The synthesis and characterization of Ruthenium and Osmium Polypyridyl, coordination complexes as photosensitizers for photodynamic therapy

Bennett, L. G. (2016). The synthesis and characterization of Ruthenium and Osmium Polypyridyl, coordination complexes as photosensitizers for photodynamic therapy. https://scholar.acadiau.ca/islandora/object/theses:1461

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Title

The synthesis and characterization of Ruthenium and Osmium Polypyridyl, coordination complexes as photosensitizers for photodynamic therapy

Author
Bennett, Leah G.
Call Number

LE3 .A278 2016

Date

2016

Supervisor

McFarland, Sherri

Degree Grantor

Acadia University

Degree Name

Bachelor of Science

Degree Level

Honours

Discipline

Chemistry

Affiliation

Chemistry

Abstract

Photodynamic therapy (PDT) is a non invasive cancer treatment that can be spatially and temporally controlled. This process involves the combination of a pro-drug called a photosensitizer (PS), oxygen, and a therapeutic wavelength of light to kill canerous cells. In this study, fourty-one PSs have been synthesized in yields between 8% and 93%. These compounds have been synthesized with the intention to produce a promising photosensitizer (PS) and to develop a structure-activity relationship. Strained ruthenium complexes will also be explored to develop potential photoejecting species. Ideally these compounds will have a high near-IR absorbance, a large phototheraputic index, be water soluble, and have a high cellular uptake. These PSs vary in metal center (either ruthenium or osmium), functional ligand, and co-ligand (2,2’-bipyridine, 2,2’-biquinoline, or 4,4’-dimethyl-2,2’-bipyridine). There are two types of functional ligands being synthesized in this project: aromatic tethered and thiophene tethered. The aromatic group includes imidazo[4,5-f][1,10]phenathroline tethered to an aromatic molecule and the thiophene group includes [1,10]phenathroline tethered to thiophene, bithiophene, or terthiophene. These were synthesized through a microwave reaction, followed by a liquid-liquid extraction. Crude compounds were purified by silica column chromatography and chloride converted using amberlite anion exchange columns. The compounds were analyzed using 1H NMR, 1H-1H COSY NMR, and ESI-MS. It was found that the aromatic series shows a promising future, and it may be beneficial for the library to be extended. The thiophene series showed astonishing results worth further investigation

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Permanent Link

https://scholar.acadiau.ca/islandora/object/theses:1461

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