Synthesis, Stability and Relaxivity of TEEPO-Met : An Organic Radical as a Potential Tumour Targeting Contrast Agent for Magnetic Resonance Imaging
Soikkeli, M., Horkka, K., Moilanen, J., Timonen, M., Kavakka, J., & Heikkinen, S. (2018). Synthesis, Stability and Relaxivity of TEEPO-Met : An Organic Radical as a Potential Tumour Targeting Contrast Agent for Magnetic Resonance Imaging. Molecules, 23(5), Article 1034. https://doi.org/10.3390/molecules23051034
DisciplineEpäorgaaninen ja analyyttinen kemiaNanoscience CenterInorganic and Analytical ChemistryNanoscience Center
© 2018 by the authors. Licensee MDPI, Basel, Switzerland. This is an open access article distributed under the terms of the Creative Commons License.
Cancer is a widespread and life-threatening disease and its early-stage diagnosis is vital. One of the most effective, non-invasive tools in medical diagnostics is magnetic resonance imaging (MRI) with the aid of contrast agents. Contrast agents that are currently in clinical use contain metals, causing some restrictions in their use. Also, these contrast agents are mainly non-specific without any tissue targeting capabilities. Subsequently, the interest has notably increased in the research of organic, metal-free contrast agents. This study presents a new, stable organic radical, TEEPO-Met, where a radical moiety 2,2,6,6-tetraethylpiperidinoxide (TEEPO) is attached to an amino acid, methionine (Met), as a potentially tumour-targeting moiety. We describe the synthesis, stability assessment with electron paramagnetic resonance (EPR) spectroscopy and relaxation enhancement abilities by an in vitro nuclear magnetic resonance (NMR) and phantom MRI studies of TEEPO-Met. The new compound proved to be stable notably longer than the average imaging time in conditions mimicking a biological matrix. Also, it significantly reduced the relaxation times of water, making it a promising candidate as a novel tumour targeting contrast agent for MRI. ...
Publication in research information system
MetadataShow full item record
Except where otherwise noted, this item's license is described as © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This is an open access article distributed under the terms of the Creative Commons License.
Showing items with similar title or keywords.
Polymorphism in a π stacked Blatter radical : structures and magnetic properties of 3-(phenyl)-1-(pyrid-2-yl)-1,4-dihydrobenzo[e][1,2,4]triazin-4-yl Constantinides, Christos P.; Lawson, Daniel B.; Zissimou, Georgia A.; Berezin, Andrey A.; Mailman, Aaron; Manoli, Maria; Kourtellaris, Andreas; Leitus, Gregory M.; Clérac, Rodolphe; Tuononen, Heikki M.; Koutentis, Panayiotis A. (Royal Society of Chemistry, 2020)3-(Phenyl)-1-(pyrid-2-yl)-1,4-dihydrobenzo[e][1,2,4]triazin-4-yl (2) demonstrates the first example of polymorphism in the family of Blatter radicals. Two polymorphs, 2α and 2β, have been identified and characterized by ...
Synthesis and biological evaluation of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine and its cycloalkane and cycloalkene condensed analogues El Haimer, Mohamed; Palkó, Márta; Haukka, Matti; Gajdács, Márió; Zupkó, István; Fülöp, Ferenc (Royal Society of Chemistry (RSC), 2021)Derivatives of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepinone and its cycloalkane and cycloalkene condensed analogues have been conveniently synthesized through a three-step reaction ...
N-(2,3,5,6-Tetrafluoropyridyl)sulfoximines : synthesis, X-ray crystallography, and halogen bonding Schumacher, Christian; Fergen, Hannah; Puttreddy, Rakesh; Truong, Khai-Nghi; Rinesch, Torsten; Rissanen, Kari; Bolm, Carsten (Royal Society of Chemistry, 2020)In the presence of KOH, NH-sulfoximines react with pentafluoropyridine to give N-(tetrafluoropyridyl)sulfoximines (NTFP-sulfoximines) in moderate to excellent yields. Either a solution-based or a superior solvent-free ...
Angular Regioselectivity in the Reactions of 2-Thioxopyrimidin-4-ones and Hydrazonoyl Chlorides : Synthesis of Novel Stereoisomeric Octahydro[1,2,4]triazolo[4,3-a]quinazolin-5-ones Said, Awad I.; Palkó, Márta; Haukka, Matti; Fülöp, Ferenc (MDPI, 2020)The regioselective synthesis of cis and trans stereoisomers of variously functionalized octahydro[1,2,4]triazolo[4,3-a]quinazolin-5-ones was performed. The 2-thioxopyrimidin-4-ones used in the synthesis reacted with ...
Toxicological and bioactivity evaluation of blackcurrant press cake, sea buckthorn leaves and bark from Scots pine and Norway spruce extracts under a green integrated approach Pap, Nora; Reshamwala, Dhanik; Korpinen, Risto; Kilpeläinen, Petri; Fidelis, Marina; Furtado, Marianna M.; Sant’Ana, Anderson S.; Wen, Mingchun; Zhang, Liang; Hellström, Jarkko; Marnilla, Pertti; Mattila, Pirjo; Sarjala, Tytti; Yang, Baoru; dos Santos Lima, Amanda; Azevedo, Luciana; Marjomäki, Varpu; Granato, Daniel (Elsevier, 2021)Aqueous extracts from blackcurrant press cake (BC), Norway spruce bark (NS), Scots pine bark (SP), and sea buckthorn leaves (SB) were obtained using maceration and pressurized hot water and tested for their bioactivities. ...