title: Toward hypoxia-selective rhenium and technetium tricarbonyl complexes.
abstract: 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 (99m)Tc 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.
authors.forename: Andrea J
authors.initials: AJ
authors.lastname: North
authors.forename: David J
authors.initials: DJ
authors.lastname: Hayne
authors.forename: Christine
authors.initials: C
authors.lastname: Schieber
authors.forename: Katherine
authors.initials: K
authors.lastname: Price
authors.forename: Anthony R
authors.initials: AR
authors.lastname: White
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Crouch
authors.affiliation: Ludwig Institute for Cancer Research , Melbourne-Austin Branch, 145 Studley Road, Heidelberg, Victoria 3084, Australia.
authors.forename: Angela
authors.initials: A
authors.lastname: Rigopoulos
authors.forename: Graeme J
authors.initials: GJ
authors.lastname: O'Keefe
authors.forename: Henri
authors.initials: H
authors.lastname: Tochon-Danguy
authors.forename: Andrew M
authors.initials: AM
authors.lastname: Scott
authors.forename: Jonathan M
authors.initials: JM
authors.lastname: White
authors.forename: Uwe
authors.initials: U
authors.lastname: Ackermann
authors.forename: Paul S
authors.initials: PS
authors.lastname: Donnelly
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D003952:Diagnostic Imaging; D055664:Electrochemical Techniques; D006367:HeLa Cells; D006801:Humans; D000860:Hypoxia; D008024:Ligands; D049449:Luminescence; D051379:Mice; D008807:Mice, Inbred BALB C; D008819:Mice, Nude; D008856:Microscopy, Fluorescence; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics*; D012211:Rhenium / Q000737:chemistry / Q000493:pharmacokinetics*; D013667:Technetium / Q000737:chemistry / Q000493:pharmacokinetics*; D014018:Tissue Distribution
chemical_list: D008024:Ligands; D009942:Organometallic Compounds; D012211:Rhenium; D013667:Technetium