Dreidimensionale Tomographie im mittleren Infrarotbereich von endogenen und exogenen Molekülen in einer einzelnen Zelle mit subzellulärer Auflösung

An organometallic derivative of praziquantel was studied directly in worms by using inductively coupled plasma-mass spectrometry (ICP-MS) for quantification and synchrotron-based imaging. X-ray fluorescence (XRF) and IR absorption spectromicroscopy were used for the first time in combination to directly locate this organometallic drug candidate in schistosomes. The detection of both CO (IR) and Cr (XRF) signatures proved that the Cr(CO)3 core remained intact in the worms. Images showed a preferential accumulation at the worm's tegument, consistent with a possible targeting of the calcium channel but not excluding other biological targets inside the worm.

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Bimodal X‐ray and Infrared Imaging of an Organometallic Derivative of Praziquantel in Schistosoma mansoni

Clède

Cowan

Lambert

et al. 2016

ChemBioChem

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Acetoxymethyl Concept for Intracellular Administration of Carbon Monoxide with Mn(CO)₃‐Based PhotoCORMs

Mede

Hoffmann

Neumann

et al. 2018

Chemistry A European J

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Targeted administration of carbon monoxide with CO releasing molecules (CORMs) inside of cells proved to be very challenging. Consequently, there are only very few reports on intracellular uptake of CORMs requiring high extracellular CORM loading because an equilibrium between extra- and intracellular concentrations can be assumed. Here we present a strategy for a targeted intracellular administration of manganese(I)-based CORMs that are altered inside of cells to trap these complexes. Thereafter, carbon monoxide can be liberated by irradiation (photoCORMs). To achieve this innovative task, acetoxymethyl (AM) groups are attached at the periphery of the hydrophobic manganese(I) carbonyl complexes to not influence the CO release behavior. Inside of cells these AM substituents are cleaved by esterases yielding hydrophilic manganese(I) carbonyl compounds which are captured inside of cells. This objective is realized by using the bidentate bases 4-(acetoxymethoxycarbonyl)phenyl-bis(3,5-dimethylpyrazolyl)methane (1) and 4-(acetoxymethoxy)phenyl-bis(3,5-dimethylpyrazolyl)methane (4) at facial (OC) MnBr fragments yielding CORM-AM1 (2) and CORM-AM2 (5), respectively. Besides synthesis, crystal structures and spectroscopic properties we present targeted administration and intracellular accumulation of these AM-containing CORMs.

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Design, Synthesis, and Reactivity of Multidentate Ligands with Rhenium(I) and Rhenium(V) Cores

et al. 2017

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International audienceSynthetic pathways to a range of potentially N3O-tetradentate ligands designed to coordinate to rhenium cores, as well as their coordination behaviors towards different rhenium cores (oxidation states +I and +V) are investigated. Two functionalized N-{[1-(4-R)-1H-1,2,3-triazol-4-yl]methyl}-2-(pyridin-2-ylmethoxy)aniline derivatives L1H (R = methyl acetate) and L2H (R = 4-nitrophenyl) act exclusively as bidentate ligands and lead to the formation of mononuclear tricarbonylrhenium(I) complexes of the general formula [(LH)Re(CO)3Cl] with L = L1 or L2. Both complexes are characterized by 1H NMR and 13C NMR, FTIR spectroscopy, electrospray ionization mass spectrometry, and in the case of [(L2H)Re(CO)3Cl], single-crystal X-ray diffraction. The rhenium is coordinated by three carbonyl groups, a chlorine atom and two nitrogen atoms of a triazole group, and a nitrogen of the aniline ring of the ligand, respectively. A theoretical study shows complex [(L2H)Re(CO)3Cl] is the most stable structural isomer. In addition, the oxorhenium(V) complex [(L3)ReO] is isolated and fully characterized after the reaction of the ReV precursor [ReOCl3(PPh3)2] with L3H3 [methyl 2-(4-{[2-(2-hydroxyphenylamino)-2-oxoethylamino]methyl}-1H-1,2,3-triazol-1-yl)acetate]. Its corresponding 99mTc complex was achieved with a good radiochemical yield (andgt; 90 %). The convenient synthesis of this ligand, coupled with its high affinity for [ReO]3+ and [99mTcO]3+ cores, make it a promising chelator for biomedical applications. © 2017 WILEY-VCH Verlag GmbH and Co. KGaA, Weinhei

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Dreidimensionale Tomographie im mittleren Infrarotbereich von endogenen und exogenen Molekülen in einer einzelnen Zelle mit subzellulärer Auflösung

Cited by 3 publications

References 30 publications

Bimodal X‐ray and Infrared Imaging of an Organometallic Derivative of Praziquantel in Schistosoma mansoni

Bimodal X‐ray and Infrared Imaging of an Organometallic Derivative of Praziquantel in Schistosoma mansoni

Acetoxymethyl Concept for Intracellular Administration of Carbon Monoxide with Mn(CO)₃‐Based PhotoCORMs

Design, Synthesis, and Reactivity of Multidentate Ligands with Rhenium(I) and Rhenium(V) Cores

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Dreidimensionale Tomographie im mittleren Infrarotbereich von endogenen und exogenen Molekülen in einer einzelnen Zelle mit subzellulärer Auflösung

Cited by 3 publications

References 30 publications

Bimodal X‐ray and Infrared Imaging of an Organometallic Derivative of Praziquantel in Schistosoma mansoni

Bimodal X‐ray and Infrared Imaging of an Organometallic Derivative of Praziquantel in Schistosoma mansoni

Acetoxymethyl Concept for Intracellular Administration of Carbon Monoxide with Mn(CO)3‐Based PhotoCORMs

Design, Synthesis, and Reactivity of Multidentate Ligands with Rhenium(I) and Rhenium(V) Cores

Contact Info

Product

Resources

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Acetoxymethyl Concept for Intracellular Administration of Carbon Monoxide with Mn(CO)₃‐Based PhotoCORMs