NDLI: A Carborane-Derivative “Click” Reaction under Heterogeneous Conditions for the Synthesis of a Promising Lipophilic MRI/GdBNCT $Agent^{†}$

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A Carborane-Derivative “Click” Reaction under Heterogeneous Conditions for the Synthesis of a Promising Lipophilic MRI/GdBNCT $Agent^{†}$

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Deagostino, Annamaria Bova, Maria Elena Toppino, Antonio Geninatti Crich, Simonetta Diana, Eliano Alberti, Diego Venturello, Paolo Barge, Alessandro Aime, Silvio
Description	Author Affiliation: Toppino A ( Dipartimento di Chimica, Università degli Studi di Torino, Via Pietro Giuria, 7, 10125 Torino, Italy.)
Abstract	In this study, the Huisgen reaction has been used to functionalise a carborane cage with a lipophilic moiety and a 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) ligand to obtain a new Gd boron neutron-capture therapy (BNCT)/magnetic resonance imaging (MRI) agent. The introduction of the triazole units has been accomplished under both heterogeneous conditions, by the use of a Cu-supported ionic-liquid catalyst, and homogeneous conditions. The ability of the Gd complex of the synthesised ligand to form stable adducts with low-density lipoproteins (LDLs) has been evaluated and then MRI has been performed on tumour melanoma cells incubated in the presence of a Gd-complex/LDL imaging probe. It has been concluded that the high amount of intracellular boron necessary to perform BNCT can be reached even in the presence of a relatively low-boron-containing LDL concentration.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	2
Volume Number	19
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2013-01-07
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Boranes Chemistry Boron Neutron Capture Therapy Click Chemistry Gadolinium Magnetic Resonance Imaging Animals Biological Transport Cell Line, Tumor Chemistry Techniques, Synthetic Copper Cyclization Metabolism Therapeutic Use Hydrophobic And Hydrophilic Interactions Lipoproteins, LDL Melanoma, Experimental Diagnosis Pathology Mice Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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