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(S)-(2-(2'-吡啶基)乙基)半胱胺和(S)-(2-(2'-吡啶基)乙基)-d,l-高半胱氨酸作为“fac-[M(CO)₃]⁺”(M = Re,⁹⁹ᵐTc)核的配体。

(S)-(2-(2'-Pyridyl)ethyl)cysteamine and (S)-(2-(2'-pyridyl)ethyl)-d,l-homocysteine as ligands for the "fac-[M(CO)(3)](+)" (M = Re, (99m)Tc) core.

作者信息

Karagiorgou O, Patsis G, Pelecanou M, Raptopoulou C P, Terzis A, Siatra-Papastaikoudi T, Alberto R, Pirmettis I, Papadopoulos M

机构信息

Institutes of Radioisotopes-Radiodiagnostic Products, Biology, and Materials Science, NCSR "Demokritos", Ag. Paraskevi, Athens, Greece.

出版信息

Inorg Chem. 2005 Jun 13;44(12):4118-20. doi: 10.1021/ic050254r.

Abstract

The reaction of fac-NEt(4)[Re(CO)(3)Br(3)] with (S)-(2-(2'-pyridyl)ethyl)cysteamine, L(1), in methanol leads to the formation of the cationic fac-[Re(CO)(3)(NSN)][Br] complex, 1, with coordination of the nitrogen of the pyridine, the sulfur of the thioether, and the nitrogen of the primary amine. When fac-NEt(4)[Re(CO)(3)Br(3)] reacts with the homocysteine derivative (S)-(2-(2'-pyridyl)ethyl)-d,l-homocysteine, L(2), the neutral fac-Re(CO)(3)(NSO) complex, 2, is produced with coordination of the nitrogen of the primary amine, the sulfur of the thioether, and the oxygen of the carboxylate group, while the pyridine ring remains uncoordinated. The analogous technetium-99m complexes, 1' and 2', were also prepared quantitatively by the reaction of L(1) and L(2) with the fac-(99m)Tc(CO)(3)(H(2)O)(3) precursor at 70 degrees C in water. Given that both (S)-(2-(2'-pyridyl)ethyl)cysteamine and homocysteine can be easily N- or S-derivatized by a bioactive molecule of interest, both the NSN or NSO ligand systems could be used to develop target-specific radiopharmaceuticals for diagnosis and therapy.

摘要

在甲醇中,面式-NEt(4)[Re(CO)(3)Br(3)]与(S)-(2-(2'-吡啶基)乙基)半胱胺(L(1))反应,生成阳离子面式-[Re(CO)(3)(NSN)][Br]配合物1,其中吡啶的氮、硫醚的硫和伯胺的氮参与配位。当面式-NEt(4)[Re(CO)(3)Br(3)]与同型半胱氨酸衍生物(S)-(2-(2'-吡啶基)乙基)-d,l-同型半胱氨酸(L(2))反应时,生成中性面式-Re(CO)(3)(NSO)配合物2,其中伯胺的氮、硫醚的硫和羧酸盐基团的氧参与配位,而吡啶环未配位。通过L(1)和L(2)与面式-(99m)Tc(CO)(3)(H(2)O)(3)前体在70℃的水中反应,也定量制备了类似的锝-99m配合物1'和2'。鉴于(S)-(2-(2'-吡啶基)乙基)半胱胺和同型半胱氨酸都可以很容易地被感兴趣的生物活性分子进行N-或S-衍生化,NSN或NSO配体系统都可用于开发用于诊断和治疗的靶向特异性放射性药物。

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