Design and Synthesis of Novel Quinolinebased Contrast Agents for Diagnostic Imaging

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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging Kendra D.
Salter and Mark D. Keränen Department of
Chemistry The University of Tennessee at Martin
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
Developments in lanthanide coordination
chemistry Smart CA platforms
Compounds such as the gadolinium tetraamide
complex above have proven to be effective at
catalyzing the rate of relaxation of bulk water
protons in their hydration spheres, making them
excellent MRI contrast agents when given in doses
of 2 to 3 g per patient. Dual sensing smart
probes for specific analytes that allow for
both luminescent and MR imaging (use of Eu/Tb and
Gd) can serve to revolutionize MR-based
neuroimaging techniques.
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
Tissue imaging has been performed
using lanthanide complexes alone or in
conjunction with selective dyes.
Eu-complex RNA-select dye
co-localization
Pandya, S Yu, J. and Parker, D. Dalton Trans.
2006, 2757.
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
Design principles Luminescent lanthanide sensors
and sensitized emission
Complex without target analyte
In the presence of analyte, coordination sphere
and energy transfer changes result in significant
changes in either the optical signal (or MRI
signal, depending on the lanthanide chosen).
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
Developments in luminescent lanthanide complexes
Next-generation sensor platforms
The DO3A cyclen is frequently applied in the
synthesis of lanthanide complexes, and has a
history of use in early and modern MRI contrast
agents. Similarly, the DO3AM triamide can also
be employed as a complexing platform.
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
Our work on lanthanide complexes
quinoline-cyclen dual sensor synthesis.
O-substituted quinoline linker syntheses
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
Our work on lanthanide complexes quinoline-based
dual-mode CA synthesis.
Coupling to cyclen and completion of the complex
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
Our work on lanthanide complexes quinoline-based
dual sensor synthesis.
Coupling to cyclen and completion of the complex
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Design and Synthesis of Novel Quinoline-based
Contrast Agents for Diagnostic Imaging
In the near future ? Optimize syntheses
complexation conditions ? Optical
characterization (with europium) ? MRI
characterization (at MPI with gadolinium) Thanks
to Dr. Mark D. Keränen, UTM Dept. of
Chemistry Collaborators (MRI) - Max Planck
Institute for Biological Cybernetics Tübingen,
Germany Funding - UTM College of Engineering and
Natural Sciences UTM Faculty Research Grants