The quest for biocompatible phthalocyanines for molecular imaging: Photophysics, relaxometry and cytotoxicity studies.

Autor: Pinto SM; Department of Chemistry, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal; Coimbra Chemistry Centre, CQC, University of Coimbra, Coimbra, Portugal., Tomé VA; Department of Chemistry, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal; Coimbra Chemistry Centre, CQC, University of Coimbra, Coimbra, Portugal., Calvete MJ; Department of Chemistry, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal; Coimbra Chemistry Centre, CQC, University of Coimbra, Coimbra, Portugal. Electronic address: mcalvete@qui.uc.pt., Pereira MM; Department of Chemistry, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal; Coimbra Chemistry Centre, CQC, University of Coimbra, Coimbra, Portugal., Burrows HD; Department of Chemistry, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal; Coimbra Chemistry Centre, CQC, University of Coimbra, Coimbra, Portugal., Cardoso AM; Department of Life Sciences, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal; Center of Neurosciences and Cell Biology, CNC, University of Coimbra, Coimbra, Portugal., Pallier A; Centre de Biophysique Moléculaire, CNRS, UPR 4301, Université d'Orléans, Orléans, France., C A Castro MM; Coimbra Chemistry Centre, CQC, University of Coimbra, Coimbra, Portugal; Department of Life Sciences, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal., Tóth É; Centre de Biophysique Moléculaire, CNRS, UPR 4301, Université d'Orléans, Orléans, France., Geraldes CF; Coimbra Chemistry Centre, CQC, University of Coimbra, Coimbra, Portugal; Department of Life Sciences, Faculty of Science and Technology, University of Coimbra, Coimbra, Portugal. Electronic address: geraldes@ci.uc.pt.
Jazyk: angličtina
Zdroj: Journal of inorganic biochemistry [J Inorg Biochem] 2016 Jan; Vol. 154, pp. 50-9. Date of Electronic Publication: 2015 Oct 30.
DOI: 10.1016/j.jinorgbio.2015.10.013
Abstrakt: Water soluble phthalocyanines bearing either four PEG500 or four choline substituents in the macrocyclic structure, as well as their Zn(II) and Mn(III) complexes were synthesized. The metal-free and Zn(II) complexes present relatively high fluorescence quantum yields (up to 0.30), while the Mn(III) complexes show no fluorescence as a consequence of rapid non-radiative deactivation of the Mn(III) phthalocyanine excited states through low-lying metal based or charge-transfer states. The effect of DMSO on the aggregation of the phthalocyanines was studied. It was not possible to obtain the Mn(II) complexes by reduction of the corresponding Mn(III) complexes due to the presence of electron donating substituents at the periphery of the phthalocyanines. The (1)H NMRD plots of the PEG500 and choline substituted Mn(III)-phthalocyanine complexes are typical of self-aggregated Mn(III) systems with r1 relaxivities of 4.0 and 5.7mM(-1)s(-1) at 20MHz and 25°C. The Mn(III)-phthalocyanine-PEG4 complex shows no significant cytotoxicity to HeLa cell cultures after 2h of incubation up to 2mM concentration. After 24h of cell exposure to the compound, significant toxicity was observed for all the concentrations tested with IC50 of 1.105mM.
(Copyright © 2015 Elsevier Inc. All rights reserved.)
Databáze: MEDLINE
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