Literature DB >> 21250638

Curcumin as the OO bidentate ligand in "2 + 1" complexes with the [M(CO)3]+ (M = Re, 99mTc) tricarbonyl core for radiodiagnostic applications.

Marina Sagnou1, Dimitra Benaki, Charalampos Triantis, Theodoros Tsotakos, Vassilis Psycharis, Catherine P Raptopoulou, Ioannis Pirmettis, Minas Papadopoulos, Maria Pelecanou.   

Abstract

The synthesis and characterization of "2 + 1" complexes of the [M(CO)(3)](+) (M = Re, (99m)Tc) core with the β-diketones acetylacetone (complexes 2, 8) and curcumin (complexes 5, 10 and 6, 11) as bidentate OO ligands, and imidazole or isocyanocyclohexane as monodentate ligands is reported. The complexes were synthesized by reacting the [NEt(4)](2)[Re(CO)(3)Br(3)] precursor with the β-diketone to generate the intermediate aqua complex fac-Re(CO)(3)(OO)(H(2)O) that was isolated and characterized, followed by replacement of the labile water by the monodentate ligand. All complexes were characterized by mass spectrometry, NMR and IR spectroscopies, and elemental analysis. In the case of complex 2, bearing imidazole as the monodentate ligand, X-ray analysis was possible. The chemistry was successfully transferred at (99m)Tc tracer level. The curcumin complexes 5 and 6, as well as their intermediate aqua complex 4, that bear potential for radiopharmaceutical applications due to the wide spectrum of pharmacological activity of curcumin, were successfully tested for selective staining of β-amyloid plaques of Alzheimer's disease. The fact that the complexes maintain the affinity of the mother compound curcumin for β-amyloid plaques prompts for further exploration of their chemistry and biological properties as radioimaging probes.

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Year:  2011        PMID: 21250638     DOI: 10.1021/ic102228u

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


  6 in total

Review 1.  Recent progress in the development of metal complexes as β-amyloid imaging probes in the brain.

Authors:  Kaihua Chen; Mengchao Cui
Journal:  Medchemcomm       Date:  2017-05-16       Impact factor: 3.597

2.  Design and synthesis of a bombesin peptide-conjugated tripodal phosphino dithioether ligand topology for the stabilization of the fac-[M(CO)3]+ core (M=(99 m)Tc or Re).

Authors:  Raghuraman Kannan; Nagavarakishore Pillarsetty; Hariprasad Gali; Timothy J Hoffman; Charles L Barnes; Silvia S Jurisson; Charles J Smith; Wynn A Volkert
Journal:  Inorg Chem       Date:  2011-05-18       Impact factor: 5.165

3.  Synthesis and characterization of fac-Re(CO)3-aspartic-N-monoacetic acid, a structural analogue of a potential new renal tracer, fac-99mTc(CO)3(ASMA).

Authors:  Jeffrey Klenc; Malgorzata Lipowska; Andrew T Taylor; Luigi G Marzilli
Journal:  Eur J Inorg Chem       Date:  2012-09       Impact factor: 2.524

4.  Affinity of (nat/68)Ga-Labelled Curcumin and Curcuminoid Complexes for β-Amyloid Plaques: Towards the Development of New Metal-Curcumin Based Radiotracers.

Authors:  Sara Rubagotti; Stefania Croci; Erika Ferrari; Michele Iori; Pier C Capponi; Luca Lorenzini; Laura Calzà; Annibale Versari; Mattia Asti
Journal:  Int J Mol Sci       Date:  2016-09-06       Impact factor: 5.923

5.  Naphthalene Exchange in [Re(η6 -napht)2 ]+ with Pharmaceuticals Leads to Highly Functionalized Sandwich Complexes [M(η6 -pharm)2 ]+ (M=Re/99m Tc).

Authors:  Qaisar Nadeem; Federica Battistin; Olivier Blacque; Roger Alberto
Journal:  Chemistry       Date:  2021-12-13       Impact factor: 5.020

6.  Crystal structure of fac-tricarbon-yl(cyclo-hexyl isocyanide-κC)(quinoline-2-carboxyl-ato-κ(2) N,O)rhenium(I).

Authors:  Charalampos Triantis; Antonio Shegani; Christos Kiritsis; Catherine Raptopoulou; Vassilis Psycharis; Maria Pelecanou; Ioannis Pirmettis; Minas Papadopoulos
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2016-02-17
  6 in total

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