A new naphtylbiliverdin compound has been synthesized which offers intense absorption with the photodynamic therapy window (600 nm – 850 nm). The compound has been characterized by proton NMR, high resolution electrospray mass spectrometry, elemental analysis, and UV/vis spectroscopy. Coordination of four ruthenium(II) polypyridyl complexes was accomplished by standard procedures. The new tetra-ruthenated naphthylbiliverdin was characterized by elemental analysis. Cyclic voltammetry measurements reveal that all four ruthenium moieties are coordinated to the pyridyl groups of the biliverdin compound. The intense metal to ligand charge transfer (MLCT) bands of the peripheral ruthenium groups overshadow the absorption due to the biliverdin compound; therefore, spectroelectrochemical studies were conducted to show that the low energy absorption of the naphthylbiliverdin compound is unaffected by coordination to the ruthenium groups. DNA photocleavage studies were performed by irradiating samples containing plasmid DNA and the ruthenated compound, filtering out high energy light. Gel electrophoresis studies indicate that the compound is capable of photonicking the plasmid DNA when irradiated with light.
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Chemistry | Physical Sciences and Mathematics
Berding, Ashley M., "Synthesis and Characterization of a Tetra-Ruthenated Naphthylbiliverdin" (2014). Honors Theses. 2.