Synthesis and characterization of monophosphinic acid DOTA derivative: A smart tool with functionalities for multimodal imaging.

Autor: Chilla SNM; Department of General, Organic and Biomedical Chemistry, NMR and Molecular Imaging Laboratory, University of Mons, Avenue Maistriau, 19, Mendeleïev Building, 7000 Mons, Belgium. Electronic address: satya.chilla@umons.ac.be., Zemek O; Department of Inorganic Chemistry, Universita Karlova, Hlavova 2030, 128 40 Prague 2, Czech Republic. Electronic address: modrej@natur.cuni.cz., Kotek J; Department of Inorganic Chemistry, Universita Karlova, Hlavova 2030, 128 40 Prague 2, Czech Republic., Boutry S; Department of General, Organic and Biomedical Chemistry, NMR and Molecular Imaging Laboratory, University of Mons, Avenue Maistriau, 19, Mendeleïev Building, 7000 Mons, Belgium; Centre for Microscopy and Molecular Imaging (CMMI), Rue Adrienne Bolland, 8, 6041 Charleroi-Gosselies, Belgium., Larbanoix L; Department of General, Organic and Biomedical Chemistry, NMR and Molecular Imaging Laboratory, University of Mons, Avenue Maistriau, 19, Mendeleïev Building, 7000 Mons, Belgium; Centre for Microscopy and Molecular Imaging (CMMI), Rue Adrienne Bolland, 8, 6041 Charleroi-Gosselies, Belgium., Sclavons C; Department of General, Organic and Biomedical Chemistry, NMR and Molecular Imaging Laboratory, University of Mons, Avenue Maistriau, 19, Mendeleïev Building, 7000 Mons, Belgium; Centre for Microscopy and Molecular Imaging (CMMI), Rue Adrienne Bolland, 8, 6041 Charleroi-Gosselies, Belgium., Elst LV; Department of General, Organic and Biomedical Chemistry, NMR and Molecular Imaging Laboratory, University of Mons, Avenue Maistriau, 19, Mendeleïev Building, 7000 Mons, Belgium; Centre for Microscopy and Molecular Imaging (CMMI), Rue Adrienne Bolland, 8, 6041 Charleroi-Gosselies, Belgium., Lukes I; Department of Inorganic Chemistry, Universita Karlova, Hlavova 2030, 128 40 Prague 2, Czech Republic., Muller RN; Department of General, Organic and Biomedical Chemistry, NMR and Molecular Imaging Laboratory, University of Mons, Avenue Maistriau, 19, Mendeleïev Building, 7000 Mons, Belgium; Centre for Microscopy and Molecular Imaging (CMMI), Rue Adrienne Bolland, 8, 6041 Charleroi-Gosselies, Belgium., Laurent S; Department of General, Organic and Biomedical Chemistry, NMR and Molecular Imaging Laboratory, University of Mons, Avenue Maistriau, 19, Mendeleïev Building, 7000 Mons, Belgium; Centre for Microscopy and Molecular Imaging (CMMI), Rue Adrienne Bolland, 8, 6041 Charleroi-Gosselies, Belgium. Electronic address: sophie.laurent@umons.ac.be.
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry [Bioorg Med Chem] 2017 Aug 15; Vol. 25 (16), pp. 4297-4303. Date of Electronic Publication: 2017 Jun 15.
DOI: 10.1016/j.bmc.2017.06.008
Abstrakt: A new facile synthetic strategy was developed to prepare bifunctional monophosphinic acid Ln-DOTA derivatives, Gd-DO2AGAP NBn and Gd- DO2AGAP ABn . The relaxivities of the Gd-complexes are enhanced compared to Gd-DOTA. Monophosphinic acid arm of these Gd-complexes affords enhancement of inner sphere water exchange rate due to its steric bulkiness. The different functionalities of DO2AGAP NBn were appended in trans positions and are designed to conjugate identical or different vectors according to the potential applications. The conjugation of Gd-DO2AGAP ABn with E3 peptide known to target apoptosis was successfully performed and in vivo MRI allowed cell death detection in a mouse model.
(Copyright © 2017 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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