Christoforou Anna Maria, Marzilli Patricia A, Fronczek Frank R, Marzilli Luigi G
Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.
Inorg Chem. 2007 Dec 24;46(26):11173-82. doi: 10.1021/ic701576u. Epub 2007 Nov 29.
Polyamine ligands (L) have excellent binding characteristics for the formation of fac-99mTc(CO)3-based radiopharmaceuticals. Normally, these L are elaborated so as to leave pendant groups designed to impart useful biodistribution characteristics to the fac-[99mTc(CO)3L] imaging agent. Our goal is to lay a foundation for understanding the features of the bound elaborated ligands by using the fac-[Re(CO)3L]-analogue approach with the minimal prototypical ligands, diethylenetriamine (dien) or simple dien-related derivatives. Treatment of the fac-[Re(CO)3(H2O)3]+ cation with such triamine (NNN) ligands afforded fac-[Re(CO)3L]+ complexes. Ligand variations included having a central amine thioether donor, thus allowing X-ray crystallographic and NMR spectroscopic comparisons of fac-[Re(CO)3L]+ complexes with NNN and NSN ligands. fac-[Re(CO)3L]+ complexes with two terminal exo-NH groups exhibit unusually far upfield exo-NH NMR signals in DMSO-d6. Upon the addition of Cl-, these exo-NH signals move downfield, while the signals of any endo-NH or central NH groups move very little. This behavior is attributed to the formation of 1:1 ion pairs having selective Cl- hydrogen bonding to both exo-NH groups. Base addition to a DMSO-d6 solution of meso-exo-[Re(CO)3(N,N',N''-Me3dien)]PF6 led to isomerization of only one NHMe group, producing the chiral isomer. The meso isomer did not form. The [Re(CO)3(N,N,N',N'',N''-pentamethyldiethylenetriamine)]triflate.[Re(CO)3(mu3-OH)]4.3.35H2O crystal, the first structure with a fac-[Re(CO)3L] complex cocrystallized with this well-known cluster, provided parameters for a bulky NNN ligand and also reveals CO-CO interlocking intermolecular interactions that could stabilize the crystal.
多胺配体(L)对于基于面式-99mTc(CO)3的放射性药物的形成具有优异的结合特性。通常,这些L经过精心设计,以便留下一些侧链基团,旨在赋予面式-[99mTc(CO)3L]成像剂有用的生物分布特性。我们的目标是通过使用面式-[Re(CO)3L]类似物方法以及最小的原型配体二乙烯三胺(dien)或简单的与dien相关的衍生物,为理解结合的精心设计配体的特征奠定基础。用这种三胺(NNN)配体处理面式-[Re(CO)3(H2O)3]+阳离子,得到面式-[Re(CO)3L]+配合物。配体的变化包括具有一个中心胺硫醚供体,从而能够对面式-[Re(CO)3L]+配合物与NNN和NSN配体进行X射线晶体学和核磁共振光谱比较。具有两个末端外-NH基团的面式-[Re(CO)3L]+配合物在氘代二甲亚砜(DMSO-d6)中表现出异常高场的外-NH核磁共振信号。加入Cl-后,这些外-NH信号向低场移动,而任何内-NH或中心NH基团的信号移动很小。这种行为归因于形成了1:1离子对,其中Cl-与两个外-NH基团选择性地形成氢键。向meso-外-[Re(CO)3(N,N',N''-Me3dien)]PF6的DMSO-d6溶液中加入碱,仅导致一个NHMe基团异构化,生成手性异构体。meso异构体未形成。三氟甲磺酸根[Re(CO)3(N,N,N',N'',N''-五甲基二乙烯三胺)].[Re(CO)3(μ3-OH)]4·3·35H2O晶体是第一个与这种著名簇共结晶的面式-[Re(CO)3L]配合物的结构,它提供了一个庞大的NNN配体的参数,还揭示了可能稳定晶体的CO-CO分子间互锁相互作用。