotellis A., Tsoukalas C., Pelecanou M., Raptopoulou C., Terzis A., Papadopoulos M., Papadopoulou-Daifoti Z., and Pirmettis I. Inorg. Chem. 47 (2008) 2601-2607
17. Alves S., Paulo A., Correia J.D.G., Domingos A., and Santos I. J. Chem. Soc., Dalton Trans. (2002) 4714-4719
18. Vitor R., Alves S., Correia J.D.G., Paulo A., and Santos I. J. Organomet. Chem. 689 (2004) 4764-4774
19. Maria L., Cunha S., Videira M., Gano L., Paulo A., Santos I.C., and Santos I. Dalton Trans. (2007) 3010-3019
20. Alves S., Correia J.D.G., Paulo A., Gano L., Smith J., and Santos I. Bioconjugate Chem. 16 (2005) 438-449
21. Alves S., G Correia J.D., Santos I., Veerendra B., Sieckman G., Hoffman T., Rold T., Figueroa S.D., Retzloff L., McCrate J., Prasanphanich A., and Smith C. Nucl. Med. Biol. 33 (2006) 625-634
22. Alves S., Correia J.D.G., Gano L., Rold T.L., Prasanphanich A., Hauber R., Rupprich M., Alberto R., Decristoforo C., Santos I., and Smith C.J. Bioconjugate Chem. 18 (2007) 530-537
23. Decristoforo C., Rey A., Kuenstler J.U., Pietzsch H.J., Correia J.D.G., Santos I., Smith C.J., Faintuch L.B., Hernandez-Gonzales I., Rupprich M., Alberto R., and Haubner R. Q. J. Nucl. Med. Mol. Imaging 51 (2007) 33-41
24. Raposinho P.D., Xavier C., Correia J.D.G., Falcão S., Gomes P., and Santos I. J. Biol. Inorg. Chem. 13 (2008) 449-459
25. Raposinho P.D., Correia J.D.G., Alves S., Botelho M.F., Santos A.C., and Santos I. Nucl. Med. Biol. 35 (2008) 91-99
26. Fernandes C., Santos I.C., Santos I., Pietzsch H.-J., Künstler J.-U., Kraus W., Rey A., Margaritis N., Bourkoula A., Chiotellis A., Paravatou-Petsotas M., and Pirmettis I. Dalton Trans. (2008) 3215-3225
27. Parr R.G., and Young W. Density Functional Theory of Atoms and Molecules (1989), Oxford University Press, New York
28. Lazarova N., James S., Babich J., and Zubieta J. Inorg. Chem. Commun. 7 (2004) 1023-1026
29. Troutner D.E., Volkert W.A., Hoffman T.J., and Holmes R.A. Int. J. Appl. Radiat. Isot. 35 (1984) 467-470
30. Lipowska M., Cini R., Tamasi G., Xu X., Taylor A.T., and Marzilli L.G. Inorg. Chem. 43 (2004) 7774-7783
31. Schibli R., Marti N., Maurer P., Spingler B., Lehaire M.-L., Gramlich V., and Barnes C.L. Inorg. Chem. 44 (2005) 683-690
32. Safi B., Mertens J., De Proft F., and Geerlings P. J. Phys. Chem. A 110 (2006) 9240-9246
33. Klamt A., and Schuurmann G.J. J. Chem. Soc., Perkin Trans. 2 (1993) 799-805
34. Klamt A. J. Chem. Phys. 99 (1995) 2224-2235
35. Pye C.C., and Ziegler T. Theor. Chem. Acc. 101 (1999) 396-408
36. Pearson R.G. J. Am. Chem. Soc. 85 (1963) 3533-3539
37. Albright T.A., Burdett J.K., and Wangbo M.H. Orbital Interactions in Chemistry (1985), John Wiley & Sons, New York
38. López P., Seipelt C.G., Merkling L., Sturz J., Álvarez J., Dolle A., Zeidler M.D., Cérdan S., and Ballesteros P. Bioorg. Med. Chem. 7 (1999) 517-527
39. Sadabs: Area-Detector Absorption Correction, Brukee AXS Inc., Madison, WI, 2004.
40. saint: Area-Detector Integration Software (Version7.23), Brukee AXS Inc., Madison, WI, 2004.
41. Altomare A., Burla M.C., Camalli M., Cascarano G., Giacovazzo G., Guagliardi A., Moliterini A.G.G., Polidoro G., and Spagna R. J. Appl. Crystallogr. 32 (1999) 115
42. Sheldrick G.M. shelxl-97: Program for the Refinement of Crystal Structure (1997), University of Gottingen, Germany
43. Farrugia L.J. J. Appl. Crystallogr. 32 (1999) 837-838
44. Farrugia L.J. ORTEP-3, J. Appl. Crystallogr. 30 (1997) 565
45. Velde G., Bickelhaupt F.M., van Gisbergen S.J.A., Gerra C.F., Snijders J.G., and Ziegler T. J. Comput. Chem. 22 (2001) 931-967
46. Guerra C.F., Snijders J.G., Velde G., and Baerends E.J. Theor. Chem. Acc. 99 (1998) 391-403
47. ADF2006.01, SCM, Theoretical Chemistry, Vrije Universiteit, Amsterdam, The Netherlands, .
48. Vosko S.H., Wilk L., and Nusair M. Can. J. Phys. 58 (1980) 1200-1211
49. Becke A.D. J. Chem. Phys. 88 (1988) 1053-1062
50. Perdew J.P., Chevary J.A., Vosko S.H., Jackson K.A., Pederson M.R., Singh D.J., and Fiolhais C. Phys. Rev. B 46 (1992) 6671-6687
51. Chang C., Pelissier M., and Durand P. Phys. Scripta 34 (1986) 394
52. Heully J.-L., Lindgren I., Lindroth E., Lundquist S., and Martensson-Pendrill A.-M. J. Phys. B 19 (1986) 2799
53. van Lenthe E., Baerends E.J., and Snijders J.G. J. Chem. Phys. 99 (1993) 4597
54. van Lenthe J.G., Baerends E.J., and Snijders J.G. J. Chem. Phys. 105 (1996) 6505;
55. van Lenthe E., van Leeuwen R., Baerends E.J., and Snijders J.G. Int. J. Quantum Chem. 57 (1996) 281
56. Bickelhaupt F.M., and Baerends E.J. In: Lipkowitz K.B., and Boyd D.B. (Eds). Reviews in Computational Chemistry vol. 15 (2000), Wiley-VCH, New York 1
57. Lein M., and Frenking G. In: Dykstra C.E., Frenking G., Kim K.S., and Scuseria G.E. (Eds). Theory and Applications of Computational Chemistry, the First 40 Years (2005), Elsevier, Amsterdam 367
58. Frenking G., Wichmann K., Fröhlich N., Loschen C., Lein M., Frunzke J., and Rayón V.M. Coord. Chem. Rev. 238-239 (2003) 55
59. Morokuma K.J. Chem. Phys. 55 (1971) 1236
60. Kitaura K., and Morokuma K. Int. J. Quantum Chem. 10 (1976) 325
61. Ziegler T., and Rauk A. Theor. Chim. Acta 46 (1977) 1
62. Ziegler T., and Rauk A. Inorg. Chem. 18 (1979) 1755
63. Ziegler T., and Rauk A. Inorg. Chem. 18 (1979) 1558