A ‘preformed chelate approach’ model for coupling amine-modified rhenium and technetium ‘3+1’ mixed ligand complexes to carboxylate residues

作者: Theodosia Maina , Charalambos Tsoukalas , Georgios Patsis , Ioannis Pirmettis , Berthold Nock

DOI: 10.1016/S0277-5387(99)00286-7

关键词:

摘要: Abstract Selected ‘3+1’ mixed ligand oxorhenium and oxotechnetium complexes containing the SNS/S donor atom set have been modified by introduction of a bifunctional amine anchor on p -position thiophenolato monodentate ligand. A representative series several tridentate ligands was prepared both at macromolar (Re complexes) nanomolar ( 99m Tc amounts. Coupling these to activated carboxylate groups performed according ‘preformed chelate approach’ using benzoyl chloride as model molecule. yields were high millimolar metal concentration, revealed high-performance liquid chromatographic analysis Re species adopting parallel radiometric photometric detection modes. All compounds characterized classical analytical methods. In addition, structures parent ReO[CH 3 SCH 2 CH N(CH S) ][ -SC 6 H 4 NH ] daughter NHCOC 5 solved X-ray crystallography. Both adopt distorted trigonal bipyramidal geometry around rhenium, wherein oxo group sulfur atoms SNS occupy equatorial plane nitrogen monothiol are located apical positions trans each other.

参考文章(17)
L. C. Francesconi, G. Graczyk, S. Wehrli, S. N. Shaikh, D. McClinton, S. Liu, J. Zubieta, H. F. Kung, Synthesis and characterization of neutral MVO (M = Tc, Re) amine-thiol complexes containing a pendant phenylpiperidine group Inorganic Chemistry. ,vol. 32, pp. 3114- 3124 ,(1993) , 10.1021/IC00066A025
Giuliano Bandori, Marino Nicolini, Ulderico Mazzi, Technetium and rhenium in chemistry and nuclear medicine Cortina International , Raven Press. ,(1990)
Edward Deutsch, Karen Libson, Silvia Jurisson, Leonard F. Lindoy, Technetium Chemistry and Technetium Radiopharmaceuticals Progress in Inorganic Chemistry. ,vol. 30, pp. 75- 139 ,(2007) , 10.1002/9780470166314.CH2
John Harley-Mason, 60. Some aliphatic thiols and their derivatives. Part I. Aliphatic mercaptoamines Journal of The Chemical Society (resumed). pp. 320- 322 ,(1947) , 10.1039/JR9470000320
Roy K. Hom, John A. Katzenellenbogen, Technetium-99m-labeled receptor-specific small-molecule radiopharmaceuticals: Recent developments and encouraging results Nuclear Medicine and Biology. ,vol. 24, pp. 485- 498 ,(1997) , 10.1016/S0969-8051(97)00066-8
Minas Papadopoulos, Charalabos Tsoukalas, Ioannis Pirmettis, Berthold Nock, Theodosia Maina, Zainul Abedin, Catherine P. Raptopoulou, Aris Terzis, Efstratios Chiotellis, Synthesis and characterization of five-coordinate rhenium(V) and technetium(V) mixed ligand bifunctional complexes carrying the SNS/S or the SNN/S donor atom set. Crystal structure of ReO{[(C2H5)2NCH2CH2N(CH2CH2S)2](p-H2N–PhS)} and ReO{[(CH2)4NCH2CH2NCH2CH2S](p-H2N–PhS)} Inorganica Chimica Acta. ,vol. 285, pp. 97- 106 ,(1999) , 10.1016/S0020-1693(98)00330-2
William C. Eckelman, Radiolabeling with technetium-99m to study high-capacity and low-capacity biochemical systems. European Journal of Nuclear Medicine and Molecular Imaging. ,vol. 22, pp. 249- 263 ,(1995) , 10.1007/BF01081522
T. N. Rao, D. Adhikesavalu, Arthur Camerman, Alan R. Fritzberg, Technetium (V) and rhenium (V) complexes of 2,3-bis(mercaptoacetamido)propanoate. Chelate ring stereochemistry and influence on chemical and biological properties Journal of the American Chemical Society. ,vol. 112, pp. 5798- 5804 ,(1990) , 10.1021/JA00171A019
M. S. Papadopoulos, I. C. Pirmettis, M. Pelecanou, C. P. Raptopoulou, A. Terzis, C. I. Stassinopoulou, E. Chiotellis, Syn-Anti Isomerism in a Mixed-Ligand Oxorhenium Complex, ReO[SN(R)S][S]. Inorganic Chemistry. ,vol. 35, pp. 7377- 7383 ,(1996) , 10.1021/IC9604167
Charles P. Marabella, John H. Enemark, Kenneth F. Miller, Alice E. Bruce, Narayanankutty Pariyadath, James L. Corbin, Edward I. Stiefel, Complexes containing the Mo2O52+ core: preparation, properties and crystal structure of Mo2O5[(CH3)2NCH2CH2NHCH2C(CH3)2S]2 Inorganic Chemistry. ,vol. 22, pp. 3456- 3461 ,(1983) , 10.1021/IC00165A018