title: The [(Cp)M(CO)(3)] (M=Re, (99m)Tc) building block for imaging agents and bioinorganic probes: perspectives and limitations.
abstract: Starting from asymmetric Thiele's acid derivatives, two different imaging probes [(99m)Tc(CO)(3)(CpR)] (R=potential targeting vector) are generated simultaneously in one-pot and from one substrate. This extends the previously introduced labeling strategy of metal-mediated retro-Diels-Alder reaction with HCp-R dimers. We demonstrate that chemically active functionalities such as hydroxamic acids are not following this labeling strategy. Adopting the principle of replacing phenyl rings by [Re(CO)(3)(Cp)] entities, potent histone deacetylase (HDAC)-inhibiting Re analogs of suberoylanlilide hydroxamic acid (SAHA; N-hydroxy-N'-phenyloctanediamide) were synthesized and characterized. Cytotoxic evaluation on different tumor cell lines revealed low IC(50) values [μM] for these compounds, comparable to their purely organic congeners.
authors.affiliation: Institute of Inorganic Chemistry, University of Zürich, Winterthurerstrasse 190, CH-8057 Zürich.
authors.forename: Daniel
authors.initials: D
authors.lastname: Can
authors.forename: Harmel W
authors.initials: HW
authors.lastname: Peindy N'Dongo
authors.forename: Bernhard
authors.initials: B
authors.lastname: Spingler
authors.forename: Paul
authors.initials: P
authors.lastname: Schmutz
authors.forename: Paula
authors.initials: P
authors.lastname: Raposinho
authors.forename: Isabel
authors.initials: I
authors.lastname: Santos
authors.forename: Roger
authors.initials: R
authors.lastname: Alberto
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D003517:Cyclopentanes / Q000737:chemistry*; D003952:Diagnostic Imaging; D006801:Humans; D006877:Hydroxamic Acids / Q000737:chemistry; D020128:Inhibitory Concentration 50; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012211:Rhenium / Q000737:chemistry*; D013667:Technetium / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D003517:Cyclopentanes; D006877:Hydroxamic Acids; D009942:Organometallic Compounds; D012211:Rhenium; D013667:Technetium