A Fluorinated Dendrimer-Based Nanotechnology Platform

Huang, Z.; Sengar, Raghvendra S.; Nigam, Archana; Abadjian, Marie-Caline; Potter, Douglas M.; Grotjahn, Douglas B.; Wiener, Erik C.

doi:10.1097/rli.0b013e3181ee6e06

Cited by 21 publications

(10 citation statements)

References 37 publications

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“…The perfluorocarbon particles are also considerably larger in size at (around 200 nm diameter) and are therefore likely to be limited to cell labeling studies. Recently, Huang et al (20) reported an approach related to that which is described here. They combined dendrimer nanoparticles with gadolinium chelates leading to some improvements in relaxation.…”

Section: Discussionmentioning

confidence: 99%

¹⁹F‐lanthanide complexes with increased sensitivity for ¹⁹F‐MRI: Optimization of the MR acquisition

Chalmers

Kenwright

Parker

et al. 2011

Magnetic Resonance in Med

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Fluorine-19 magnetic resonance methods offer advantages for molecular or cellular imaging in vivo due to the absence of radioactivity, lack of naturally occurring background signal, and the ability to easily combine measurements with anatomical MRI. Previous studies have shown that 19 F-MRI sensitivity is limited to millimolar concentrations by slow longitudinal relaxation. In this study, a new class of macrocyclic fluorinated lanthanide complexes is investigated where relaxation rates are significantly shortened by proximity of the fluorine group to a paramagnetic lanthanide ion located within the same molecule. Longitudinal and transverse relaxation rates are field dependent and in the range 50-150 s 21 and 70-200 s 21 , respectively, at 7 T. Relaxation rates in these complexes are a function of the molecular structure and are independent of concentration at biologically relevant levels, so can be used as criteria to optimize imaging acquisition. Phantom experiments at 7 T indicate a lower limit for detection by imaging of 20 mM. Magn Reson Med 66:931-936,

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Section: Discussionmentioning

confidence: 99%

¹⁹F‐lanthanide complexes with increased sensitivity for ¹⁹F‐MRI: Optimization of the MR acquisition

Chalmers

Kenwright

Parker

et al. 2011

Magnetic Resonance in Med

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“…29 Alternatively, 7 was obtained as a triflate salt by alkylation of N -formylcyclen 37 with 3.3 equivalents of methyl bromoacetate, followed by removal of the formyl group. 30 Ester 8 was reportedly isolated in 72% yield after reaction of cyclen with 2.24 equivalents of ethyl bromoacetate in dichloromethane without an additional base. 38 More recently, Natrajan, et al, 39 prepared 8 in 63% yield as a hydrobromide salt by reaction of cyclen with 3.3 equivalents of ethyl bromoacetate in acetonitrile in the presence of sodium bicarbonate.…”

Section: Resultsmentioning

confidence: 99%

Improved Synthesis of 10-(2-Alkylamino-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic Acid Derivatives Bearing Acid-Sensitive Linkers

Jagadish

Ozumerzifon

Roberts

et al. 2013

Synthetic Communications

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Alkylation of the hydrobromide salts of 1,4,7-tris(methoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane and 1,4,7-tris(ethoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane with appropriate α-bromoacetamides, followed by hydrolysis, provides convenient access to 10-(2-alkylamino-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid derivatives that contain acid-sensitive functional groups. The utility of the method is demonstrated by improved syntheses of two known DOTA monoamides bearing acid-sensitive ω-tritylthio alkyl chains in much higher yields based on cyclen as the starting material.

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“…Higher field MRI systems are becoming more common, and the SNR increases with the increasing magnetic field. 51 Furthermore, increasing the fluorine load in contrast media increases the fluorine density and lowers the detection limit for fluorine particles, thus enabling high sensitivity imaging. These developments support the clinical translation of hybrid 1 H/ 19 F MR imaging and spectroscopy with fluorine contrast media.…”

Section: Emerging Clinical Fluorine Mr Applicationsmentioning

confidence: 99%

Clinical Perspectives of Hybrid Proton-Fluorine Magnetic Resonance Imaging and Spectroscopy

Wolters¹,

Mohades²,

Hackeng³

et al. 2013

Investigative Radiology

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The number of applications of fluorine 19 (19F) magnetic resonance (MR) imaging and spectroscopy in biomedical and clinical research is steadily growing. The 100% natural abundance of fluorine and its relatively high sensitivity for MR (83% to that of protons) make it an interesting nucleus for a wide range of MR applications. Fluorinated contrast media have a number of advantages over the conventionally used gadolinium-based or iron-based contrast agents. The absence of an endogenous fluorine background intensity in the human body facilitates reliable quantification of fluorinated contrast medium or drugs. Anatomy can be visualized separately with proton MR imaging, creating the application of hybrid hydrogen 1 (1H)/19F MR imaging. The availability of 2 channels (ie, the 1H and 19F channels) enables dual-targeted molecular imaging. Recently, novel developments have emerged on fluorine-based contrast media in preclinical studies and imaging techniques. The developments in fluorine MR seem promising for clinical applications, with contributions in therapy monitoring, assessment of lung function, angiography, and molecular imaging. This review outlines the translation from recent advances in preclinical MR imaging and spectroscopy to future perspectives of clinical hybrid 1H/19/F MR imaging applications.

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A Fluorinated Dendrimer-Based Nanotechnology Platform

Cited by 21 publications

References 37 publications

¹⁹F‐lanthanide complexes with increased sensitivity for ¹⁹F‐MRI: Optimization of the MR acquisition

¹⁹F‐lanthanide complexes with increased sensitivity for ¹⁹F‐MRI: Optimization of the MR acquisition

Improved Synthesis of 10-(2-Alkylamino-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic Acid Derivatives Bearing Acid-Sensitive Linkers

Clinical Perspectives of Hybrid Proton-Fluorine Magnetic Resonance Imaging and Spectroscopy

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A Fluorinated Dendrimer-Based Nanotechnology Platform

Cited by 21 publications

References 37 publications

19F‐lanthanide complexes with increased sensitivity for 19F‐MRI: Optimization of the MR acquisition

19F‐lanthanide complexes with increased sensitivity for 19F‐MRI: Optimization of the MR acquisition

Improved Synthesis of 10-(2-Alkylamino-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic Acid Derivatives Bearing Acid-Sensitive Linkers

Clinical Perspectives of Hybrid Proton-Fluorine Magnetic Resonance Imaging and Spectroscopy

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¹⁹F‐lanthanide complexes with increased sensitivity for ¹⁹F‐MRI: Optimization of the MR acquisition

¹⁹F‐lanthanide complexes with increased sensitivity for ¹⁹F‐MRI: Optimization of the MR acquisition