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Article

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

by
Sara Rubagotti
1,
Stefania Croci
2,
Erika Ferrari
3,*,
Michele Iori
1,
Pier C. Capponi
1,
Luca Lorenzini
4,
Laura Calzà
4,
Annibale Versari
1 and
Mattia Asti
1
1
Nuclear Medicine Unit, Oncology and Advanced Technologies Department, Arcispedale Santa Maria Nuova-IRCCS, 42123 Reggio Emilia, Italy
2
Clinical Immunology, Allergy, and Advanced Biotechnologies Unit, Diagnostic Imaging and Laboratory Medicine Department, IRCCS-Arcispedale Santa Maria Nuova, 42123 Reggio Emilia, Italy
3
Department of Chemical and Geological Sciences, University of Modena, 41125 Modena, Italy
4
Health Sciences and Technologies-Interdepartmental Center for Industrial Research (HST-ICIR), University of Bologna, 40126 Ozzano Emilia, Italy
*
Author to whom correspondence should be addressed.
Int. J. Mol. Sci. 2016, 17(9), 1480; https://doi.org/10.3390/ijms17091480
Submission received: 5 July 2016 / Revised: 8 August 2016 / Accepted: 17 August 2016 / Published: 6 September 2016
(This article belongs to the Special Issue Recent Advances in Metal Based Drugs)
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Abstract

Curcumin derivatives labelled with fluorine-18 or technetium-99m have recently shown their potential as diagnostic tools for Alzheimer’s disease. Nevertheless, no study by exploiting the labelling with gallium-68 has been performed so far, in spite of its suitable properties (positron emitter, generator produced radionuclide). Herein, an evaluation of the affinity for synthetic β-amyloid fibrils and for amyloid plaques of three nat/68Ga-labelled curcumin analogues, namely curcumin curcumin (CUR), bis-dehydroxy-curcumin (bDHC) and diacetyl-curcumin (DAC), was performed. Affinity and specificity were tested in vitro on amyloid synthetic fibrils by using gallium-68 labelled compounds. Post-mortem brain cryosections from Tg2576 mice were used for the ex vivo visualization of amyloid plaques. The affinity of 68Ga(CUR)2+, 68Ga(DAC)2+, and 68Ga(bDHC)2+ for synthetic β-amyloid fibrils was moderate and their uptake could be observed in vitro. On the other hand, amyloid plaques could not be visualized on brain sections of Tg2576 mice after injection, probably due to the low stability of the complexes in vivo and of a hampered passage through the blood–brain barrier. Like curcumin, all nat/68Ga-curcuminoid complexes maintain a high affinity for β-amyloid plaques. However, structural modifications are still needed to improve their applicability as radiotracers in vivo.
Keywords: curcumin; alzheimer disease; Gallium-68; β-amyloid; curcuminoid complexes; fluorescence curcumin; alzheimer disease; Gallium-68; β-amyloid; curcuminoid complexes; fluorescence
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MDPI and ACS Style

Rubagotti, S.; Croci, S.; Ferrari, E.; Iori, M.; Capponi, P.C.; Lorenzini, L.; Calzà, L.; Versari, A.; Asti, M. Affinity of nat/68Ga-Labelled Curcumin and Curcuminoid Complexes for β-Amyloid Plaques: Towards the Development of New Metal-Curcumin Based Radiotracers. Int. J. Mol. Sci. 2016, 17, 1480. https://doi.org/10.3390/ijms17091480

AMA Style

Rubagotti S, Croci S, Ferrari E, Iori M, Capponi PC, Lorenzini L, Calzà L, Versari A, Asti M. Affinity of nat/68Ga-Labelled Curcumin and Curcuminoid Complexes for β-Amyloid Plaques: Towards the Development of New Metal-Curcumin Based Radiotracers. International Journal of Molecular Sciences. 2016; 17(9):1480. https://doi.org/10.3390/ijms17091480

Chicago/Turabian Style

Rubagotti, Sara, Stefania Croci, Erika Ferrari, Michele Iori, Pier C. Capponi, Luca Lorenzini, Laura Calzà, Annibale Versari, and Mattia Asti. 2016. "Affinity of nat/68Ga-Labelled Curcumin and Curcuminoid Complexes for β-Amyloid Plaques: Towards the Development of New Metal-Curcumin Based Radiotracers" International Journal of Molecular Sciences 17, no. 9: 1480. https://doi.org/10.3390/ijms17091480

APA Style

Rubagotti, S., Croci, S., Ferrari, E., Iori, M., Capponi, P. C., Lorenzini, L., Calzà, L., Versari, A., & Asti, M. (2016). Affinity of nat/68Ga-Labelled Curcumin and Curcuminoid Complexes for β-Amyloid Plaques: Towards the Development of New Metal-Curcumin Based Radiotracers. International Journal of Molecular Sciences, 17(9), 1480. https://doi.org/10.3390/ijms17091480

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