Literature DB >> 15934732

(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.

O Karagiorgou1, G Patsis, M Pelecanou, C P Raptopoulou, A Terzis, T Siatra-Papastaikoudi, R Alberto, I Pirmettis, M Papadopoulos.   

Abstract

The reaction of fac-[NEt(4)](2)[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)](2)[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.

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Year:  2005        PMID: 15934732     DOI: 10.1021/ic050254r

Source DB:  PubMed          Journal:  Inorg Chem        ISSN: 0020-1669            Impact factor:   5.165


  5 in total

1.  Synthesis and Characterization of Novel [2 + 1] Tricarbonyl Rhenium Complexes with the Hydrophilic Phosphine Ligands PTA and CAP.

Authors:  Ioanna Roupa; Charalampos Flampouraris; Antonio Shegani; Myrto Ischyropoulou; Konstantina Makrypidi; Catherine Raptopoulou; Ioannis Pirmettis; Minas S Papadopoulos; Vassilis Psycharis; Aristeidis Chiotellis
Journal:  Bioinorg Chem Appl       Date:  2022-06-13       Impact factor: 4.724

2.  Design and pharmacological characterization of VUF14480, a covalent partial agonist that interacts with cysteine 98(3.36) of the human histamine H₄ receptor.

Authors:  S Nijmeijer; H Engelhardt; S Schultes; A C van de Stolpe; V Lusink; C de Graaf; M Wijtmans; E E J Haaksma; I J P de Esch; K Stachurski; H F Vischer; R Leurs
Journal:  Br J Pharmacol       Date:  2013-09       Impact factor: 8.739

3.  Novel, cysteine-modified chelation strategy for the incorporation of [M(I)(CO)(3)](+) (M = Re, (99m)Tc) in an α-MSH peptide.

Authors:  Han Jiang; Benjamin B Kasten; Hongguang Liu; Shibo Qi; Yang Liu; Mei Tian; Charles L Barnes; Hong Zhang; Zhen Cheng; Paul D Benny
Journal:  Bioconjug Chem       Date:  2012-11-08       Impact factor: 4.774

4.  Synthesis, characterization and biological evaluation of Pd(ii), Cu(ii), Re(i) and 99mTc(i) thiazole-based complexes.

Authors:  Jelena M Mašković; Antonios Hatzidimitriou; Ana Damjanović; Tatjana P Stanojković; Srećko R Trifunović; Athina A Geronikaki; Dionysia Papagiannopoulou
Journal:  Medchemcomm       Date:  2018-04-13       Impact factor: 3.597

5.  Kinetic and high-pressure mechanistic investigation of the aqua substitution in the trans-aquaoxotetracyano complexes of re(v) and tc(v): some implications for nuclear medicine.

Authors:  J Mattheus Botha; Andreas Roodt
Journal:  Met Based Drugs       Date:  2008
  5 in total

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