Toward Hypoxia-Selective Rhenium and Technetium Tricarbonyl Complexes

With the aim of preparing hypoxia-selective imaging and therapeutic agents, technetium­(I) and rhenium­(I) tricarbonyl complexes with pyridylhydrazone, dipyridylamine, and pyridylaminocarboxylate ligands containing nitrobenzyl or nitroimidazole functional groups have been prepared. The rhenium trica...

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Published inInorganic chemistry Vol. 54; no. 19; pp. 9594 - 9610
Main Authors North, Andrea J, Hayne, David J, Schieber, Christine, Price, Katherine, White, Anthony R, Crouch, Peter J, Rigopoulos, Angela, O’Keefe, Graeme J, Tochon-Danguy, Henri, Scott, Andrew M, White, Jonathan M, Ackermann, Uwe, Donnelly, Paul S
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 05.10.2015
Subjects
Animals
Cell Line, Tumor
Confocal
Diagnostic Imaging
Electrochemical Techniques
Fluorescence
Functional groups
HeLa Cells
Human
Humans
Hypoxia
Imaging
Ligands
Luminescence
Mice
Mice, Inbred BALB C
Mice, Nude
Microscopy, Fluorescence
Models, Molecular
Molecular Structure
Organometallic Compounds - chemical synthesis
Organometallic Compounds - chemistry
Organometallic Compounds - pharmacokinetics
Rhenium
Rhenium - chemistry
Rhenium - pharmacokinetics
Technetium - chemistry
Technetium - pharmacokinetics
Tissue Distribution
Uptakes
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Summary:With the aim of preparing hypoxia-selective imaging and therapeutic agents, technetium­(I) and rhenium­(I) tricarbonyl complexes with pyridylhydrazone, dipyridylamine, and pyridylaminocarboxylate ligands containing nitrobenzyl or nitroimidazole functional groups have been prepared. The rhenium tricarbonyl complexes were synthesized with short reaction times using microwave irradiation. Rhenium tricarbonyl complexes with deprotonated p-nitrophenyl pyridylhydrazone ligands are luminescent, and this has been used to track their uptake in HeLa cells using confocal fluorescent microscopy. Selected rhenium tricarbonyl complexes displayed higher uptake in hypoxic cells when compared to normoxic cells. A 99mTc tricarbonyl complex with a dipyridylamine ligand bearing a nitroimidazole functional group is stable in human serum and was shown to localize in a human renal cell carcinoma (RCC; SK-RC-52) tumor in a mouse.
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content type line 23
ISSN:0020-1669
1520-510X
DOI:10.1021/acs.inorgchem.5b01691